Jefferson Park Homes for Sale

Whether you’re a first time homebuyer, an empty nester looking to downsize, or an experienced investor looking for your newest project, Steven Kowalski can help you through every step of the buying process. Not sure where to start? Talk with Steve today!

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Located on Higgins Ave, this charming 1-bedroom condo offers the perfect blend of comfort and accessibility. All the city's transportation options are right beyond your doorstep, with easy access to the Blue Line, Metra, and nearby expressways. The unit is flooded with natural light and features ample storage, including a storage locker for additional convenience. Enjoy a large, eat-in kitchen ideal for meal prep and gatherings, plus access to a charming yard perfect for summertime outdoor relaxation. The laundry is located just across the patio for added ease. A designated parking space comes with the unit, ensuring you always have a spot. The property is also close to shopping, dining, and more. Make this delightful Jefferson Park condo your new home!

$155,000 Active

5738 W Higgins Avenue GS Chicago, Illinois

1 Beds 1 Baths 600 SqFt

Welcome home to a modern and elegant one-bedroom Condo across from The Jefferson Park. Upon entering, you'll be greeted by the warmth of hardwood floors that flow seamlessly throughout the space, creating a friendly atmosphere. The massive kitchen is a culinary delight, fully equipped with stainless steel appliances, huge island, pantry, and tons of storage overlooking the open living and dining room. With enough space for lounging, dining, and a home office, the open space is showered in natural light and connect to the private outdoor space just off the living room. Off the kitchen you'll find a built in desk, perfect for work from home or additional kitchen counter space. The large bedroom has 2 spacious closets and the updated bathroom is equipped with a large vanity and deep soaking tub. Additional features include surround sound, ample closet space, and recent updates to the kitchen and bathroom. Enjoy the ease of radiant heating and the convenience of window AC, ensuring year-round comfort. This pet-friendly low-rise offers convenient amenities, including on-site laundry, common storage, and heated garage parking. Close to everything Jefferson Park has to offer including Blue Line, Breweries, Jeff Fest, Jefferson Park (right across the street), grocery, and so much more!

$185,000 Active

5445 W Gale Street 1N Chicago, Illinois

1 Beds 1 Baths

This sunny top floor rental friendly unit, with its abundance of natural light and airy ambiance, is the perfect choice for a first-time homebuyer or a savvy investor. With its prime location and desirable features, this unit presents an excellent opportunity to enter the housing market or expand your investment portfolio. The residence features a guest bedroom with a full bath, as well as a master bedroom with an ensuite. Both are accessible from the spacious living area and the large, eat-in kitchen. This condominium unit comes with a designated parking space and boasts low HOA fees, offering financial flexibility. Additionally, there are no rental restrictions, providing the owner with the freedom to lease the unit if desired. Enhancing the unit's appeal, both the W/D and furnace were recently replaced in 2023, ensuring optimal functionality and peace of mind for the new owner. ADT/Google Alarm system w/cameras included.

$309,500 Active

5971 N Elston Avenue 3 Chicago, Illinois

2 Beds 2 Baths 1,000 SqFt

Updated TWO bedroom/TWO bathroom condo with HEATED GARAGE SPACE?!! Don't miss out on this fantastic Jefferson Park 2nd-floor end-unit with tons of natural light! Gorgeous parquet wood floors provide a classic beauty through the living room, dining room, and both bedrooms. The updated kitchen features white shaker style cabinets, quartz countertops and stainless appliances. The primary bedroom suite includes a large walk-in closet with custom shelving and updated bathroom with marble tile shower with tub. The second full bathroom is also updated and features a beautiful travertine tile shower. Laundry and storage rooms are located on the first floor, along with secure access to the HEATED GARAGE space. Easy access to bus, Blue Line and Metra transit, I-90, and great restaurants, bars and shops!

$265,000 Active Under Contract

5915 W Gunnison Street 2A Chicago, Illinois

2 Beds 2 Baths

This charming Chicago Bungalow home offers two bedrooms with semi walk-in closets, a full bathroom with a convenient laundry chute, and a kitchen featuring a walk-in pantry. The spacious living room showcases beautiful woodwork, built-in shelves with lighting, and hardwood floors in great condition, which continue into the dining room and both bedrooms. The dining room boasts built-in cabinetry with a mirror, adding to the home's character. Additional features include a closed-off entryway, an enclosed back porch, and a front porch. The home also offers a large unfinished walk-up attic and a spacious basement with back door access, and storage under the stairs leading to the basement door. The backyard is cozy with an attached awning, and the detached one-car garage provides extra convenience. Built with foot-thick walls, the living floor is exceptionally well-insulated. The home features radiant heat, a newer boiler. Don't miss this unique opportunity!

$399,999 Active Under Contract

6028 N Marmora Avenue Chicago, Illinois

2 Beds 1 Baths 1,191 SqFt 0.086 Acres

Unique 3 bedroom and 2.1 bath corner Condo- Duplex 2004 built in Jefferson Park. Property features two levels: main Level 2 Bed 1.5 bath and separate Lower Level with 1 Bed and 1 Bath that can be rented for additional income. Two kitchens with maple cabinets, 2nd kitchen w/ granite counter. Master bed with ample closet space. In each units washer and dryer. 2 separate HVAC system includes Central air. Plenty of storage space in the lower level. Two parking spaces to fit 2 cars on the side of the building. Right across from Robert Square park and walking distance to Jefferson Transit Station, Metra, blue line, I-90 Kennedy Expressway, and more. Award winning Beaubien Elementary school district. An alternative to SFH.

$459,999 Active

4956 N Lockwood Avenue 1 Chicago, Illinois

3 Beds 3 Baths 2,400 SqFt

Nestled in the charming prime Jefferson Park neighborhood, this stunning 4-bedroom, 3-bathroom brick English offers a perfect blend of modern amenities and classic comfort. Enjoy a convenience of nearby Ridgemoor Country Club , Dunham Park, and easy access to I-90. Step inside to find a practical and space-efficient layout adored with hardwood flooring throughout the whole main level. The updated kitchen is a chef's dream, and equipped with quartz countertops, SS Kitchen Aid appliances, custom cabinetry, and hardwood flooring. The kitchen connects with a formal dining room on one side and a spacious family room(w/wood burning fireplace) brick addition on the other side. The 2nd floor offers two large bedrooms and a full bath. The basement is designed for both functionality and entertainment, featuring large rec room, a bedroom/office and a full bath. many of the major updates have already been completed: Roof(2020), Kitchen with SS appliances (2017), hardwood flooring(2017), Water heater(2018), updated 1st floor bathroom, overhead sewer & more. This beautiful home seats on a large lot with a side driveway and 2 car garage. Truly a 10!

$479,900 Active Under Contract

4904 N Mulligan Avenue Chicago, Illinois

3 Beds 3 Baths 1,650 SqFt 0.114 Acres

Beautiful 2 bed/2 bath updated condo in Jefferson Park! Freshly painted throughout! Sunny 3rd fl unit with hardwood floors!! Open concept layout!! Wood burning/gas starter fireplace in living rm! Spacious kitchen with plenty of cabinets and counter space, Island and SS appliances! Master Bedroom Suite with double vanities, separate shower, whirlpool tub, as well as a 6x6 walk in closet and 16x10 private balcony! Desirable in-unit laundry and deeded parking space! Fully secure building with entrances in both the front and back of building. Newer roof (7-8 years), water heater, microwave and dishwasher. Close to I-90, Metra and Blue Line, bike paths, and forest preserves. You don't want to miss out on this one!

$309,900 Active Under Contract

5362 N Central Avenue 3S Chicago, Illinois

2 Beds 2 Baths 1,250 SqFt

Welcome to this charming home in the desirable neighborhood of Jefferson Park! As you enter through the enclosed foyer, you'll be greeted by gleaming hardwood floors and spacious rooms filled with natural light. The home is rich in character with quality details throughout. The living room offers a stylish space for entertaining, while the separate dining room is perfect for holiday gatherings. The eat-in kitchen is spacious enough to accommodate a large table, making it a central hub for family and friends. The primary bedroom boasts custom closet organizers, and the updated bathroom features a bright, modern design. The finished attic serves as a versatile hideaway, ideal for an extra bedroom, office, or playroom. The full basement provides additional space, including a den/office or an extra bedroom. An enclosed porch offers extra storage, leading to a beautifully landscaped, fenced backyard with a huge deck, perfect for outdoor enjoyment.

$349,900 Active

5815 W Gunnison Street Chicago, Illinois

3 Beds 1 Baths 1,092 SqFt

Jefferson Park Tudor with three bedrooms and three offices. Three levels with HVAC. Copper plumbing. 100A electric with grounded outlets. The updated roof is only 7 years old. The gas furnace is 93.5% efficient. The kitchen has stainless steel appliances, white cabinets with illuminated black granite counter tops and a tile floor. Hardwood floors in the living room, dining room and two bedrooms. The basement has new carpet in the family room and office, black marble tile in the second office and granite tile in the bathroom. The top floor has new carpet in the primary bedroom and office. Backyard has a deck, a row of privacy trees and lilac bushes. The main sewer line has a flood control system that has been 100% reliable for 18 years. The utility room and laundry room aren't included in the livable square footage. Total square footage is 2100+. Nearby: Marianos, Forest Glen METRA, bike trails and highways 90/94.

$539,000 Active Under Contract

5224 N Laramie Avenue Chicago, Illinois

3 Beds 2 Baths 1,795 SqFt

Welcome to this charming Chicago-style bungalow on a spacious corner lot in the sought-after Gladstone Park neighborhood! The home blends classic character with modern updates, including hardwood floors throughout the main level, two bedrooms on each floor, and updated bathrooms. The kitchen features granite countertops, stainless steel appliances, and views of the private fenced yard. Recent upgrades include a new furnace and AC (2023), tankless water heater (2024), and a renovated basement (2018) with a drain tile system and sump pump. Roof and windows were replaced within the past decade. Walking distance to Hitch Elementary, Taft High School, and Gladstone Park Metra Station. Don't miss this meticulously maintained, move-in-ready home!

$450,000 Active

5600 N Mason Avenue Chicago, Illinois

4 Beds 2 Baths 1,452 SqFt

Newly refreshed ranch home with 3 bedrooms plus additional bedroom/office in the finished basement. New kitchen with white cabinets, quartz countertops and all new LG stainless steel appliances. New LG washer/dryer. Refinished hardwood floors and freshly painted throughout. Main floor bath with new vanity and toilet. Family room and 2nd bath in basement level. Fantastic and desirable location within a few blocks of Jefferson Park Transportation Center with Blue Line CTA, commuter train and bus terminal. Many new construction homes in immediate area. Easy access to I-90. Oversize newer garage with attic storage. Fenced yard with deck. Quick close possible. A must see.

$399,900 Active Under Contract

5359 W Winnemac Avenue Chicago, Illinois

3 Beds 2 Baths 1,900 SqFt

$925,000 Active Under Contract

4946 N Austin Avenue Chicago, Illinois

3 Beds 4 Baths 3,200 SqFt 0.08 Acres

Welcome to the heart of Jefferson Park! This spacious top-floor two-bedroom, two-bathroom unit features an extra wide open floor plan and a private balcony. The kitchen boasts 42" maple cabinets, granite countertops, and stainless steel appliances, all complemented by 9' ceilings and hardwood flooring throughout. The master suite includes a luxurious en-suite bathroom with a separate jacuzzi tub. Additional conveniences include in-unit laundry, a dedicated storage locker, and a heated garage with a deeded parking spot. Residents can also enjoy a huge community rooftop deck. Just steps from the CTA, Metra, and all that Jefferson Park has to offer, this is a must-see!

$340,000 Active Under Contract

4962 N MILWAUKEE Avenue 4A Chicago, Illinois

2 Beds 2 Baths 1,400 SqFt

You will know how special this home is the minute you walk in and feel the natural light pouring in through the over-sized windows. The cozy living room features a gas fireplace with custom built in cabinetry and is perfect for entertaining. Gleaming hardwood floors throughout the entire main level offer a warm and inviting space. The generous family room is adjacent to the kitchen and features 10' ceilings, heated floors and 2 walls of windows overlooking the expansive yard - plenty of space to build the backyard oasis of your dreams. In the fully finished basement you'll find an expansive recreation room with plenty of space to spread out and enjoy with a second fireplace, wet bar, 4th bedroom, office, full bath, laundry and a full second kitchen. Plenty of additional storage can also be found on this level. An over-sized side drive and a two car brick garage provide for ample parking. Enjoy the bike and walking paths in the adjacent forest preserves.

$619,000 Pending

5834 N Luna Avenue Chicago, Illinois

3 Beds 2 Baths 1,675 SqFt 0.33 Acres

Wow, what an incredible opportunity for the next homeowner! This versatile brick home offers multiple options whether you're looking to move in, flip, or rent out as an investment property. With 4 bedrooms, 2.5 baths, a basement, and a 2-car garage, the potential is endless. The main floor features 2 bedrooms, a full bath, and a kitchen. Upstairs, you'll find an additional bedroom, bath, and full kitchen, while the basement includes another bedroom and half bath. Enjoy a spacious yard and convenient location near schools, parks, highways, and shopping. Don't miss out - schedule your showing today!

$329,900 Active Under Contract

5628 W Higgins Avenue Chicago, Illinois

3 Beds 3 Baths

**** 2.18.25 Multiple offers received; decision day set to 2.19.25 by noon. ****Nestled in vibrant Jefferson Park, this lovely brick bungalow offers a spacious layout with 5 bedrooms, 2 full baths, plus a dedicated office space. The home welcomes you with newer windows and trim in the expansive living room and adjacent formal dining room. Recently remodeled kitchen features white cabinetry, quartz counter tops, and stainless appliances extending into a bright breakfast/sitting room. Upstairs, you'll find two generously sized bedrooms and endless amounts of storage space. The basement is fully finished, including 2 additional bedrooms, laundry, full bathroom, storage and a full summer kitchen, ideal for in-law living or superb entertainment possibilities. Enjoy the large, fully fenced backyard and the convenience of a detached two-car garage. Estate sale **conveyed as is ** Minutes from local shopping, dining, Metra, and Blue Line stations. This home is a true gem in a sought-after locale!

$499,000 Pending

5414 N Luna Avenue Chicago, Illinois

4 Beds 2 Baths 1,720 SqFt 0.082 Acres

Jefferson Park. Just what you have been looking for! A good size 1 bedroom unit close to public transportation. Every room has a window. Hardwood floors throughout. A wall of closets in the bedroom. Storage closet outside the unit. Down one flight of stairs to a bright, cheerful laundry room with community space. Assessment includes: heat, cooking gas, water. No off street parking available. Easy access to shopping, Metra, CTA, parks, Veteran's Plaza. Come view for yourself!! (Dishwasher not working. Sold As Is).

$129,900 Active Under Contract

5729 W Higgins Avenue 203 Chicago, Illinois

1 Beds 1 Baths

$195,000 Active Under Contract

5543 W Higgins Avenue 3W Chicago, Illinois

2 Beds 1 Baths 885 SqFt

$449,900 Active

5415 W Carmen Avenue Chicago, Illinois

3 Beds 2 Baths 1,443 SqFt 0.057 Acres

$685,000 Active Under Contract

5920 N Elston Avenue Chicago, Illinois

4 Beds 3 Baths 2,950 SqFt 0.086 Acres

Charming All-Brick Bungalow in Prime Jefferson Park! Beautifully remodeled from top to bottom, this 4-bed, 2-bath, 2,067 sqft home is move-in ready! The finished basement features a bedroom, kitchen, and full bath-perfect for guests or extended family. The converted attic offers a bedroom and office space. The main floor boasts new hardwood floors, a formal dining room, a bright living room, two bedrooms, a full bath, and an eat-in kitchen. Enjoy the enclosed porch, sunroom, and spacious yard. Upgrades include newer electrical wiring and a copper water pipe system throughout the home. Roof replaced in 2016. Unbeatable location-just minutes from Metra, CTA, Blue Line, Kennedy Expressway, and Jefferson Park. Only 15 minutes to O'Hare and downtown! Don't miss this incredible opportunity-schedule your showing today!

$390,000 Active Under Contract

5443 N CENTRAL Avenue Chicago, Illinois

3 Beds 2 Baths 2,067 SqFt 0.25 Acres

So much potential ! Spacious home located in Jefferson Park neighborhood. Main floor features L-shaped living and dining room, eat-in kitchen, 2 bedrooms and full bath. There are 3 large bedrooms upstairs and full bath. Basement offers more living space with rec room and another full bath. Fantastic Location with Easy Access to I-90/94, 15 Mins to O'Hare Airport, Near CTA Blue Line and Metra UP NW Line. Don't miss it! Sold as is.

$370,000 Active

6218 W Foster Avenue Chicago, Illinois

5 Beds 3 Baths 1,938 SqFt 0.072 Acres

2 Bed 1 Bath condo with large living area & kitchen, large bedrooms & bathroom,Jefferson Court Building constructed on Concrete Slabs providing Optimal Sound-Proofing between Units.Large eat in kitchen has potential to make open plan kitchen /living room The Spacious Living Room opens to a large balcony. Extra large bathroom, Laundry Closet w/Washer & Dryer, Additional Property Details include 2nd bedroom with closet spaces. Sold as-is. Building offers a Private Entrance with 24Hr Video Surveillance and Intercom System, Indoor Heated Garage, Assigned Parking Space, Personal Storage Room, and Additional Guest Parking. Assessments includes Heat, Water, Parking, Common Insurance, Security System, Lawn Care, Scavenger, Snow Removal Neighborhood amenities: Restaurants, Shops, Cafes, Public Transportation, Blue Line/Metra, and more. Minutes drive to I90/I94. Showing Requests must be accompanied by Buyer Pre-Approval or POFs.

$249,000 Pending

4848 N Central Avenue 407 Chicago, Illinois

2 Beds 1 Baths

$569,000 Active Under Contract

5215 W Strong Street Chicago, Illinois

3 Beds 3 Baths 2,400 SqFt

Full gut rehab complete in 2024! All new plumbing, electrical, mechanicals, windows and roof round out this stunning single-family home! A gorgeous kitchen with granite countertops, 42-inch cabinets, and all stainless appliances is ready for you to enjoy. In addition, a finished basement with a rec room, game room, full bathroom, and a guest bedroom make this a must see! Upgrades also include a French drain tile system with a sump pump, 1.5-inch water supply lines, two-car garage and a large back deck for your outdoor entertaining needs. Not to mention, the fully fenced backyard is perfect for pets and playtime! Nothing to do but move in! Located directly across from Beaubien Elementary, which offers neighborhood and prestigious selective enrollment programs. Also, less than a block from Roberts Square Park!

$785,000 Pending

5118 W Winnemac Avenue Chicago, Illinois

4 Beds 4 Baths 3,000 SqFt 0.087 Acres

Location Location , this home in Jefferson Park offers 4 bedrooms, 2.5 bathrooms, and a fully remodeled basement complete with a kitchen and additional living space. Recent updates throughout ensure comfort and functionality, making this property an ideal choice for those looking for a home with great potential. Nice size back yard with two car garage. Roof , windows and water heater are less than three years old. Washer & Dryer new as well, all new pipes. One year home warranty, Great investment opportunity. Schedule a showing today before it's gone!

$399,000 Active

5305 N Northwest Highway Chicago, Illinois

4 Beds 3 Baths 1,224 SqFt

This property will be sold through the applicable foreclosure auction process. The property is being sold 'as is' and the occupancy status is assumed to be occupied. The buyer assumes all responsibility for the property condition and occupancy. Sold As Is. Room sizes are estimated and unverified. NO TRESPASSING. DO NOT DISTURB ANY OCCUPANTS! It is a criminal offense to trespass on this property. Property is NOT for rent.

$238,798 Pending

5010 W Lawrence Avenue 3B Chicago, Illinois

3 Beds 2 Baths 1,700 SqFt

$364,999 Active

5778 N Elston Avenue Chicago, Illinois

3 Beds 2 Baths 2,900 SqFt

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