Search Jefferson Park Homes For Sale

Jefferson Park Homes for Sale: Find Your Next Home in a Thriving Chicago Neighborhood

Located on the northwest side of Chicago, Jefferson Park is a vibrant neighborhood known for its rich history, diverse architecture, and strong sense of community. This charming area offers a suburban feel within the city, making it an ideal spot for those who want to enjoy quiet living without sacrificing convenience. If you're searching for homes for sale in Jefferson Park, you'll discover a variety of property types, from classic Chicago bungalows to modern single-family homes, townhomes, and condos.

Why Choose Jefferson Park?

Jefferson Park is a great place to call home due to its friendly, laid-back atmosphere, and the neighborhood's strong cultural heritage is reflected in its Polish roots and community-focused events. With a convenient location just minutes from O'Hare International Airport and major highways like I-90 and I-94, Jefferson Park is a commuter's dream while also providing easy access to public transportation via the Jefferson Park Transit Center, which connects to both the CTA Blue Line and Metra trains.

Whether you're raising a family, downsizing, or looking for your first home, Jefferson Park homes for sale offer diverse options and a community atmosphere that appeals to everyone.

Property Types in Jefferson Park

The real estate market in Jefferson Park is varied, with homes and buildings that suit many different lifestyles and needs. Some of the most popular property types include:

Living in Jefferson Park: Convenience Meets Community

One of Jefferson Park's greatest appeals is its balance of suburban tranquility and city accessibility. Residents enjoy easy commutes, with public transportation readily available through the Jefferson Park Transit Center, and a short drive to downtown Chicago or nearby suburbs.

In addition to convenient travel, Jefferson Park boasts several parks, such as Jefferson Memorial Park, which offers sports fields, playgrounds, and a public pool. The neighborhood is also known for its cultural events, including the Jeff Fest Arts and Music Festival, which showcases local talent, food, and crafts. With excellent schools, quiet streets, and a variety of dining options ranging from Polish bakeries to trendy cafes, Jefferson Park is the perfect place to settle down while staying connected to everything the city has to offer.

Nearby Neighborhoods

Jefferson Park is located near several other thriving Chicago neighborhoods, giving homebuyers a variety of options in this sought-after area:

  • Portage Park: Known for its charming historic homes and vast green spaces, Portage Park is a great option for those seeking a similar suburban feel with added recreational amenities.
    Explore homes for sale in Portage Park.
  • Forest Glen: Nestled along the forest preserves, Forest Glen offers a peaceful, nature-centric community perfect for families looking for a quieter, more rural environment within the city limits.
    Discover homes for sale in Forest Glen.
  • Norwood Park: Offering a blend of old-world charm and modern living, Norwood Park features tree-lined streets, classic Chicago architecture, and a rich history that appeals to all kinds of buyers.
    Check out homes for sale in Norwood Park.

Start Your Home Search in Jefferson Park Today

Whether you're seeking a charming bungalow, a low-maintenance condo, or an investment property, Jefferson Park has something for everyone. With a welcoming community, convenient location, and plenty of housing options, this neighborhood is a top choice for homebuyers in Chicago. Start exploring Jefferson Park homes for sale today and find your perfect fit in this vibrant community.

Newest Jefferson Park Homes For Sale

$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
$589,990
4 Beds ⋅ 3 Baths ⋅ 12756771 MLS ⋅ NEW Status
This meticulously transformed 4-bedroom, 3-bathroom home in a quiet corner of Jefferson Park features a sun-filled main floor with solid hardwood floors, a spacious family room, and a versatile bonus room perfect for an office or bedroom. Modern high-end stainless-steel appliances, dual HVAC systems for superior winter and summer comfort, luxurious bathroom vanities and fixtures, and premium porcelain tile throughout. The chef's kitchen showcases a stunning white quartz island and premium cabinetry, perfect for family gatherings and entertaining guests. Upstairs, there are three generous bedrooms and a full bath, while the finished basement adds extra living space, another full bathroom and ample storage. Outside, a privacy-fenced yard and oversized entertaining patio await. Topping it off are direct expressway access, CTA and Metra proximity, and walkable restaurants, retail, and excellent schools. There is nothing left to do but move into your new luxurious home. New garage door 2026, water heater and 2nd floor heater, and air conditioner installed 9/2026

6218 W Foster Avenue, Chicago
$399,900
3 Beds ⋅ 2 Baths ⋅ 12755813 MLS ⋅ NEW Status
Don't miss the chance to own this wonderful brick, octagon bungalow in Jefferson Park! Hardwood floors and original woodwork throughout. Eat-in kitchen with a walk in pantry. Enclosed porch with a big window overlooks the yard and serves as an entryway for your shoes and coats. Full basement great for storage has a shower enclosure and toilet. Attic was finished a long time ago and current owners are using it for storage, but it is heated and has replacement windows. Close to I94/90, walking distance to Metra and Blue Line, walking and biking paths.

5425 N Linder 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
$499,000
12755075 MLS ⋅ NEW Status
Highly visible 3,125 SF office/warehouse building with 25' of frontage along Elston. Located in a bustling mixed-use neighborhood on Chicago's Northwest Side. The versatile layout includes private offices, an open office area, two washrooms, a break room, and a rear 20' x 30' warehouse with 10.5' ceiling height and a drive-in door. The property offers excellent flexibility for a variety of users, including office, retail, warehouse, service, and other commercial uses. B3-1 zoning provides additional flexibility for future use. Conveniently located approximately one mile from I-90, two miles from I-94, and near CTA transportation.

5962 N Elston Avenue, 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
$579,900
5 Beds ⋅ 3 Baths ⋅ 12754676 MLS ⋅ NEW Status
What a yard! Gorgeous frame 2 unit spanning 2 lots in Jefferson Park side of Portage Park Chicago. Fully enclosed, this double lot has mature landscaping, an oversized garage, raised patio and additional storage shed. It doesn't lack hang out space nor growing space! This 2 unit has a partially finished basement with a bedroom/bar setup and full bath. The attic is unfinished with further expansion potential. The second floor has central heat and air with a brand new condenser and updated fridge. It features all hardwood, original hutch and high ceilings. Most of the windows have been updated in the last 15 - 20 yrs. Roof estimated 10-15yrs old. The 1st floor is boiler heated with 2 large bedrooms and a big kitchen with back sunroom. This unit is in need of some TLC. Unit 1 and garden are vacant and ready while 2nd floor's lease ends in Feb. 28th 2027. Great location by greenspace, walk to the Metra, bus and Jeff Park Blue line transit center and just 2 blocks from Jewel, great dive bars, Starbucks, Prussing Elementary, great Pilipino and Polish restaurants.. ALL within a 5 minute walk...

5753 W Giddings Street, Chicago
$929,000
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
$295,000
2 Beds ⋅ 2 Baths ⋅ 12754394 MLS ⋅ NEW Status
Beautiful, freshly remodeled second floor 2 bedrooms 2 full bathrooms condo for sale in prime Chicago location. This condo features specious room sizes, good closet space, storage, separate dining area, eat in kitchen with the large island and a balcony right off the living room. Entire unit was freshly remodeled with modern touches! New flooring, heated bathroom's floors, new kitchen with under the cabinet's lights, newer appliances etc. This unit has a one off street assigned parking space. This unit has it's own laundry in the unit! Also additional storage unit and a coin laundry in the basement. Walking distance to Metro, grocery stores, banks, restaurants and gym. Do not miss it, will not last long! Rentals allowed, so investors welcome!

5322 W Windsor Avenue Unit #2C, Chicago
$340,000
3 Beds ⋅ 2 Baths ⋅ 12754165 MLS ⋅ NEW Status
Corner brick raised ranch single family home in NW Jefferson Park. Spacious 3 bed, 2 bath with over 1400 sf plus a tall, semi-finished basement. Hardwood floors under carpet, large bedrooms with generous closet space and an eat in kitchen. Primary bedroom has exposed oak floors, partially gutted en-suite bath and a large walk in closet. Gas forced heat and central air, roof approx 15 yrs old. 27'X124'corner lot zoned RS-2 with a detached 2 car brick garage. Property needs updating and TLC, this is an Estate Sale and being sold AS-IS. Great location near the Kennedy, blue line, shopping, dining, parks and forest preserves. Great opportunity to become a part of this awesome neighborhood!

5400 N Mulligan Avenue, Chicago
$59,900
12754255 MLS ⋅ NEW Status
Unit # 101. Efficiently built out office includes a waiting area, reception area, two exam rooms and a work room. Ideal office in well run HOA for a lawyer, dentist, accountant, etc. Perfect location to get your foot in the door in Jefferson Park.

4825 N Mason Avenue, Chicago
$230,000
3 Beds ⋅ 2 Baths ⋅ 12754215 MLS ⋅ NEW Status
A rare 3 bedroom and 1.5 bath condo in Jefferson Park! Large eat-in kitchen with newer appliances, ample cabinet and counter space for entertaining and open to the living/dining room. Hardwood floors, new lighting (2026) and freshly painted throughout the unit. Bedrooms are a great size with ample closet space, updated full bath (2026) and also a half bath. Unit has 2 ac wall units, a newer furnace (2021) and the building has coin-op laundry on the first floor, storage and comes with 1 assigned parking spot. Plenty of natural sunlight. Block away from the Metra, Blue line and CTA buses. Walking distance to plenty of restaurants, grocery store, Jefferson Park and Starbucks! Close to the 90/94 expressways. Investor friendly.

4928 N Lester Avenue Unit #2B, 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
$89,000
12742867 MLS ⋅ ACTIVE Status
REMODELED COMMERCIAL CONDO IN THE HEART OF JEFFERSON PARK. ONE CONFERENCE ROOM AND ANOTHER LARGE OFFICE THAT ACCODOMATES 3 FULL SIZE DESKS, AS WELL AS ADDITIONAL AREA JUST OUTSIDE BOTH OFFICES FOR DESK SPACE. BEAUTIFUL ENTRY/WAITING AREA FOR YOUR CLIENTS. OFFICE PERFECT FOR A REAL ESTATE COMPANY, INSURANCE, ATTORNEY OR ANY BUSINESS WITH JUST THAT RIGHT AMOUNT OF SPACE FOR YOUR OFFICE NEEDS. LOCATED ON THE GROUND LEVEL WITH RESIDENTIAL CONDOS ABOVE WITH SEPARATE ENTRANCES. EXCEPTIONALLY MANAGED BUILDING. TALK ABOUT LOCATION! EXCELLENT LOCATION FOR TRANSPORTATION! MINUTES TO I-90/94 EXPRESSWAY, JEFFERSON PARK TRANSIT CENTER WITH BLUE LINE & METRA HUB WITH QUICK ACCESS TO O'HARE AND DOWNTOWN. SPACE INCLUDES PARKING SPOT AND AMPLE STREET PARKING ALWAYS AVAILABLE.

4825 N Mason Avenue Unit #102, Chicago
$250,000
2 Beds ⋅ 1 Baths ⋅ 12752443 MLS ⋅ ACTIVE Status
100% CUSTOM-DESIGNED, NEWLY REMODELED! 5865 N Elston Ave is a multi-family condominium building located in the Jefferson Parkneighborhood on the northwest side of Chicago. This traditional, residential property is a reminder of mid-century Chicago, boasting a brick exterior masonry structure with a flat roofline, a perfectly manicured front lawn and easy street parking for guests just yards away. Fortunately, the rear of the property includes a paved outdoor lot with designated, assigned parking spaces for building residents. The roof and windows have been recently renovated as well. When entering one of the two secured entrances on either side of the building, you will find SMART LOCKS already installed on 2S for those of us who don't wish to scramble for our keys. Speaking of, the majority of this unit has been thoughtfully designed to make everything SMART-from the thermostat to the recessed lighting (with a "movie-theatre" dimmer feature.) Upon entering, you will be greeted with oak hardwood flooring throughout the living room, hallway, and bedrooms. The spacious front room includes a pass-through to the kitchen with a custom walnut eat-in counter providing a semi-open concept layout. The white and black kitchen, which includes a back entry, has been carefully crafted with sleekness in mind. Constructed by hand in the last few months, the unique countertop and backsplash showcases handmade, white shaker cabinets (soft-close), new crisp black hardware and appliances by Whirlpool and GE. The bedrooms receive plenty of light as well as layout flexibly. The bathroom features Carrera marble tiles and a dimmable, illuminated medicine cabinet with an internal outlet for charging devices. A Grohe faucet and pedestal sink are also present. A bidet attachment with warm and cold water control adds extra appeal. Need more storage? The basement includes two storage closets, an additional storage area plus the a personal GE washer and dryer. Schedule a tour today!

5865 N Elston Avenue Unit #2S, Chicago
$655,000
4 Beds ⋅ 2 Baths ⋅ 12751659 MLS ⋅ ACTIVE 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
$585,000
4 Beds ⋅ 2 Baths ⋅ 12751624 MLS ⋅ ACTIVE Status
Opportunity awaiting! Chicago's desirable Jefferson Park, two units property with a two car garage. Unit one features two bedrooms and one bathroom, unit two also offers two bedrooms and one bath. Basement is unfinished waiting for your ideas. Property is habitable needs work and is sold AS IS.

4855 N Mcvicker Avenue, Chicago
$460,000
3 Beds ⋅ 1 Baths ⋅ 12751726 MLS ⋅ RE-ACTIVATED Status
Beautifully Updated 3-Bedroom Home in Jefferson Park. Welcome home to this beautifully rehabbed 3-bedroom home, thoughtfully renovated in 2021 with extensive updates throughout. The main living spaces feature oak hardwood floors, while the updated kitchen offers granite countertops, stainless steel appliances, and a pantry. Each bedroom has its own closet, plus additional storage throughout the home. Major improvements include a new furnace, humidifier, A/C, ductwork, plumbing, updated electrical, windows, doors, and light fixtures. Outside, enjoy new tuckpointing, soffit, siding, gutters, sidewalks, landscaping, and fencing, plus a new 2.5-car garage with an 8-foot door. So many updates have already been completed-just move in and enjoy! A must-see! Schedule your showing today!

5440 N Mobile Avenue, Chicago
$863,900
5 Beds ⋅ 4 Baths ⋅ 12749829 MLS ⋅ ACTIVE Status
Welcome home to 6100 N. Mason. This jumbo mission style bungalow located in South Edgebrook, has been meticulously maintained and updated by the current owners. Situated on an oversized corner lot and really shows pride of ownership throughout. This 5 bedroom 3 1/2 bath home is bursting with natural sunlight. The first floor features a large cooks dream updated eat-in kitchen, with 42" custom cherry cabinets, all high end stainless steel appliances, counter top TV, granite countertops, an instant hot and filtered cold water faucet, beautiful tiled backsplash and a breakfast bar. You'll also find a beautifully updated full bath, large living room, separate large dining room and 3 bedrooms. On the second floor you'll find the large primary suite with a spa-like updated full bath, another bedroom, a powder room and a 2nd laundry room with a Bosch W/D. The full walkout basement truly expands your living space with a large family room with a wet bar, a recreation room, a large laundry room, utility/storage/workshop room and a bonus hot tub room. The fully fenced backyard will give so much enjoyment with the large composite deck with a Sunsetter retractable awning, above ground pool, a shed for storage and an extra large brick paver patio. And you won't have to cut the grass in the large back yard. It's low maintenance turf. This is more than just a home. It's a rare opportunity to live in one of Chicago's most desirable communities.

6100 N Mason 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
$549,900
4 Beds ⋅ 4 Baths ⋅ 12750123 MLS ⋅ ACTIVE Status
5137 N Menard Ave offers a layout built for daily practicality and easy entertaining in Jefferson Park. The main floor features a defined, formal dining room-ideal for sit-down meals or dedicated hosting space-alongside a functional, updated kitchen with modern updates for immediate move-in readiness. Four full bedrooms and 2.5 baths provide complete flexibility for family living, guest rooms, or work-from-home setups. Location is the core value here: situated minutes from the I-90/Kennedy Expressway, Metra, and CTA Blue Line, commuting across the city or to O'Hare is straightforward. For recreation and dining, you are steps from Jefferson Memorial Park, Frank J. Wilson Park, and the surrounding local spots along Milwaukee and Higgins Avenues.

5137 N Menard Avenue, Chicago
$589,000
6 Beds ⋅ 3 Baths ⋅ 12746363 MLS ⋅ PRICE CHANGE Status
Excellent opportunity to own this well-maintained brick 2-flat with a non-conforming 3rd unit in the basement. All 3 units have 2 bedrooms & 1 bath! This property offers spacious layouts, quality updates, & excellent income potential! Special unit feature include: Hardwood floors & a spacious deck overlooking the yard on the 1st floor & hardwood floors, a walk-in pantry, and an enclosed porch on the 2nd floor. Additionally there are thermopane windows throughout, a nice fully fenced yard, and a large 2 & 1/2-car garage with room for lawn equipment & a workbench. Front hallway freshly painted! Entire 1st floor and basement apartments painted last summer. Major improvements include a roof replacement in 2019 and most mechanicals recently replaced. Both hot water heaters in 2022 & 2025; 1st-floor furnace in 2022; & 1st-floor A/C in 2018. All this situated on an oversized 37' x 125' lot! Prussing School K-8 is just down the block! Lovely Neighborhood Location!

5839 W Eastwood Avenue, Chicago
$959,000
5 Beds ⋅ 4 Baths ⋅ 12745000 MLS ⋅ ACTIVE Status
Stunning newer construction that's not even broken in yet! 5-year new beauty in the heart of Jefferson Park that looks the same as the day it was built. This timeless Modern-Farmhouse style home with over 3,000sf of finished living space greets you with a front porch on a quiet, 1-way low traffic Avenue. Inside you'll be impressed with the to-die-for white kitchen including floor to ceiling cabinets and high-end SS appliances conveniently located adjacent and open to the first-floor family room area. 10 ft ceiling grace the first floor, 9-13 ft ceilings on 2nd floor & 9 ft ceilings in the fully finished lower level. Be amazed by the custom wide plank(real) hardwood flooring throughout. And, relish in the primary suite with a jaw-dropping luxury bathroom and spacious walk-in closet lined with organizers. One of two conveniently located laundry rooms is on the 2nd floor. Your sanctuary, in the daylight finished lower level, offers south exposure for loads of natural light, a 2nd family room, 2 more bedrooms and/or at-home offices, a full bathroom, a gorgeous built-in wet bar/cabinetry with reclaimed wood and a 2nd laundry room. The amenity list is endless, to name a few...recessed lighting, beamed & cathedral ceilings, crown molding, internet & TV access in all rooms, surround sound wiring, gas fireplace in living room, heated floors in primary bathroom, zoned heat/air, closet organizers, primary bathroom with 5-head shower, separate jet tub & 2 sinks, skylights, smart thermostats, rear deck & front porch just painted and stained, breakfast bar in kitchen, under-mount lighting in kitchen, white-veined quartz counters, huge organized walk-in kitchen pantry, oversized garage off alley with electric car charging capability, maintenance free exterior siding(cement fiber board & vinyl), cedar fenced front & back yards, entire house just professionally cleaned, and much, much more! And, just 1-3 blocks to 3 parks, Jewel grocery store, Metra Station, "L" station & Kennedy X-way! Come fall in love with your new home that's ready for immediate occupancy!

5336 W Leland Avenue, Chicago
$249,999
2 Beds ⋅ 1 Baths ⋅ 12745325 MLS ⋅ ACTIVE Status
Bright, move-in ready, and investor-friendly! This second-floor 2-bedroom, 1-bath condo offers desirable southern exposure, an open layout, fresh paint, and brand-new carpeting throughout. Natural light fills the spacious living room, which opens to a large private balcony-perfect for relaxing or enjoying your morning coffee. The kitchen offers plenty of cabinet space and ceramic tile flooring, while the generously sized primary bedroom features two double-door closets for excellent storage. Additional conveniences include an interior storage unit, separate bike storage shed, and laundry within the building. An amazing park located just behind the building provides even more outdoor space to enjoy. Situated on a quiet residential street with convenient access to Wilson Park, Jefferson Park, Portage Park, the Jefferson Park Library, Metra, CTA Blue Line, shopping, dining, and major transportation routes. If you're looking for a place to call home, this well-located, investor-friendly condo is ready for its next owner!

5312 W Windsor Avenue Unit #2W, Chicago
$674,900
3 Beds ⋅ 3 Baths ⋅ 12744402 MLS ⋅ ACTIVE Status
Extraordinary Jefferson Park 4-bedroom, 3-bathroom home showcasing extensive renovations and thoughtful custom design throughout. This property has been significantly upgraded, including new framing, insulation, drywall, windows, doors, trim, and a brand-new HVAC system. The main level welcomes you with soaring ceilings and a beautiful bay window that fills the living room with natural light. The sun-drenched living and dining area features white oak hardwood flooring in a seamless open-concept layout. The gourmet kitchen is a chef's dream, complete with two-toned shaker cabinetry, quartz countertops, gold hardware, a Kohler faucet, and premium LG stainless steel appliances - blending function and style. A bedroom and full bath complete the main floor. Upstairs, the private primary suite offers custom closets and a beautifully designed spa bath with a walk-in shower, double vanity, along with a second bedroom ideal for a nursery or kids' room. The finished lower level offers a spacious family room with wet bar and beverage fridge, a fourth bedroom, a full bath, a laundry area with GE washer and dryer, and generous storage. Additional upgrades include recessed lighting, updated gutters and soffits, front and rear porches, and CAT6 wiring for modern connectivity. Ideally located within walking distance of the Jefferson Park Blue Line and Metra stations, I-90/94, parks, restaurants, and more.

5722 W Grover Street, 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
$579,999
4 Beds ⋅ 3 Baths ⋅ 12744009 MLS ⋅ ACTIVE Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit. 1st floor unit availabe for owner occupancy now. Do not miss this chance to live and have others pay your mortage!

5037 W Winona Street, Chicago
$464,000
2 Beds ⋅ 2 Baths ⋅ 12743399 MLS ⋅ ACTIVE Status
Charming and efficient single-family home in the heart of Chicago's desirable Jefferson Park neighborhood! This detached 2-bedroom, 2-bathroom residence offers an ideal blend of classic character and modern convenience. Boasting 820 square feet of comfortable, central-air-conditioned living space, this home features an asphalt shingle roof. Perfect for first-time buyers or downsizers, the property sits on a manageable 3,348 square foot lot and includes a highly coveted Brand new 2 car garage. Extra large steam shower. Brand new appliances, and Security cameras. Enjoy top-tier neighborhood convenience with quick access to the Kennedy Expressway, CTA transit, and excellent local schools like Hitch Elementary and Taft High. Welcome home!

5505 N Nagle 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
$55,000
12742346 MLS ⋅ ACTIVE Status
Perfect for a Contractor looking to store equipment. Parcel can fit a pick-up truck, bob cat, boat trailer, or small container for storage. Signage visible from the Expressway. Drive By Only.

4833 W Wilson 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
$790,000
8 Beds ⋅ 5 Baths ⋅ 12740081 MLS ⋅ ACTIVE Status
Amazing investment opportunty to own an updated legal 2-flat with a finished English Garden Unit with HIGH ceilings in Jefferson Park. This property offers generous living space, strong rental income, and excellent flexibility for an investor, owner-occupant, or multi-generational household. Both Unit 1 and Unit 2 feature 3 bedrooms and 1.5 bathrooms with thoughtfully redesigned floor plans that provide larger bedrooms than typically found in vintage Chicago buildings. Each unit offers bright living spaces, recessed lighting, updated kitchens with quartz countertops, stainless steel appliances, and ample cabinetry, plus one full bathroom and a convenient powder room. Unit 1 is currently leased at $2,650 per month, including electricity, gas/heat, water, trash removal, landscaping, and one garage parking space. Unit 2 is currently leased at $2,400 per month, including electricity and water. Together, the two legal units currently generate $5,050 in monthly rental revenue, or $60,600 annually. The finished basement is currently vacant but can provide additional flexible living space with 2 bedrooms and 1 full bathroom and an estimated rental potential of approximately $2,300 per month (MLS Comparable#: 12616160), subject to applicable laws, zoning, approvals, and permitted use. If legally approved for rental use, the property's potential combined gross income could reach approximately $7,250 per month or $87,000 annually. Additional features include an oversized deck above the garage, shared outdoor space, rear decks, and coin-operated washer and dryer, providing added convenience and potential supplemental income. Conveniently located near shopping, dining, transportation, parks, and neighborhood amenities, this is a versatile income-producing property with updated interiors, spacious layouts, and excellent long-term potential. Schedule your private showing today and explore everything this unique Chicago 2-flat has to offer.

5759 N Elston Avenue, Chicago
$799,900
4 Beds ⋅ 4 Baths ⋅ 12740378 MLS ⋅ PRICE CHANGE 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
$579,000
4 Beds ⋅ 3 Baths ⋅ 12739570 MLS ⋅ ACTIVE Status
Beautiful, Legal 2 Flat with in-law arrangement in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath and in-law down for an additional Bed and Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!

4923 N Mason Avenue, Chicago
$220,000
2 Beds ⋅ 1 Baths ⋅ 12739185 MLS ⋅ ACTIVE Status
Welcome to this bright and inviting condo. Featuring an open concept layout that creates a spacious and comfortable living environment. Freshly painted and filled with natural light throughout, this home offers the perfect blend of comfort and convenience. The kitchen included newer appliances, adding both style and convenience. Ideally located near shopping, restaurants, public transportation and everyday amenities. Don't miss this opportunity to own this beautiful condo. Schedule your showing!

5700 W Montrose Avenue Unit #3D, Chicago
$499,900
3 Beds ⋅ 3 Baths ⋅ 12737137 MLS ⋅ ACTIVE Status
CHOICE CORNER LOCATION IN JEFFERSON PARK! This very clean and well-maintained 3-bedroom brick bungalow offers excellent space, flexibility, and a fantastic location. The main level features a flowing living room and dining room combination, along with a kitchen with a comfortable dining area. The home has been freshly painted, with new carpeting on the second level. The dry basement provides additional living space, including two bedrooms and a full bath-ideal for extended family living, guests, or additional flexibility. Situated on a desirable corner lot in a convenient Jefferson Park location, close to schools, transportation, shopping, and everyday amenities. A wonderful opportunity to own a solid brick bungalow with plenty of space in a highly desirable neighborhood!

5306 N Lynch Avenue, Chicago
$619,900
3 Beds ⋅ 3 Baths ⋅ 12739158 MLS ⋅ ACTIVE Status

5625 N Menard Avenue, Chicago
$769,000
6 Beds ⋅ 3 Baths ⋅ 12736664 MLS ⋅ ACTIVE Status
**Rare Jefferson Park Multi-Unit Opportunity!** Owned and cared for by the same family for more than 30 years, this well-maintained property offers an incredible combination of space, income potential, and location just down the block from Dunham Park. Situated on an oversized approximately **50' x 190' lot**, this **legal 2-unit with garden-level living space** is currently being enjoyed by the seller as one expansive single-family residence-showcasing just how much living space this property provides. Featuring approximately **6 bedrooms and 3 bathrooms throughout the building**, the layout includes 2 bedrooms on the second floor, 3 bedrooms on the first floor, and 1 bedroom at the garden level. The property offers **central heat and air**, new driveway, 3 year old roof, generous living areas, and has been lovingly maintained throughout its longtime family ownership. Outside, the property continues to impress with a **long driveway, garage, and additional land beyond the garage**, a combination rarely found in this part of the city. **Longtime ownership. Oversized lot. Multiple income possibilities. Prime Jefferson Park location near Dunham Park.** A unique opportunity for investors, owner-occupants, and multi-generational families alike.

6134 W Leland Avenue, Chicago
$1,635,000
12736018 MLS ⋅ ACTIVE Status
Rarely available freestanding industrial/office property on Chicago's Northside, offering approximately 13,875 SF on a 15,000 SF lot. The property features approximately 2,000 SF of newly remodeled office space with three private offices, a large conference room, kitchen, two bathrooms including one with a shower, and an open office area with five modular workstations. The industrial area offers 14' clear ceiling height, 30' x 30' bays, one drive-in door, and one full-size interior dock. Building improvements include new HVAC units, full LED lighting, an alarm system with security cameras, and a new sprinkler system. The property is equipped with 400-amp, 3-phase power, with central air conditioning in the office and gas unit heat in the warehouse. Located in a convenient Northside location with easy access to I-90 and I-94 and public transportation along Elston Avenue. The property also provides eight perimeter parking spaces and is zoned C1, offering a versatile opportunity for an owner-user or investor.

5660 N Elston 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
$190,000
2 Beds ⋅ 1 Baths ⋅ 12733925 MLS ⋅ ACTIVE Status

5700 W Montrose Avenue Unit #1-C, 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
$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
$1,099,000
3 Beds ⋅ 4 Baths ⋅ 12717706 MLS ⋅ ACTIVE Status
Impeccable 4 bedroom, 3.1 bath new construction single-family home on a 30' lot steps from the Metra in Jefferson Park. Spacious extra-wide floor plan with side bay featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace, arched niches with open shelving, and beautiful oak hardwood flooring. Chef quality eat-in kitchen perfect for entertaining features stainless Bosch appliance package, oversized peninsula with bar seating, butler pantry, and large walk in pantry. Adjoining family room with ample windows overlooking the backyard. Primary bedroom with vaulted ceiling, two WIC's with custom organizers, and spa like ensuite bath with frameless glass shower, dual sinks, and heated flooring. Two additional bedrooms with vaulted ceilings and custom closet organizers, hall bath with dual sinks, tub, linen closet, and heated flooring, and laundry room with washer/dryer and sink complete the upper level. Finished lower level includes spacious recreation room with wet bar, 4th bedroom, full bath, utilities/second laundry hookup, and LVP flooring throughout. Enclosed backyard with stamped concrete patio and an extra-wide 25' detached two-car garage. Close to restaurants, shopping, public transportation, parks, and other great neighborhoods. Exceptional quality home by top developer in Hitch elementary district. Plans, specs/finishes, and renderings are subject to change at Seller's discretion. Buyer/buyer's broker to verify all details prior to purchase. Buyer's broker must attend all showings and appointments.

5355 N Melvina Avenue, Chicago
$199,900
1 Beds ⋅ 1 Baths ⋅ 12719391 MLS ⋅ ACTIVE Status
Charming, freshly painted 1 bedroom, 1 bath condominium in the heart of Jefferson Park. This well maintained unit features a private balcony overlooking the courtyard and is situated toward the back of the courtyard for added privacy. This unit offers storage throughout, an additional private storage space in the basement, one assigned parking space, and convenient on site laundry facilities. Ideally located with easy access to I-90, I-94, public transportation, and a variety of dining and everyday amenities. A wonderful opportunity to own a move in ready unit in a convenient location.

5024 N Austin Avenue Unit #2E, Chicago
$1,395,000
12714988 MLS ⋅ ACTIVE Status
For sale: 23,000 SF industrial building with two drive-in doors on a 26,000 SF site. Excellent North Chicago location with immediate access to I-90, the Gladstone Park UP-NW Metra Station, O'Hare International Airport, and the Northwest suburbs. M1-2 zoning. 5 ton crane with 13' under hook. Outdoor area for parking or storage. Ideal for manufacturing, distribution, logistics, warehousing, and other industrial uses.

5504 N Northwest Highway, Chicago
$829,900
8 Beds ⋅ 5 Baths ⋅ 12705609 MLS ⋅ ACTIVE Status
BEAUTIFULLY MAINTAINED NEWER BRICK 2-FLAT WITH A GARDEN APARTMENT IN THE MOST DESIRABLE NORWOOD PARK LOCATION. GREAT OPPORTUNITY FOR INVESTORS OR MULTI-FAMILY LIVING. JUST MINUTES AWAY FROM TOP-RATED SCHOOLS. FARNSWORTH ELEMENTARY SCHOOL AND TAFT HIGH SCHOOL. EACH OF THE 2 UNITS FEATURE 3 BEDROOMS AND 2 BATHS. THE FIRST AND SECOND UNITS FEATURES 3 BEDROOMS, 1 1/2 BATHS. LARGE KITCHEN WITH A DINETTE AREA. All SEPERATE UTILITIES. NEWER WINDOWS. 2.5 BRICK GARAGE. GARDEN APARTMENT WITH 2 ENTRANCES, HIGH CEILINGS, 2 BEDROOMS, 1 BATH HAS BEEN COMPLETELY REMODELED IN 2026. FRESHLY PAINTED. BEAUTIFUL KITCHEN WITH 42" WHITE CABINETS, GRANITE COUNTERTOPS, NEW FLOOR AND NEW RECENT LIGHTING. THE FIRST FLOOR APARTMENT IS CURRENTLY VACANT. THE ESTIMATED RENTAL POTENTIAL IS $2,600 FOR THE 1ST FLOOR. 2ND FLOOR APARTMENT ALSO WITH ESTIMATED RENTAL POTENTIAL OF $2,600. HAS LEASE THAT ENDS ON APRIL 2027. COIN-OPERATED LAUNDRY LOCATED IN THE BASEMENT. THE PROPERTY IS WITHIN WALKING DISTANCE TO JEFFERSON PARK TRANSIT-CENTER PROVIDING ACCESS TO CTA BLUE LINE, METRA AND AMTRAK. CLOSE TO KENNEDY EXPRESS AND EDEN EXPRESSWAY. CLOSE TO DOWNTOWN CHICAGO AND O'HARE AIRPORT.

5789 N Elston Avenue, Chicago
$500,000
5 Beds ⋅ 3 Baths ⋅ 12693558 MLS ⋅ ACTIVE Status
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.

5730 W Windsor Avenue, Chicago
$290,000
12702697 MLS ⋅ ACTIVE Status
Discover an exceptional commercial property in the heart of Chicago's desirable Jefferson Park neighborhood. This versatile 2,000 sq/ft retail/office building offers outstanding visibility and accessibility along one of the Northwest Side's busiest commercial corridors. Ideal for retail, professional services, medical/dental, restaurant, or mixed-use investment. Property Highlights: Strategic Location: High daily traffic counts on W Higgins Ave with excellent exposure in a dense, thriving residential and commercial area. Strong Connectivity: Minutes to the Jefferson Park CTA Blue Line and Metra UP-NW station, I-90/Kennedy Expressway, and O'Hare International Airport (15-20 minutes). Easy access for customers, employees, and commuters. Functional Layout: Open floor plan with flexible space suitable for showroom, office suites, service business, or build-to-suit. Rear parking/loading area provides convenience for deliveries and clientele. Solid Investment Foundation: Established neighborhood with strong demographics, nearby shopping (Jewel-Osco, Aldi), dining, parks, and professional services. Stable demand supports long-term tenancy or owner-user occupancy.

5808 W Higgins Avenue, Chicago
$590,000
5 Beds ⋅ 3 Baths ⋅ 12701869 MLS ⋅ RE-ACTIVATED Status
3 Total Dwelling Units Multi-Family building (zoning RS-3 on recent Zoning Certificate attached in Additional Info) on an oversized double Lot (6,250 Sq Feet) right in the heart of Jefferson Park. Attention: Rehabbers, Developers (for Value in the Land). Also, for Homeowners/Owner Occupied to live in one apartment and rent out two other units. 3 units comprise: Two smaller 2bed/1 bath apartments in divided 1st Floor. And on the 2nd Floor, one 2 bedrm/ 1 bath apartment with Living Rm/Family Rm and Dining Room. Full unfinished basement is just an open space with mechanicals and laundry room. Newer roof was installed in 2022. 2 car garage. Plus an additional rent from 3 parking spaces.

5484 W Gettysburg Street, Chicago
$599,000
5 Beds ⋅ 3 Baths ⋅ 12699951 MLS ⋅ ACTIVE Status

4542 N Long 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
$400,000
3 Beds ⋅ 2 Baths ⋅ 12666254 MLS ⋅ ACTIVE Status
Exceptional Opportunity in Desirable Jefferson Park! Bring your vision and creativity to this spacious home with great bones for renovation, and endless possibilities. Offering generous square footage, spacious bedrooms, a beautiful hardwood staircase, central air conditioning, and a newer roof (approximately 8 years old), this property is ready to be transformed into the home that perfectly fits your lifestyle and needs. Located in one of Jefferson Park's most sought-after neighborhoods, you'll enjoy convenient access to transportation, schools, parks, shopping, and dining. Whether you're an investor, renovator, or buyer looking to customize a home in a prime location, this property offers outstanding value and tremendous upside. The home requires significant updates, including a kitchen renovation and repairs throughout, making it an ideal candidate for cash, construction, or renovation financing. Don't miss this chance to create your dream home in a fantastic neighborhood. Showings are easy, use ShowingTime Please contact listing broker for more information.

5346 N Ludlam 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
$645,000
4 Beds ⋅ 3 Baths ⋅ 12659676 MLS ⋅ ACTIVE Status
Welcome to modern elegance and total peace of mind. This beautifully renovated and reimagined home offers 4 spacious bedrooms, 3 full bathrooms, and high-end finishes throughout-every detail pairs intentional design with function in every way. The heart of the home is a contemporary modern kitchen featuring crisp white shaker cabinets, quartz countertops, stainless steel appliances, and a large island-perfect for entertaining. The main level offers two generously sized bedrooms and a full bath. The second floor has a large seamless primary suite with a dedicated Single zone mini-split heating and cooling system for year round comfort, a beautiful full bathroom with a walk-in shower and the 4th bedroom. The lower level includes a family room with electric fireplace designed for movie nights and celebration, a walk-up bar complete with a wine refrigerator, a full bathroom and new LVP floors. Home's exterior is just as impressive, with new siding on the garage busting curb appeal and durability. Major improvements includes: new HVAC, new dedicated Single zone Mini split heating and cooling system in second floor primary suite, new water heater, new electric panel, new hardwood floors in 2nd floor and kitchen, new LVP floor in basement, new windows in basement (Climate Guard), new garage siding. Located in a desirable neighborhood, this property combines luxury renovations with everyday comfort. Quick access to the CTA Blue Line, Metra, and I-90/I-94. Convenient to downtown, O'Hare, parks, and local shopping, dining, entertainment, schools and more!

5837 N Marmora Avenue, Chicago
$649,900
6 Beds ⋅ 2 Baths ⋅ 12657416 MLS ⋅ ACTIVE Status
Incredible Two-Flat in the Sought-After Jefferson Park Neighborhood! Don't miss this beautifully maintained and updated two-flat offering exceptional value for both investors and owner-occupants. Each spacious apartment features 3 bedrooms and 1 bathroom with an excellent, functional layout, abundant natural light, and beautifully refinished hardwood floors throughout. Both kitchens have been tastefully updated with white cabinetry, quartz countertops, and modern finishes, while the bathrooms have been stylishly renovated. Additional improvements include updated electrical panels, providing peace of mind for years to come. The property also offers a 2-car garage, private basement storage space for each unit, and separate washers and dryers for added convenience. Ideally located within walking distance to Indian Road Park and Hitch Elementary School, with easy access to shopping, dining, transportation, and everything Jefferson Park has to offer. A truly turnkey opportunity in one of Chicago's most desirable neighborhoods!

6029 N Austin Avenue, Chicago
$169,900
1 Beds ⋅ 1 Baths ⋅ 12643257 MLS ⋅ ACTIVE Status
NOT BELOW GRADE THIS IS GARDEN LEVEL - Fully remodeled 1-bedroom garden-level unit featuring heated floors, brand-new flooring, and fresh paint throughout. Enjoy a new kitchen and a prime location just down the street from Jefferson Park, home to summer farmers markets and outdoor yoga classes. Grocery stores and coffee shops are within a 5-minute drive, and the Jefferson Park Blue Line station is a short walk away.

5516 W Higgins Avenue Unit #GNW, Chicago
$598,800
12540652 MLS ⋅ ACTIVE Status
HUGE. Amazing Investment! Listing comprises of salon and corner building. Ample parking in rear and loading area. Recent updates to roof and tuckpointing and windows. APPROX. 10,328S/F OF PRIME COMMERCIAL BUILDING AVAILABLE. PRIME LOCATION FOR ANY KIND OF OFFICE: MEDICAL, LAW, REALE-STATE OR BRING YOUR IDEAS. THIS COULD ALSO BE A PRIME LOCATION FOR A DEVELOPER TO REDEVELOP THIS PRIME OVERSIZED LOT. AMAZING OPPORTUNITY FOR NEW OWNER.

5802 W Higgins Avenue, Chicago
$350,000
12366214 MLS ⋅ ACTIVE Status
The former Casmir Theater which was a single screen movie theater is hitting the market for the first time in well over 50 years. Lots of history in this building which could be reimagined into a updated theater or being a large open space there are lots of options that could be had here! The inside space is 97.5 x 33 which is 3217sq ft, with a small basement as well. Also available with the building next door at 4746-48 Milwaukee which is a commercial space downstairs and 5 residential units on the second floor.

4750 N Milwaukee Avenue, Chicago
$734,900
5 Beds ⋅ 3 Baths ⋅ 12503023 MLS ⋅ ACTIVE Status

5600 N Mango Avenue, Chicago
$849,900
12471713 MLS ⋅ ACTIVE Status

5940 W Montrose Avenue, Chicago
$849,900
12440033 MLS ⋅ ACTIVE Status

5940 W Montrose Avenue, Chicago
$250,000
12368950 MLS ⋅ ACTIVE Status
Two Versatile Commercial Condo Storefronts Available in Prime Jefferson Park Location! Take advantage of this exceptional opportunity with two adaptable storefronts situated in the heart of Jefferson Park. Just steps from the Blue Line and with convenient access to the Kennedy Expressway, this location offers outstanding connectivity. Surrounded by a diverse mix of thriving businesses, you'll benefit from steady foot traffic and high visibility. Whether you're launching a new venture or expanding an existing one, this spacious setup can be tailored to your needs. One space is currently being used as a law office. Schedule a private showing and take the first step toward making this dynamic space your own!

4962 N Milwaukee Avenue, Chicago
$3,000,000
12303472 MLS ⋅ ACTIVE Status
Terrific opportunity to purchase large landsite (39,300 SF) with high visibility from Edens Expressway! 119,000 cars per day on Edens Expressway and 25,200 cars per day on Cicero Avenue. There is currently a 7,000 SF auto repair building on property. This landsite is ideal for a variety of development opportunities including residential, retail, office or medical use. Area retailers include Seafood City Supermarket, Jollibee, Smash Burger, Target, Ross Dress for Less, Five Below, Chipotle, LA Fitness, Dunkin, Mobil Gas Station.

5130-50 N Cicero Avenue, Chicago
$3,999,000
12183589 MLS ⋅ ACTIVE Status
Jefferson Park User/Investment Opportunity! Partial 2-story multi-tenant industrial building for sale... 80% of property is occupied. Building is 41,432 SF on 24,436 SF of Land. 2 interior recessed docks and 2 drive-in doors. Fully sprinklered. NEW LED lights, windows, bathrooms and roof. New electric service fully distributed within the space. Skylights throughout. Freight elevator located across from loading. 24/7/365 access to building, controlled by Brivo. Onsite parking and abundance of street parking. M1-1 zoning allows for a wide variety of tenant uses. Located 0.5 miles from CTA & Metra. Located 0.5 miles from I-90 & I-94.

4711 N Lamon Avenue, Chicago
$3,000,000
11930128 MLS ⋅ ACTIVE Status
Available for sale is a 31,079 square foot land site in Jefferson Park neighborhood in Chicago. This highly visible, buildable lot can be developed for numerous commercial uses including a proposed 40-unit mixed-use property with 61 parking spaces. This well-located parcel has easy access to public and vehicular transportation. Great opportunity for a investor or developer. Jefferson Park is a 2.4 square mile neighborhood on the northwest side of the city and home to more than 25,000 people. The area features several commercial corridors within the largely residential neighborhood including along Elston Ave., Milwaukee Ave. and Northwest Highway

5700 N Central Avenue, Chicago
$1,200,000
11930105 MLS ⋅ ACTIVE Status
A 14,705 square foot corner redevelopment site in Jefferson Park is available for sale. Currently, the site is improved with a muffler/auto-repair shop, a commercial storefront with a 750 square foot garage and a fenced area for outdoor storage. The property can potentially be redeveloped as a mixed-use building with retail and apartments or as a multi-tenant commercial building. The location benefits from the easy access to I-90, the Jefferson Park Transit Center and excellent visibility. The neighborhood features several commercial corridors including along Elston Ave., Milwaukee Ave. and Northwest Highway.

5703-17 N Elston Avenue, Chicago
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