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$679,000
4 Beds ⋅ 2 Baths ⋅ 12752583 MLS ⋅ NEW Status
Spacious historic Chicago bungalow set on an oversized lot along a beautiful tree-lined street, blending timeless architectural character with generous living space and an exceptional outdoor setting. The sun-filled main level showcases gorgeous oak hardwood floors, rich original wood trim and baseboards, an inviting living room, separate formal dining room, and a full bathroom conveniently located on the first floor. The second level offers two generously sized bedrooms and a versatile sitting area, complemented by brand-new carpeting. The full finished basement significantly expands the living space with two additional bedrooms, a recreation room with brand-new carpet, full bathroom, laundry room, and cedar closet. A flood-control system has also been installed for added peace of mind. Outdoors, enjoy a fully fenced yard with a stone patio-ideal for entertaining, relaxing, and summer gatherings. A rare extra 45 x 125 lot provides remarkable additional space for gardening, recreation, or creating a private outdoor retreat. A complete roof tear-off and replacement was completed just a few years ago. Ideally located near Caldwell Woods, the North Branch Trail, Indian Road Park, forest preserves, golf courses, Metra, shopping, dining, and everyday conveniences. A distinctive Chicago bungalow offering historic charm, beautiful original woodwork, flexible living space, and an unusually generous property.

5720 N Manton Avenue, Chicago
$649,900
4 Beds ⋅ 3 Baths ⋅ 12746405 MLS ⋅ NEW Status
**Beautifully Maintained All-Brick Two-Flat in Desirable Jefferson Park! Well-maintained all-brick two-flat featuring 2 generous 2-bedroom, 1-bath units ~Each unit offers a spacious living room, formal dining room, eat-in kitchen, and a versatile den that can be used as an office, craft room, or additional living space ~Vintage charm throughout includes Craftsman-style oak doors, trim, crown molding and hardwood floors. The finished basement provides an additional full bathroom and laundry area, offering excellent flexibility and storage ~Enjoy outdoor entertaining in the private, fenced yard, ~Oversized two-car garage for parking ease **Prime location easy access to bus service, the CTA, Metra, and I-90/94. Jefferson Park offers an array of restaurants, shops, parks, and neighborhood amenities ~Updates over the years include: Gutters and roof(2 yrs) with Ice melt system, Water heater (2 yrs), 1st floor kitchen, Vinyl windows on second floor, ~Electric Panels ~Tuck-pointing ~Garage door and opener ~Excellent opportunity to live in one unit and rent the other! This home has been maintained over the years but is being sold AS-IS.

4984 N Major Avenue, Chicago
$599,900
5 Beds ⋅ 3 Baths ⋅ 12755079 MLS ⋅ NEW Status
JEFFERSON PARK GEM WITH A BACKYARD RETREAT LIKE NO OTHER! Meticulously maintained and exceptionally inviting, this charming 2 flat, within walking distance to Jefferson Park station, offers spacious living and dining rooms, beautiful hardwood floors, a newer kitchen, a 2nd floor rental unit and a fully finished basement ideal for extended family, guests, recreation, or additional living space. But the true heart of this home is the extraordinary two-level rear deck. Directly connected to the house and accessible from both the first and second levels, this expansive outdoor living space is an entertainer's dream. A covered gazebo, mature grapevines, warm wood decking, and a built-in hot tub create a private backyard oasis that feels more like a destination than an ordinary city backyard. It's the perfect setting for summer gatherings, quiet evenings, morning coffee, or relaxing in the hot tub surrounded by greenery. The oversized, fully fenced yard provides exceptional privacy and additional space for entertaining, gardening, or enjoying the outdoors. This is more than a very nice Jefferson Park home-it is a home with a truly special outdoor lifestyle.

5128 W Ainslie Street, Chicago
$575,000
4 Beds ⋅ 2 Baths ⋅ 12754787 MLS ⋅ NEW Status
City-certified two-flat in the heart of Gladstone Park offering exceptional flexibility for investors, owner-occupants, or multi-generational living. Thoughtfully updated over the years, this well-maintained property features remodeled kitchens and bathrooms on both the first and second floors, along with an updated first-floor primary bedroom. Each unit offers comfortable living space, while the second-floor apartment features two private entrances and an expanded rear deck overlooking the beautifully landscaped yard. A partially finished basement includes an in-law suite, with 1 bedroom and 1 full bath providing additional flexible living space. Outside, you'll find a true urban oasis with raised garden beds, fruit trees, a patio, and mature landscaping that creates a private retreat. The insulated 2.5-car garage was fully rehabbed in 2023 and offers excellent storage or workshop potential. Additional improvements include newer windows, hardwood floors, and numerous updates throughout. Interior stairs connecting the first and second floors remain behind the dining room wall, offering the potential for a future single-family conversion if desired. This versatile property combines income potential, beautifully maintained outdoor space, and a prime Gladstone Park location. Property is being sold As-Is.

5942 W Thorndale Avenue, Chicago
$699,000
3 Beds ⋅ 3 Baths ⋅ 12741785 MLS ⋅ ACTIVE Status
Completely rehabbed all-brick English Tudor in beautiful Jefferson Park, perfectly set on an extra-wide 40' x 133' lot with a spacious backyard and oversized deck ideal for entertaining. This thoughtfully redesigned home blends classic character with modern efficiency and upscale finishes throughout. Featuring 4 bedrooms (2 upper level, 1 main, 1 lower), each with custom closet organizers, and 3 full baths showcasing designer tile work. The stunning chef's kitchen boasts a 7-foot island with waterfall edges, full quartz backsplash, and sleek finishes. The second floor addition includes a new dormer creating a private primary suite with a brand-new full bath. The finished lower level offers all tile flooring, a large laundry/mudroom, and a welcoming family room with fireplace and wet bar-perfect for relaxing or hosting. Major mechanical upgrades include all new high-efficiency HVAC, 200-amp electrical service, tankless water heater, new plumbing, new windows, new roof, LED can lighting, and all new fixtures, doors, trim, and ceiling fans. Enjoy indoor-outdoor living with double-door walkout access to the extra-large deck and fully fenced yard. The 2.5-car garage is EV-ready with a dedicated panel. Energy efficiency is maximized with fiberglass and spray foam insulation, plus spray-foam-insulated drain lines for sound reduction. Move-in ready with quality craftsmanship, thoughtful upgrades, and timeless curb appeal in a sought-after location.Make an appointment to see this beautiful home you will not be disapointed.

4903 N Moody Avenue, Chicago
$399,000
2 Beds ⋅ 3 Baths ⋅ 12735325 MLS ⋅ CONTINGENT Status
MULTIPLE OFFERS RECEIVED - HIGHEST AND BEST BY 8/28, 2PM; MOVE-IN READY, classic charm meets modern! If you want a completely redesigned home, this one is not to miss! Remodeled just three years ago, this Jefferson Park/Gladstone Park property sits on an extra wide 70 ft corner Chicago lot, offering more outdoor space, more privacy, and a layout that lives larger than expected. With an open concept main level, updated finishes throughout, and three levels of flexible living space, this home is an ideal fit for buyers moving up from a condo or apartment, downsizers seeking comfort without sacrificing space, or investors looking for a strong rental or Airbnb opportunity. Step inside to a bright, seamless main floor with refinished hardwood floors that feel so satisfying to walk on, updated modern lighting, and an airy flow between living, dining, and the remodeled kitchen. The kitchen features two-tone soft close shaker cabinetry, quartz counters, Frigidaire stainless appliances, and a cook's dream pot filler-perfect for everyday meals or weekend entertaining. A convenient half bath on the main level adds comfort for guests and flexible living. Upstairs, you'll find two comfortable bedrooms and an updated full marble bath with modern finishes and smart mirros. The finished lower level creates a full second living zone with a family room, full bath, and a wet bar with undermount refrigerator-ideal for game nights, extended stay guests, or a teen retreat. The generous layout also offers flexibility for a true third bedroom if desired, giving buyers even more options for guests, extended family, or private living quarters. With its privacy and amenities, the lower level also offers appealing potential for Airbnb or short-term rental income. Outside, enjoy a peaceful yard with mature peach, apple, and fig trees, a charming garlic patch, and thoughtful perennial plantings that add beauty without demanding heavy maintenance. And with a flat water bill, that is right, no water meter. You can water as much as you like-perfect for gardeners, hobby growers, or anyone who loves a lush outdoor space. The covered front porch offers a quiet spot to unwind and enjoy the neighborhood. Parking is easy and convenient thanks to a dedicated parking pad off the alley, with an alley approach that feels like your own private driveway-and plenty of street parking for visitors. And for buyers considering future expansion, the extra-wide lot offers the potential to add a garage if desired. Located moments from parks, schools, local shops, the 22 min walk to the Blue Line, Metra, and 90/94, this turnkey home blends modern updates, flexible space, and a welcoming layout in one of the Northwest Side's most beloved neighborhoods. Get ready to move in and start making cherished memories.

5150 N Moody Avenue, 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
$599,000
5 Beds ⋅ 3 Baths ⋅ 12720014 MLS ⋅ CONTINGENT Status
Nestled on a quiet, tree-lined street in one of Chicago's most established Northwest Side neighborhoods, this spacious Jefferson Park bungalow offers an impressive 2,208 square feet of living space with 5 bedrooms and 3 full bathrooms. Whether you're searching for room to grow, space to work from home, or the perfect multi-generational living arrangement, this home delivers exceptional flexibility and comfort. Inside, you'll find a thoughtfully designed floor plan filled with natural light, hardwood flooring, generous room sizes, and multiple living areas that easily accommodate both everyday living and entertaining. The beautifully updated kitchen is the centerpiece of the home, featuring rich custom cabinetry, granite countertops, stainless steel appliances, abundant prep space, and ample storage. The expansive layout provides endless possibilities, while the five bedrooms offer flexibility for family, guests, home offices, or hobby spaces. The three full bathrooms have been tastefully updated with timeless finishes, creating comfortable and functional spaces throughout the home. The full basement adds even more versatility, offering excellent storage and additional space for recreation, fitness, or future customization. Step outside to discover one of this home's standout features-an incredible backyard designed for entertaining. The expansive paver patio surrounds a large above-ground pool, creating your own private summer retreat. An elevated deck offers the perfect setting for outdoor dining, grilling, or relaxing while overlooking the beautifully maintained yard. Whether you're hosting neighborhood gatherings or enjoying quiet evenings outdoors, this backyard is truly built for making memories. Located in the highly desirable Jefferson Park area, you'll enjoy convenient access to neighborhood parks, forest preserves, shopping, local restaurants, highly regarded schools, and public transportation, including the Metra and CTA Blue Line. Major expressways are just minutes away, providing an easy commute to downtown Chicago and O'Hare International Airport.

5230 N Mcvicker 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
$516,900
3 Beds ⋅ 2 Baths ⋅ 12716481 MLS ⋅ CONTINGENT Status
Timeless charm, exceptional outdoor living, and an unbeatable Jefferson Park location define this classic brick Georgian on picturesque Mulligan Avenue. Situated on an expansive 5,208-square-foot lot-nearly 70 percent larger than a standard Chicago lot-this sun-filled 3-bedroom, 2-bath home offers abundant space, character, and endless potential. Newly refinished hardwood floors add warmth throughout the main level. The backyard is a true highlight, featuring a spacious 16' x 22' maintenance-free composite Trex deck overlooking an oversized yard-ideal for entertaining, gardening, or relaxing in your own private outdoor oasis. A detached two-car garage and generous green space complete this exceptional setting. Located within the attendance boundaries of John W. Garvy Elementary School (K-8) and William Howard Taft High School (7-12), an acclaimed International Baccalaureate (IB) World School, the home offers access to some of the Northwest Side's most desirable public schools. Enjoy the convenience of nearby parks, shopping, dining, CTA and Metra transportation, expressways, O'Hare International Airport, and the added benefit of being within Chicago city limits for buyers with municipal residency requirements. Offering timeless architecture, an oversized lot, outstanding outdoor living, and an exceptional location, this is a rare opportunity to own a truly special home in one of Jefferson Park's most sought-after neighborhoods!

4834 N Mulligan Avenue, 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
$399,900
4 Beds ⋅ 3 Baths ⋅ 12693972 MLS ⋅ CONTINGENT Status
"BACK ON THE MARKET - Buyer got cold feet. Their loss is your buyer's gain!" Bring your vision and creativity to this classic brick two-unit property offering exceptional flexibility, generous living space, and outstanding potential in one of Chicago's most desirable Northwest Side neighborhoods. Whether you envision living in one unit while generating rental income from the second, creating the perfect multi-generational home, or transforming the property into a spacious single-family residence, this home offers endless possibilities to match your lifestyle and goals. Featuring a total of 4 bedrooms, 3 full bathrooms, and a full basement, this property provides the solid foundation to create something truly special while adding your own personal style and finishing touches. Inside, you'll find spacious living areas filled with natural light and traditional layouts that provide excellent functionality. Each unit offers comfortable living and dining spaces, well-sized bedrooms, and kitchens ready to be redesigned and customized to today's preferences. The flexible floor plan allows future owners to preserve the two-unit configuration or reimagine the property as one expansive residence. The full basement adds tremendous value, providing abundant storage space, a dedicated laundry area complete with washer and dryer, and additional room that could serve a variety of future uses, including recreation space, a workshop, hobby area, fitness room, or expanded living space, subject to local requirements and approvals. Outside, the classic brick exterior offers timeless curb appeal and durable construction that continues to be highly desirable. The yard provides space for gardening, outdoor entertaining, summer gatherings, or simply enjoying your own private outdoor retreat. Whether your vision includes enhancing the landscaping or creating additional outdoor living areas, the property offers plenty of opportunity to make it your own. The location is equally impressive. Situated in one of Chicago's most established residential neighborhoods, this home offers convenient access to parks, recreational facilities, shopping, dining, grocery stores, coffee shops, and everyday conveniences. Nearby Portage Park and Jefferson Memorial Park provide green space, athletic facilities, playgrounds, tennis courts, swimming, and year-round recreational activities. The neighborhood is known for its mature tree-lined streets, strong community atmosphere, and well-maintained homes that continue to attract buyers looking for long-term value. Commuters will appreciate the excellent transportation options, including nearby CTA bus routes, Metra service, and quick access to Interstate 90/94, providing convenient travel to downtown Chicago, O'Hare International Airport, and surrounding suburbs. The home is also close to the Six Corners shopping district, forest preserves, golf courses, entertainment venues, restaurants, and a wide variety of retail destinations that make daily living both convenient and enjoyable. Whether you're looking for the flexibility of owner-occupied living with additional rental potential, space for extended family, or the opportunity to create a beautiful single-family home, 5160 W Sunnyside Ave offers the layout, location, and potential to bring your vision to life. With its solid brick construction, 4 bedrooms, 3 full bathrooms, full basement, and highly desirable Northwest Side location, this property is ready for its next chapter and presents an outstanding opportunity to create a home tailored to your lifestyle while building lasting value.

5160 W Sunnyside 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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$620,000
7 Beds ⋅ 3 Baths ⋅ 12605083 MLS ⋅ CLOSED Status
**MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST DUE MONDAY, APRIL 6TH AT 5:00 PM** Solid income-producing opportunity in a well-maintained 2-flat with additional garden unit (owner cannot confirm the legality of the garden unit), all fully occupied with tenants in place. Each unit features separate utilities, offering ease of management and strong rental potential. Property includes a private patio with a fenced yard and a 2-car detached garage. Conveniently located near expressways, public transportation, and local schools. Ideal for investors seeking immediate cash flow with tenants willing to continue current leases.

5054 N Lockwood Avenue, Chicago
$430,000
3 Beds ⋅ 2 Baths ⋅ 12592733 MLS ⋅ CLOSED Status
Charming 3-bedroom, 1.5-bath home located on a quiet residential street in the desirable Jefferson Park area. This well-maintained property features a functional layout with spacious living areas and great natural light throughout. Major updates include a new roof (2017) and newer windows (2020), offering added value and peace of mind. The home sits on a nice-sized lot with a private yard, perfect for outdoor enjoyment, entertaining, or gardening. Conveniently located near parks, schools, shopping, and public transportation. A great opportunity to own a solid home in a prime Northwest Chicago location. Sold As-Is. Make an appointment today!

5029 N Nagle Avenue, Chicago
$565,000
3 Beds ⋅ 2 Baths ⋅ 12310542 MLS ⋅ CLOSED Status
Charming, updated farmhouse on an extra-wide lot in Jefferson Park! This inviting home blends timeless character with thoughtful modern updates. A lovely front porch welcomes you inside to a sunlit living room and spacious dining room featuring an original built-in hutch, flowing seamlessly into the stunning renovated kitchen. The kitchen is beautifully designed with striking white and navy cabinetry, quartz countertops with peninsula seating, a white tile backsplash, and stainless steel appliances including a French door refrigerator. The main level also offers a bedroom with built-in bookshelves and a newly renovated full bathroom, plus an enclosed back porch that's perfect for a mudroom, home office, or cozy sitting area. Upstairs you'll find a spacious primary bedroom with skylight, a third bedroom, walk-in closet, and another newer full bathroom with walk-in shower and convenient washer/dryer. The full unfinished basement offers abundant storage and second washer/dryer. Outside, enjoy a fully fenced patio and expansive, private side yard, plus a two-car garage and additional parking pad. Fantastic location close to Roberts Square Park, Beaubien Elementary, neighborhood favorites like Gale Street Inn and Elly's Brunch & Cafe, the Blue Line CTA, Metra, and I-90/I-94. Recent improvements: kitchen renovation and appliances, upstairs laundry (2023), garage roof, soffits and gutters (2021), furnace and A/C (2019), and tear-off roof, addition of second-floor full bath and renovation of first-floor full bath (2015).

5229 W Carmen Avenue, Chicago
$380,000
3 Beds ⋅ 2 Baths ⋅ 12589028 MLS ⋅ CLOSED Status
This move-in ready 3 bedroom, 2 bath home in Chicago's Jefferson Park neighborhood, offering charm, updates, and convenience all in one. The main level features a bright living room with refinished hardwood floors and fresh paint throughout, enjoy a large family/eating area right off the kitchen-perfect for everyday living and entertaining. The spacious second-floor primary suite includes a full bath and walk-in closet, giving you a private retreat separate from the other bedrooms. The partially finished basement provides additional living space plus a large storage area, ideal for a home gym, playroom, or hobby space. Recent improvements include a high-efficiency furnace and updated circuit breaker panel. The home sits on a nice-size lot with a clean, well-kept yard and a solid two-car brick garage. Enjoy easy on/off access to I-90 for quick commutes downtown or to O'Hare, and you're just a short walk to Austin-Foster Park, with its open green space, playground, and baseball diamonds.

5944 W Foster Avenue, Chicago
$785,000
4 Beds ⋅ 4 Baths ⋅ 12577399 MLS ⋅ CLOSED Status
Nestled in the heart of Indian Woods, this beautifully maintained 4 bed, 4 bath home offers 2,469 square feet above grade plus a full finished lower level rec room on an extraordinary 35x218 lot. Originally built in 1923 and thoughtfully expanded, this home seamlessly blends vintage character with modern functionality. The main level features hardwood floors, crown molding, a gas fireplace, formal living and dining spaces, and a spacious kitchen with abundant cabinetry, granite countertops, stainless steel appliances, peninsula seating, and a bright breakfast area overlooking the yard. A main level bedroom and full bath offer flexibility for guests or a home office. Upstairs you'll find three bedrooms, including a stunning primary suite with vaulted ceilings, gas fireplace, large walk-in closet, and a private bath with double sinks and separate shower. Two additional bedrooms and another full bath with a jacuzzi tub complete the second floor. The finished lower level provides generous recreation space with a kitchenette (sink, microwave, and mini fridge), a full bath, and ample storage. Step outside to a truly special outdoor retreat, professionally landscaped grounds, lush gardens throughout the entire property, a 20x12 covered back porch with a beverage fridge, jacuzzi spa, natural gas grill, and expansive yard space perfect for entertaining or relaxing. The property is just steps to the North Branch Trail leading to the Chicago Botanic Gardens, a rare lifestyle amenity. A heated and a/c 24x23 two car garage includes a bonus loft space ideal for a home office, studio, or workshop. The entire home features a hardwired speaker system with individual room volume controls. Exceptional space, character, and outdoor living in one of Chicago's most beloved northwest side neighborhoods.

5255 W Ardmore Avenue, Chicago
$407,000
3 Beds ⋅ 2 Baths ⋅ 12495622 MLS ⋅ CLOSED Status
Wow! Move-in ready 4-bedroom, 2-bath home with a 2-car garage and full basement in the highly sought-after Jefferson Park neighborhood! This charming home welcomes you with an enclosed front porch and features beautiful hardwood floors throughout the main level. Enjoy a spacious kitchen with quartz counters, ample cabinet space and stainless steel appliances, plus two main-level bedrooms. Upstairs offers a versatile space-perfect as a private master suite with a full bath and living area, or ideal for a home office and playroom. The partially finished basement includes an additional bedroom, providing even more flexibility. Step outside to a lovely yard, perfect for relaxing or entertaining, and take advantage of the 2-car garage for parking and extra storage. Don't miss this one-book your showing today!

5312 N Leamington Avenue, Chicago
$435,000
4 Beds ⋅ 3 Baths ⋅ 12498894 MLS ⋅ CLOSED Status
**NEW PRICE AND NEWLY REFRESHED** New paint on first and second floors and new carpet on top floors. Other updates to home completed as well including back deck refresh. Welcome to this charming Portage Park home ideally located with convenience in mind. A few short minutes to shopping, dining, public transit, major expressways, parks, top-rated schools and the recently redeveloped original Six Corners, everything you need is in reach within minutes! This spacious, two story home is bursting with natural light and offers abundant storage, including oversized closets in every bedroom. Original hardwood floors throughout the main level are accompanied by an eat-in kitchen with ceiling-high custom cabinets, modern high-end stainless steel appliances and granite countertops. Walk out the back door where you can enjoy a cup of coffee in the morning or grill out in the evening on your cozy, private deck overlooking the fenced in yard. This home boasts four generously sized bedrooms, two on the main level, and two in the renovated upstairs as well as three thoughtfully designed FULL bathrooms, one on each floor. Additionally, there is a FULLY professionally finished basement offering additional living space ideal for entertaining, an additional family room, home office, playroom or gym, the options are endless! Whether you're hosting friends and family or creating a quiet retreat, this lower level feels just as inviting as the main floors. The basement also includes a storage room with a brand new 50 gallon hot water heater. Ideal for families, there is no need for private schools or trying your luck with the CPS lottery, this residence is zoned for IB school Taft High School, walking distance to the elementary school, and conveniently located within walking distance to two playground parks. Updated in 2015 and bursting with character and good bones, this property is just waiting for your vision and finishing touches to truly shine. Bring your ideas and make this home your dream home today!

4433 N Narragansett Avenue, Chicago



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