Recently Sold Homes in Jefferson Park, Chicago

6 Beds ⋅ 4 Baths ⋅ 12703033 MLS ⋅ CLOSED Status

Rare opportunity to purchase a legal 4 unit in Jefferson Park in highly sought after Beaubien elementary! A well maintained building that has been cared for over 30 years by the current owners, the property offers (two) 2 bed 1 bath units and (two) smaller 1 bed 1 bath units. The top front unit has in unit washer/dryer and is a duplex up that expands to the attic with 2nd bedroom, skylight, and huge walk in closet. Very attractive building with below market rents and separate utilities with tenants paying their own gas and electric. Each unit is equipped with newer wall furnaces, newer hot water tanks, and hardwood floors or LVP/laminate. Solid architectural shingled roof that is 13 years old, mostly vinyl windows, 200 amp electrical, and most waterlines have been upgraded to copper with booster pump. Tall two car garage is leased for $250/month for additional income. Incredible Jefferson Park location with easy highway access and nearby Metra and CTA Blue Line.

4849 W Ainslie Street, Chicago

$310,000

4 Beds ⋅ 2 Baths ⋅ 12745420 MLS ⋅ CLOSED Status

Attention investors and savvy buyers! This classic brick bungalow in prime Jefferson Park is packed with potential and ready for your updates and vision. The charming home features a full basement with endless possibilities for added living space or storage, along with a convenient one-car garage. Situated in a highly desirable neighborhood just minutes from the Metra, beautiful local parks, convenient shopping, dining, and easy expressway access, this property delivers an unbeatable location and exceptional value. Don't miss out on this incredible value-add opportunity-schedule your showing today!

4961 W Winona Street, Chicago

$600,000

5 Beds ⋅ 3 Baths ⋅ 12647973 MLS ⋅ CLOSED Status

Prime Portage Park location! Move-in ready property offering great space, solid bones, and excellent natural light. Ideally located in the middle between Downtown Chicago and O'Hare Airport right off the Kennedy Expressway (I-90/94). Conveniently situated near public transportation (CTA Blue Line & Montrose bus), top-rated schools, parks, and vibrant local dining/shopping. 1st floor is duplexed with the lower level, adding additional living space, 2 bedrooms, a 2nd kitchen, and a full bathroom. Rare opportunity-it won't last long!

4916 W Montrose Avenue, Chicago

$515,000

4 Beds ⋅ 2 Baths ⋅ 12698253 MLS ⋅ CLOSED Status

Situated on an extra wide lot in a premier location of Jefferson Park, this turnkey 2 flat presents an extraordinary opportunity for investors, multi-generational living, or house hackers - live in one unit and generate income leasing the other unit! Both bright and airy apartments feature 2 bedrooms with walk-in closets, 1 bath, tall ceilings, formal living and dining rooms, charming breakfast nooks, and a private 1st floor deck. Enjoy total peace of mind with key recent updates, including newer furnaces (2024), a brand new 2nd floor water heater (2026), and a modernized 2nd floor kitchen with updated cabinets, counter top, backsplash and faucet (2023). An enclosed rear staircase connects both levels to a massive unfinished basement and attic, offering value add potential for a duplex-up expansion or a single family conversion. Outside, a fully fenced landscaped yard leads to a 2 car garage offering additional storage or rental potential. Ideally positioned near Beaubien Elementary district, the Blue Line, Metra stations, bus routes, I-90/94, multiple forest preserves, many grocery stores, and neighborhood favorites like Gale Street Inn and Westons Coffee & Tap Co., this versatile property delivers unbeatable convenience, flexible living options, and immediate income potential!

4950 W Gunnison Street, Chicago

$570,000

5 Beds ⋅ 4 Baths ⋅ 12667295 MLS ⋅ CLOSED Status

Exceptional investment opportunity on the border of Jefferson/Portage Park! This beautifully maintained and updated brick 2-flat with an additional finished garden apartment offers incredible flexibility for investors and owner-occupants alike. The spacious first-floor unit features 2 bedrooms plus a versatile den that can easily serve as a third bedroom or home office, a large sun-filled living room, formal dining room, updated cabinet kitchen, and a beautifully maintained bath. The recently refinished second-floor unit offers a bright and inviting layout with a large living room, formal dining room, updated kitchen, spacious bedroom, additional den with potential for a second bedroom, gleaming hardwood floors, and a stylish tiled bath with a whirlpool tub. The finished garden apartment provides additional living space with its own kitchen and bathroom, making it ideal for extended family or additional income potential (buyer to verify legal use). Outside, enjoy a lovely backyard, a huge garage with additional rental income, and a well-cared-for property that has been lovingly maintained over the years. Ideally located near Jefferson and Portage Parks, Jewel-Osco, restaurants, shopping, public transportation, the Blue Line, and the Kennedy Expressway, this property offers unbeatable convenience and easy access to downtown Chicago and O'Hare Airport. Whether you are looking to live in one unit while collecting rental income or expand your investment portfolio, this is a rare opportunity with strong existing income and upside.

4450 N Mango Avenue, Chicago

$195,000

12538155 MLS ⋅ CLOSED Status

Great freestanding masonry commercial Office/Retail/mixed use building, B1-1 Zoning, Building is 2000 SQ FT Lot is 4488 SQ FT, 10,800(VPD) cars pass this location a day. Right near the corner of Lawrence and Austin. Great Visibility, Adjacent to the Lawrence plaza retail strip center. The Building is in Good shape, Currently built out as two retail spaces. Great signage area, classic facade, 12 FT ceilings, 200 amp electric system, very bright window line, modern lighting, Parking is 8 parking spaces in rear parking lot, Great potential here, Perfect for an owner user, ideal for a variety of commercial uses, Retail, Professional use, Office insurance, Lawyer, Real estate, Medical use, school, adult education center, Area Retailers and business include, Printers Row Brewing, Sandy's Bakery & Deli, Pho No.1 Vietnamese Cuisine, Taqueria Amigo Chino 2 Galvin's Public House, Carpet & Flooring USA, The Lot Live music venue, Delightful Pastries, Prestige Liquors, Do not bother tenants, Call listing agent for showing. A MEMBER OF THE OWNERSHIP GROUP IS A LICENSED REAL ESTATE BROKER.

5924 W Lawrence Avenue, Chicago

$452,550

3 Beds ⋅ 1 Baths ⋅ 12609679 MLS ⋅ CLOSED Status

Charming brick bungalow located at 5653 W Leland Ave featuring hardwood floors and classic arched doorways throughout. The main level offers a convenient first-floor bedroom, with two additional bedrooms located upstairs. A spacious rear family room boasts vaulted ceilings, providing great natural light and an open feel. The home also includes an unfinished basement with exterior access, offering excellent storage or future expansion potential. At the rear of the property, you'll find a separate one-bedroom, one-bathroom coach house with hardwood floors. The legality of the coach house is unknown; seller and listing agent make no representations.

5653 W Leland Avenue, Chicago

$345,000

2 Beds ⋅ 2 Baths ⋅ 12715173 MLS ⋅ CLOSED Status ⋅ Jefferson Courte BLDG.

4848 N Central Avenue Unit #209, Chicago

$367,500

2 Beds ⋅ 2 Baths ⋅ 12696289 MLS ⋅ CLOSED Status

Spacious and beautifully maintained 2-bedroom, 2-bath condo featuring an expansive 31' x 15' open-concept living and kitchen area with hardwood floors, 42" maple/cherry cabinetry, granite countertops, center island, and stainless steel appliances. The spacious primary suite offers a luxurious en-suite bath with double vanity, separate glass shower, whirlpool tub, and private access to a 16' x 9' deck. Enjoy a wood-burning/gas fireplace, in-unit washer and dryer, cable/plasma TV-ready wiring, and one included parking space. Ideally located just minutes from the CTA Blue Line, Metra's Gladstone Park Station, and convenient access to I-90/I-94, making commuting downtown or to O'Hare effortless. Outdoor lovers will appreciate the close proximity to Edgebrook Woods, one of the area's largest forest preserves with miles of scenic walking and biking trails, along with Gladstone Park and Austin Foster Park for additional recreation and green space. An exceptional combination of comfort, convenience, and location! Sold AS-IS.

5358 N Central Avenue Unit #2N, Chicago

$375,000

2 Beds ⋅ 1 Baths ⋅ 12703052 MLS ⋅ CLOSED Status

Classic frame light filled bungalow tucked along a quiet, tree-lined street set on an oversized lot in the heart of Jefferson Park. Super convenient location that is walking distance to the Jefferson Park terminal to access bot the Blue line or the Metra train. Couple minute drive to Kennedy Expressway. Schools and shopping all nearby. This charming home features all the classic woodwork and hardwood floors as when originally built. Very clean and well-maintained home. Kitchen and bath were updated many years ago and are very useable as is or wait for your remodeling ideas. Living room, formal dining room and decent size kitchen. 2 bedrooms plus an extra room off the kitchen could be a 3rd bedroom or office? Walk up attic for storage. Full high basement too. Beautiful park-size yard and a large 2 car garage with a loft for additional storage. Any questions, concerns or comments regarding this listing please contact: Norbert Mika via Text or email preferred. Do not call or contact Matthew Mika.

5645 W Ainslie Street, Chicago

$430,000

3 Beds ⋅ 3 Baths ⋅ 12629466 MLS ⋅ CLOSED Status

Updated 3 bedroom, 3 bathroom brick bungalow on a quiet residential block in Chicago's Jefferson Park neighborhood. The main level lives as an open-concept living, dining, and kitchen layout with light hardwood floors, crown molding, and a wall of front windows pulling in natural light. The renovated kitchen features dark espresso shaker cabinetry, quartz countertops, a glass tile backsplash, a stainless steel farmhouse sink, gas range with vent hood, and a full stainless appliance package. A breakfast bar with pendant lighting connects the kitchen to the dining area, and a custom spiral staircase leads to the upper level. Two main-floor bedrooms share a fully updated bathroom with a tiled tub and shower and glass block window. Upstairs, the private primary suite includes a dressing area and en-suite bath with tub/shower, tile surround, and storage niches. The finished basement adds more square feet of livable space, including a recreation room with recessed lighting and tile floors that can flex as a home office or media space, a third full bathroom with a walk in standing shower, and a dedicated laundry room with utility sink. The mechanical room offers additional storage. Outside, the fully fenced rear yard provides parking on a concrete pad, an artificial turf section, and a mix of modern horizontal slat and traditional wood privacy fencing low-maintenance outdoor space with room to grill or hang out. Close to Mariano's, nearby Cook County forest preserves, parks, and Jefferson Park's transit hub for CTA Blue Line, Metra, and Pace bus access. Near I-90/94, downtown Chicago, and O'Hare. Forest Glen offers a true neighborhood feel a few blocks off Foster's retail corridor. Schedule your private showing today!

5336 N Laramie Avenue, Chicago

$311,000

3 Beds ⋅ 2 Baths ⋅ 12723528 MLS ⋅ CLOSED Status

Property has already been in process of gut and is in need of full rehab or tear down. Sold AS-IS. Work To Be Done.....But as they always say Location, Location, Location! 1/2 block to Beaubien Grade School, 5 min drive to both the Kennedy & Edens Expressways, Walk to CTA Blue Line, Forest Glen or Jefferson Park Metra Stations, IL. Dept. of Motor Vehicles, Chicago Canine Rescue, and Mariano's. Many restaurants offering International cuisines. Two nearby Forest Preserves with Biking & Hiking Trails. Enjoy this quiet neighborhood...Annual Summer Block Party for Sharing Food, Friendship, and Fun!

5018 W Winnemac Avenue, Chicago

$610,000

4 Beds ⋅ 3 Baths ⋅ 12710230 MLS ⋅ CLOSED Status

Welcome to this well-maintained home in the desirable Portage Park neighborhood! This inviting property offers a functional layout with bright, spacious living areas, generously sized bedrooms, and abundant natural light throughout. The kitchen provides ample cabinet and counter space, while the private outdoor area is perfect for relaxing or entertaining. Conveniently located near parks, schools, shopping, dining, public transportation, and major expressways, this home combines comfort, convenience, and an excellent location. Don't miss this fantastic opportunity to make it your own!

5800 W Giddings Street, Chicago

$237,000

2 Beds ⋅ 1 Baths ⋅ 12695782 MLS ⋅ CLOSED Status ⋅ Jefferson Courte BLDG.

WELCOME TO 6161 W. HIGGINS AVE., UNIT 8! THIS BEAUTIFULLY MAINTAINED CONDO OFFERS A PEACEFUL SETTING OVERLOOKING THE COURTYARD-NOT HIGGINS AVENUE-AND INCLUDES AN ASSIGNED PARKING SPACE (W) AND PRIVATE STORAGE UNIT (#8). STEP INSIDE TO FIND SPACIOUS, BRIGHT ROOMS WITH AN ABUNDANCE OF CLOSET SPACE THROUGHOUT. THE INVITING KITCHEN FEATURES NICE CHERRY CABINETS AND AMPLE COUNTER SPACE. RECENT INTERIOR UPDATES INCLUDE AN ELEGANT, FULLY RENOVATED BATHROOM (2022), NEW FLOORING IN THE LIVING ROOM AND BEDROOMS (2025), REPLACEMENT WINDOWS AND PATIO DOORS- (2020), AND NEWER A/C UNITS (2025) AND (2021) THE WELL-MAINTAINED BUILDING HAS ALSO UNDERGONE NUMEROUS RECENT IMPROVEMENTS, INCLUDING A NEW HOT WATER TANK (2026), NEWER FURNACE (APPROXIMATELY 4 YEARS OLD), NEW BUILDING MAIN ELECTRICAL PANEL (2026), NEW WASHERS AND DRYERS (2026), AND A ROOF THAT IS APPROXIMATELY 12 YEARS OLD. BEST OF ALL, THERE ARE NO SPECIAL ASSESSMENTS-ALL BUILDING IMPROVEMENTS HAVE ALREADY BEEN PAID FOR. MOVE RIGHT IN AND ENJOY CAREFREE LIVING IN THIS DESIRABLE CONDO, CONVENIENTLY LOCATED NEAR SHOPPING, DINING, TRANSPORTATION, AND EVERYTHING THE AREA HAS TO OFFER. NOTHING TO DO BUT UNPACK AND ENJOY! RENTALS NOT ALLOWED.

6161 W Higgins Avenue Unit #8, Chicago

$780,000

4 Beds ⋅ 4 Baths ⋅ 12693284 MLS ⋅ CLOSED Status

Spectacular fully-renovated 5-bedroom, 4-bathroom residence delivering master-class craftsmanship and sophisticated modern design in a highly desirable Jefferson Park location. From the curb, the home makes a bold statement with its striking dark exterior contrasted by crisp white trim. Inside, a complete top-to-bottom transformation unfolds across an expansive, light-filled open-concept main floor, accented by gleaming hardwood flooring and premium finishes throughout. The custom chef's kitchen serves as the home's centerpiece, boasting pristine white cabinetry, high-end appliances, and an oversized entertainment island. Upstairs, the luxurious primary suite offers a serene, spa-inspired retreat, complemented by beautifully appointed bathrooms. The fully finished lower level dramatically expands your living space, ideal for a media room, home gym, or guest quarters. Step outside to a private outdoor oasis featuring a spacious deck, generous backyard, and a brand-new concrete driveway leading to a detached garage. Perfectly positioned for effortless city living, this home offers unbeatable location convenience just minutes from the Kennedy Expressway (I-90) and steps from the Jefferson Park Transit Center for seamless Blue Line and Metra access. True turn-key luxury.

5029 W Windsor Avenue, Chicago

$240,500

2 Beds ⋅ 2 Baths ⋅ 12679411 MLS ⋅ CLOSED Status

NICE 1ST FLOOR UNIT, OPEN FLOOR PLAN, EAT IN KITCHEN, LIVING & DINING ROOM COMBO WITH SLIDING DOORS TO BALCONY, MASTER BEDROOM HAS BATH W/SHOWER, BASEMENT WITH LAUNDRY & STORAGE, ONE ASSIGNED PARKING SPOT, CLOSE TO JEFFERSON PARK BLUE LINE. BRAND NEW REFRIGERATOR AND STOVE. FURNACE AND A/C INSTALLED NEW 11/2025. VACANT AND EASY TO SHOW

5819 W Higgins Avenue Unit #1D, Chicago

$575,000

5 Beds ⋅ 3 Baths ⋅ 12711245 MLS ⋅ CLOSED Status

Longtime owner offers this classic checkerboard two flat in super desirable Jefferson Park! Main floor unit features 3 beds and 1 full bath with large living room with crown molding, formal dining room with original woodwork and coved moldings throughout with nearly 9 ft ceilings (hardwood flooring under carpet)! Lots of windows (all 4 sides) and natural sunlight! 3 nicely sized beds, 1 full bath plus kitchen with large walk in pantry! 2nd floor unit features 2 beds and 1 full bath with with large living room, formal dining room plus large oversized kitchen with all appliances and pantry! Large back porch too! Full basement with 1/2 bath plus laundry room! Exterior features large patio overlooking well maintaned pine tree and garden area! 2 car detached garage! Great location...just steps to the blue line, minutes to the expressway and 10 minutes to the airport! Immediate possession if needed. Roof @ 10 yrs old and refurbished front stoop. Priced under recent appraisal...sold in as is condition! Opportunity is knocking!!

4933 W Ainslie Street, Chicago

$235,000

2 Beds ⋅ 1 Baths ⋅ 12644512 MLS ⋅ CLOSED Status

Nestled in the heart of Jefferson Park, this move-in ready, south-facing 2-bedroom, 1-bath residence overlooking the park offers abundant natural light and peaceful treetop views from the living room and private balcony. Hardwood floors flow throughout the main living areas, while the freshly painted interior creates a bright and inviting atmosphere. The functional floor plan offers comfortable living and ample storage throughout. The primary bedroom features new luxury vinyl plank flooring and excellent closet space, including a walk-in closet. Recent improvements include all new windows and glass sliding door, installed approximately four years ago, two wall A/C units installed approximately three years ago, an and new oven (2026). Exterior parking is included, and the well-maintained association offers convenient shared laundry just one flight down. Enjoy exceptional access to the Jefferson Park Transit Center with Metra, the CTA Blue Line, multiple bus routes, I-90/94, and nearby Jewel-Osco. Explore the seasonal Sunday Farmers Market at Memorial Park, grab coffee at Sweet Cafe or Weston's Coffee & Tap Co., and dine at Gale Street Inn or Joe's on Higgins-all just moments from home.

5470 W Higgins Avenue Unit #2W, Chicago

$695,000

6 Beds ⋅ 3 Baths ⋅ 12664676 MLS ⋅ CLOSED Status

Welcome to this meticulously maintained two-unit brick building in one of Chicago's most sought-after Northwest Side neighborhoods. Located on a peaceful cul-de-sac this home offers the perfect mix of comfort, convenience, and community. Both units are freshly painted, sparkling clean, and move-in ready, featuring beautiful hardwood floors throughout the first and second levels, central HVAC, and impressive updates. The first-floor kitchen boasts all-new countertops and backsplash, while both bathrooms have been renovated with heated floors. A brand-new roof was installed in the spring of 2024, hot water heaters were replaced in 2020, and the building is equipped with two Generac generators for reliable backup power. Additional highlights include a convenient enclosed back porch and custom built-ins for extra storage, a dedicated laundry room, ample storage space throughout the building, and a detached 2-car garage with extra cabinetry. The lower level offers excellent potential for an in-law suite or additional living space. Ideally situated for both owner-occupants and investors, this property is just minutes from the Jefferson Park Blue Line and Metra stations, easy access to the 90/94 expressway, HIP shopping center, Ridgemoor Country Club, and Wilbur Wright College. Excellent schools, parks, and neighborhood amenities are all right at your doorstep just a half-block from Dunham Park with its tennis courts, playgrounds, and recreation. This is a rare opportunity to own a well-cared-for, updated two-flat in a highly desirable Jefferson Park location. Don't miss out - schedule your showing today!

6122 W Leland Avenue, Chicago

$197,000

1 Beds ⋅ 1 Baths ⋅ 12718374 MLS ⋅ CLOSED Status

Spacious, sun-filled 1-bedroom corner unit on the third floor of an elevator building. This freshly painted home features a recently updated kitchen with white shaker cabinets, newer countertops and appliances, plus a brand-new Pella kitchen window. New carpeting has been installed throughout the living room and bedroom. The building offers ample parking, with convenient laundry and storage rooms located on the first floor. The low HOA fee includes heat, air conditioning, cooking gas, and water-you are responsible for electricity only. Ideally located with easy access to bus routes, the Blue Line, Metra, and I-90. Truly move-in ready! Pleasure to show! Rentals are allowed, but there is a rental cap and it has been reached. There is a waiting list.

5915 W Gunnison Street Unit #3E, Chicago

$530,000

3 Beds ⋅ 2 Baths ⋅ 12698293 MLS ⋅ CLOSED Status

Completely renovated and move-in ready, this exceptional 3-bedroom, 2-bath brick split-level offers four levels of thoughtfully designed living space, quality craftsmanship, and an unbeatable Northwest Side location. The bright, open main level features beautiful hardwood floors throughout, an expansive living room, dining area, and a stunning designer kitchen with custom two-tone cabinetry, quartz countertops, stainless steel appliances, farmhouse sink, subway tile backsplash, double wall ovens, abundant storage, and a large center island with cooktop-perfect for everyday living and entertaining. The upper level features three generously sized bedrooms with hardwood floors, ample closet space, and a full bathroom. Just a few steps down, the spacious family room features attractive porcelain tile flooring, a cozy wood-burning fireplace, an updated full bathroom, and sliding glass doors leading to the fully fenced backyard-creating the perfect space for relaxing or entertaining year-round. The lower level provides outstanding unfinished storage space with a utility area, porcelain tile flooring, laundry, and direct access to the expanded attached garage, offering exceptional space for vehicles, storage, hobbies, or a workshop. Extensive improvements include updated mechanical systems, featuring a newer boiler, central air conditioning system, hot water heater, replacement baseboard heating throughout, and all copper plumbing. Additional updates include newer windows, recessed lighting, crown molding, solid core doors, and quality finishes throughout. The fully fenced backyard features an approximately 8-year-old fence, providing a private outdoor space for entertaining, pets, or play. Both refrigerators are included with the home. The location is equally impressive. Just minutes from Dunham Park, one of the Northwest Side's most popular neighborhood destinations, residents enjoy baseball and softball fields, tennis courts, playgrounds, walking paths, and one of Chicago's longest-running youth baseball programs-a true centerpiece of the community. Nearby Wright College offers higher education, continuing education, and community events, while shopping, restaurants, grocery stores, public transportation, and convenient access to I-90/94 make commuting throughout Chicago and the surrounding suburbs easy.

6320 W Lawrence Avenue, Chicago

$735,000

3 Beds ⋅ 4 Baths ⋅ 12653856 MLS ⋅ CLOSED Status

Welcome home to Edgebrook Glen! A private enclave of 64 homes nestled in the heart of Jefferson Park. This much sought after "Hickory Plus" model features open concept main floor luxury living space with stunning hardwood floors, entry living room, beautiful stainless steel/quartz kitchen with breakfast bar open to dining, fireplace family area and a spacious outdoor deck for grilling and entertaining and a powder room for convenience! On the upper level enjoy 3 spacious bedrooms featuring a master bedroom with a private balcony and luxury en suite. Steps down to the lower level is the spacious 4th bedroom, a full bath and family/rec room with sliding door access to a beautifully landscaped fenced in side yard. 2 car garage with alley access. 2 community parks for outdoor activities as well as hosting private parties. This private community is adjacent to forest preserve with a backyard access to the North Branch bike trail! Close to 2 Metra stations and expressways! If you're looking for that perfect blend of city convenience and suburban peace, you're going to want to see this!

5642 N Lockwood Avenue, Chicago

$1,060,849

3 Beds ⋅ 4 Baths ⋅ 12639032 MLS ⋅ CLOSED Status

One of two impeccable 4 bedroom, 3.1 bath new construction single-family homes steps from the Metra in Jefferson Park. Spacious floor plan featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace and beautiful oak hardwood flooring. Chef quality eat-in kitchen perfect for entertaining features stainless Bosch appliance package, oversized peninsula with bar seating, butler pantry, and large walk in pantry. Adjoining family room with ample windows overlooking the backyard. Primary bedroom with vaulted ceiling, two WIC's with custom organizers, and spa like ensuite bath with frameless glass shower, dual sinks, and heated flooring. Two additional bedrooms with vaulted ceilings and custom closet organizers, hall bath with dual sinks, tub, linen closet, and heated flooring, and laundry room with washer/dryer and sink complete the upper level. Finished lower level includes spacious recreation room with wet bar, 4th bedroom, full bath, utilities/second laundry hookup, and LVP flooring throughout. Enclosed backyard with stamped concrete patio and a detached two-car garage. Close to restaurants, shopping, public transportation, parks, and other great neighborhoods. Exceptional quality home by top developer. Photos are from a similar recent project with comparable floor plan and finishes. Estimated completion mid June.

5357 N Melvina Avenue, Chicago

$549,000

2 Beds ⋅ 2 Baths ⋅ 12713331 MLS ⋅ CLOSED Status

Welcome to this beautifully remodeled home, perfectly situated on an oversized lot in the highly desirable Jefferson Park neighborhood. This move-in-ready residence has been completely renovated with quality craftsmanship and modern finishes throughout. The main level features a spacious and inviting layout, including a stunning European-style kitchen with sleek cabinetry, premium finishes, and contemporary design. You'll also find generously sized bedrooms and a beautifully updated full bathroom, providing both comfort and functionality. The finished basement offers exceptional flexibility with a second kitchen, an additional bedroom, a full bathroom, and a separate exterior entrance, making it ideal for an in-law arrangement, extended family living, or potential rental income. The attic presents an incredible opportunity to add even more living space. Water hookups are already installed, allowing for an easy conversion into additional bedrooms and a full bathroom, a luxurious primary suite, or a private guest retreat. Situated on an oversized lot, the property offers plenty of outdoor space for entertaining, gardening, or future improvements. The backyard is a gardener's delight, featuring an abundance of mature red and white currant bushes along with gooseberry bushes, providing both beauty and a delicious seasonal harvest. Conveniently located near parks, schools, shopping, restaurants, and public transportation, this exceptional home combines modern style, versatile living space, and endless possibilities. Don't miss this rare opportunity to own a fully remodeled home with income potential and room to grow!

4833 N Moody Avenue, Chicago

$260,000

2 Beds ⋅ 1 Baths ⋅ 12710030 MLS ⋅ CLOSED Status

Sunlight streams through south-facing windows in this bright, cheerful space that feels warm in every season. Tucked away on a quiet neighborhood street, this timeless condo is equal parts charming, cozy, and surprisingly spacious. The versatile den is perfect for a home office, reading nook, or guest space, while the inviting living areas make everyday living and entertaining effortless. Every corner has character, every room feels welcoming, and the entire home has that rare quality that simply makes you want to stay. The current owner is off to an exciting new chapter, giving someone else the chance to fall in love with this special place. Do not wait - homes with this much personality do not come along very often. Schedule your showing today!

4410 N Long Avenue Unit #1, Chicago

$441,000

3 Beds ⋅ 2 Baths ⋅ 12704048 MLS ⋅ CLOSED Status

A great brick English in Jefferson Park. Long time owner took great care in maintaining the home. Very clean. Could also work great for families with teenage kids or in-laws. Finished basement. Near the Jeff Pk transportation hub, park, shopping, restaurants and xway.

5950 W Foster Avenue, Chicago

$375,000

3 Beds ⋅ 2 Baths ⋅ 12684248 MLS ⋅ CLOSED Status

Charming 3 bedroom, 2 bath home situated on a generously sized lot in the desirable Jefferson Park neighborhood. This well-maintained residence offers hardwood floor, solid bones and classic character, with some updates completed over the years while retaining much of its original charm. Spacious living areas provide plenty of potential for personalization and future improvements. Enjoy the convenience of a large yard, ideal for outdoor entertaining, gardening, or recreation. Excellent location close to the CTA Blue Line, major expressways, shopping, restaurants, parks, and everything Jefferson Park has to offer! A great opportunity for homeowners, investors, or anyone looking to add value in a sought-after neighborhood.

5478 W Gettysburg Street, Chicago

$317,000

3 Beds ⋅ 2 Baths ⋅ 12701036 MLS ⋅ CLOSED Status

Attention investors, rehabbers, and savvy buyers! This diamond in the rough is your chance to bring new life to a spacious home in the highly sought-after Jefferson Park neighborhood. This 5-bedroom, 2-bath property is in need of a renovation and offers tremendous potential for the right buyer. The home features a spacious layout, an attic, and a basement that includes 2 bedrooms, 1 full bath, and a kitchen. Buyer to verify the legality and permitted use of the basement configuration. Conveniently located near parks, schools, shopping, restaurants, public transportation, and expressways, this is an excellent opportunity to renovate, restore, and build equity in one of Chicago's most desirable neighborhoods. Bring your vision, your contractor, and your imagination. This property is ready for its next chapter!

5319 N Austin Avenue, Chicago

$580,000

3 Beds ⋅ 2 Baths ⋅ 12666397 MLS ⋅ CLOSED Status

PRICED TO SELL! Incredible almost 3,000 sqft top-to-bottom complete gut rehab on a quiet block. This beautifully expanded home offers generous living space with 4 bedrooms and 2 full bathrooms. In this gorgeous home EVERYTHING is BRAND NEW and finished with pristine attention to detail. OPEN CONCEPT LAYOUT connecting the kitchen, dining room and living room and LOTS MORE! The main floor features ALL NEW stunning hardwood floors (NOT LAMINATE floors), recessed lighting, and a beautiful chef's kitchen with PREMIUM quartz countertops, custom self-closing/quiet cabinets, and TOP OF THE LINE appliances. Worry-free living with all new plumbing, electrical, and a new AC/Heating system. Beautiful new windows with abundant NATURAL LIGHT. Massive FULLY FINISHED basement provides endless layout options for a family room, office, or gym. Basement fully covered in BRAND NEW CERAMIC TILES (NOT RUBBER TILES). Great backyard space with new grass and stone bed. Includes 2 car garage with new roof and siding. Very roomy home with a super friendly, safe, and quiet neighborhood in an unbeatable location - WALKING DISTANCE to Jefferson Park.

4540 N Menard Avenue, Chicago

$401,000

3 Beds ⋅ 2 Baths ⋅ 12697527 MLS ⋅ CLOSED Status

Charming brick bungalow in the heart of Jefferson Park - 5405 N Melvina Avenue offers 3 bedrooms across two finished levels, a four-season sunroom, and a one-and-a-half-car garage. A welcoming foyer with coat closet opens to a light-filled living and dining room combination, anchored by hardwood floors and classic arched doorways. The main level includes two bedrooms, a full bathroom with original tile tub surround, and a versatile den-style sunroom overlooking the backyard - ideal as a home office, playroom, or year-round retreat. The kitchen features solid oak cabinetry, laminate countertops, a dishwasher, refrigerator, and range. Upstairs, a fully finished attic level adds a third bedroom plus a flexible recreation room, with generous eave storage tucked throughout. The full, unfinished basement offers a second full bathroom, a dedicated utility and workroom area, and professionally remediated basement flooring - plus plenty of room to expand or customize. Recent mechanical updates include a new furnace and AC condenser (2023) and the roof was replaced in 2012. Set on a classic Jefferson Park block with a nicely sized backyard, this brick bungalow blends timeless architecture with real living space and storage. Being sold as-is as part of an estate sale, it's a rare opportunity to bring your vision to a well-loved Jefferson Park home.

5405 N Melvina Avenue, Chicago

$262,000

2 Beds ⋅ 2 Baths ⋅ 12669766 MLS ⋅ CLOSED Status

**MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST OFFERS DUE BY THURSDAY, JULY 2nd at 12PM CST** Spacious, well-maintained, and full of everyday convenience, this 2-bedroom, 2-bath condo in Jefferson Park offers the kind of living space, storage, and parking that can be hard to find in the city! This second-floor home features beautiful hardwood floors, generous room sizes, a private balcony, garage parking, extra storage, and plenty of natural light throughout. Whether you are hosting friends, working from home, or enjoying a quiet night in, the layout feels comfortable, functional, and easy to live in. The oversized kitchen is a major highlight, offering abundant cabinet and counter space, plenty of room to gather, and an easy flow which opens up into the living and dining areas. The primary bedroom suite features an en-suite full bath with a walk-in shower and a large closet, while the second bedroom and additional full hall bath offer excellent flexibility. Use the extra bedroom as a guest room, home office, workout space, media room, or whatever best fits your lifestyle. Looking to relax and enjoy the outdoors after a long day at work? Step out on your private balcony just off the living room and read your favorite book or sip on a drink to unwind. Love to entertain and have company? Parking will never be a concern in this unit! With one designated parking space in the attached garage, an additional exterior parking space, and plenty of guest parking located behind in the lot the building, parking is always a breeze. Storage is another major perk of living in the building. With a full basement shared by residents, and an additional dedicated storage room for the unit, this unit offers the kind of extra space you rarely find living in a condo! Recent updates include HVAC, dishwasher, oven, fire alarm, and smart thermostat, giving buyers added peace of mind. Additional highlights include in-unit laundry, ceiling fans, and all major appliances that stay. With affordable HOA fees, a prime Jefferson Park location, a great layout, plenty of parking and storage, and so many everyday conveniences, this condo is a wonderful opportunity for anyone seeking comfortable, low-maintenance city living. Close to great shopping, dining, public transportation, Jefferson Park pool and Memorial Park, expressways, and O'Hare Airport, this home offers the accessibility and ease you've been looking for. Don't miss out on this incredible opportunity to own a beautiful home in a coveted location!

5624 W Higgins Avenue Unit #2S, Chicago

$484,950

3 Beds ⋅ 2 Baths ⋅ 12665153 MLS ⋅ CLOSED Status

Rare opportunity to own a freshly renovated Jefferson Park ranch on an oversized double corner lot with an attached garage. Step inside to a bright, open main level featuring a brand-new kitchen with white shaker cabinetry, stylish backsplash, peninsula seating, and upgraded stainless steel appliances. The main floor also offers three generously sized bedrooms, a spacious living area, a beautifully updated bathroom, and an extended mudroom for added functionality. The finished basement expands your living space with a large family room, a fourth bedroom ideal for guests or a home office, a second upgraded bathroom, and laundry area. Situated on a rare double lot with recent landscaping improvements, the expansive outdoor space provides endless possibilities-whether you envision a backyard oasis, play area, or future expansion. Move-in ready with modern updates throughout, this home offers the perfect blend of space, style, and flexibility. Broker has ownership interest in the property.

6207 W Eastwood Avenue, Chicago

$579,000

3 Beds ⋅ 2 Baths ⋅ 12574050 MLS ⋅ CLOSED Status

Desirable close-to-everything location in the highly sought-after Jefferson Park neighborhood! Tastefully rehabbed in 2026, this stunning 3+2 bedroom, 2-bath ranch offers modern living in a pleasant residential pocket of highly desirable Jefferson Park. Situated on a quiet, low-traffic street surrounded by charming single-family homes and friendly neighbors, this move-in-ready property truly stands out. The home has been completely updated and features a bright open-concept main level, a brand-new kitchen (2026), and beautifully finished bathrooms (2026). The elegant living space is filled with natural light and showcases new luxury vinyl plank flooring throughout. The designer kitchen features custom white & natural wood skinny shaker cabinets, quartz countertops with matching backsplash, and high-end stainless-steel Frigidaire appliances. The spacious fully finished basement adds incredible versatility with two additional bedrooms, a full bath, large family/recreation room, and utility room. The lower level includes abundant lighting, storage, shelving, and an LG Smart front-load washer and dryer. New waterproof and scratch-resistant luxury vinyl plank flooring continues throughout the basement. Additional upgrades include all new doors, trim and casings, modern light fixtures, and a brand-new high-efficiency Rheem 40-gallon water heater (2026). Closets throughout the home feature convenient motion-sensor lighting. Enjoy the large fully fenced backyard perfect for entertaining, relaxing, and family gatherings, along with a detached 2-car garage. Fantastic location close to parks, shopping, restaurants, public transportation, Metra, major highways, and O'Hare Airport, making commuting a breeze. A fantastic opportunity to own in one of Chicago's most popular residential communities! Truly a turn-key home-schedule your showing today before this exceptional property is gone!

4430 N Mulligan Avenue, Chicago

$480,000

3 Beds ⋅ 3 Baths ⋅ 12713873 MLS ⋅ CLOSED Status

RARE COMMODITY OF TREX COVERED FRONT PORCH AND REAR DECK IN ONE HOME!! Great value and location is waiting for you in this south-facing, updated and long loved English with a front covered porch, sitting on a 30 foot-wide lot, in the heart of the highly coveted Jefferson Park. As soon as you enter you are welcomed by a large, sun-drenched living room with bay windows. Main level also includes a large dining room, fully equipped and updated kitchen with Stainless-Steel Appliances, one good sized guest bedroom and a full bathroom. Updates on the main level include freshly painted walls (06/2026), resurfaced hardwood floors (06/2026), new kitchen countertops (2026) and new carpet in the guest bedroom (2026). Upper level brings the master bedroom as well as a secondary bedroom and a half bath. Updates on upper level include newer windows, new carpet (2026) as well as freshly painted walls (06/2026). Full updated basement includes updated full bathroom (2021), newer laminate flooring (2021), new carpet on the stairs (2026) as well as fresh paint (06/2026). Fully equipped laundry room also included in the basement. Other updates include; New Roof (2015), New Hot Water Heater (2014), Freshly painted rear deck (2025), new garage door (06/2026), all gutters were cleaned (06/2026), full exterior pressure wash (06/2026) and new backyard grass (06/2026). All these updates provide confidence and security for years to come. **PRIME JEFFERSON PARK LOCATION** Easy access to I-90 and I-94 as well as the Jefferson Park CTA and METRA make it a great choice for commuters. Less than a mile away from the highly rated Prussing Elementary, 1.5 miles from Taft High School as well as from Wilbur Wright College. Easy Access to Harlem Irving Plaza, Harwood Heights, Norwood Park as well as Ridgemoor Country Club. Do not miss out.

4953 N Meade Avenue, Chicago

$450,000

4 Beds ⋅ 3 Baths ⋅ 12652884 MLS ⋅ CLOSED Status

*** Under Contract but showings/offers welcomed. The current buyer is awaiting FHA approval of the building *** Set within an all-brick building in the heart of Jefferson Park, this meticulously maintained extra-wide 4 bedroom, 3 bath duplex-down offers the perfect combination of generous living space, thoughtful upgrades, and an unbeatable location. Completely move-in ready, this home is filled with natural light, soaring ceilings, custom lighting, and exceptional storage throughout. The beautifully renovated kitchen is designed for both everyday living and entertaining, featuring newer upgraded appliances, granite countertops, an enormous peninsula breakfast bar with seating for 6, and an abundance of white shaker wood cabinetry. The open layout offers flexibly of furniture layout and easily accommodates a full-sized dining table plus buffet or additional storage pieces, creating a truly functional and inviting main living and entertaining space. The spacious primary suite serves as a private retreat with organized built-in storage, additional closet and a luxurious upgraded bath complete with dual sink vanity, separate jetted soaking tub, and walk-in shower. The main level also includes a second bedroom, full bath, and access to the sunny outdoor space off the hallway. The expansive lower level boasts an enormous family/recreation room anchored by a fireplace, two additional bedrooms, a full bath, and a large laundry room complete with sink and convenient cabinet storage. Additional highlights include electric silhouette blinds, Elfa organized closets throughout, a large dedicated storage closet, plus an additional storage area off the lower back door ideal for bikes and seasonal items. One parking space is included in the price! Unbeatable convenience with Jewel, Starbucks, and CVS just a one-minute walk away, along with nearby dining, nightlife, parks, easy access to the Jefferson Park Blue Line + Metra, and major expressways for seamless commuting. This is an incredible opportunity to live like a single family home with the convenience of a low maintenance condo. Check it out!

5617 W Lawrence Avenue Unit #1, Chicago

$410,000

3 Beds ⋅ 2 Baths ⋅ 12696405 MLS ⋅ CLOSED Status

Homes like this don't come along often. Lovingly cared for by the same family for nearly 50 years, this classic Jefferson Park bungalow sits on a 30-foot-wide lot on one of the neighborhood's most desirable residential streets. Rich with character, pride of ownership, and endless potential, this is a rare opportunity to create your dream home while appreciating the exceptional care it has received over the decades. The inviting main level offers a light-filled living room surrounded by windows, a separate formal dining room, two spacious bedrooms, a full bath, and an eat-in kitchen ready for your personal vision. Upstairs, a thoughtful dormer addition creates a true primary retreat featuring a large bedroom, full bath, and a separate sitting area that could serve as a home office, nursery, reading nook, or more. The lower level is the home's hidden treasure. Preserved with the warmth and charm of an Upper North Woods lodge, the expansive recreation room showcases rich wood finishes, a built-in bar, and abundant space for entertaining, relaxing, or creating lifelong memories. A large laundry room, storage, and workshop offer additional flexibility. While the home presents an outstanding opportunity for cosmetic updates, it has been impeccably maintained and cherished throughout its ownership, providing an incredible foundation for its next chapter. Outside, enjoy spacious front and back yards, an oversized one-car garage, and an additional parking pad. Tucked into one of the community's most desirable pockets, you'll enjoy the perfect balance of peaceful residential living while remaining just minutes from parks, forest preserves, neighborhood favorites, shopping, and the exceptional transportation options that have made Jefferson Park one of Chicago's most sought-after Northwest Side neighborhoods.

5337 N Ludlam Avenue, Chicago

$799,900

5 Beds ⋅ 4 Baths ⋅ 12653125 MLS ⋅ CLOSED Status

MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST OFFERS DUE TUESDAY (6/16) AT 10:00AM. Welcome to 5320 N Moody. This Jefferson Park 5 Bedroom, 3.5 Bathroom Home is situated on a rare DOUBLE LOT! This recently updated 5 bedroom (all above grade), 3.5 bathroom home offers exceptional space in a prime city location. The home features a front deck, wraparound rear deck, and a three-car garage. The second level is highlighted by soaring 10-foot ceilings, two ensuite bedrooms, custom closets, and heated floors throughout the bathrooms. The main level offers formal living and dining rooms, complemented by a thoughtfully designed kitchen with a wine cooler, pot filler, and oversized custom pantry. The unfinished basement provides excellent additional storage space. This home includes updated plumbing, electrical, HVAC, and a tankless hot water system. Conveniently located near I-90, Austin Foster Park, and the Jefferson Park Metra and CTA station, along with a variety of restaurants and nightlife, this home seamlessly blends luxury, privacy, and accessibility.

5320 N Moody Avenue, Chicago

$849,900

3 Beds ⋅ 4 Baths ⋅ 12686644 MLS ⋅ CLOSED Status

Experience elevated living in this exceptional new construction single-family home, perfectly positioned just minutes from the Metra and CTA Blue Line in highly sought-after Jefferson Park. One of only nine exclusive residences by a premier Chicago developer, this home presents a rare opportunity to own modern luxury in a truly connected location. The sun-filled main level showcases a seamless open-concept design, offering expansive living and dining areas framed by oversized front windows with plantation shutters. Rich hardwood flooring flows throughout, complemented by a striking contemporary gas fireplace with a dramatic floor-to-ceiling surround. The chef-inspired eat-in kitchen is both sophisticated and functional, featuring a full stainless steel appliance package, soft-close shaker cabinetry, sleek quartz countertops, a generous island with breakfast bar seating, a butler's pantry, and a walk-in pantry for exceptional storage. The adjoining family room opens effortlessly to the rear patio, creating the perfect setting for indoor-outdoor entertaining, complete with low-maintenance AstroTurf. Upstairs, the bright and spacious primary suite serves as a private retreat, offering ample storage and a spa-like ensuite bath with dual vanities and a frameless glass shower. Two additional well-appointed bedrooms, a full guest bath with dual sinks and tub, a linen closet, and a conveniently located second-floor laundry room complete this level. The finished lower level adds incredible versatility, featuring a large recreation room with heated floors, a stylish wet bar, a fourth bedroom, a full bath, and utility space-ideal for guests, entertaining, or a work-from-home lifestyle. Thoughtfully designed for today's buyer, this home boasts impressive ceiling heights, on-trend finishes, and abundant natural light throughout. Enjoy a fully enclosed yard, private patio, and a detached two-car garage equipped with two electric vehicle chargers and a new smart garage door. Ideally located near dining, shopping, parks, and forest preserves, and within the boundaries of the highly regarded Beaubien Elementary School, this home offers the perfect balance of luxury and convenience. A rare opportunity to own in one of Chicago's most accessible and desirable neighborhoods.

5348 W Argyle Street, Chicago

$630,000

5 Beds ⋅ 3 Baths ⋅ 12676092 MLS ⋅ CLOSED Status

Fantastic investment opportunity on a quite tree lined street of Jefferson Park. Legal 3 flat perfect for an investor or live in owner looking to invest in themselves. Get the best of both worlds with a wonderful mix of vintage charm and modern conveniences. Kitchens and baths have been remodeled a while ago but very nice. Two 2-bedroom 1 bath units plus a large 4 room one bedroom on top floor. Enclosed back porches and lots of extra storage. All units have separate furnaces. Located in a quiet little neighborhood of Jefferson Park near Beaubien School and perfectly situated with easy commuter access to I-90 off Lawrence or hop on the Blue Line or Metra train just a couple blocks away. Still, plenty of opportunity to expand... additional potential square footage in the full high basement. Brand new 2 car garage and a nice, fenced yard. Rents $1900. 1st floor, $1800. 2nd floor, $1550. 3rd floor and $250 for garage with a total of $5500. monthly or $66,000 yearly gross less expenses of $18522. equals a net income of $47128. A 7% return on a cash-on-cash investment. Property in good condition and being sold "as is'". Any questions, offers or concerns contact Norbert Mika. See agent remarks.

5008 W Strong Street, Chicago

$515,000

4 Beds ⋅ 2 Baths ⋅ 12650485 MLS ⋅ CLOSED Status

5100 N Mobile Avenue, Chicago

$493,000

3 Beds ⋅ 2 Baths ⋅ 12696982 MLS ⋅ CLOSED Status

Multiple Offers Received. Highest and Best due Monday 7/13 at 12pm. Situated on an exceptionally oversized 218' x 35' lot-nearly twice the depth and significantly wider than a standard Chicago lot (125' x 25'). This well-maintained home offers an incredible amount of outdoor space and endless potential. The main level features a spacious living room filled with natural light, an eat-in kitchen, three comfortable bedrooms, a full bath, and a charming enclosed three-season porch overlooking the expansive backyard-the perfect spot to enjoy your morning coffee. The finished basement expands the living space with newer luxury vinyl flooring , a large recreation room, a dedicated tool/workshop room, a laundry room with a summer kitchen and exterior access, and an additional full bath, ideal for entertaining, hobbies, storage, or extended living arrangements. Updates include basement luxury vinyl flooring , windows (2011), central air (2011), and roof and gutters (2021), providing peace of mind for the next owner. Beyond the home itself, the location is truly special. Enjoy a quiet, friendly street, close proximity to downtown Chicago, with a scenic walking and biking path only steps away. Lovingly cared for over the years, this solidly built home combines generous living space, an extraordinary lot, and a location that is hard to beat.

5337 W Ardmore Avenue, Chicago

$365,000

3 Beds ⋅ 2 Baths ⋅ 12685578 MLS ⋅ CLOSED Status

Welcome Home! Experience pristine top-floor living in this exceptionally well-maintained, investor-friendly building right in the heart of Jefferson Park. Flooded with natural light from expansive windows and stunning skylights, this rare three-bedroom, two-full-bathroom home boasts a cozy gas fireplace and a seamless open-concept kitchen complete with stainless steel appliances and abundant cabinet space. The massive, spa-like primary bathroom serves as your private retreat, featuring a long dual-vanity sink, a walk-in shower, and a luxurious Jacuzzi tub. Step directly from the primary bedroom out onto your own private top deck-a highly coveted outdoor perk that is perfect for entertaining, grilling, or just relaxing. Combining low HOA fees with all your must-have amenities, including in unit laundry, and an extra storage closet in the basement, this turnkey property truly has it all with a healthy association to match. This rare gem is not going to last long, so come by and see this incredible space in person before it is gone.

5617 W Lawrence Avenue Unit #3, Chicago

$360,000

3 Beds ⋅ 2 Baths ⋅ 12664624 MLS ⋅ CLOSED Status

Location! Location! Location! This brick raised ranch home with loads of potential features 3 bedrooms plus 1 bedroom in basement and 2 full bathrooms, with an in-law arrangement in the basement. There is a woodburning fireplace in Living Room, a formal Dining Room and a large Kitchen with separate area for eating area/table space and an enclosed porch which is semi-finished. There are hardwood floors under the carpeting. The basement features a second kitchen, full bathroom and bedroom along with a large laundry room, separate work room and tons of storage. The home sits on a double lot (50' wide). Flood control system pit installed in front lawn 20 years ago. The home includes an attached garage as well as a huge 2.5 car garage constructed in 2000 with a 'party door' opening in the backyard to a concrete covered patio for your summertime enjoyment. The yard features a lovely garden with a lot of perrenials. The property is located in the Jefferson Park neighborhood conveniently located to the el and metra stations, expressway, shopping, restaurants, parks, schools and more! This is an Estate Sale and being Sold-As-Is.

5716 W Gunnison Street, Chicago

$431,000

3 Beds ⋅ 2 Baths ⋅ 12663021 MLS ⋅ CLOSED Status

5733 N Marmora Avenue, Chicago

$419,000

3 Beds ⋅ 2 Baths ⋅ 12661372 MLS ⋅ CLOSED Status

Beautifully renovated and legally designated as a single-family residence, this spacious approximately 2,900 sq ft home offers exceptional flexibility in the heart of Jefferson Park. Featuring 3 bedrooms, 2 updated bathrooms, brand-new flooring throughout, brand-new washer and dryer, new skylights that fill the home with natural light, stylish new light fixtures, and a newly added kitchen backsplash, every detail has been thoughtfully updated. The completely renovated kitchen showcases all-new appliances, new kitchen cabinets, and new countertops, blending modern style with everyday functionality. Expansive living areas and upgraded finishes create a move-in-ready home with both comfort and style. The oversized 2-car garage features newly finished epoxy flooring and a remote garage door opener. Exterior accessibility to provide easy rooftop access, offering the perfect opportunity to create your own private rooftop oasis or entertaining space. Conveniently located near I-90/94, Metra, CTA transit, shopping, dining, and neighborhood amenities. Taxes currently reflect the property's previous zoning classification and will need to be appealed with the city to reflect it's single-family status. over 2900+ square feet

5778 N Elston Avenue, Chicago

$470,000

3 Beds ⋅ 2 Baths ⋅ 12649719 MLS ⋅ CLOSED Status

MULTIPLE OFFERS RECEIVED, BEST AND FINAL MONDAY 5/25 AT 5PM. Rarely available top-floor deluxe 3BR/2BA residence in the private and serene Eastwood Plaza, a boutique elevator building located in Jefferson Park. This beautifully renovated home offers over 1,800 square feet of thoughtfully designed living space and an exceptional open-concept layout. Completely renovated throughout, the unit features a spacious living, dining, and kitchen area created by removing a dividing wall for seamless flow. Boasting unique finishes and custom and high-end updates throughout the kitchen, baths, and living room, the stunning kitchen showcases stone countertops, an impressive 12-foot L-shaped island, a custom backsplash, stainless steel appliances with hood, and an impressive 4-foot skylight offering great natural light. The kitchen opens directly into the dining and living areas, highlighted by a custom built-in entertainment center, shelving, a striking fireplace feature wall, and access to an expansive 16-foot balcony with peaceful treetop views. Additional updates include all new flooring throughout, radiant floor heating, two generously sized secondary bedrooms, a beautifully renovated full bath, and a dedicated laundry room with side-by-side washer and dryer. The oversized primary suite offers a true retreat with a spa-inspired bath featuring a soaking tub, separate tiled shower with a shaving nook, and a spacious walk-in closet. Two heated garage parking spaces-a true luxury to have for cold Chicago winters-and additional storage are included. Ideally situated in a highly walkable location close to shopping, CTA transportation, and numerous restaurants. No rentals or pets permitted.

6050 W Eastwood Avenue Unit #309, Chicago

$500,000

4 Beds ⋅ 3 Baths ⋅ 12651323 MLS ⋅ CLOSED Status

This 4-bedroom, 3-bath home offers a spacious layout with all bedrooms located upstairs, including a large primary bedroom featuring its own laundry closet for added convenience. The home includes 2 full baths upstairs and an additional full bath in the basement. The main level provides plenty of living space along with 2 kitchens, creating flexibility for a variety of living arrangements or future ideas. A second laundry area is also located in the basement. Outside, the property features a 2-car detached garage and room to make the space your own over time. With a solid amount of square footage and a flexible layout, this home offers great potential for the next owner. Near highways, stores and more! This sale is based on the completion of a prior transaction.

4440 N La Crosse Avenue, Chicago

$470,000

2 Beds ⋅ 2 Baths ⋅ 12648960 MLS ⋅ CLOSED Status

Charming full brick raised ranch in the heart of Jefferson Park! Sunny and inviting living room filled with warmth and natural light, along with a separate dining room perfect for entertaining. The main level features two bedrooms, an updated and modern full bathroom, and an kitchen complete with stainless steel appliances, granite countertops, and a cozy breakfast nook. Large deck and fenced yard perfect for entertaining. The finished lower level offers an expansive family room and playroom, an additional bedroom, and a second full bath - ideal for guests, extended living, or a home office setup. Recent updates include beautiful hardwood floors, renovated bathrooms, and much more. Conveniently located near top-rated schools, expressways, Metra and Blue Line stations, as well as shopping and dining, this home combines comfort, style, and an unbeatable location! Highest and Best by Monday at 5/18 at 12noon

5009 W Ainslie Street, Chicago

$515,000

4 Beds ⋅ 2 Baths ⋅ 12649232 MLS ⋅ CLOSED Status

Thoughtfully restored and beautifully updated, this 1928 brick bungalow blends the craftsmanship buyers love with the improvements they don't want to tackle. Original hardwood floors, stained glass windows, graceful archways, and rich architectural details create warmth and character throughout, while a stunning 2025 kitchen renovation brings the home comfortably into today's lifestyle. Designed as the heart of the home, the expanded kitchen features custom cabinetry, quartz countertops, designer tile, stainless steel appliances, abundant storage, and an oversized peninsula that naturally invites gathering, conversation, and everyday living. Sunlight fills the spacious living and dining rooms, highlighting the home's timeless charm. With four bedrooms and two full baths, a finished upper level, and a fully finished basement complete with recreation space, office, dry bar, and abundant storage, the home offers flexibility for today's changing needs. Major improvements including dual-zoned Daikin HVAC, new windows, upgraded 200-amp service, garage roof, hot water heater, and Trex rear stairs provide peace of mind for years to come. Located in the heart of Jefferson Park, near Forest Glen Metra, the Blue Line, forest preserves, shopping, dining, and expressways, this a rare opportunity to own a beautifully updated, certified Historic Chicago Bungalow that honors its history while living effortlessly for today. Whole Foods, Target, LA Fitness, and Cook County Forest Preserves all just minutes away. I-90/94 access when you need it. Home is being sold as-is and pool table stays.

5230 N Liano Avenue, Chicago

$575,102

3 Beds ⋅ 2 Baths ⋅ 12677147 MLS ⋅ CLOSED Status

Welcome to this stylish, bright and cozy single-family home. Set on a generous 37-by-127-foot lot in Portage Park, with three bedrooms, two full baths, and a finished basement, this Georgian home is brimming with both charm and updates. Being on Sunnyside isn't a coincidence. With generous windows on all exposures, sun light abounds in every room. Step in to an airy living room with beautiful hardwood floors. Through the arch is a dedicated dining area that opens to a modern kitchen with stainless steel appliances. The finished basement offers a versatile family room, a laundry room with room for storage, and a full bath (being refreshed as we speak). Outside, you'll find a generous deck leading to a grassy, fully fenced-in backyard and fire pit area-perfect for hangouts, shooting hoops, summer bbqs, and playing fetch. A 2.5-car garage, built in 2018, adds convenience, and you're just moments away from parks, shops, and transportation. Sellers have made many thoughtful improvements new kitchen countertops, sink and backsplash, new dishwasher, tankless water heater, recent tuck pointing to chimney and facade, deck re-staining, updated lighting and more! Welcome home!

5350 W Sunnyside Avenue, Chicago

$325,000

2 Beds ⋅ 2 Baths ⋅ 12682591 MLS ⋅ CLOSED Status

Solid 2 bedroom, 2 bathroom condominium in an elevator building offers all the bells and whistles you've been looking for including desirable in-unit laundry closet and spacious private balcony. In 2025 the home underwent a renovation with both the bathrooms fully remodeled from the studs, new molding and trim was put in throughout the home, the electrical outlets, switches and chandeliers were put in, new bedroom and closet doors, freshly painted and new balcony tiles. 2021 kitchen appliances. In 2016 new windows were put in the entire building. Assessment fees include water, gas, heat, garage parking (#19), storage unit (#19), common area insurance, exterior maintenance, lawn care, scavenger, and snow removal. This beautifully updated condo is move in ready. Enjoy Chicago's historic Portage Park neighborhood with its 36-acre Portage Park at its center, revitalizing Six Corners commercial district, restaurants and so much more! Per Condominium Association Rules and Regulations no pets are allowed.

6300 W Montrose Avenue Unit #305, Chicago

$433,500

3 Beds ⋅ 2 Baths ⋅ 12674065 MLS ⋅ CLOSED Status

Jefferson Park brick bungalow with queen anne pitched roof. Fantastic opportunity for buyers. 3 bedrooms and 2 baths. Huge eat in kitchen overlooking nice private yard and 2 car garage. A Pantry! Very close to all public transportation. Roof 2024. HWH 2018. Recently painted and well cared for. Full high and dry basement. Hardwood floors. Great home to live in while making updates. icemaker as is . garage and basement shelving not included

5035 N Menard Avenue, Chicago

$210,000

2 Beds ⋅ 1 Baths ⋅ 12657076 MLS ⋅ CLOSED Status

INCREDIBLE JEFFERSON PARK LOCATION , CLOSE TO EVERYTHING. EASY ACCESS TO I-90 TO O'HARE AIRPORT & DOWNTOWN CHICAGO AND TO PUBLIC TRANSPORTATION, NEARBY RESTAURANTS, SHOPPING, CLOSE TO BLUE LINE TRAIN. THIS 2 BEDROOM SECOND LEVEL CONDO WITH PARKING SPACE HAS SPACIOUS NEWER KITCHEN WITH GRANITE COUNTERTOPS, AND PANTRY CLOSET, GORGEOUS UPDATED BATHROOM, BEAUTIFUL HARDWOOD FLOORS. NICE SIZES BEDROOMS WITH PLENTY OF CLOSET SPACE AND ONE STORAGE, PARKING SPACE OF THE REAR OF THE BUILDING. LOW ASSESSMENT FEE ONLY $258 PER MONTH INCLUDES HEAT, WATER, COMMON INSURANCE AND MORE. A GREAT PLACE TO CALL HOME OR AN EXCELLENT INVESTMENT.

5824 W Higgins Avenue Unit #2N, Chicago

$679,000

4 Beds ⋅ 2 Baths ⋅ 12672019 MLS ⋅ CLOSED Status

Solid brick two-flat with a non-conforming basement apartment located on a beautiful tree-lined street in sought-after Jefferson Park. The first-floor unit features hardwood floors, 2 bedrooms, 1 bath, spacious living and dining rooms, & a fully applianced kitchen with sliding glass doors leading to a large rear deck. An in-unit washer and dryer add convenience. The second-floor unit offers hardwood floors throughout, a bright living room, dining room, kitchen, and full bath. The non-conforming basement apartment includes 2 bedrooms, a kitchen, and living room, providing additional flexibility and potential income opportunities. Many newer appliances throughout the property. 2 brand new hot water tanks. Additional lwasher and dryer are located in the common basement area. Outside, enjoy a spacious fenced yard & storage shed. A 2-car garage, and 2 additional parking pads add additional income opportunities. All 3 units currently rented! Conveniently located near transportation, shopping, dining, parks, and everything Jefferson Park has to offer. Great investment opportunity! Sold AS IS. All offers require Mortgage Pre-Approval Letter. Cash Buyer-VERIFIED Proof of Funds No Love letters or Escalation Clauses Seller/Broker makes no representation of legality of bsmt apartment.

5038 N Mango Avenue, Chicago

$522,500

5 Beds ⋅ 3 Baths ⋅ 12673635 MLS ⋅ CLOSED Status

Bright and sunny Dutch Colonial two-unit building with an in-law unit in Portage Park on an oversized lot. Each unit offers 2 large bedrooms divided by updated bathrooms with an in-law suite in the basement that includes a flexible one bedroom/studio with a seperate bathroom and living room. The property now includes modern heating and cooling systems in all three living areas including ductwork. Unit 1 had additional updates including beautiful hardwood and subfloors, a new bathroom (including tile, floor, toilet, sink and lighting), dishwasher added to the kitchen and was painted in April 2026. Excellent care has been taken over the years including exterior work on the porch and adding a new front and back gate. There are two hookups for laundry in the basement and 1 washer and dryer are included in the sale. The building has a beautiful backyard ideal for entertaining and pets. This is an ideal house hacker or any first time investor looking to live for pennies. Location has strong long term income potential in charming Portage Park close to restaurants, bars, shopping and many cute neighborhood parks.

5725 W Giddings Street, Chicago

$453,000

2 Beds ⋅ 2 Baths ⋅ 12656625 MLS ⋅ CLOSED Status

Nestled on a quiet, tree-lined street in Chicago's sought-after Jefferson Park neighborhood, this beautifully maintained brick raised ranch combines classic Chicago charm with modern comfort. Featuring 3 spacious bedrooms, 2 full bathrooms, and a fully finished lower level, this home offers the perfect blend of functionality, warmth, and flexible living space. The updated eat-in kitchen boasts granite countertops, stainless steel appliances, abundant cabinetry, and huge pantry - jackpot! The finished basement provides additional living space ideal for either related living or always needed storage space. Basement includes additional family room, second kitchen with sink, stove, and fridge, spacious bedroom with en-suite bathroom. Outside, enjoy a beautifully fenced backyard perfect for summer entertaining, gardening, or relaxing evenings, along with a detached 1.5-car garage. More recent updates include: basement bathroom (2026), washer/dryer (2023), furnace and AC (2019). Landscaping completely redone and meticulously maintained! Talk about curb and backyard appeal! Located just minutes from the Jefferson Park Forest Glen Metra (UP-NW and MD-N), blue Line, Edens and Kennedy expressways, parks, shopping, and neighborhood restaurants, this home delivers the best of city living with a welcoming residential feel. MINUTES from the highly-rated Beaubien school, and within the Taft High School limits! A rare opportunity to own a move-in-ready raised ranch in one of Chicago's most beloved northwest side neighborhoods. Taxes don't have any exemptions on them, so they'll be even lower once homeowner exemption is applied!

4906 W Argyle Street, Chicago

$662,000

6 Beds ⋅ 3 Baths ⋅ 12655153 MLS ⋅ CLOSED Status

Decades of prideful ownership, consistent upkeep, and proactive maintenance are evident in this exceptionally well-cared-for multi-unit property located on a quiet, tree-lined street. Perfectly positioned within Chicago's sought-after Mayfair/Portage Park/Jefferson Park corridor, this multifamily opportunity sits on an oversized 35' x 125' lot, offering expanded outdoor living and future flexibility. Each unit features a desirable 2-bedroom, 1-bath layout. The 1st and 2nd floor residences showcase sun-filled interiors, expansive living rooms, separate formal dining areas, and natural hardwood flooring extending throughout the living/dining spaces and bedrooms. Enclosed rear porches provide versatile flexible areas well-suited for a home office, den, storage, or a variety of additional uses. The second-floor unit also includes a front balcony, creating another private outdoor retreat. Abundant closet capacity and storage options add further functionality throughout the building. Separate HVAC systems and individual hot water tanks for each unit provide efficiency. Building amenities include coin-operated laundry in the basement along with dedicated storage areas for each residence. Major improvements include heating mechanicals and garage roof all 10 years old or newer, central air conditioning replaced in 2022 and 2024, and flood control system installed in 2024. Long-term ownership is reflected in the continued care and ongoing significant investments made throughout the years. The oversized lot further enhances the property with an expansive side/rear yard for gardening, entertaining, recreation, or future possibilities. Rounding out the exterior is a full 3-car garage.This prime location provides excellent access to transportation including the Jefferson Park and Montrose Blue Line stations & Metra stops, Jeff Park CTA depot, and convenient access to I-90/94 for easy travel to O'Hare and downtown Chicago. Located near parks, shopping, dining, and neighborhood amenities, this is a rare opportunity to own a solid, well-maintained building with decades of attentive ownership in an exceptionally convenient location. Your clients will not be disappointed. 2 leases are MTM, other expires in August.

5041 W Agatite Avenue, Chicago

$439,000

4 Beds ⋅ 3 Baths ⋅ 12662207 MLS ⋅ CLOSED Status

4526 N Mobile Avenue, Chicago

$430,000

2 Beds ⋅ 2 Baths ⋅ 12658157 MLS ⋅ CLOSED Status

Charming and well-maintained brick home on over-sized lot featuring 3 bedrooms, 2 full baths, and a 2-car garage. This home offers beautiful hardwood flooring throughout the main level, creating a warm and inviting atmosphere. The finished basement provides additional living space, including a private office/bedroom, full bath, and dedicated laundry room. Enjoy outdoor entertaining on the rear patio overlooking the spacious backyard. Conveniently located near I90. A wonderful opportunity to own a solid brick home with plenty of space both inside and out! ***REACTIVATED BC BUYER WAS NOT ABLE TO QUALIFY FOR LOAN****

5424 N Mobile Avenue, Chicago

$735,000

3 Beds ⋅ 4 Baths ⋅ 12673703 MLS ⋅ CLOSED Status

This stunning two-story home in the sought-after Indian Woods neighborhood offers three bedrooms, four full bathrooms, and an exceptional blend of space, comfort, and luxury. From the moment you enter, you're welcomed by an abundance of natural light, gleaming hardwood floors, and an inviting living room centered around a stylish slate composite fireplace. The spacious kitchen features granite countertops, ample cabinetry, and convenient bar seating. Adjacent to the kitchen is a versatile living area that can easily serve as a formal dining room, family room, or flexible gathering space to suit your lifestyle. A full bathroom and charming three-season room complete the main level, while multiple professionally tinted skylights fill the home with sunshine throughout the day. Upstairs, you'll find three generously sized bedrooms, including an expansive primary suite that easily accommodates a king-sized bed and sitting area. The luxurious primary bath is a true retreat, featuring a large Jacuzzi tub, oversized steam shower, and spacious walk-in closet. For added convenience, the second floor also includes a dedicated laundry room with built-in organizers and folding space. An additional full bathroom serves the remaining bedrooms. The finished basement provides even more living space with a recreation room with room for an office area, abundant storage, and a fourth full bathroom. Situated on an impressive 41' x 190' lot, the outdoor space is equally inviting. Enjoy a large brick paver patio, expansive green space, underground sprinkler system, and a detached two-car brick garage with 7' door along with side drive access. With the forest preserve just steps away and newly added bike and walking paths a half block away, this home offers endless opportunities to enjoy the outdoors. Tucked away in a private setting while remaining close to everything the city has to offer, this exceptional home provides convenient access to highly rated schools, public transportation, expressways, restaurants, shopping, and more.

5858 N Luna Avenue, Chicago

$475,000

3 Beds ⋅ 3 Baths ⋅ 12671001 MLS ⋅ CLOSED Status

Motivated Seller!!! Will consider all offers!!! Rare opportunity to own a well-maintained legal 2-flat in the highly sought-after Jefferson Park neighborhood. Ideally located near O'Hare Airport, major expressways, public transportation, and shopping, this property offers both convenience and long-term value. The building features a total of three bedrooms and three full bathrooms, with Unit 2 fully updated and showcasing modern finishes. A dedicated laundry room adds everyday convenience for tenants. The property also includes a solid brick two-car garage, offering excellent potential for additional rental income. Unit 2 is currently leased at $1200 per month through November 2026, providing immediate and stable cash flow. This is an excellent opportunity for a flipper's dream or owner-occupants seeking a prime location with strong upside. Additionally, the garden unit offers an additional bedroom, a full bathroom, a full kitchen, and two points of entry from the side and rear of the unit.

5552 N Major Avenue, Chicago

$325,000

3 Beds ⋅ 3 Baths ⋅ 12657362 MLS ⋅ CLOSED Status

Incredible opportunity in fantastic Jefferson Park location awaits in this classic brick bungalow with curb appeal and so much versatility. This 3 bedroom 2.1 bath home is bursting with potential and is ideal for an investor looking to make some improvements or a homeowner looking to build instant equity. The main level boasts hardwood floors throughout (except kitchen) with charming arch details and a spacious living room and equally generous dining room. The 2 bedrooms on this level share a hall bath which needs some attention as well as cosmetic updates. The kitchen has endless potential with tons of space and opportunity to create your dream space and it leads directly to an enclosed sunroom. Upstairs, you will find an incredible primary suite that offers a pitched ceiling with beam details, tons of light and closet space and not only a spacious bedroom but an adjacent bonus family room! Full bath on this level includes a stand up shower and huge soaking tub. A truly unique feature of this home is that it offers both interior access to the expansive, unfinished basement with great ceiling height and tons of possibilies, as well as interior access to the 2nd level of the home....a rare combination to find! Don't miss this chance to add your vision to this charming home! This is an estate sale, so the home is being sold as-is; see agent notes for ages of windows/mechanicals

5216 N Liano Avenue, Chicago

$750,000

4 Beds ⋅ 4 Baths ⋅ 12670736 MLS ⋅ CLOSED Status

Set on a tree-lined street in one of Chicago's most desirable, family-oriented neighborhoods, this 5-bedroom, 3.1-bath home on an oversized lot, delivers on every front. Light pours through an open floor plan across the main and upper levels, grounded by hardwood floors throughout. The kitchen is a standout - granite countertops, bar seating, stainless steel appliances, and a functional layout that makes cooking and entertaining effortless. Clever built-in storage solutions are found throughout. The primary bedroom includes a large walk-in closet, and the remodeled ensuite features a premium walk-in shower. The finished basement adds meaningful square footage with a family room, additional bedroom, updated bathroom, laundry with new LG washer/dryer, and a dedicated workspace with custom shelving and peace of mind with drain tile installed in 2023. Outside, a beautifully landscaped yard features a large paved patio, garden beds, and a wired backyard shed/workshop on a concrete pad. Two-car garage. Owned solar panels (2021) keep utility costs low, and major systems are solid throughout - dual-zone heat and AC, 200-amp electric, and dual-pane casement windows. Custom blinds installed throughout in 2025 are still under warranty. Blocks from Beaubien Elementary and walking distance to Mariano's, Target, and Starbucks. Easy access to the Metra Northwest Line, CTA Blue Line, and I-94 and I-90.

4831 W Winnemac Avenue, Chicago

$565,000

3 Beds ⋅ 3 Baths ⋅ 12674695 MLS ⋅ CLOSED Status

***MULTIPLE OFFERS RECEIVED; HIGHEST & BEST DUE SUNDAY (6/14) BY 7PM***South Edgebrook! Nestled on an extra-wide lot in one of Chicago's most sought-after neighborhood pockets, this beautifully remodeled 3-bedroom, 2.1-bathroom home is truly exceptional. A comprehensive 2021 renovation brought fresh, modern updates like a bright, open floor plan, sleek new overhead lighting, and all-new flooring, all while thoughtfully preserving timeless details like the elegant double-crown molding that adds character to the main living areas. The main floor welcomes you with abundant natural light and a layout that's perfect for unwinding or hosting. The living room, with its cozy mantled fireplace, feels instantly inviting, while the separate foyer provides a generous area to greet guests. The adjacent dining area connects effortlessly to the fully updated kitchen, complete with sleek quartz countertops, custom cabinetry, stainless steel appliances, and a breakfast bar with seating! What was originally the back porch has been fully finished and opened to the kitchen, now ideal for a breakfast nook, drop-zone/mudroom, or work-from-home setup. Two bedrooms and a full bath complete the main level. Upstairs, you'll find an expansive primary suite featuring an adjacent office, ample closet space, and a convenient half bath. The full, finished basement adds even more living space, offering a large family/rec room, an additional full bath, and plenty of storage. This backyard is an entertainer's dream! Enjoy the heated pool, unwind on the new back deck (2024), or host summer gatherings on the brick paver patio with French party doors off the garage. Other notable updates include: front porch (2024); fence (2023), roof and siding (2019), boiler (2012); and two (hardwired) ring doorbells. Located on a quiet, tree-lined street just minutes from top-rated schools, scenic forest preserves, miles of biking/walking trails, vibrant local dining and easy access to Metra, CTA, I-90/94 and so much more! This is the lifestyle upgrade you've been waiting for-don't miss your chance to call this incredible property home!

5836 N Manton Avenue, Chicago

$462,000

3 Beds ⋅ 2 Baths ⋅ 12669441 MLS ⋅ CLOSED Status

Estate Sale - Incredible Opportunity in Jefferson Park! This spacious 3-bedroom, 2-bath home offers timeless character, solid bones, and endless potential for the right buyer. Situated on a generous lot with a detached 2-car garage, the property features a welcoming front porch, large room sizes, high ceilings, a full basement, and ample storage throughout. The second floor offers generously sized bedrooms and a full bath, while the unfinished basement provides additional space for future expansion or customization. Lovingly maintained over the years, this home is ready for its next chapter. Whether you're a savvy investor, rehabber, or owner-occupant looking to build equity, this is a rare opportunity to renovate and create your dream home in a highly desirable Chicago neighborhood. Conveniently located near parks, schools, shopping, dining, public transportation, and major expressways. Estate sale. Property is being sold strictly AS-IS. Buyer to assume responsibility for any city requirements, if applicable. Bring your vision and unlock the tremendous potential this property has to offer! Multiple offers received. Highest and best due by Tuesday (06/09/26) at 6 PM

5458 W Windsor Avenue, Chicago

$380,000

2 Beds ⋅ 2 Baths ⋅ 12663774 MLS ⋅ CLOSED Status

Meticulously maintained, bright & sunny 2 bedroom + den, 2 bath townhome in highly desirable Jefferson Park location! This unit is tucked behind the front-facing Lawrence Avenue units giving the feel of being on a quiet, private street within a charming courtyard setting. Courtyard is lined with blooming trees and exteriors were recently painted in stylish gray tones. Inside, enjoy large living room with hardwood floors and a cozy gas fireplace, open kitchen with tons of counter space and stainless steel appliances, two private balconies, and an attached 2-car garage. The flexible lower-level room offers endless possibilities-ideal for a home office, playroom, or a third bedroom. Upstairs hosts two large bedrooms and a bathroom. Recent upgrades include new garage door, new water heater, recently replaced HVAC & brand new roof! Healthy HOA. Nearby all Jefferson Park has to offer include parks, CTA, Metra, expressway and much more!

4932 W Lawrence Avenue Unit #J, Chicago

$186,500

1 Beds ⋅ 1 Baths ⋅ 12661673 MLS ⋅ CLOSED Status

Great, desirable Jefferson Park location. Extra large 1 bedroom, third floor condo with parking space included! Tons of closet space, recessed lighting, window & balcony window treatments. Open kitchen with breakfast bar and a table. A radiant heated floor in the bathroom. Large balcony facing a nice courtyard. Brand new HVAC/central air. Laundry and assigned large storage located on the lower level. Walk to Metra and Blue Line, convenient access to highways, restaurants and shopping. Low association. No Rentals Allowed. Building has newer Roof.

5516 W Windsor Avenue Unit #3M, Chicago

$239,900

2 Beds ⋅ 1 Baths ⋅ 12658378 MLS ⋅ CLOSED Status ⋅ Jefferson Court Townhomes BLDG.

*INVESTOR FRIENDLY*. Beautifully maintained 2-bedroom condo with a versatile bonus tandem room in the highly sought-after **Jefferson Park neighborhood**! This well-designed unit offers an efficient layout with great natural light, a cozy fireplace, and flexible living space perfect for a home office, nursery, or workout area. The kitchen features 42" cabinets along with newer stainless steel stove and refrigerator (2024). Additional updates include a new water heater (2026), and in-unit laundry. Enjoy the convenience of 1-car garage parking plus a spacious full-size storage unit. Located just minutes from the Jefferson Park Metra and CTA transit hub, this home is a commuter's dream with quick access to I-90/94, downtown Chicago, O'Hare, restaurants, shopping, parks, and neighborhood favorites. A fantastic opportunity to own in one of Chicago's most connected and desirable neighborhoods. Schedule your private showing today!

5418 W Windsor Street Unit #1N, Chicago

$700,000

5 Beds ⋅ 3 Baths ⋅ 12675885 MLS ⋅ CLOSED Status

**Rarely Available Legal 3 Unit**Very Well Maintained building located in prime Portage Park location near groceries, restaurants, transportation (The Jefferson Park blueline is approximately 5 blocks away. 90/94 is also approximately 5 blocks away) and walking distance to Starbucks & Dunkin Donuts. **Major **Building **Upgrades in 2025 include all new windows in all 3 units (windows in back porch unchanged); New main electric service upgraded to 200 amp as well as new public electric panel added and all 4 new individual panels upgraded to 100 amp; New water heater Unit 2 (Unit 1 WH replaced 2023 and Unit G WH replaced 2019); Unit 1 (2bd/1bth) thoughtfully updated with the following: completely painted, bath updated (new vanity, toilet, shower/sink fixtures, exhaust fan, mirror and light), kitchen completely updated with solid white oak soft close cabinets, quartz counters, black sink and fixtures, backsplash, and all new black appliances (GE Fridge, Stove, Microwave, Dishwasher, and LG **In-unit washer/dryer**), sanded floors in white oak, 3 new window AC units, all new light fixtures, all new blinds, and more. Unit G Bath updated (New tub, toilet, vanity, mirror, light fixture, exhaust fan, and shower/sink fixtures). Rents - Unit G (1bd/1bth) - $1,050; Unit 1 (2bd/1bth) includes 2 car garage - $2,350; Unit 2 (2bd/1bth)- $1625; Roof is approximately 5-7 years old. Brick exterior is in immaculate condition. **Tenants pay their own light and gas as the building has **3 separate water heaters , **3 separate boilers, **3 separate gas meters, and **4 electric meters. Building is solid and clean - offers should be made as-is with no requests. Zoning Cert and Building Info Sheet available in additional information tab.

4614 N Central Avenue, Chicago

$675,000

3 Beds ⋅ 2 Baths ⋅ 12638398 MLS ⋅ CLOSED Status

5136 W Winona Street, Chicago

$220,000

1 Beds ⋅ 1 Baths ⋅ 12660943 MLS ⋅ CLOSED Status

Welcome to this beautifully upgraded, turn-key 1-bedroom, 1-bath unit offering 864 square feet of comfortable living space with a wonderful blend of quality finishes, practical updates, and everyday convenience. The home features heated floors throughout, adding comfort during the colder months. The kitchen, hallway, and bathroom are finished with porcelain wood-look tile flooring, offering both style and durability, while the living room and bedroom feature Pergo laminate flooring, perfect for radiant heat. The kitchen is both functional and inviting, featuring Samsung stainless steel appliances from 2020, beautiful wood cabinetry, marble countertops, and a layout designed for everyday living. The bathroom has been tastefully finished with an Italian marble tub surround, a Jacuzzi tub, and a multi-function shower panel. A shower door with one fixed panel and one sliding panel gives the space a clean, modern look, while the double-sink vanity with solid wood cabinetry and quartz countertops adds both elegance and functionality. Beyond the interior finishes, the unit offers the convenience of an in-unit washer and dryer, assigned outdoor parking spot #8, additional basement storage, and a private balcony overlooking a beautifully landscaped common area-perfect for enjoying morning coffee. Additional thoughtful improvements include copper plumbing within the unit and shut-off valves in both the kitchen and bathroom. Low monthly assessments include heat, gas, and water. The building is pet-friendly, fully owner-occupied, and does not permit rentals. Backing directly to Wilson Park, the setting offers a peaceful green backdrop while still being commuter-friendly, with a short walk to the Jefferson Park Blue Line and easy access to I-90/94. See it in person and appreciate all the thoughtful upgrades that make this home truly move-in ready.

5332 W Windsor Avenue Unit #3E, Chicago

$385,000

3 Beds ⋅ 1 Baths ⋅ 12668545 MLS ⋅ CLOSED Status

6244 W Foster Avenue, Chicago

$380,000

2 Beds ⋅ 1 Baths ⋅ 12629079 MLS ⋅ CLOSED Status

Beautifully maintained 2 bed/1 bath brick ranch in desirable Gladstone Park on an oversized lot! This move-in ready home features an updated kitchen with quartz countertops, new cabinets, built-in Miele dishwasher, double oven and refrigerator with ice maker. The bath feature sleek quartz countertops, while the spa-inspired curbless walk-in shower adds a luxurious touch. Spacious basement with high ceilings offers excellent expansion potential and includes a finished epoxy floor, flood control system, sump pump, ejector pit, and plumbing for a future bath (2021). Additional updates include high-efficiency furnace (2021), heat pump water heater (2023), updated electrical, LG washer/dryer (2024), EV charging outlet, Trex composite deck (2020), and custom closet organizers throughout. Oversized 1.5-car garage. Excellent location across from Catalpa Early Education Center and close to Jefferson Park Blue Line, Metra, I-90/94, parks, shopping, and dining.

5454 W Gettysburg Street, Chicago

$380,000

4 Beds ⋅ 2 Baths ⋅ 12627580 MLS ⋅ CLOSED Status

Discover an incredible opportunity in the heart of Jefferson Park with this versatile 4-bedroom, 2-bathroom home, perfectly suited for savvy investors or motivated homeowners looking to build instant equity. The main level boasts classic hardwood floors throughout, featuring three comfortable bedrooms and a full bath, while the expansive upstairs primary suite provides a private retreat with its own full bathroom. Downstairs, a massive unfinished basement awaits your creative vision-whether you're looking to add a recreation room or additional living space-complemented by a detached 2-car garage that offers ample parking and storage. With a little elbow grease and your personal touch, this property is a prime candidate for a high-return flip or a solid addition to a rental portfolio. Don't miss your chance to secure this diamond in the rough; book your showing today and unlock the potential of this Jefferson Park gem!

5335 N Moody Avenue, Chicago

$345,000

3 Beds ⋅ 2 Baths ⋅ 12660502 MLS ⋅ CLOSED Status

Come see this charming bungalow in the thriving Jefferson Park neighborhood! This 3-bedroom, 1.5 bath home offers great bones and tons of potential for a buyer ready to make it their own. Features original hardwood floors and great layout. Vinyl windows and roof in good shape. Enjoy an awesome fenced backyard with endless potential for summer entertaining including a massive 21x10 shed with a separate enclosed 10x16 bonus room with sliding glass doors and covered porch-perfect for extra entertaining space, storage, a hobby room, or more! Siding 3 years old, roof 5 years old, furnace 3 years old, water heater installed 2018. Conveniently located to everything you need in this sought after neighborhood! Bring your ideas and make this home shine! Being sold as-is. Broker owned interest.

5207 N Lovejoy Avenue, Chicago

$530,000

4 Beds ⋅ 2 Baths ⋅ 12644600 MLS ⋅ CLOSED Status

Welcome to this beautifully updated home where modern finishes, thoughtful design, and inviting living spaces come together seamlessly. From the moment you arrive, the striking curb appeal sets the tone with newer exterior finishes, a welcoming front porch with seating space, and meticulously maintained landscaping. Inside, you'll find a warm and stylish living room highlighted by bay windows, bamboo flooring, recessed lighting, high ceilings, and a sleek fireplace feature wall that creates the perfect focal point. The heart of the home is the stunning open-concept kitchen and dining area, designed for both everyday living and entertaining. Featuring custom cabinetry, quartz countertops, stainless steel appliances made up of a double oven and high end Bosch refrigerator, oversized islands with seating, built-in drawer microwave, plenty of cabinet storage and abundant prep space; this kitchen is truly a standout, almost completely updated just last year. The remodeled main floor bathroom features a new tub and vanity, shiplap and Kohler finishes. The upper level also offers exceptional ceiling height, a full bathroom with updated fixtures, and a primary bedroom that feels like a private retreat with its generous footprint and plentiful closet space. The expansive layout of this home is felt in the abundance of natural light creating an ideal gathering space everyday, and on special occasions. The unfinished basement is exceptionally clean and well maintained, featuring convenient backyard access and versatile space ideal for storage, or future finishing possibilities. The backyard is sure to be your own private outdoor retreat featuring a gazebo covered entertainment area complete with lighting, mounted outdoor tv cabinet, and plenty of room to relax or host summer get-togethers. The fully fenced yard and detached garage complete this outdoor space beautifully. All in all, this is a well maintained, move-in ready property that blends modern updates with comfort and functionality and is wrapped in an eye-catching package. Be sure to check out the feature sheet. Close to Jefferson Park Transportation Hub, the Kennedy Expressway, O'Hare airport, shopping, schools, and neighborhood parks.

5831 W Leland Avenue, Chicago

$739,900

5 Beds ⋅ 3 Baths ⋅ 12645933 MLS ⋅ CLOSED Status

Welcome home to 5318-20 N Lovejoy. This lovingly cared for single family home on a double lot, boasts five bedrooms and three full baths. The finished one bedroom lower level offers a full kitchen and bath and is a perfect retreat, in-law or guest suite. The third floor offers three spacious bedrooms, two of which offer enormous walk in closets. The first floor is drenched in sunlight, with another bedroom that could also serve as an amazing home office. The inviting living room and dining room is a perfect setting for all of your holidays. A beautiful updated kitchen sits at the heart of this home, with a built in island and an area perfect for a breakfast nook, the kitchen is truly a stand out area of this property. Step outside to your incredible side yard, perfect for gardeners, summer bbqs, dog lovers, or a family with kids. Featuring a deck, shed, stone patio, the back and side yard is a perfect oasis in the city. Imagine the parties and get togethers! A two car garage and separate parking pad offers space for a total of five cars. The homeowner has maintained the property with utmost care and thoughtfulness of the next owner. A complete roof tear off and replacement early 2026. HVAC and Instant Hot Water system installed approximately two years ago. A quick walk to the Metra or the El, taking you downtown or the the airport. Easy proximity to the expressway, shopping and restaurants. There isn't a better named street to begin your next chapter than LOVEJOY !

5320 N Lovejoy Avenue, Chicago

$430,000

3 Beds ⋅ 2 Baths ⋅ 12647041 MLS ⋅ CLOSED Status

Beautifully maintained 3 bedroom, 2 bath condo in a desirable elevator building in Jefferson Park. Owned and meticulously cared for over the past 22 years, this spacious residence offers a functional open concept layout with generous room sizes, abundant natural light, and hardwood floors throughout the main living areas. The expansive living and dining space features a cozy gas fireplace and flows seamlessly to both front and rear private balconies, providing excellent indoor outdoor living and plenty of space to relax or entertain. The large kitchen offers ample cabinetry, a breakfast bar, and opens directly into the main living area for easy everyday living. The primary suite includes a private bath with double vanity, jacuzzi tub, separate shower, and access to a private balcony. Additional highlights include in-unit laundry, large storage room, and garage parking. Ideally located just steps from parks, coffee shops, grocery stores, restaurants, the Metra, Blue Line, and expressway access, this move-in ready home combines space, convenience, and pride of ownership in one exceptional package.

5362 W Lawrence Avenue Unit #2W, Chicago

$345,000

3 Beds ⋅ 2 Baths ⋅ 12617785 MLS ⋅ CLOSED Status

Welcome home! You are steps away from Jewel- Osco, Starbucks, Several Restaurants, Jefferson Park and the Blue line in this Townhome with a front entrance steps off of Central Avenue. This 3 bedroom, 1.5 bath town home has been well taken care of by the owner for the last 24 years. Convenience overload in this Jefferson Park town home. Windows, Heat and A/C replaced in 2025, 2 Stories and a basement to use as an Office or TV room, outside of your generously spaced Laundry room. Sellers are waiting for closing date on new home before allowing showings. Hard to find, but this home has No HOA and is Investor Friendly! Windows and HVAC have been replaced recently see LA for more detail. Same owners for 24 Years! Stainless Steel Appliances. Roof replaced in 2015, warrantied for 30 years. Well cared for home. All measurements and square footage are estimates; please do your due diligence.

4849 N Central Avenue Unit #C, Chicago

$717,000

5 Beds ⋅ 3 Baths ⋅ 12497566 MLS ⋅ CLOSED Status

Great opportunity to own this recently renovated all brick two flat building with additional garden in-law apartment and gorgeous fenced yard and new oversized three car garage that accomodates big veichles. The property features large two bed 1 bath units on 1st and 2nd level (owner's unit) are with CENTRAL AIR AND HEATING and updated kitchens and bathrooms. Tenants are paying own utilities (electric & gas). Enjoy the privacy of a fully fenced backyard with a cozy covered patio and beautifully landscaped yard for gathering and grilling. Prime location, close to publick transportation, highways, shooping, parks.

5354 W Montrose Avenue, Chicago

$410,000

3 Beds ⋅ 3 Baths ⋅ 12648114 MLS ⋅ CLOSED Status

Great Opportunity to own a charming frame bungalow on a quaint tree-lined street 3 blocks from Jefferson Park transit hub and in Beaubien school district. Some highlights include: a front porch with a swinging bench, a sunroom, natural hardwood floors & woodwork, a full basement for added living space, a quiet back yard and 1 car garage + parking pad. 1 bedroom + den and 1 full bath on the main floor, 2 bedrooms and a half-bath upstairs and 1 bedroom and full bath in the basement. Great potential for huge upside. Sold as-is. Sweat equity opportunity - home is in good shape, just needs cosmetic updates.

4719 N Leamington Avenue, Chicago

$330,000

4 Beds ⋅ 2 Baths ⋅ 12644567 MLS ⋅ CLOSED Status

-CASH PREFERRED --HOME FOR INVESTORS OR HANDY HOME BUYERS. Bring your vision and make this home your own! This spacious property offers incredible potential for savvy investors and value for the price. The property is situated on an oversized lot (44 x 126). Features include a large eat-in kitchen, 4 bedrooms (2 on the main level and 2 upstairs), and 2 full baths. The enclosed, heated back porch adds extra living space year-round. (Per seller/hardwood floor under carpet in living room and bedrooms on main level) The full unfinished basement provides endless possibilities, perfect for adding additional rooms, a recreation area, or storage. Enjoy a generous yard and a 2-car garage. Brand new water heater 2026. This is a fantastic opportunity for savvy investors or buyers ready to renovate and build equity. Home needs a significant amount of work and is being sold AS-IS. GRAGE DOOR IS NOT WORKING. Cash preferred; no FHA or VA financing due to condition. SELLER RESERVES THE RIGHT TO POST-CLOSING POSSESSION ( Post-closing possession for up to 3 weeks after closing ) SUBJECT TO CHANGE. SOME ITEMS MIGHT BE LEFT BEHIND. NO SURVEY WILL BE PROVIDED. The house is located within walking distance of Dunham (Robert) Park.

4538 N Mobile Avenue, Chicago

$660,000

4 Beds ⋅ 3 Baths ⋅ 12650518 MLS ⋅ CLOSED Status

Well-maintained 2-unit property with a finished in-law basement, offering great flexibility for owner-occupants or investors alike. The second-floor unit features 1 bedroom, a spacious living room, formal dining room, updated kitchen with stainless steel appliances, and hardwood floors throughout. The first-floor unit also offers 2 bedrooms, a bright living room, dining room, kitchen with stainless steel appliances, and hardwood flooring. The updated in-law basement includes 1 bedroom, living room, dining area, and additional living space perfect for extended family or related living arrangements. Additional improvements include a newer garage and a check valve installed approximately 2 years ago. Conveniently located near shopping, schools, transportation, and more. Great opportunity to own a versatile multi-unit property with strong rental potential.

4915 W Winnemac Avenue, Chicago

$860,000

4 Beds ⋅ 2 Baths ⋅ 12642736 MLS ⋅ CLOSED Status

Highest and Best Offers due by May 26th at 11AM. This beautifully updated brick 2-flat with garden apartment shows pride of ownership everywhere you look! Sitting on a quiet tree-lined street close to the Jefferson Park Blue Line "L" stop and the Jefferson Park Metra Station as well and providing easy access to the expressways, downtown Chicago and the airport too, the location simply couldn't be better! This classic Chicago building sits on an extra-wide lot, offering ample yard space and a backyard patio as well as a new 2-car garage with party door. The property has been very well-maintained by its current owners and is in excellent shape. The 2nd floor owner's unit underwent a complete gut rehab and features a reconfigured floor plan with an amazing eat-in kitchen that's twice the size of typical kitchens, making it perfect for cooking and entertaining with tons of counter space, all stainless appliances and a gorgeous backsplash. It also features a beautiful new bathroom, 2 bedrooms including a huge primary bedroom with tree-top views, new windows and gas forced air heat with central air. 1st floor apartment is comprised of a large kitchen with 42" cabinetry, all stainless appliances, stone countertops and lots of storage and counter space, 2 BR's, an updated bathroom, separate dining room and huge living room. Garden apartment has been remodeled and has 2 bedrooms, a stunning bathroom and kitchen with all stainless appliances. Building improvements include new copper plumbing throughout, all new high-efficiency hot water heaters and HVAC systems, new garage, tear-off roof in 2013, and so many other thoughtful updates including mud-room areas in the back entrances with space to hang coats and sit down to put your shoes on and off. This property is in incredibly good condition and resides in a highly desired location close to transportation, restaurants, grocery stores, bars, entertainment, and the Six Corners as well.

5010 N Major Avenue, Chicago

$175,000

1 Beds ⋅ 1 Baths ⋅ 12404669 MLS ⋅ CLOSED Status

Your wait is over! Move right into this beautifully updated, spacious, and light-filled 1-bedroom, 1-bath condo. It perfectly blends comfort and affordability. The inviting living space features gleaming wood laminate flooring throughout the living room, hallway, and kitchen. The oversized eat-in kitchen is both functional and stylish, offering white cabinetry, granite countertops, and stainless steel appliances, including a refrigerator, stove, and microwave. The generously sized bedroom boasts corner double windows that fill the space with natural light, along with a large closet for ample storage. The bathroom is tastefully finished with modern fixtures, ceramic tiles and relaxing Jacuzzi tub. Enjoy a peaceful courtyard setting with beautifully maintained grounds, creating a private oasis ideal for relaxing and unwinding. Additional highlights include low monthly assessments, updated light fixtures, and pet-friendly living (up to 50 lbs). Convenient coin laundry is located on the same floor. This is also a prime opportunity for investors. Ideally located just minutes from I-90, CTA with Blue Line access, Metra, Jefferson Memorial Park, shopping, dining, and all the conveniences of city living. Welcome home!

5530 W Lawrence Avenue Unit #GN, Chicago

$639,000

5 Beds ⋅ 3 Baths ⋅ 12637405 MLS ⋅ CLOSED Status

Welcome to Jefferson Park!! This charming Chicago classic corner 2 flat is well maintained and sits on an oversized lot. Perfect for investors or owner-occupants looking to generate rental income potential. Hardwood floors thru-out in both units and generous room sizes. Basement includes washer/dryer for each unit and separate storage spaces. Basement also gives additional living space plus two entrances. DON'T MISS THIS FANTASTIC OPPORTUNITY IN A PRIME LOCATION!!

5063 N Mango Avenue, Chicago

$505,000

3 Beds ⋅ 2 Baths ⋅ 12653102 MLS ⋅ CLOSED Status

Charming and spacious 4-bedroom, 2-bath brick bungalow with a full second-floor addition in the highly desirable Jefferson Park neighborhood. The main level features beautiful hardwood floors throughout, a bright and inviting living room, and an updated kitchen with stainless steel appliances, granite countertops, and a dining area with space for a full table, perfect for everyday living or entertaining. The first floor also includes a comfortable bedroom, a full bathroom, and an enclosed back porch that leads to a fenced backyard ideal for relaxing or hosting guests. Upstairs, the second level offers two generously sized bedrooms, including one with a walk-in closet, along with a spacious full bathroom featuring a jacuzzi tub and separate shower. The basement adds even more flexibility with an additional bedroom, washer and dryer, abundant storage space, and plenty of potential for future finishing. A detached two-car garage completes the property. Conveniently located near major expressways and public transit, including the Kennedy Expressway, Edens Expressway, and the CTA Blue Line at Jefferson Park Transit Center, making commuting and city access easy. A wonderful opportunity to own a classic Chicago bungalow with space, charm, and an unbeatable location. Sold As-Is.

5451 N Lynch Avenue, Chicago

$429,000

3 Beds ⋅ 1 Baths ⋅ 12634951 MLS ⋅ CLOSED Status

Check out this move in ready cozy ranch tucked away in the highly sought-after Forest Glen / Jefferson Park neighborhood. Major big-ticket items have already been handled for you-a New Furnace (2024) and New Water Heater (2024) ensure efficiency and reliability for years to come. Ideally situated for the modern commuter, this location offers rapid access to both I-90 and I-94. Public transit options are equally convenient, with nearby CTA Blue Line stations and Metra stops. Enjoy the best of North Side living with immediate proximity to beautiful local parks, shopping, and dining. Home is being sold As-Is. Schedule your showing today!

4855 W Gunnison Street, Chicago

$455,000

2 Beds ⋅ 2 Baths ⋅ 12636576 MLS ⋅ CLOSED Status

Located on the border of Jefferson Park, Portage Park, and Harwood Heights, this beautifully preserved 1955 brick ranch is a love letter to midcentury modern living. Clean lines, an iconic facade, and thoughtful updates make this home a rare find for design enthusiasts. The main level offers a spacious living and dining area, a fully updated kitchen, two bedrooms, and a refreshed full bath. The carpeted areas can remain for comfort or be removed to reveal the beautiful hardwood floors already visible in the kitchen and hall closet. The full, finished basement features new midcentury-style tile flooring and freshly painted walls-an inviting space ready for your ideas. From the basement or main level, access the attached, direct entry one-car garage, a rare convenience in the neighborhood. Step outside to a large concrete patio and a generous backyard enclosed by a brand new fence-perfect for summer barbecues and outdoor entertaining. The current owner has completed several major upgrades, including a new electrical panel, flood control system, landscaping, kitchen appliances, and more. Commuting is easy with the 81W bus stop just a few houses away, offering connections to Blue Line stations and Metra. I-90 is minutes away for quick access downtown, to O'Hare, or to the suburbs. Come see this wonderful home today.

6139 W Gunnison Street, Chicago

$585,000

4 Beds ⋅ 2 Baths ⋅ 12610327 MLS ⋅ CLOSED Status

This charming 1.5-story bungalow sits on a picturesque, tree-lined street in the heart of Jefferson Park, radiating true pride of ownership! Step inside to an open-concept living and dining area featuring gorgeous hardwood flooring, crown molding, and a fresh, neutral palette. The beautifully updated kitchen is thoughtfully designed, featuring 42" custom cabinetry, granite countertops, and stainless steel appliances. With four bedrooms split between the main level and upstairs, plus two full bathrooms, this home offers a versatile and spacious layout. The full finished basement adds even more living space, including a large 5th bedroom perfect for guests or an office. Backyard living provides space for relaxation on the gorgeous paver patio and leads to the 2 car garage. This move-in-ready home is packed with updates for total peace of mind: HVAC: Furnace (2025), Central A/C (2023), and Whole Home Humidifier (2024). Exterior: Gutters (2022), Roof and Chimney (2018), and Chimney Flashing (2025). Windows & Appliances: Living room and 2nd bedroom windows (2024) and Dishwasher (2025). Smart Home: Equipped with a Nest thermostat, Ring doorbell, and smart garage opener. Located at 5471 N Parkside Avenue, this home offers a prime location in a vibrant community known for its architectural charm and accessibility. Parks & Recreation: You are just minutes away from Gladstone Park (0.2 mi), featuring green space and recreational facilities. Nearby Frank J. Wilson Park offers athletic fields, a splash pad, and pickleball courts. Public Transit: The Jefferson Park Transit Center provides access to the CTA Blue Line, Metra commuter trains, and multiple bus routes and for an effortless commute to downtown or O'Hare. Highway Access: Drivers will appreciate the proximity to the Kennedy Expressway (I-90/94), allowing for fast travel across the city and suburbs.

5471 N Parkside Avenue, Chicago

$810,000

8 Beds ⋅ 5 Baths ⋅ 12626154 MLS ⋅ CLOSED Status

Exceptional multi-unit investment opportunity at 5754 N. Elston in Chicago! This unique property features 2 units, with duplex down offering incredible income potential and flexibility for investors or owner-occupants alike(2 total units). This completely renovated property offers immediate cash flow potential or the flexibility to live in one unit while renting out the other. The building features multiple units, including a fully finished duplex down with 3 bed/ 2 bath up and 2 bed down/1 bath down. Upper unit, offering 3 bed/2 bath layouts, and each with spacious living spaces. Outside, a outdoor balcony in both units and a large parking pad with space for up to 3 vehicles- an added convenience for tenants or owners. Located in a highly desirable commuter-friendly area, the property is within walking distance to the Jefferson Park Transit Center, providing access to the CTA Blue Line, Metra, and Amtrak. Close to Kennedy Expressway and the Edens Expressway, making travel throughout the city and suburbs effortless. Downtown Chicago is approximately 11 miles away, and O'Hare International Airport is just 6 miles from the property. The property is also located within the boundaries of Farnsworth Elementary School and Taft High School. Don't miss this rare opportunity to own a versatile, income-generating property in a prime Chicago location!

5754 N Elston Avenue, Chicago

$775,000

5 Beds ⋅ 4 Baths ⋅ 12616928 MLS ⋅ CLOSED Status

This beautifully reimagined Jefferson Park brick bungalow blends timeless architecture with a level of finish and functionality that's hard to come by. A true foyer welcomes you in, setting the tone with a beautiful statement porcelain tile. From there, the sun-filled living room flows into a formal dining space, where custom millwork and wainscoting adds character. This kitchen is the heart of the home and this one surely delivers. Thoughtfully designed with custom cabinetry, quartz countertops, large island and high-end stainless steel appliances, it offers both style and function. A built-in dining nook adds additional seating with the original 1927 front door repurposed as the table. The adjacent coffee bar gives a separate space in the morning to get ready before heading out the door. Right off the kitchen behind a sliding door is a spacious mudroom complete with built-in storage, laundry and plenty of room to keep everything organized. Additionally on this level is an office/bedroom and full bathroom. Up the bright stairwell, the primary suite offers a true retreat. The bathroom will surprise you with vaulted ceilings, a spa-inspired shower, double vanity, private water closet, elevated finishes and access to the generous walk-in closet. Two additional bedrooms and a well-appointed full bathroom complete the second level. The finished lower level expands your living space even further, featuring a huge family room, wet bar, and a standout wine cellar with custom racking, perfect for entertaining or unwinding at home. Another beautiful vintage save from the original 1927 home is the original kitchen sink, which has been repurposed here in the basement right off the wet bar as a functional yet beautiful design piece. The additional 5th bedroom allows for a great guest suite, office, or gym. There is a massive storage room which is separate from the utility closet. Off the back of the home is a covered porch, landscaped fenced in yard and two-car garage. Additional features throughout the home include hardwood flooring and new LVP flooring, recessed lighting, radiator heating controlled through Ecobee smart thermostat, NEST doorbells and more. Extensively updated with attention to detail throughout, this home offers the peace of mind of modern systems while maintaining the charm of a classic Chicago bungalow. Located in the coveted Beaubien School District, metra and blue line and super easy access to 94.

4823 W Argyle Street, Chicago

$790,000

4 Beds ⋅ 3 Baths ⋅ 12619804 MLS ⋅ CLOSED Status

Welcome to this beautifully maintained all-brick two-flat located in the desirable Jefferson Park neighborhood! Each spacious unit features two bedrooms plus an additional bonus room off one of the bedrooms-ideal for a home office, nursery, or reading nook. Both updated baths offer modern finishes and heated floors, while the separate living and dining rooms provide bright, comfortable spaces full of classic Chicago character. The property also includes a finished basement, perfect for additional living space, storage, or an in-law arrangement. Pride of ownership is evident throughout, with thoughtful updates and meticulous maintenance inside and out. Enjoy a well-kept yard, a two-car garage, and an additional carport offering extra parking convenience. Located just minutes from the Jefferson Park CTA Blue Line and Metra station, this property provides quick access to I-90/94 for easy commuting downtown or to the suburbs. The neighborhood offers a great mix of restaurants, coffee shops, and local parks-all contributing to a warm, community feel. Whether you're looking for an owner-occupied home with income potential or a solid investment property, 5536 N Mango delivers space, comfort, and accessibility in one of Chicago's most connected neighborhoods.

5536 N Mango Avenue, Chicago

$427,500

3 Beds ⋅ 2 Baths ⋅ 12624871 MLS ⋅ CLOSED Status

MULTIPLE OFFERS - ALL OFFERS DUE TUESDAY MAY 12 5pm NO ESCLATION CLAUSES AND NO FURTHER SHOWINGS AT THIS TIME BEYOND SHOWING BLOCK OUTLINED IN BROKERS PRIVATE REMARKS On the Confluence of Portage Park in Jefferson Park, Estate Sale Same family for 56 years. Classic All Masonry American 4 Square sequestered on Iconic Made for TV Chicago Streetscape, 33 ft wide lot, Handsome facade with Whimsical Mayberry claim. Inviting Open Front Porch, Classic interior Floor Plan. 3 bedroom + Office/Den/ 3 season Room, 2 Full Baths Plus Full Unfinished Basement and Attic for further expansion potential. Hardwood Floors, Some Original Mill Work, Formal Dining Room, Eat in Kitchen, Generous Bedroom Sizes, Rear Deck overlooking Large Grassy Yard with 2 car Garage. Excellent location burgeoning with independent and cultural boutiques/commerce and connected to multiple gateways of transit. Beaubien School District. A Perfect Affordable Opportunity to Build Equity, Engage Community, and a Secure a Timeless Chicago Neighborhood Experience. Sold AS IS. Please Brokers Private Remarks for Showing Blocks Schedule. SOLD AS IS AS SEEN. Showings Start Saturday May 9th

5044 W Wilson Avenue, Chicago

$645,000

4 Beds ⋅ 3 Baths ⋅ 12606428 MLS ⋅ CLOSED Status

Welcome home to this beautifully remodeled 4+1-bedroom gem on a quiet, tree-lined street in Jefferson Park. Updated in 2024, it features a bright living room and sunroom with refinished hardwood floors, a main-level bedroom with marble bath, and a stunning kitchen with stainless steel appliances, wine fridge, walk-in pantry, and large island perfect for entertaining. Upstairs offers three spacious bedrooms, including a primary with dual closets, while the finished basement adds a family room, a 5th bedroom, and plenty of storage. With major updates already done-roof, HVAC, plumbing, electrical, and a fully lined sewer line. All just mins to the Metra, with quick access to the Blue Line and expressway.

5435 N Lieb Avenue, Chicago

$376,200

6 Beds ⋅ 3 Baths ⋅ 12631781 MLS ⋅ CLOSED Status

Rarely does an opportunity this versatile hit the Jefferson Park market! This massive three-unit building is an investor's dream, perfectly suited for a high-end flip, a steady rental addition, a BRRRR project, or the ultimate house hack. Each unit features a spacious 2-bedroom, 1-bathroom layout, complemented by a massive basement that offers incredible potential to be finished for additional living space or increased cash flow. The property also includes a two-car garage, providing even more value and revenue potential. Situated in a premier location within walking distance of top-rated schools, lush parks, and vibrant shopping districts, this property checks every single box for savvy buyers. Opportunities in this sought-after pocket don't last-schedule your showing today and secure your next big win!

5032 W Gunnison Street, Chicago

$410,000

3 Beds ⋅ 3 Baths ⋅ 12639782 MLS ⋅ CLOSED Status

Welcome Home!!! This beautiful 3 level townhome will leave you speechless. As you enter the home you are greeted by a nice wide and open space full of light and warmth. Kitchen, living room and 1/2 bath are located on the main level. The kitchen features new granite, large island, maple cabinets and large balcony. The second floor has 2 large bedrooms, lots of closet space and the laundry room. Third floor has the primary bedroom with a large walk-in closet and private bathroom. Recent updates are a new deck, new windows, garbage disposal, water heater, new carpet, epoxy floor in the garage and the driveway was just completed. Located near the train station, expressway, Portage park and many more.

4549 N Central Avenue Unit #8, Chicago

$450,000

2 Beds ⋅ 2 Baths ⋅ 12625591 MLS ⋅ CLOSED Status

Welcome to 5332 N Latrobe Ave, a charming and beautifully updated 2-bed, 2-bath home located on a quiet, tree-lined street in the heart of the desirable Jefferson Park neighborhood. This solid home perfectly captures the timeless character of Chicago's classic architecture while offering modern upgrades for today's lifestyle. The interior feels fresh and inviting, having been completely repainted in 2026 to provide a clean, contemporary backdrop throughout. The main level features a bright living space and two comfortable bedrooms, all serviced by central air conditioning for year-round comfort. A true highlight of this home is the full, finished basement, which includes a second full bathroom, significantly expanding the living space. The property also features a double check valve flood control system for added peace of mind. The home sits on a private lot with a well-maintained backyard and a detached garage, offering a rare blend of city convenience and peaceful outdoor space. Located just moments away from the Jefferson Park Blue Line, Metra, and I-90/94, this home is a commuter's dream. You are within walking distance to local favorites, top-rated schools, and the sprawling greenery of Gladstone and Jefferson Parks. With its recent updates and prime location, this move-in-ready gem offers the perfect foundation for your Chicago lifestyle. Don't miss out!

5332 N Latrobe Avenue, Chicago

$205,000

2 Beds ⋅ 1 Baths ⋅ 12600538 MLS ⋅ CLOSED Status

Beautifully Maintained 2 Bed / 1 Bath Condo in Chicago - Move-In Ready! Welcome to 5841 W Lawrence Ave, Unit 2NE - a bright, exceptionally clean, and move-in ready condo located in the desirable Portage Park / Jefferson Park area. This well-kept 2-bedroom, 1-bathroom unit offers a comfortable and functional layout, perfect for homeowners or investors alike. From the moment you walk in, you'll notice how meticulously maintained the space is - truly a home you can move right into without lifting a finger. The unit features spacious living areas, generously sized bedrooms, and plenty of natural light throughout. The kitchen and bathrooms are in great condition, offering a clean and solid foundation for anyone looking to add their own personal style and modern touches over time. Situated in a professionally managed building, the association is well run with low HOA fees, making this an excellent value for the area. Enjoy everything the surrounding neighborhood has to offer - from nearby parks and schools to shopping, dining, and convenient access to public transportation and major highways. The location provides the perfect balance of quiet residential living with easy access to the city. Highlights: * 2 Bedrooms | 1 Bathroom * Extremely clean and well maintained * Move-in ready condition * Opportunity to update and add value * Professionally managed association * Low HOA fees * Prime Northwest Chicago location This is a fantastic opportunity to own a turnkey condo with long-term potential in one of Chicago's most convenient neighborhoods.

5841 W Lawrence Avenue Unit #2NE, Chicago

$849,900

3 Beds ⋅ 4 Baths ⋅ 12624807 MLS ⋅ CLOSED Status

Stunning 4 Bed/3.5 Bath single family home with a 2 car garage in beautiful Jefferson Park area! Newly constructed in 2022, this home features a bright & open concept with high ceilings and elegant craftsmanship. Eat-in chef's kitchen equipped with SS appliances, oversize island with quartz countertops, & walk in pantry. Spacious master suite with two walk in closets and luxurious master bathroom with jet shower and double vanity. Second hallway bathroom with double vanity as well. Laundry on 2nd floor (bedroom level) but the home also has laundry hook ups in the lower level too. Basement includes a large recreation room with full wet bar, 4th bedroom, full bath, and lots of storage. Hardwood floors thru out 1st and 2nd floors, carpet in basement. Home has a drain tile system with sump and ejector, tankless water heater, and hi-efficiency HVAC. Enjoy the fenced in yard with a concrete patio ready for entertaining. Great location close to shopping, transportation (CTA Blue line & Metra just a few blocks!) and parks! Nothing to do but move in. Hurry, this one won't last long!

5739 W Grover Street, Chicago

$600,000

3 Beds ⋅ 4 Baths ⋅ 12640062 MLS ⋅ CLOSED Status

The kind of home that checks every box - and then a few you forgot to put on the list. 2007 construction in one of Chicago's most coveted north side neighborhoods - Portage Park and Jefferson Park - where quiet, tree-lined streets meet effortless city access. Steps from the Metra and CTA Blue Line, and yet the moment you turn onto this block the city noise fades completely. This is what the right home actually feels like. Four spacious bedrooms, three full baths, one half bath, and a 2-car garage gives you room for everyone and everything. The open concept kitchen is anchored by a large center island, granite countertops, and premium Dacor and GE appliances - all updated between 2020 and 2022 - so everything just works. Hardwood floors, generous room sizes, and natural light flow throughout, creating a home that feels warm and welcoming from the moment you walk in. A charming front porch sets the tone for the kind of neighborhood where people actually know each other. The large back deck and fully fenced yard are private, generous, and made for entertaining all summer long. The lower level with fireplace offers flexible space for a family room, media lounge, or kids' hangout - perfect for relaxed evenings and weekend gatherings. Upstairs, the primary suite delivers the spa retreat you have been promising yourself - Jacuzzi tub, separate shower, and a space that finally lets you exhale. Steps from Jefferson Park & pool, the Metra, and the Blue Line, the Loop is always within easy reach and this neighborhood is always worth coming home to. Quiet street. Impeccable bones. City convenience without city compromise. This property is being sold as-is.

4757 N Linder Avenue, Chicago

$185,000

2 Beds ⋅ 1 Baths ⋅ 12614163 MLS ⋅ CLOSED Status

Two-bedroom, one-bath condo on the third floor, boasting an open concept design that harmoniously blends the dining room and kitchen with the living room. Situated in a fantastic location Close to downtown Jefferson Park and local transportation. This space offers convenience with a laundry facility on the lower level and includes parking. Embrace the opportunity to make this pre-foreclosure property your own, sold as-is. Property does NOT ALLOW RENTALS

5506 W Higgins Avenue Unit #3, Chicago

$365,000

2 Beds ⋅ 2 Baths ⋅ 12648946 MLS ⋅ CLOSED Status

Beautifully updated 2 bed / 2 bath condo in an intimate, well-maintained 6-unit all-brick building in the heart of Jefferson Park! This spacious home features an upgraded kitchen with granite countertops, cherry cabinetry, and newer stainless steel appliances. Hardwood floors run throughout the main living areas, with brand new carpeting in both bedrooms. Oversized room sizes and an expansive living/great room with a cozy wood-burning fireplace and access to a large private terrace make this home ideal for both relaxing and entertaining. The primary bath has been tastefully refreshed with marble finishes, and additional updates include newer in-unit laundry and a brand new HVAC system (2025). Parking and extra basement storage are included. Rarely found with condo living, enjoy a shared grassy backyard perfect for BBQs, pets, or playtime. Unbeatable location close to the Jefferson Park Terminal, Metra, Blue Line, restaurants, shopping, and expressways. Incredible value!

5691 W Higgins Avenue Unit #2W, Chicago

$485,000

1 Beds ⋅ 2 Baths ⋅ 12618480 MLS ⋅ CLOSED Status

Rare opportunity in Jefferson Park. This fully remodeled, turn-key home has been meticulously maintained, with true pride of ownership throughout. The interior features fully renovated rooms, brick veneer corner wall, crown molding and high-end stainless steel Italian appliances, including a Verona oven. Major updates have already been handled, including tuck-pointing, central heat and A/C, sump pump, and new water heater. The finished lower level adds valuable living space with in-home laundry and a full modern bathroom. Outside, enjoy a Heated 2-car garage with a brand-new roof. The garage also has a party door with a wet bar under a roof overhang perfect for an amazing year round experience. Located just 3 minutes to Metra and 4 minutes to the CTA Blue Line, offering quick access to downtown and O'Hare. Well-maintained, upgraded, and move-in ready-homes like this in Jefferson Park don't last.

5549 N Parkside Avenue, Chicago

$450,000

3 Beds ⋅ 2 Baths ⋅ 12615939 MLS ⋅ CLOSED Status

A luxurious penthouse on the top floor of a three-apartment building. Step inside and you'll find everything you desire. Beautiful hardwood floors throughout. Exceptionally bright, spacious rooms. You'll be flooded with natural light, including skylights above to truly warm the space. This unit's fireplace can be used with gas or real wood. The kitchen boasts stainless steel appliances and gorgeous maple cabinets. The oversized granite island provides a great little breakfast bar, with a separate dining area to the right for more entertainment space. Three large, comfortable bedrooms, two bathrooms with a jacuzzi, a washer and dryer, a private balcony, high ceilings, and a two-car garage. All this creates a sense of comfort and luxury. The roof is two years old. The entire building is very well maintained, and the Association has good financial reserves.

6140 W Gunnison Street Unit #3, Chicago

$545,300

3 Beds ⋅ 2 Baths ⋅ 12624461 MLS ⋅ CLOSED Status

Bright, airy, and completely remodeled 3 bedroom, 2 bath brick ranch in Jefferson Park with standout craftsmanship throughout. Gorgeous kitchen with custom cabinetry, quartz countertops, and stainless steel appliances, plus newer flooring throughout the home. The spacious basement, featuring high ceilings offers incredible flexibility for living, entertaining, or play, along with generous storage. Step outside to a covered wood deck overlooking the yard-perfect for everyday enjoyment. Two-car detached garage. Paid off solar panels and backup battery provide added efficiency and long-term savings. Fantastic location close to Metra, CTA, parks, shops, and more. A turnkey home with thoughtful updates from top to bottom.

5343 N Moody Avenue, Chicago

$740,000

8 Beds ⋅ 3 Baths ⋅ 12621770 MLS ⋅ CLOSED Status

Beautifully updated 3-flat located in the highly desirable Jefferson Park neighborhood of Chicago. Each unit offers three spacious bedrooms, modern finishes including granite countertops throughout, and updated shaker cabinetry. Enjoy the convenience of in-unit laundry in every apartment, along with central heating and air. The property also features a shared rear deck with ample street parking is readily available. Ideally situated just minutes from Harlem Irving Plaza, offering easy access to shopping, dining, and everyday conveniences. Don't miss this great property before it's gone! HIGHEST AND BEST DUE 4/20/2026 AT 1PM.

6030 W Lawrence Avenue, Chicago

$551,500

5 Beds ⋅ 2 Baths ⋅ 12595625 MLS ⋅ CLOSED Status

Welcome to this charming residence nestled in a quiet, tree-lined neighborhood of Forest Glen/Norwood Park 1 block from Edgebrook Wood. This well-maintained, all brick, jumbo Bungalow home offers a comfortable and functional layout, perfect for both everyday living and entertaining with 5 bedrooms and 2 full bathrooms with office. The interior features a bright and inviting large living space with abundant natural light, complemented by hardwood flooring under carpeting and timeless finishes throughout. Large eat-in kitchen with newer appliances. Three bedrooms on main floor and full bathroom. These Generously sized bedrooms provide flexibility for family, guests, or a home office setup. The home also includes well-appointed bathrooms and additional living space that can be customized to suit your needs. Second floor offers 2 large bedrooms. Finished basement with office, full bathroom, family room, laundry room, mechanical room, storage and walk out to rear yard. This property has seen several key upgrades, including all new windows, a new roof, and tuckpointing completed on both the house and garage-offering peace of mind and long-term durability. Additional improvements include new front stairs and an extended 130 ft concrete driveway, providing both convenience and excellent curb appeal with 2 car garage. Step outside to enjoy a spacious backyard-perfect for relaxing, gardening, or outdoor entertaining. Conveniently located near parks, schools, shopping, dining, and public transportation, this home combines suburban charm with city accessibility. Don't miss the opportunity to make this inviting, move-in-ready property your own!

5541 W Ardmore Avenue, Chicago

$715,000

4 Beds ⋅ 3 Baths ⋅ 12597777 MLS ⋅ CLOSED Status

Move-in ready! Updated 4 Bedroom, 3 Bath home on oversized 41X209 Lot in the Indian Woods Subdivision of Jefferson Park. Granite Kitchen with Peninsula breakfast bar, substantial cabinets, stainless steel appliances(Micro 5 yrs, Refrigerator 1 yr) with eating area overlooking spacious rear deck. 1st Floor bedroom/office, large living room and full bathroom. 2nd floor has 3 bedrooms and updated bathroom with separate tub and walk-in seated shower. Primary bedroom has large walk-In closet. Pull down stair to attic space with great storage. Hardwood floors thru-out 1st and 2nd floor living areas. Great natural light thru-out. Full finished basement great for entertaining with family room, wet Bar, bathroom, laundry room and overhead sewer with sump pump. Dual zoned heating and a/c ( Both a/c units are 5 years old) and 3 year old hot water heater. Beautiful, extra deep backyard with paver patio, awesome 3+ car garage great for storage or projects and 3 additional shed spaces. Convenient access to neighborhood dining, shopping and groceries. Located near the scenic Edgebrook Forest Preserve/Caldwell Woods bike trails that stretches up to the Botanic Gardens. Please exclude all wine racks, shelves and ornamentation in basement area.

5877 N Central Avenue, Chicago

$525,000

3 Beds ⋅ 3 Baths ⋅ 12628249 MLS ⋅ CLOSED Status

Step into timeless elegance at 5042 W Winnemac Ave, a meticulously renovated all-brick 1929 Jefferson Park 2-flat that masterfully fuses historic charm with contemporary luxury. This property is a rare gem, offering two distinct units that cater to both multi-generational living and investment opportunities. Every detail has been thoughtfully designed to create a harmonious blend of historic character and modern convenience. First-Floor Duplex-Down (Unit 1) The main level and fully reimagined lower level of Unit 1 provide a sophisticated sanctuary with 2 bedrooms and 2 baths. The living room, featuring custom built-ins and freshly painted walls, exudes warmth and charm. Gleaming hardwood floors flow throughout the first floor, which also includes a versatile exercise room that can double as a private office. The gourmet kitchen is a chef's dream, complete with granite countertops, stainless steel appliances, and crisp white cabinetry that enhances the bright and airy feel of the space. The first-floor bathroom features a tub and shower combo, an updated vanity, and a modernized design. The fully renovated basement bathroom offers a luxurious glass-enclosed shower with subway tile and a sleek, contemporary aesthetic. The fully renovated lower level also boasts new laminate vinyl plank flooring and features a spacious family room and additional living space. Step outside to your private yard oasis, perfect for entertaining or relaxing, and enjoy the convenience of in-unit laundry. Attic Penthouse (Unit 2) Unit 2 is a light-filled 1-bedroom, 1-bath penthouse that combines charm and functionality. The eat-in kitchen features white cabinetry, butcher block countertops, and a stainless steel stove, creating a clean and modern aesthetic. While hardwood floors are found in several rooms, the hallway and kitchen feature alternate flooring for added practicality. The bathroom is a serene retreat, complete with a soaker tub, elegant millwork, and white cabinetry. The convenience of a washer/dryer combo enhances everyday living, making this unit as versatile as it is beautiful. Located in the prestigious Jefferson Park neighborhood, this property offers unparalleled convenience for commuters and city explorers alike. The home is just a short walk to the Jefferson Park Transit Center, providing access to the Blue Line train, Metra rail, and multiple bus routes, making travel to downtown Chicago and beyond a breeze. For drivers, the property is ideally situated near the Kennedy Expressway (I-90) and the Edens Expressway (I-94), offering quick and easy access to major highways. Whether you're heading to O'Hare International Airport, downtown Chicago, or the suburbs, this location ensures seamless connectivity. The 2-car garage is a standout feature, with its very tall ceilings that can easily accommodate a work van or truck, making it ideal for professionals or those with larger vehicles. The property is equipped with dual furnaces (2018/2005) and a 2015 water heater, ensuring comfort and efficiency year-round. This property is a true masterpiece, offering a unique opportunity to own a home that combines historic charm, modern updates, and exceptional functionality. Whether you're seeking a luxurious multi-generational home or a prime investment property, 5042 W Winnemac Ave delivers on every level. Don't miss your chance to experience the pinnacle of refined living, schedule your private showing today.

5042 W Winnemac Avenue, Chicago

$625,000

5 Beds ⋅ 3 Baths ⋅ 12617443 MLS ⋅ CLOSED Status

Over 3,000 sq/ft of living space!! Spacious and well-maintained 5-bedroom, 2.5-bath home offering a functional layout and thoughtful updates throughout. Recent improvements include new trim work and a stylish kitchen backsplash, adding a fresh, modern touch to the home's interior. Generous living spaces provide flexibility for both everyday living and entertaining. Situated on a desirable lot with a detached 2+ car garage, this property offers convenience and additional storage. Ideally located near the CTA Blue Line at Jefferson Park Transit Center, as well as the Metra Union Pacific Northwest Line, and multiple CTA bus routes including the 68 Northwest Highway, 85 Central, and 81 Lawrence, providing easy access to downtown Chicago and surrounding suburbs. Close to shopping, dining, parks, and major expressways, making commuting and daily errands a breeze. A great opportunity to own a move-in ready home in a well-connected neighborhood.

5325 N Meade Avenue, Chicago

$430,000

4 Beds ⋅ 3 Baths ⋅ 12604789 MLS ⋅ CLOSED Status

All brick Bungalow in super desirable Jefferson Park location right by Edgebrook Woods! Main floor offers a large living room with a wood burning fire place and perfectly positioned dining room. Large kitchen, double oven with breakfast area and main floor bedroom and powder room. Enclosed back porch area used as a den. Second floor has two very large bedrooms and full bathroom. Lower level has laundry room, mechanical room and in law arrangement with 1 bedroom, 1 bathroom. Large rear yard. Plumbing system is repipped. 2 car detached garage. Needs some TLC and priced to move!

5381 N Lynch Avenue, Chicago

$535,000

5 Beds ⋅ 3 Baths ⋅ 12563903 MLS ⋅ CLOSED Status

Welcome home to this charming Dutch Colonial in the heart of Jefferson-where classic character meets modern living! From the moment you step onto the large, inviting front porch, you'll imagine morning coffee, evening chats, and memories in the making. Inside, this bright and spacious two-story home offers 5 bedrooms and 3 full bathrooms-perfect for growing families, guests, or a home office setup. The generous primary suite features its own private bath, creating a peaceful retreat at the end of the day. The heart of the home is the stunning, modern kitchen with crisp 42" white cabinets, granite countertops, and stainless steel appliances-ideal for weeknight dinners and weekend entertaining. Hardwood floors flow throughout the first floor, while can lighting adds a warm, stylish touch throughout the home. Need more space? The fully spacious basement is ready for a playroom, home gym, or hangout zone. Big-ticket updates are already done, including a 4 year old roof, newer windows, and newer HVAC system-giving you peace of mind for years to come. Outside, enjoy the convenience of a 2-car garage and a location that keeps you close to everything you need. This is more than a house-it's the place where your next chapter begins. Come see it today and fall in love!

5646 N Menard Avenue, Chicago

$890,000

4 Beds ⋅ 4 Baths ⋅ 12610807 MLS ⋅ CLOSED Status

Beautiful, oversized 4 bedroom 3 & 1/2 bathroom home on wide 34' lot in premier enclave of southeast Jefferson Park! Sunny southern exposure fills this open 22' wide open floor plan with natural light. Main level features front living space, half bath, & rear great room combining kitchen, dining space, and casual living space with wood burning fireplace. Well appointed kitchen features large island, granite countertops & stainless steel appliances. 500 sq' primary bedroom offers organized walk in closet & ensuite bathroom with travertine dual vanity, steam shower, and whirlpool tub. 2 additional bedrooms on 2nd level plus another full bathroom with travertine dual vanity & laundry closet. Lower level has rare true 10' ceiling, spacious family room with granite wet bar, oversized 4th bedroom, full stone bathroom & laundry room. Roof deck sits atop 2.5 car garage and connects to patio off of great room, both with premium Azek decking. Across the street from top rated Beaubien Elementary. Additional zoned street parking on Winnemac. Kitty corner from picturesque 4.5 acre Robert Square Park. Short walk or bike ride to the Forest Glen extension of the North Branch Trail. Easy access to 90/94, Forest Glen Metra & Jeff Park CTA and Metra hub. OWNER IS AN ILLINOIS LICENSED REAL ESTATE BROKER.

5150 W Winnemac Avenue, Chicago

$699,900

6 Beds ⋅ 3 Baths ⋅ 12559681 MLS ⋅ CLOSED Status

5113 W Strong Street, Chicago

$955,000

5 Beds ⋅ 6 Baths ⋅ 12603292 MLS ⋅ CLOSED Status

Welcome to this charming and well-maintained home located on a quiet, tree-lined street in Jefferson Park! 5004 W Argyle offers a fantastic blend of comfort, functionality, and classic Chicago character. This home features a bright and inviting living space with large windows that fill the home with natural light, complemented by hardwood flooring and a warm, welcoming layout. The kitchen offers ample cabinet and counter space, perfect for both everyday living and entertaining. Generously sized bedrooms provide flexibility for family, guests, or a home office. The property also includes a spacious lower level with great potential for additional living space, a recreation area, or storage. Step outside to enjoy a private backyard, ideal for relaxing, gardening, or hosting summer gatherings. A garage adds convenience and additional storage. Located in a highly desirable neighborhood, you're just moments from parks, schools, public transportation, and easy access to expressways, making commuting downtown or to O'Hare a breeze. Don't miss the chance to make this beautiful home your own!

5004 W Argyle Street, Chicago

$775,000

6 Beds ⋅ 3 Baths ⋅ 12606995 MLS ⋅ CLOSED Status

Perfect Opportunity for First-Time Buyer or Investor to own a 3 Flat in an Ideal Jefferson Park location! Close proximity to the award-winning Beaubien Elementary School and Taft High School! Park & playground is one block to the west, and CTA and Metra stops are just a few blocks and a short walk away. First time on the market in 39 years! Owner-occupied and/or Family-Occupied that whole time, and the renovations and improvements have been continuous. All three units offer individual furnaces and central AC, updated kitchens & baths, beautiful hardwood or bamboo floors, newer thermopane windows. Roof was a complete tear-off in 2020. Relax with a drink on the rebuilt front porch, or BBQ and entertain family/guests on the rear patio while admiring the perennial gardens. The owners will have the above ground pool removed prior to closing. Whether you are looking for your next investment, or are simply looking for a more affordable way to buy a home to live in, this property is ideal! Call/text to schedule your viewing today!

5055 W Argyle Street, Chicago

$611,000

4 Beds ⋅ 2 Baths ⋅ 12628148 MLS ⋅ CLOSED Status

*HIGHEST & BEST OFFER REVIEW DEADLINE MONDAY 4-27 @ 6PM* Just Listed in Jefferson Park! This stunning Brick Tudor offers 4 bedroom, 2 bath with all the classic charm and major improvements! Home is on an oversized lot and offers fantastic room sizes & tons of natural light throughout! Chef's kitchen features a 6 burner Viking range with hood, granite countertops, floating island, and stainless steel appliances. Handsome coved ceilings add character throughout the main level as well as the gleaming hardwood floors! Cozy sunroom overlooks the yard and works perfectly as a home office, breakfast or reading nook. 2 beds and a full bath on main & second floors. Some recent major improvements include: Full basement renovation featuring new LVP flooring, drywall, recessed can lighting, window sealing; New Furnace, AC & How Water Heater; Copper plumbing; Updated all ceiling fans, lighting to modern fixtures, and replaced outlets throughout; Main level repainted with Benjamin Moore paint & new wallpaper; Bathrooms refreshed... too much to list, see additional info for details on updates! Fully fenced yard on an oversized lot with a brick 2 car garage completes this home. Great location near public transportation, expressways, schools, and parks.

4885 N Austin Avenue, Chicago

$925,000

4 Beds ⋅ 4 Baths ⋅ 12608944 MLS ⋅ CLOSED Status

Welcome to this beautifully appointed 5bedroom, 4fullbath home offering exceptional space, timeless design, and modern technology, all perfectly situated on a quiet, low traffic cul-de-sac in sought after Jefferson Park. Designed for both comfort and style, this sun filled residence features a gorgeous open concept main floor highlighted by warm hardwood floors, a gas fireplace with custom mantel, designer lighting, and an open staircase that creates a seamless flow ideal for everyday living and entertaining. The chef's kitchen is truly the heart of the home, showcasing Bosch stainless steel appliances, classic shaker cabinetry, quartz countertops, a mosaic tile backsplash, and a generous center island with breakfast bar seating-perfect for casual meals or hosting gatherings. A main floor guest bedroom and full bath add flexibility, ideal for visitors, multigenerational living, or a home office. Upstairs, the sunny primary suite offers a private retreat with a spa bath featuring a frameless glass shower, designer tile, dual vanities, and a skylight. Two additional bedrooms, a full bath with tub, and a dedicated laundry room complete the upper level. The finished lower level elevates the home even further with impressive 13' ceiling heights, a spacious recreation room with wet bar and wine fridge, plus a fifth bedroom and full bath-perfect for guests, teens, or extended living. Outdoors, enjoy your own private patio, ideal for relaxing or entertaining. Additional highlights include a custom built, auto enthusiast's dream garage with epoxy flooring, abundant storage, and upgraded lighting. State-of-the-art security system, custom closets throughout, automatic shades in the family room, two zone HVAC with smart thermostats, and expandable smart Hue lighting in bedrooms and exterior-making this a truly move-in-ready, meticulously maintained home. Everyday convenience is unmatched, with nearby grocery stores, cafes, and locally loved restaurants along Foster and Lawrence Avenues, plus multiple neighborhood parks and green spaces just minutes away. The area is notably walkable for a residential setting and offers easy access to CTA bus routes and the Jefferson Park Transit Center, providing both Blue Line and Metra service for effortless commuting downtown or to O'Hare. Families will appreciate the home's close proximity to Beaubien Elementary School (PK8), located just a short walk away and widely regarded for its strong academics, active parent community, and welcoming neighborhood environment. High school students are typically served by William Howard Taft High School, rated in the upper tier of Chicago Public Schools A rare opportunity to own a thoughtfully designed, technology forward home offering exceptional space, natural light, privacy, and connectivity-this Jefferson Park gem truly checks every box. Check out the 3-D Tour and FACT SHEET (5033 WINONA AT A GLANCE) 1st showings 4/11/2026

5033 W Winona Street, Chicago

$655,945

4 Beds ⋅ 2 Baths ⋅ 12618037 MLS ⋅ CLOSED Status

Welcome to this 5BR/2BA plus den refreshed bungalow, a beautifully updated home that blends classic Chicago charm with modern comfort. This spacious residence features five generously sized bedrooms and two full bathrooms, offering plenty of room for families, guests, or flexible living arrangements such as a home office or gym. The home has been thoughtfully rehabbed to provide a fresh, move-in-ready experience while maintaining its original character. Bright, inviting living spaces flow seamlessly, creating a warm and functional layout ideal for both everyday living and entertaining. The NEW kitchen is bright and inviting with all new cabinets, appliances & counters. A standout feature is the newly built garage, adding convenience and value with secure parking and additional storage space. Located in a desirable neighborhood, this property falls within the Taft High School District, making it an excellent choice for those seeking access to well-regarded local schools. With its combination of space, updates, and location, is a place you'll be proud to call home. Nestled between Elston & Milwaukee Avenue, this location has easy to 90/94 and Metra

5604 N Mango Avenue, Chicago

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