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Jefferson Park homes for sale | Jefferson Park real estate

The Jefferson Park neighborhood is highly sought after because of its proximity to a number of parks and the Kennedy Expressway. There are numerous community events, such as festivals and street fairs, held throughout the year. If you’re looking for a quiet neighborhood that still has plenty going on, this might be the place for you. Jefferson Park is a diverse neighborhood in Chicago's Northwest Side.

It is also one of the most affordable areas in Chicago with many homes priced under $200,000.

The neighborhood is located between Montrose Avenue and Elston Avenue (ish) in the south and north, and Cicero Avenue and Austin Boulevard to the east and west.

The Jefferson Park neighborhood was originally settled by Czechs and Germans around 1890. In 1910, the area was annexed by Chicago as part of its Northwest Side expansion.

The area was largely undeveloped until after World War II when housing began being built along Milwaukee Avenue. Today, Jefferson Park has a diverse population including Latinos, African-Americans and immigrants from Bosnia & Herzegovina and Poland.

Jefferson Park has excellent public transportation with Milwaukee Avenue being served by both the Blue Line El train at Jefferson Park station as well as six CTA bus routes (Jefferson Park/Montrose) serving Milwaukee Avenue: 8 Halsted; 9 Ashland.

Jefferson Park Condos for Sale

For those who prefer the condo lifestyle or want to rent out their property once they own it, there are several buildings in Jefferson Park that offer luxury living at affordable prices. These buildings feature amenities such as swimming pools, fitness centers and more.

See all the Jefferson Park Homes and Condos for Sale - browse the current listings and check your home’s current value below!

Newest Jefferson Park Homes For Sale

5 Beds 5 Baths 12023144 MLS NEW Status
Welcome to this extensively renovated 2-flat with a finished basement and a brand new 2-car garage, located in the highly sought-after North Jefferson Park area. This prime location is just minutes from the Gladstone Park and Forest Glen Metra stations, Jefferson Park Metra/CTA/Blue Line station, Edgebrook/Forest Glen Woods, Edgebrook Golf Course, schools, and I-90/94. The generously sized apartments boast an open layout, perfect for modern living. Rich hardwood floors, freshly painted walls, white trims, recessed lighting, and updated fixtures create a luxurious atmosphere throughout. The first floor includes 2 bedrooms and 2 bathrooms, while the second floor offers 2 bedrooms, an office, and 2 bathrooms. All Kitchens showcase soft-close cabinetry, quartz countertops, ceramic tile backsplash, new stainless steel appliances, and an island for additional seating. The spacious Dining Rooms seamlessly connect to the Kitchens and Living Rooms with Sunrooms, creating a cohesive living space. All Bathrooms have been remodeled with porcelain tiles, modern vanities, and fixtures. Two apartments have primary Bedrooms with brand new en-suite Bathrooms and multiple closets, while secondary Bedrooms have wall-to-wall closets. The lower level offers additional living and recreational areas, including summer kitchen, bathroom, and an office or optional bedroom. Large windows provide ample natural light. Individual heating and cooling systems, three new HW tanks, and three electrical CB boxes ensure comfort and efficiency. A spacious coin Laundry with side-by-side washer/dryer and Utility Room can be found on the lower level, along with plenty of storage in the basement and tall attic. The building features a new roof, copper plumbing, updated electric, and vinyl windows. Motion lights illuminate the front and back staircases and common areas. The fenced-in patio provides space for outdoor relaxation. Additionally, there are fenced side yards on each side of the building. Whether you're a real estate investor or an owner-occupied buyer, this building is move-in ready and offers a great opportunity for both. Don't miss out on this fantastic property in move-in condition.

5831 N Miltimore Avenue, Chicago

2 Beds 2 Baths 12026910 MLS NEW Status
Rare Opportunity! 3-Level Townhome in the Heart of Jefferson Park! Experience urban living at its finest with this exceptional three-level townhome nestled in the Jefferson Park neighborhood. Boasting a private entrance, this residence offers the perfect blend of comfort, convenience, and style. As you enter the main level, you'll be greeted by a welcoming open floor plan featuring gleaming hardwood floors and abundant natural light. Kitchen has all new appliances (2021) and ample counter space, living/dining area provides the perfect setting for relaxing evenings or entertaining guests, while the convenient half bath adds to the functionality of the space. The second level features two generously sized bedrooms, each offering comfort and tranquility. Sliders leading to a Juliette balcony flood the rooms with sunlight. A full bathroom completes this level. Full basement with a versatile space ready to adapt to your needs. Whether you envision a family room, third bedroom, or home office, the possibilities are endless. A utility room with new washer/dryer (2020) adds convenience to your daily life, while one assigned parking spot ensures hassle-free parking. New AC/Furnace (2020) and new Sump pump. Conveniently located close to all amenities, this townhome offers great access to shopping, dining, and entertainment options. Commuting is a breeze with the nearby Jefferson Park Blue Line and Metra stations, providing easy access to downtown and beyond. This is a very well maintained self-managed 9-unit complex.

4853 N Central Avenue Unit #H, Chicago

5 Beds 4 Baths 12026567 MLS NEW Status
Old charm exterior look, this home is larger than it appears - brick and concrete ( build like a rock), fully renovated (2022-2023). This property boasts over 2,100 square feet of modern living space, perfect for families or those seeking extra space with (in-law arrangement) . Interior Highlights: * Modern & Spacious: Open floor plan with commercial-grade flooring throughout the entire house for easy maintenance and a sleek look. * Multiple Kitchens: Two fully equipped kitchens with top-of-the-line stainless steel appliances and ample storage. * Luxurious Baths: Four full baths, including a private in-law suite with dual vanities. * Energy Efficient: LED lighting throughout, high-efficiency windows, and Energy Star-rated appliances and HVAC system. * Finished Basement: Spacious finished basement with a fireplace, recreational area, full bath, and a second kitchen. Exterior Highlights: * Move-In Ready: Brand new roof, windows, doors, gutters, driveway, and front walk. * Curb Appeal: Low-maintenance brick exterior with aluminum window wrap for a modern touch. * Large Lot & Patio: Plenty of outdoor space for entertaining with a brick patio and a large lot. Garage Highlights: * Oversized & Equipped: Spacious 2.5-car garage with insulated walls and ceiling, a full bath, skylights, gas heat, AC wall unit, 50 amp electrical sub panel, and a drive-through to a paved alley. Additional Features: * Large maple butcher block table in the main kitchen. * Pot and pan/stemware racks and garbage disposal in the main kitchen. * White mission-style cabinets with pull-out drawers and ample storage in the main kitchen. * Video projector and screen in the basement. * Large attic storage area. Don't miss out on this exceptional opportunity to own a fully renovated, move-in ready home!

5131 N Mulligan Avenue, Chicago

3 Beds 4 Baths 12019734 MLS NEW Status
Welcome to this beautiful extra-large remodeled Bungalow. From the moment you step through the door, natural light floods the space, creating a warm and inviting ambiance. The first floor boasts a seamless flow with a great open floor plan for gatherings. Located in highly sought-after Jefferson Park/Gladstone Park, this home was taken down to the studs in 2017 to create a spacious floor plan. A true focal point of the home is the grand kitchen layout. Equipped with Whirlpool appliances and Arhaus light fixtures. Entertaining becomes effortless, transitioning between the indoor and outdoor space. Natural light floods through the front and back windows. Step outside onto a double deck to enjoy a beautiful Chicago night. Upstairs there are 3 bedrooms and 2 full bathrooms (1 en-suite), with a laundry room conveniently located on the second floor. The laundry room includes an LG washer and Dryer, as well as a full LG Styler Steam Closet. The primary bedroom is complete with an oversized deck to relax on. The ensuite bathroom features double sinks and a designated shower area, providing both functionality and comfort. The secondary bedrooms offer privacy and are perfectly next to a shared bathroom. Each bedroom is complete with custom walk-in closets for extra storage space. Additional storage is available with pull-down stairs giving access to the attic. Other features include: All windows have been covered by custom Bali and Levolor blinds throughout the home. The primary bedroom windows/sliding glass door have been tinted for energy efficiency as well as privacy. The fully finished lower level (Not fully below grade) has plenty of light from the windows with 2 additional bedrooms, a full bathroom, and an additional living room! The dual-zoned HVAC systems are more economical and efficient. The plumbing and electrical have been updated. Electrical with 200-amp service. You can move in without a worry! All of this while on a 30ft wide lot with a large 2 car garage.

5507 N Parkside Avenue, Chicago

4 Beds 1 Baths 12013747 MLS ACTIVE Status
**MULTIPLE OFFERS RECEIVED---CALLING FOR HIGHEST AND BEST BY MONDAY, APRIL 8TH AT NOON**This Well Built 5 Bedroom Home Located In Jefferson Park Has Beautiful Hardwood Flooring And Is Located Near Everything...Expressways, Metra, Bus, Restaurants, And More~All Brick Chicago Bungalow Awaits Your Ideas And Creativity~Enter The Large Living Room Boosting Many Windows Making This Room Sun Filled Throughout The Day~The Large Dining Room Is Situated Between The Living Room And Kitchen For Perfect Entertaining Of Family And Friends~Three Bedrooms And One Full Bath Are Located On The Main Floor~An Enclosed Porch Is Accessible Off Of The Kitchen~Kitchen Is Spacious And Bright With A Walk In Pantry And Has Plenty Of Room To Accomodate A Table To Enjoy Sharing Meals ~Upstairs Has A 4th Bedroom With A Closet, A Separate Large Sitting Room, And Yet Another Room For A Potential 5th Bedroom/Office/Play Room/Craft Rom/Music Room/Whatever The Need Is~Indoor And Outdoor Staircases Allowing Access To The Basement Where The Washer & Dryer Are Located Along With An Abundance Of Open Space~Some Storage Pieces & Work Bench Have Been Left In The Basement Which Are Included In The Sale~A Grassy Backyard Space Is Ideal For Children And/Or Pets~Come See Today And Imagine The Endless Possibilities For This Home~First Floor is 1,094 sq ft (Excludes enclosed porch of 84 sq ft)~Second Floor 661 sq ft (Excludes Attic Storage of 390 sq ft)~Basement 1,045 sq ft~Garage 216 sq ft~Total Of First & Second Floors =1755 sq ft (all measurements are estimates)~ Selling 'As Is'~

5029 W Windsor Avenue, Chicago

4 Beds 4 Baths 12019577 MLS ACTIVE Status
Prepare to be amazed when you come tour this luxury, brand new home. Construction complete and the result is stunning! Introducing, expertly crafted new, beautifully finished houses. Fully functional floor plan featuring 4 specious bedrooms on the second fl plus two in the bsmt, 3 full bathrooms and one half bath. Main level with 9' ceilings, beautiful white oak hardwood floors, and large windows bring lots of natural light. Chef quality kitchen featuring professional grade appliances, large island with waterfall countertop and bar seating, pass through butler pantry with wet bar and wine fridge and pantry closet. Specious family room with contemporary electric fireplace. Cozy master suite features two walk-in closets, and inspiring master bath with full body spray steam shower with rainshower head, freestanding soaking tub, dual sinks with quartz countertops, and heated flooring. Two additional bedrooms with ensuite baths and hall storage closet. Convenient second laundry room complete the level. Finished basement includes recreation room with full wet bar, two guest bedrooms, ensuite bath, and second laundry room, with side-by-side washer/dryer. Thoughtful extras include smart thermostat, custom built-out closets, skylights, mudroom, and 2HVAC systems. Fully enclosed yard with landscaping and new sod and detached two-car garage. Stunning, top quality new construction home by experienced developer. This is truly beautiful home... don't miss the opportunity to call it your own!

4550 N Mobile Avenue, Chicago

4 Beds 3 Baths 12013647 MLS ACTIVE Status
Welcome to the perfect home for entertaining! This home's layout has a wonderful flow for families and guests. The first floor includes a kitchen designed for a chef, with an extra-large island full of cabinetry, a beverage cooler and outlets. Entertain in the formal dining room (with a closet for extra storage!) or in the eat-in kitchen with plenty of room for a large table. A formal living room, bedroom and full bath complete the first floor, or use the bedroom as an office/den! The second floor includes 3 bedrooms, a laundry room with cabinetry, and a hallway full bath with tub. Relax and escape in the over-sized master suite, which includes a huge walk-in closet and a master bath with double sinks, separate shower and soaking tub. All 2nd floor bedrooms are massive in size and include built-in closet organizers! Enjoy time in the fully finished basement consisting of a large recreation room, another full-sized kitchen, and an abundance of storage areas and closets! This home supplies you with plenty of options for outdoor enjoyment as well! There is a long side driveway to park multiple cars, leading to a fully fenced-in yard with a beautiful brick patio, grass space, an enclosed dog run, alley access, garage, and separate are perfect for a firepit with seating or a playground! Do not miss this home on a wide, tree-lined street with plenty of parking! Addition was completed in 2007; basement fully remodeled, new carpeting on 2nd floor and garage siding done in 2022, and freshly painted throughout in December 2023. Agent owned, easy-to-show, and quick close possible!

5015 N Mobile Avenue, Chicago

4 Beds 4 Baths 12009646 MLS PRICE CHANGE Status
Sophisticated Living in this 95% rebuilt Jefferson Park beauty! This professionally designed and renovated home sits on an enormous double lot, with a side drive, two car garage, and loads of green space. The beautiful exterior, a perfect combination of the original structure and black painted James Hardie board siding, keeps the charm and character while creating a contemporary home. Once inside, the interior is infused with gorgeous natural light, thanks to the large windows throughout. New hardwood floors run throughout the first and second level. A formal living room with a stately, electric fireplace leads into the dining room, with custom wood beams and plaster light fixture. The kitchen is loaded with stunning features including sleek white cabinetry, quartz countertops, designer lighting, marble backsplash, wood beams and a statement custom hood. The dramatic butlers pantry has access to a full walk-in pantry, and is perfect for entertaining. The family room has large patio doors leading out onto the large composite wood deck. The second level features 4 large bedrooms, 2 full bathrooms, and laundry. The spacious primary suite includes two large closets, and a stunning primary bath with checkerboard tile floors, a massive shower, and beautiful vanity area. The lower level is fully finished, featuring a large rec room with wet bar, full bathroom, additional bedroom, a second laundry room, and loads of storage space. The garage is equipped with an EV charging station. This home is in a great location, with easy access to both I90/94 and public transportation. The attention to detail throughout this home is close to none in the area!

5735 N Mango Avenue, Chicago

5 Beds 4 Baths 12009362 MLS ACTIVE Status
1 HOUSE LEFT - WATCH FULL WALK THRU 4K DRONE TOUR ON VTOUR BUTTON (IS OF 5142 WINONA HOUSE) Two newly constructed 'Row Homes' on an oversized 45' wide lot (22.5 per house). These modern farmhouses live perfectly with an open concept floor plan featuring transitional interiors. You'll love the five bedrooms and 3.5 baths. The main floor is divided up with 70% of the square footage consisting of the kitchen and oversized family room, creating a great 'heart of the home' where everyone spends the bulk of their time. The kitchen boasts high-end Bosch appliances, custom built walnut lower cabinets and island, off-set by matte white 60" upper cabinets. Quartz countertops, decorative backsplash, fully vented custom hood, and matte black hardware finish out the kitchen. Outdoor entertainment is at its best; a large 'Trex' deck featuring a dividing wall for privacy from adjacent row home, is directly off the family room and beyond is a grassy back yard. The upstairs is equally impressive; the homes extra width affords graciously sized bedrooms. The primary bedroom is graced with two walk-in closets, large spa inspired bathroom and skylights. The other 2 bedrooms each feature large scale closets, and beautiful views from large windows. The top floor is complete with full side by side laundry in a proper laundry room, NOT closet. The lower level gets great natural light from the high ceilings. Entertainment is easy in this family room, a large space for an oversized entertainment center and a full wet bar. The last two bedrooms are also in the lower level; easily can have private guest quarters plus a private office and/or gym. There is a second laundry hook-up in the basement. Graciously sized 2 car garage. Winona has easy highway, Metra and CTA access. The farmhouse vibe is maintained with Hardie Board facade and rear with vinyl on the sides. Photos are of 5142 Winona, the sister home. PICS ARE OF THE ATTACHED HOME

5140 W Winona Street, Chicago

3 Beds 3 Baths 11999814 MLS PRICE CHANGE Status
Welcome to Your Dream Home in Jefferson Park! Nestled in the heart of Jefferson Park on a double lot, this stunning 5-bedroom, 3-bathroom residence offers the perfect blend of contemporary style and comfortable living. Boasting spacious interiors and modern amenities, diagonal oak hardwood floors with eucalyptus wood and marble inlays throughout main living space. This home is ideal for families seeking both convenience and elegance. Key Features: Five generously sized bedrooms provide ample space for relaxation and privacy. Whether it's a cozy night in or a peaceful night's sleep, each room offers comfort and tranquility.With three bathrooms, morning routines become a breeze. Say goodbye to long waits and enjoy the luxury of multiple well-appointed bathrooms.The open-concept layout seamlessly connects the living and dining room areas creating a perfect space for entertaining guests or spending quality time with loved ones. The gourmet kitchen is a chef's delight, featuring sleek countertops, custom tile backsplash & stainless-steel appliances and plenty of storage space. Prepare delicious meals with ease and style. Step outside to your private oasis - a spacious backyard perfect for outdoor gatherings, gardening, or simply unwinding after a long day. Retreat to the luxurious master suite, and ensuite bathroom. It features vaulted ceilings, skylights, wood burning fireplace, remodeled bathroom with marble, huge walk-in shower with glass block enclosure, & tons of storage including a walk in closet and multiple cubbies. Relax and rejuvenate in your own private sanctuary. Finished basement with additional bedroom, office, family room, full bathroom, and full kitchen perfect as an in-law suite. This home also offers a huge multi-level back deck with pergola, nice sized back yard, 2 car garage with concrete side driveway with parking for multiple additional cars and storage shed. Conveniently located in Jefferson Park, you'll enjoy easy access to shopping, dining, parks, and transportation options. With its vibrant community and diverse amenities, Jefferson Park offers the perfect balance of urban convenience and suburban tranquility.

6114 W Giddings Street, Chicago

5 Beds 3 Baths 11947393 MLS ACTIVE Status
This stunning 5 bed, 3 bath, 10 room property has undergone a complete transformation. It's filled with amazing features and updates, and plenty of space for the whole family. As you step inside, you'll immediately notice the open and airy floor plan. The kitchen comes complete with brand-new appliances, quartz countertops, an oversized island equipped with a built in microwave and wine fridge that is perfect for hosting family dinners and holiday gatherings. The upstairs feature a master bedroom with his and her walk-in closet as well as en suite bath featuring a frameless glass walk in shower with towel warmers, heated floors and a linen closet. Two additional bedrooms, accompanied by a full bath are also located on this level. A spacious and sunlit reading/playroom area and a convenient laundry closet complete the upper floor. The lower level of this home offers an open space concept, encompassing a sunroom, a beautiful living room and a spacious dining room along with 2 more bedrooms and one full bath and full finished basement. The backyard is enclosed and there's even a one-car garage. The exterior of the house has fiber cement siding which provides a traditional appearance with some modern accents. Situated in the desirable Portage Park, this home offers convenient access to the Blue Line, Metra, and I-90. You're also within walking distance of entertainment, dining, and beautiful parks. This is the perfect home for those seeking space, elegance, and unparalleled convenience.

4744 N Lawler Avenue, Chicago

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