Jefferson Park Multi-Family Real Estate Market Report

Our Market Report for Multi-family properties in Jefferson Park includes Active, Under Contract and Sold listings within the last 6 months. Our reports are updated daily for accuracy.

Multi-family real estate prices in Jefferson Park have increased 9.5% in the last three years. In January 2017 prices were at approximately $365,000 and in January 2020 prices reached $399,000. With an average of 3% annual appreciation, this neighborhood is considered a stable market.

Recent Sold

$490,000

4 Beds ⋅ 2 Baths ⋅ 12664739 MLS ⋅ CLOSED Status

Fantastic 2 Flat that only needs some personal touches. Tenant in place on 2nd Fl. is month to month. Long time owner occupies 1st floor. The basement is fully unfinished. 2 Furnaces, water tanks, electrical boxes (100 amp) and gas meters. First floor has 3 bedrooms, HWFL's in 2 bedrooms, Living room, and Dining room! Stainless steel appliances! Dining room has crown molding. There is a spacious deck and 2 car garage! The 2nd floor has 1 bedroom and 1 bath with a large walk in closet, enclosed porch. Separate entrances! The Brickwork is in great condition. Flood control!!

5349 W Winona Street, Chicago

$613,000

4 Beds ⋅ 3 Baths ⋅ 12746405 MLS ⋅ CLOSED 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

$575,000

5 Beds ⋅ 3 Baths ⋅ 12755079 MLS ⋅ CLOSED Status

JEFFERSON PARK GEM WITH A BACKYARD RETREAT LIKE NO OTHER! Meticulously maintained and exceptionally inviting, this charming 2 flat, with separate AC and furnace units for the 2nd floor, 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

$774,000

7 Beds ⋅ 3 Baths ⋅ 12764380 MLS ⋅ CLOSED Status

Rare opportunity to own a fully renovated, income-producing 2-flat in the heart of Jefferson Park! Offering more than 3,000 square feet of living space and impressive rental income, this turnkey property is ideal for investors or owner-occupants looking to supplement housing costs with rental income. Unit 1 is currently rented for $3,200/month, while the beautifully remodeled second-floor unit offers projected rental potential of approximately $2,900/month, bringing total pro forma rental income to approximately $6,100/month or $73,200 annually. Each unit features three bedrooms, one full bath, abundant natural light, and separate utilities including Central Air. The first-floor unit offers hardwood floors, a generous living and dining space, and a spacious kitchen with white cabinetry, stainless steel appliances, granite countertops, and an oversized island with seating for four. The second-floor unit was remodeled just this year and features luxury vinyl flooring, a gorgeous new kitchen with white cabinetry, quartz countertops and new stainless steel appliances, plus its own in-unit washer and dryer and updated bathroom. Finally, the finished lower level with a washer / dryer, large family room, additional non-conforming bedroom and full bath provides exceptional additional living space. 3 floors and 3 bathrooms - one on each level! Major property improvements include a newer roof, drain tile and sump pump. Outside, enjoy a fully paved, low-maintenance backyard, two-car garage, and additional parking pad. Conveniently located near the Jefferson Park Blue Line and Metra stations, I-90/94, O'Hare, schools, parks, shopping and restaurants. With substantial current and projected rental income, extensive recent improvements, separate utilities, and excellent long-term potential, this is a truly turnkey opportunity in one of Chicago's most desirable Northwest Side neighborhoods.

5351 W Foster Avenue, Chicago

$635,000

4 Beds ⋅ 3 Baths ⋅ 12762156 MLS ⋅ CLOSED Status

Rare opportunity to own a well-maintained legal 2-flat situated on an oversized 43' x 125' lot in the Jefferson Park/Portage Park area. The property features two spacious units, each with 2 bedrooms and 1 full bath, offering flexibility for owner-occupancy, extended family, or investment. A full basement provides additional finished space, including a full bathroom, an additional room, and a kitchenette area. Numerous improvements include newer windows and doors, updated kitchens, and a newer 2.5-car detached garage. The oversized lot provides excellent outdoor space and is a standout feature for the area. Conveniently located near transportation, shopping, restaurants, parks, and neighborhood amenities.

5849 W Wilson Avenue, Chicago

$540,000

4 Beds ⋅ 2 Baths ⋅ 12733038 MLS ⋅ CLOSED Status

Welcome to 5302 N Luna Ave, a well-maintained two-flat located on a quiet, tree-lined street in highly desirable Jefferson Park. This versatile property is an excellent opportunity for an owner occupant looking to offset their mortgage with rental income or an investor seeking a solid multifamily addition to their portfolio. Both units offer comfortable layouts with beautiful hardwood floors, stainless-steel appliances, spacious kitchens, and updated bathrooms. Each unit features its own furnace and central air system, providing separate mechanicals and added convenience. The property also features separate water heaters, upgraded electrical panels, newer windows, roof, and multiple exterior decks. The full basement provides additional storage and utility space and includes separate laundry areas with two washers and two dryers, along with dedicated storage for each unit. Outside, enjoy a fenced-in yard and an oversized detached 2+ car garage-an excellent feature for additional parking, storage, or workspace. Situated on a 30 x 125 lot, the property offers plenty of outdoor space while maintaining a convenient urban location. Ideal location for city workers. Located near schools, shopping, dining, public transportation, major roadways, and the expressway, this property combines neighborhood charm with everyday convenience. Whether you're looking to live in one unit and rent the other or add a turnkey multifamily property to your investment portfolio, 5302 N Luna Ave is an opportunity you won't want to miss.

5302 N Luna Avenue, Chicago

$720,000

6 Beds ⋅ 4 Baths ⋅ 12750828 MLS ⋅ CLOSED Status

Chicago

$625,000

6 Beds ⋅ 2 Baths ⋅ 12657416 MLS ⋅ CLOSED 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

$535,000

4 Beds ⋅ 3 Baths ⋅ 12743877 MLS ⋅ CLOSED Status

Nestled on the corner of a quiet, tree-canopied street, this sturdy 2-flat sits on an oversized lot, 39' by 129'. Each unit has hardwood floors throughout and consists of 5 rooms with 2 bedrooms, one bathroom, eat-in kitchen, living room with dining area and an enclosed back sunroom. Each unit also has separate hot water baseboard heat with newer furnaces (2022) and electrical panels. Located at the intersection of the Jefferson Park and Forest Glen neighborhoods, you are blocks away from the bus, Metra, Kennedy expressway, Mariano's, and beautiful Forest Preserves. Relaxing at home, you have two sunrooms and a cozy backyard at your disposal. Whether you're looking for an investment property with two quality units, a home for a growing family that features functional garden level living space, or a blank canvas for an ambitious renovation, come take a look and envision the possibilities.

5214 N Leamington Avenue, Chicago

$300,000

3 Beds ⋅ 2 Baths ⋅ 12715449 MLS ⋅ CLOSED Status

Clean, move-in ready 2-flat in the highly desirable Jefferson Park Pocket. Property features two units connected by an interior staircase and separated by a door, allowing flexible use as two separate units or one larger living space. Over the years, it has functioned both ways, making it ideal for an owner-occupant, investor, extended family, or multi-generational living. Main living areas are ready to enjoy, while the unfinished basement needs TLC and provides valuable space for storage, utilities, workshop use, or future ideas. Located near parks, transportation, shopping, restaurants, and neighborhood conveniences, with easy access to the Blue Line, Metra, I-90, and I-94. Adjacent curb-cut driveway lot at 4844 W. Gunnison is also available for sale and includes a 2-car garage with party door, creating a unique opportunity to purchase one or both properties. Property is being sold as-is.

4846 W Gunnison Street, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Jefferson Park Multi-Family Real Estate Market Report

Recent Sold

How much is your home worth?

How much is your home worth?