4 Beds ⋅ 4 Baths ⋅ 12754500 MLS ⋅ NEW Status

Welcome Home to this beautifully maintained contemporary residence, where modern design meets comfortable everyday living right on the border of Jefferson Park and Forest Glen! Thoughtfully designed for both entertaining and every day life, this super spacious home offers 4 bedrooms, 4 baths, a fully finished basement, two additional rooms and a beautifully landscaped backyard. The open-concept main level is filled with natural light from all angles and features a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a large island overlooking the seating and dining areas anchored by a cozy electric fireplace, with a bonus room attached, perfect for a sunny office space! Plus an ample living area also on the main level leading right out to your own private oasis. Step outside to a beautifully landscaped backyard with a paver patio, creating the perfect setting for summer gatherings or quiet evenings at home. On the top floor, start your mornings with coffee on your private balcony right off the spacious primary suite facing South, flooding the space with more natural sunlight. Enjoy the convenience of second-floor laundry where all 4 bedrooms live. Downstairs, the finished lower level expands your living space featuring a full wet bar, full bath, and a versatile bonus room perfect for a guest suite, home office, gym, or 5th bedroom. Designer lighting, custom window treatments and dual HVAC systems, add comfort and peace of mind. PLUS 2.5 car garage with EV parking! Ideally located in the top-rated public school district - Beaubien Elementary just one block over and Taft High School nearby. Plus surrounded by plenty of parks & hiking trails, the CTA Blue Line, Metra stations and I-90/94, this home offers the perfect blend of city convenience, and neighborhood charm. *Also available for rent at $7,900/month.

5047 W Winnemac Avenue, Chicago

$1,264,900

6 Beds ⋅ 4 Baths ⋅ 12754087 MLS ⋅ NEW Status

Rare historic and expansive 4 bed/2.5 bath + 2 bed/1 bath residence set on a raised elevation and oversized 9,125 SF corner lot in the Beaubien/Taft school district. Designed by noted Chicago architect Albert A. Schwartz, known for several landmark Chicago buildings, this architecturally significant "triple-thick/all-face" brick home offers a rare combination of historic craftsmanship, structural quality, and thoughtful modern updates. Soaring 9'7" ceilings, original custom oak woodwork, oversized 84" solid oak interior doors, a substantial custom oak entry door, custom wood storm door, original glass chandeliers, stained-glass windows, and a dramatic 96" balcony door showcase a level of detail rarely found today. Custom solid oak Pella front picture windows with authentic grids further complement the home's original character. Extensive recent improvements include a new large AZEK deck with built-in lighting atop a purpose-built concrete balcony, a reimagined kitchen with island, under-cabinet lighting and breakfast area, updated bathrooms, double-sided illuminated gas fireplace, new rear and basement stairs, Unico A/C, additional new windows, new balcony door, tuckpointing, gutters, soffits, tiled portico roof, extensive concrete work, and more. A radiant heat system provides quiet exceptional comfort, even warmth throughout the home without drafts or temperature fluctuations, offering efficient, consistent heating while preserving the integrity of the home. The extra family room is surrounded on three sides by architectural windows and features a fireplace, built-in shelving, and beautiful natural light. The private fenced and landscaped lot offers exceptional flexibility with an oversized full-brick 2-car garage, 2-car driveway, additional 2-car side parking pad for up to 6 total parking spaces, and a charming approximately 200 SF original accessory outbuilding, recently updated with new siding, windows, and doors, offering flexible use as additional storage, a studio, entertaining space, workshop, or seasonal. The purpose-built concrete balcony overlooks mature landscaping and offers seasonal skyline views. Compliments of the home's raised elevation and superior site grading, the bright 2 bed/1 bath garden-level unit with large above-grade windows and abundant natural light that create an inviting, highly-functional living environment. The flexible garden-level arrangement has existed for more than 100 years and offers excellent potential for multi-generational living, guest accommodations, home office use, or additional income with a private entrance. Ideally located near the Jefferson Park transportation hub with convenient access to the Metra and Blue Line, nearby Forest Glen Metra, and I-90/94. A rare opportunity to own a truly-distinctive Northwest Side residence where architectural pedigree, oversized scale, historic craftsmanship, abundant parking, and modern functionality come together in one extraordinary home.

5100 N Long Avenue, Chicago

$655,000

4 Beds ⋅ 2 Baths ⋅ 12751659 MLS ⋅ NEW Status

EXCEPTIONAL 2-FLAT | UPDATED UNITS | FLEXIBLE LIVING | INCOME POTENTIAL Beautifully maintained and thoughtfully updated, this versatile 2-flat offers an excellent opportunity for an owner-occupant, multi-generational household, or investor. Situated on a quiet residential street, the property features two, 2-bedroom, 1-bathroom units, each with updated kitchens, modern fixtures, comfortable living spaces, and the convenience of in-unit laundry. The enclosed rear stairwell leads to a well-maintained backyard, providing an outdoor space for entertaining, relaxing, gardening, or enjoying the outdoors. The basement offers additional flexibility with an in-law-style living area that can be used for extended family, guests, a home office, or potentially additional rental use, subject to applicable zoning and municipal requirements. Conveniently located near bus transportation with connections toward the Blue Line and close to a forest preserve offering walking trails, green space, and outdoor recreation. Whether you're looking to live in one unit and rent the other, accommodate extended family, or add a versatile property to your investment portfolio, this 2-flat offers updated living spaces, separate laundry, outdoor space, and multiple possibilities. A well-maintained multi-unit property with the flexibility today's buyers are looking for. Schedule your showing today!

5631 N Parkside Avenue, Chicago

$489,900

4 Beds ⋅ 2 Baths ⋅ 12751322 MLS ⋅ PRICE CHANGE Status

Charming Jefferson Park on a quiet tree line street- 4 bedroom 2 baths brick bungalow located one block from Farnsworth elementary school. Good size living room and separate dining room, hardwood floors throughout. two bedrooms on 1st floor and two bedrooms on 2nd floor. Lower level is totally renovated with a newer contemporary kitchen with shaker style cabinets and newer appliances - fantastic space for the older chiild that move back in or out of town guest or extra fun space for yourself (exterior door that exits to yard), finish lower level with drywall, lighting , heat, modify flooring and windows (bsmt area). Lower level has a front family rm, full bath with a shower, and 5th bdrm, / office plus a laundry area (separate area from finish area, great for privacy). fence yard with a 2 car detached garage. garage exit is very close to street perfect for snowy winters to get out to street. Heating system have new copper plumbing pipes and pump, newer hot water tank , circuit breakers with new a electric main and some new wiring.. Home is near transportation ( metra ,bus, blue line train), forest preserve and stores all nearby. wonderful location to get around with Elston ave that angle back into the inner city. lovely neighborhood to take a walk , walk the dog or cat, bike ride through the neighborhood, a very comfortable neighborhood to grow your family or yourself into. 2 REFRIGATORS AND 2 STOVES, 1WASHER & 1DRYER. Wonderful opportunity to renovated 1st floor kitchen and bath to your taste while using lower level kitchen and bath during renovations.

5325 N Linder Avenue, Chicago

$464,900

4 Beds ⋅ 2 Baths ⋅ 12742485 MLS ⋅ ACTIVE Status

Charming solid brick English-style home boasts four bedrooms on a beautiful tree-lined street in desirable Jefferson Park. Two bedrooms and a full bath on the main level. Hardwood floors, loads of natural light, gas forced heat, and central air. The second floor has two large bedrooms and access to a cedar closet. Newer heat and central air "wall split" for the second floor. Fully finished basement with full bath and laundry room. The basement offers "flexible space" options for family/rec room area, additional bedrooms, workout or office space. Generous outdoor space has an amazing new TREX deck and a 2-car detached garage. Excellent location near parks. Walking distance to Austin-Foster Playlot/playground, restaurants, and schools. Easy access to 90/94 & Metra. Updated electric, new refrigerator and dishwasher. Hot water tank is 10 years old; roof is from 2020. The basement is dry, but flood control is "as-is".

5405 N Mulligan Avenue, Chicago

$245,900

2 Beds ⋅ 2 Baths ⋅ 12740997 MLS ⋅ ACTIVE Status

This gorgeous 2bedroom, 1.5bathroom condominium features a private balcony in the heart of Chicago's highly sought-after Jefferson Park neighborhood. Located on the second floor, the home offers a versatile layout with plenty of space to relax and entertain. Both bedrooms include generous closet space; the primary bedroom has its own .5 bathroom, while the second bedroom is ideal for a home office or guest room. Large windows throughout the unit bring in abundant natural light. The kitchen comfortably fits a dining table and includes convenient in unit laundry. parking spot #17 HOA Fee includes one assigned parking space, heating, cooking gas, trash pickup, snow removal, storage, and water. Situated in one of Chicago's most prized neighborhoods, this lovely home offers easy commuting throughout the city and beyond, along with access to Jefferson Park's vibrant activities

4835 N Central Avenue Unit #212, Chicago

$829,800

4 Beds ⋅ 4 Baths ⋅ 12740378 MLS ⋅ ACTIVE Status

Discover this stunning, Feng Shui-inspired 5-bedroom, 4-bath bungalow in the heart of sought-after Jefferson Park. Completely renovated from top to bottom, this exceptional home offers over 3,000 square feet of beautifully finished living space on an oversized 30-foot-wide lot. Every detail has been thoughtfully designed, blending timeless character with today's modern style and comfort. The open-concept main level features a chef's kitchen with quartz countertops, a large island, soft-close cabinetry, premium stainless steel appliances, and a spacious dining area perfect for entertaining. Two elegant electric fireplaces and engineered wire-brushed oak hardwood flooring throughout all three finished levels create a warm, sophisticated feel. For added convenience, the main level includes a spacious bedroom and a full bath, while the second floor features a private primary suite, creating an ideal layout for guests, multigenerational living, or flexible family needs. Enjoy peace of mind with dual-zone energy-efficient HVAC, new windows, a tankless water heater, a new furnace, an ejector pump, new tuckpointing, and a roof approximately three years old. The finished lower level offers high ceilings, a private exterior entrance, an additional bedroom, and a full bath-perfect for related living, guests, a home office, or recreation. Additional highlights include two mudrooms and a separate, spacious laundry area, providing exceptional functionality, organization, and convenience for everyday living. Step outside to a fully fenced backyard with plenty of green space and a 2.5-car garage. Conveniently located near Prussing Elementary School, Portage Park, shopping, restaurants, the Blue Line, Metra, and I-90/94, this move-in-ready home combines luxury finishes, quality craftsmanship, and an unbeatable location.

5748 W Eastwood Avenue, Chicago

$489,000

3 Beds ⋅ 3 Baths ⋅ 12737355 MLS ⋅ CONTINGENT Status

Beautifully updated brick home on a picturesque, tree-lined street in one of the Northwest Side's most desirable neighborhoods. Situated on an oversized nearly 5,000 sq. ft. lot, this move-in ready home offers the perfect blend of space, comfort, and modern updates. The versatile floor plan features 4 bedrooms and 3 full bathrooms, including a first-floor bedroom and full bath ideal for guests, a home office, or multigenerational living. The second floor offers a private primary suite with an ensuite bath, while the finished basement provides additional living space with a recreation room, bedroom, full bath, and laundry. The spacious fenced backyard is perfect for entertaining or relaxing, featuring a large private deck, fire pit area, and plenty of room to enjoy the outdoors. A driveway and detached 2.5-car garage add convenience and functionality. Inside, you'll find beautifully refinished hardwood floors, stainless steel appliances, and numerous updates throughout. Located within the highly sought-after John W. Garvy Elementary School (K-8) and William Howard Taft High School districts, this home offers access to some of the Northwest Side's most desirable schools. Enjoy easy access to O'Hare International Airport, the Blue Line, Metra, I-90, parks, shopping, restaurants, and everyday conveniences. This exceptional home offers the ideal combination of location, space, and updates-ready for its next owners to enjoy. Property is being sold as-is.

5126 N Mulligan Avenue, Chicago

$595,000

3 Beds ⋅ 2 Baths ⋅ 12734653 MLS ⋅ ACTIVE Status

Welcome to this 3BR/2BA plus den refreshed ranch home in Jefferson Park! This residence features 3 bedrooms on the main level and two full bathrooms. 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 kitchen is bright and has a eat in area for a kitchen table. The lower level is open with a office plus a wet bar area with fridge and sink. A standout feature is the extra tall garage, adding convenience and value with secure parking and additional storage space. Located in a desirable neighborhood, this property falls within the Farnsworth Elementary and 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 at Jefferson Park.

5624 N Mango Avenue, Chicago

$675,000

3 Beds ⋅ 3 Baths ⋅ 12732107 MLS ⋅ ACTIVE Status

Move right into this beautifully updated Chicago bungalow that blends timeless character with the modern finishes today's buyers are looking for. Offering 5 bedrooms, 3 full baths, and three finished levels of living space, this home delivers the flexibility to fit the way you live. Natural light fills the spacious living and dining rooms, while the kitchen serves as the heart of the home with waterfall quartz countertops, abundant cabinetry, a pantry, and a full stainless steel appliance package. Just beyond, a versatile bonus room is perfect for a home office, breakfast nook, playroom, or reading lounge. The main level offers two bedrooms and a stylish full bath. Upstairs, the entire second floor is dedicated to a private primary suite featuring generous closet space and a spa-inspired ensuite with dual vanities and an oversized walk-in shower with dual rain shower heads. The finished lower level expands your living space with a large family room, two additional bedrooms, a full bath, and a dedicated laundry area-ideal for guests, a home gym, hobbies, or multigenerational living. Enjoy peace of mind with major updates, including newer windows, HVAC, sump pump and drainage system, and a brand-new garage. Set in the heart of Portage Park, you'll love being close to neighborhood restaurants, coffee shops, parks, shopping, the Blue Line, Metra, and I-90/94. Move-in ready, thoughtfully updated, and designed for the way today's buyers want to live.

4431 N Marmora Avenue, Chicago

$399,900

3 Beds ⋅ 1 Baths ⋅ 12715350 MLS ⋅ CONTINGENT Status

Rare opportunity to own a custom-built step ranch in the highly sought-after Jefferson Park Pocket. This well-maintained 3-bedroom, 1-bath home offers a desirable open-concept floor plan rarely found in the neighborhood, featuring a beautifully remodeled kitchen with an oversized breakfast bar, generous living and dining spaces, and hardwood floors throughout the main level. Thoughtfully updated over the years, the home includes copper plumbing (2019), a new HVAC system (2022), and chimney tuckpointing (2026). The expansive basement offers approximately 8-foot ceilings and is already framed, creating an outstanding opportunity to finish the space into a family room, home office, fitness area, additional bedrooms, or whatever best suits your lifestyle. Outside, enjoy a low-maintenance backyard complete with a natural gas line for grilling, along with an air-conditioned two-car garage featuring an extended workspace-perfect for hobbies, storage, or a home workshop. Ideally situated directly across from a beautifully updated Chicago Park District park and just minutes from the Blue Line, Metra, shopping, dining, and convenient access to I-90 and I-94, this home offers exceptional comfort and convenience. Property is being sold as-is.

4840 W Gunnison Street, Chicago

$599,900

3 Beds ⋅ 2 Baths ⋅ 12723949 MLS ⋅ CONTINGENT Status

Welcome to the heart of Jefferson Park in coveted Beaubien School district! This fully renovated 4-bedroom, 2.0- bathroom home boasting three levels of living space on a 31ft. wide lot. Perfect for entertaining, this home features a semi open-concept layout with a great family room with fireplace plus expansive full basement, ideal for additional living and entertaining. This residence offers modern comfort and space for all your needs. Located on a one way tree-lined street in sought after Jefferson Park. has tons of natural light, 2 bedrooms and a full bath in the first floor. Combination of Hardwood floors and upscale laminate throughout the home. Gourmet kitchen features crisp white cabinetry, Quartz counter tops & stainless steel appliances. The upstairs features a nice size bedroom, with an ensuite den/office (with the feasibility of adding a full bath). Finished basement boasts a massive family room with a bar, complete with a full bathroom, a bedroom and a laundry area & plenty of storage. The home features high efficiency mechanicals & Energy Star rated appliances. Huge rear yard and a brand new 2-car garage,

4911 W Argyle Street, 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

$569,800

3 Beds ⋅ 3 Baths ⋅ 12724247 MLS ⋅ CONTINGENT Status

Beautifully renovated home located in the desirable Forest Glen neighborhood/Jefferson Park, featuring an open-concept layout perfect for modern living and entertaining! This spacious property offers 3 bedrooms and 3 full bathrooms, plus an additional bedroom in the basement ideal for guests, a home office, or extra living space. The stunning kitchen showcases brand-new cabinets, gorgeous quartz countertops, and plenty of space to cook and gather. Enjoy the convenience of a 2-car garage and an excellent location just 2 blocks from the highway, making commuting easy. The home is also only 5 minutes from the Metra station and close to shopping, restaurants, parks, and everyday amenities. With stylish updates, functional space, and a prime location this move-in ready home is a fantastic opportunity you do not want to miss!

4829 W Strong Street, Chicago

$935,000

3 Beds ⋅ 4 Baths ⋅ 12697395 MLS ⋅ PENDING Status

Welcome to this exceptional newer construction home in the heart of Jefferson Park, offering 5 bedrooms, 3.5 bathrooms, and thoughtfully designed living space with premium finishes throughout. The open-concept main level is perfectly suited for both everyday living and effortless entertaining. The home is located within the top-rated Beaubien School District, offering access to one of the area's most sought-after neighborhood schools The chef-inspired kitchen is the centerpiece of the home, featuring high-end Bosch stainless steel appliances, custom walnut lower cabinetry, crisp white upper cabinetry, quartz countertops, a large center island, and abundant prep and storage space. The adjacent dining area opens seamlessly to a spacious deck overlooking the landscaped backyard, creating an ideal indoor-outdoor entertaining experience. A stylish powder room completes the main level. Upstairs, the luxurious primary suite offers a private retreat with vaulted ceilings, skylights, generous closet space, and a spa-inspired en-suite bath. Two additional spacious bedrooms, each with ample closet storage, share a beautifully appointed full bathroom. The finished lower level offers exceptional flexibility, with a spacious family room, wet bar, full bathroom, two additional bedrooms, and a dedicated laundry room-perfect for guests, a home office, a fitness room, or extended family living. The professionally landscaped front yard offers an inviting outdoor space, while the detached two-car garage provides everyday convenience. Ideally located just minutes from Metra and CTA transportation, major expressways, parks, shopping, dining, and all that Jefferson Park has to offer.

5028 W Ainslie Street, Chicago

$239,990

2 Beds ⋅ 2 Baths ⋅ 12722050 MLS ⋅ ACTIVE Status

Beautifully refreshed and move-in ready, this bright 2-bedroom, 1.5-bath second-floor condominium enjoys a prime location directly across from Jefferson Park. Freshly painted and enhanced with brand-new carpeting installed in April 2026, the home features a spacious, functional layout with an expansive living room, a separate dining area, and a generously sized eat-in kitchen offering abundant cabinetry, extensive counter space, and room for a breakfast table. Additional updates include central air conditioning (2017), dishwasher (January 2023), and updated toilets and light fixtures (December 2022). Step outside to the private 12' x 5' balcony overlooking Jefferson Park, offering attractive views and an ideal vantage point for neighborhood events, including the annual Jeff Fest. Additional features include flexicore construction, excellent closet space, convenient same-floor storage, and baseboard heat included in the monthly assessment. Building amenities include main-level coin laundry, visitor parking, and one assigned exterior parking space (#12). The low monthly assessment includes heat, cooking gas, water, parking, common insurance, exterior maintenance, lawn care, scavenger service, and snow removal. This well-maintained, predominantly owner-occupied building does not permit rentals and allows one cat. Enjoy immediate access to Jefferson Park's approximately 7 acres of recreational amenities, including tennis and volleyball courts, baseball fields, playgrounds, a fieldhouse with indoor basketball courts, and an outdoor swimming pool. Shopping, restaurants, the library, post office, and the Jefferson Park Transit Center-with CTA Blue Line, Metra, and multiple bus routes-are all nearby, while convenient access to I-90/94 provides an easy commute to O'Hare International Airport and downtown Chicago.

5447 W Lawrence Avenue Unit #203, Chicago

$435,000

3 Beds ⋅ 2 Baths ⋅ 12716755 MLS ⋅ CONTINGENT Status

Welcome to this classic brick English Tudor home, perfectly situated on a peaceful, tree-lined street. Combining timeless character with thoughtful updates, this home offers comfortable living spaces both inside and out. The main level features two spacious bedrooms and a beautifully renovated full bathroom with a modern walk-in shower. Enjoy entertaining in the separate formal dining room, while the bright kitchen showcases a charming farmhouse sink and ample workspace. A sun-filled enclosed sunroom provides the perfect spot to enjoy your morning coffee or unwind with a good book. Upstairs, you'll find a private and expansive primary bedroom suite complete with a convenient powder room, creating a comfortable retreat away from the main living areas. The full unfinished basement offers endless possibilities for additional living space, a home office, gym, workshop, or recreation room. A full-size washer and dryer, utility sink, and abundant storage add everyday convenience. Outside, relax or entertain on the spacious patio and take advantage of the detached two-car garage. Conveniently located with easy access to O'Hare Airport, I-90, parks, grocery stores, shopping, dining, and everyday amenities, this charming Tudor offers both character and opportunity in a desirable location. A wonderful opportunity to make this charming home your own while enjoying its timeless appeal and excellent location. Property is being sold AS-IS (inspection allowed).

5704 N Major 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

$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

$615,000

4 Beds ⋅ 3 Baths ⋅ 12701721 MLS ⋅ CONTINGENT Status

Charming and spacious 2-story home in highly desirable Jefferson Park! Boasting 2,090 SQFT of pristine living space, this excellent-condition residence offers a flexible first-floor layout featuring an L-shaped living room, separate dining room, powder room, and a bedroom with an adjacent private office. The bright kitchen features Corian countertops, ample cabinetry, and a walk-in pantry. Upstairs, discover a true primary suite with a walk-in closet, two additional generously sized bedrooms, and a full hallway bath. The huge, unfinished basement features exterior access, a laundry area, and abundant storage along with potential for additional finished living space. Enjoy outdoor living on the large back deck overlooking the yard. Includes a 1.5-car garage plus an additional exterior parking space. Equipped with 2 heating zones, 2nd-floor central AC, and 1st-floor window cooling units. Updates include: (2025) dishwasher & refrigerator, (2024) washer, (2020) stove, microwave, & chest freezer, (2018) dryer. Windows replaced in various years: (2022-kitchen, 2021-2nd flr, 2009/10 - 1st flr) with lifetime warranties. Unbeatable location with easy expressway access and just steps to the Jefferson Park Blue Line and METRA stations!

5108 W Winona Street, 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

$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

$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

$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

$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

$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

$534,900

3 Beds ⋅ 2 Baths ⋅ 12667624 MLS ⋅ ACTIVE Status

Welcome home to this beautifully maintained 3-bedroom, 1.5-bath home in the heart of Jefferson Park - one of the area's most sought-after neighborhoods! Nestled on a quiet, family-friendly street, this home offers the perfect blend of comfort, convenience, and charm. Inside, you'll find a spacious living room ideal for entertaining or relaxing, along with a finished basement that provides additional living space perfect for a family room, home office, gym, or playroom. The home also features tons of storage throughout to keep everything organized and functional. Step outside to enjoy the gorgeous backyard - perfect for summer gatherings, gardening, or simply unwinding outdoors. A 2.5-car garage provides plenty of parking and extra storage space. Enjoy being within walking distance to a local park and just minutes from grocery stores, shopping, dining, and everyday conveniences. Commuters will love the easy access to expressways, making travel throughout the city simple and efficient. This is a rare opportunity to own a wonderful home in a peaceful neighborhood filled with charm and community. Don't miss it! Kitchen upgrade in 2010 Bathroom rehab in 2020 New garage door/opener 2024 and 2026 New water heater 2024 Paint and new carpeting 2024 New light fixtures and fans 2024

4563 N Merrimac Avenue, 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

$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

$499,900

3 Beds ⋅ 2 Baths ⋅ 12664773 MLS ⋅ ACTIVE Status

Beautifully Updated 3-Bedroom Home in Jefferson Park Welcome to this spacious and well-maintained 3-bedroom, 2-bath home in the desirable Jefferson Park neighborhood. The main level features new luxury vinyl flooring and a refreshed kitchen, creating a warm and inviting space for everyday living and entertaining. Upstairs, you'll find a private and generously sized primary suite with a unique layout, hardwood flooring, and its own en-suite bathroom, offering comfort and privacy. The finished basement provides additional living space that can easily serve as a family room, recreation room, home office, or whatever best suits your lifestyle. Outside, enjoy a nicely fenced backyard and a detached 2-car garage. Conveniently located near public transportation, restaurants, shopping, and major highways, this home offers easy access to downtown Chicago-just a 30-minute drive away. Don't miss the opportunity to make this versatile and charming home your own!

5718 N Parkside 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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$500,000

3 Beds ⋅ 3 Baths ⋅ 12623745 MLS ⋅ CLOSED Status

Beautiful bungalow in the heart of Jefferson Park offering a spacious, light-filled layout and thoughtful improvements throughout. Located within the highly sought-after Beaubien and Taft School Districts, this home blends comfort, functionality, and an unbeatable location. The inviting living room with fireplace flows into a large separate dining room, ideal for both everyday living and entertaining. The expanded kitchen features abundant cabinetry, a generous pantry, and a sunny eat-in nook. A bright sunroom adds additional flexible living space, while the back deck and yard provide the perfect setting for outdoor enjoyment. The home offers a versatile floor plan with one bedroom on the main level, two generously sized bedrooms upstairs, and a finished basement with new flooring and drywall, complete with an additional bedroom ideal for guests or a home office. Additional improvements include freshly painted interiors and updated front stairs and railing. Situated on a 30 x 125 lot, this home is ideally located next to Wilson Park and just steps from Jefferson Memorial Park, as well as the CTA Blue Line and Metra station, offering convenient access throughout the city and beyond.

4626 N Leclaire 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

$442,000

3 Beds ⋅ 2 Baths ⋅ 12598567 MLS ⋅ CLOSED Status

Charming, warm, and full of opportunity, this inviting single-family home offers flexible living spaces designed to grow with you. The main level welcomes you with natural light and comfort, featuring two bedrooms-including one with a walk-in closet and the other with a step-in closet - quite unusual for the age of this home. One full bath, and a kitchen with a walk-in pantry that's ready for everyday living. The large rear porch extends your living space, perfect for morning coffee, summer evenings, or hosting friends. While there is room to make updates and add your own style, the home is comfortably move-in ready-allowing you to settle in now and improve over time at your own pace. Overall, freshly painted with wallpaper removed, the home feels bright, clean, and ready for its next chapter. From the rear porch, step outside and you'll discover one of this home's most special features: an extra-wide city lot, creating a rare sense of space in this area. The fully fenced yard is lined with established perennial gardens that return year after year-an unexpected delight that brings color, texture, and life to the property with minimal effort, even for a novice gardener. Upstairs, a private retreat awaits with a bedroom and adjoining sitting room-ideal for a cozy reading nook, home office, or nursery-with the flexibility to create an additional bedroom. A convenient half bath completes the space, offering both function and future potential. Tucked away on a quiet side street yet incredibly connected, you're just moments from the Kennedy Expressway, Metra, and Blue Line, making daily commutes to downtown Chicago or O'Hare refreshingly simple. A detached 2 car garage, walk-out basement, and abundant storage throughout add to the home's everyday practicality. Taxes do not reflect a homeowner's exemption, offering potential savings for an owner-occupant. Recent updates include a new A/C unit. Property is being conveyed AS-IS.

5027 W Ainslie 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

$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

$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

$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

$575,000

3 Beds ⋅ 3 Baths ⋅ 12583927 MLS ⋅ CLOSED Status

This charming remodeled English Tudor sits on an oversized lot and features a side drive leading to a two-car garage. Inside, you'll find a bright, open floor plan where the living room-highlighted by a beautiful bay window-flows seamlessly into the updated kitchen and dining area. The large kitchen is designed for both everyday living and entertaining, offering a generous island with seating, an electric range and cooktop (gas line connection behind range) and a ceiling-mounted range hood. A convenient first-floor bedroom and full bath provide flexible living options for guests or a home office. Upstairs, two well-sized bedrooms are complemented by a full bathroom featuring a double vanity, large enclosed shower & heated floors. The fully finished basement expands your living space with a recreation room, cold storage, additional storage, a laundry room, and a full bathroom complete with a soaking tub. Additional highlights include hardwood floors throughout, Andersen windows, 2nd floor hallway skylight, hidden Cat6 cable for internet & surround sound hook-up in basement, dual HVAC systems, a newer roof (2019) and flood control for peace of mind. Step outside to enjoy the expansive backyard, complete with a two-tiered deck featuring a custom ceiling with a fan and recessed lighting-perfect for outdoor entertaining. The yard also includes a natural gas line for grilling, vegetable garden and perennial landscaping. Ideally located near I-90/94, the Blue Line, and public transportation, this home offers both comfort and convenience. H&B Due Wednesday, April 8th at 1pm.

5011 N Mobile 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

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