Jefferson Park Real Estate

Jefferson Park Real Estate

Jefferson Park: A Hidden Gem in Chicago's Cook County

Located in the vibrant city of Chicago, Jefferson Park is a charming neighborhood nestled in Cook County, Illinois. With its rich history, diverse community, and convenient location, it's no wonder that Jefferson Park has become a sought-after area for both residents and visitors alike.

One of the highlights of Jefferson Park is its accessibility. Situated on the northwest side of Chicago, this neighborhood offers easy access to major highways, public transportation, and O'Hare International Airport. This makes it a convenient choice for commuters and frequent travelers.

Jefferson Park is known for its beautiful tree-lined streets, well-maintained parks, and a strong sense of community. Residents can enjoy a variety of amenities, including local shops, restaurants, and entertainment options. The neighborhood is also home to the Jefferson Park Transit Center, which serves as a major transportation hub for buses and trains.

For those seeking outdoor recreation, Jefferson Park offers several parks and green spaces. The namesake Jefferson Park is a popular spot for picnics, sports activities, and community events. Additionally, the nearby Forest Preserve District of Cook County provides ample opportunities for hiking, biking, and exploring nature.

Real estate in Jefferson Park offers a mix of housing options, including single-family homes, apartments, and condominiums. The neighborhood's diverse architecture adds to its charm, with a blend of classic and modern styles. Whether you're a first-time buyer or looking to upgrade, Jefferson Park has something to suit every lifestyle and budget.

In summary, Jefferson Park is a hidden gem in Chicago's Cook County, offering a combination of convenience, community, and natural beauty. With its prime location and diverse housing options, it's no wonder that Jefferson Park continues to attract those seeking a place to call home.

Newest Listings in Jefferson Park

$799,900
4 Beds ⋅ 4 Baths ⋅ 12759002 MLS ⋅ NEW Status
Welcome to this beautifully renovated 5-bedroom, 4-bath bungalow offering over 3,000 square feet of finished living space in sought-after Jefferson Park. Thoughtfully redesigned from top to bottom, this move-in-ready home combines timeless character, modern luxury, and an exceptionally versatile floor plan across three finished levels. The bright, open-concept main level is designed for both everyday living and entertaining, featuring a stunning chef's kitchen with quartz countertops, an oversized island, soft-close cabinetry, premium stainless steel appliances, and a spacious dining area. Engineered wire-brushed oak hardwood flooring and two elegant electric fireplaces add warmth and sophistication throughout the home. A spacious main-level bedroom and full bath provide excellent flexibility for guests, extended family, or a home office. Upstairs, the private primary suite creates a comfortable retreat with added separation and privacy. The beautifully finished lower level features high ceilings, a private exterior entrance, an additional bedroom, and a full bath-ideal for related living, guests, recreation, or a private workspace. Two mudrooms and a separate, generously sized laundry area add outstanding storage, organization, and everyday convenience. Extensive improvements include dual-zone energy-efficient HVAC, new windows, a tankless water heater, new furnace, ejector pump, new tuckpointing, and a roof approximately three years old-offering buyers added peace of mind. Outside, enjoy a fully fenced backyard with plenty of green space plus a 2.5-car garage. Situated on an oversized 30-foot-wide lot and conveniently located near Prussing Elementary School, Portage Park, shopping, dining, the Blue Line, Metra, and I-90/94. With 5 bedrooms, 4 full baths, over 3,000 square feet of finished living space, quality craftsmanship, and a flexible multilevel layout, this exceptional Jefferson Park home is truly move-in ready. Schedule your private showing and see everything this home has to offer!

5748 W Eastwood Avenue, Chicago
$229,900
2 Beds ⋅ 1 Baths ⋅ 12758222 MLS ⋅ NEW Status
Move-in ready and beautifully refreshed! Welcome to this inviting 2-bedroom, 1-bath condo at 4775 N Linder Ave, Unit 2A. Freshly painted throughout, this home features a newly updated kitchen with new cabinets and appliances, plus a newly updated shower for added comfort and style. Enjoy a convenient location close to I-90, parks, shopping, Metra transportation, and O'Hare International Airport. Whether you're a first-time buyer, downsizing, or looking for a great investment opportunity, this well-maintained condo offers comfort, convenience, and value in a desirable Chicago location.

4775 N Linder Avenue Unit #2A, Chicago
$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
$919,000
4 Beds ⋅ 4 Baths ⋅ 12754500 MLS ⋅ PRICE CHANGE 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 $6,900/month.

5047 W Winnemac Avenue, Chicago
$295,000
2 Beds ⋅ 2 Baths ⋅ 12754394 MLS ⋅ ACTIVE 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
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