Refine Search
Sort by
$579,000
4 Beds 3 Baths 12290372 MLS CLOSED Status
Great Jefferson Park location walking distance to Jefferson Park and Metra terminal. This 2 flat plus non-conforming basement unit with 2 entrances was completely rehabbed in 2013. All new roof, windows, plumbing, electric and heating systems. Beautifully redone cabinet kitchens and tiled baths. Second floor has attractive vaulted ceiling offering a great open area feeling. Newly refinished hardwood floors throughout the property. Coin operated laundry, 2 car garage and extra storage all for additional income. Nice yard. Couple blocks to a park and grammar school. Current gross income of nearly $49,000 and net income of nearly $40,000. makes this great as strictly an investment property or live in owner occupied. Any questions regarding this listing please contact Norbert Mika - Text or email preferred.

5031 W Winona Avenue, Chicago

$545,000
6 Beds 2 Baths 12293828 MLS CLOSED Status
Beautifully maintained and recently updated charming 2 flat on a 38 ft wide lot located on a one way tree lined street in a wonderful quiet pocket of Jefferson Park! Absolutely fantastic 3 bed, 1 bath units with updated Kitchens and baths, recently refinished hardwood floors throughout and enclosed back porches. Large 2 car garage for tenant parking and private, fully fenced backyard. All new copper piping installed from the street to the building and throughout the building. No more lead pipes! Additional unfinished accessible attic space can be finished to expand 2nd floor unit. Great curb appeal with inviting front porch. Accessible basement with clean laundry room and storage room. This is a fantastic investment property or occupy one unit and rent the other! Everything has been done and building is in impeccable condition! Both units are currently leased with excellent Tenants. Longtime owners have kept up with this classic 2 flat building and are conveying "AS-IS".

5117 W Strong Street, Chicago

$720,000
4 Beds 3 Baths 12283325 MLS CLOSED Status
MUST SEE!!! LARGE AND EXTREMELY WELL MAINTAINED BRICK 2-FLAT ON A 40 x 127 LOT WITH SIDE DRIVEWAY ON A BEAUTIFUL TREE LINED STREET IN JEFFERSON PARK. OWNER HAS FINISHED UPDATING AND ORGANIZING AND IS READY TO MOVE ON. THE FIRST-FLOOR UNIT IS A 3 BEDROOM, 2 BATHROOM DUPLEX-DOWN PERFECT FOR OWNER OCCUPANCY. THE LOWER LEVEL BOAST A LARGE AND BRIGHT FAMILY ROOM. THE SECOND-FLOOR UNIT IS A 2 BEDROOM, 1 BATHROOM AND ENCLOSED PORCH, HARDWOOD FLOOR THROUGHOUT UNDER CARPETING. BOTH UNITS HAVE CENTRAL AIR, WASHER/DRYER, EXTRA STORAGE AND GARAGE SPACE. THIS AMAZING PROPERTY FEELS LIKE 2 SINGLE FAMILY HOMES. STEPS FROM THE NEIGHBORHOOD'S RESTAURANT, PARK, SHOPPING, AND PUBLIC TRANSPORTATION. CONVENIENT TO THE BLUE-LINE AND TRAIN, EASY ACCESS TO KENNEDY EXPRESSWAY. THIS BUILDING SITS ON AN EXTRA WIDE LOT PROVIDING A WIDE FLOOR PLAN AND AN ABUNDANT AMOUNT OF NATURAL SUN LIGHT. ADDITIONAL IMPROVEMENTS INCLUDE: ROOF, GUTTERS (2018), ENTIRE HOUSE ADVANCED PREMIUM CASEMENT WINDOWS (2017), ELECTRICAL WIRES UPDATED THROUGH ENTIRE HOUSE (2017), EVERREADY FLOOD CONTROL (2021), GARAGE EXTENSION (2024), DECK (2019), BASEMENT REHAB (2019). DON'T MISS THIS TRUE GEM, YOU WILL FALL IN LOVE WITH THIS HOME FROM THE MOMENT YOU STEP IN!

5408 W Sunnyside Avenue, Chicago

$653,000
5 Beds 3 Baths 12288280 MLS CLOSED Status
MULTIPLE OFFERS RECEIVED! H/B by 5pm on 2/17. This remarkably charming 2-flat on a quiet tree-lined street is your chance to live in one unit and rent the other, or rent both units for profit. Each unit is bright and sunny, with large picture windows with south and eastern exposures. Both units have hardwood floors, arched doorways, charming details, and private balconies facing the double wide backyard. The 1st floor has a recently updated kitchen and bathroom, 2 bedrooms, and a bonus room. The second floor has 3 bedrooms and duplexes up to an upstairs studio/rec room with a separate bathroom and its own forced air heat and AC! This could easily be made into a 3rd unit or owner's suite. The large unfinished basement could be finished or used as storage. The huge yard has been lovingly maintained with prairie grass, perennial flowers, a privacy fence on one side, a non-fruiting pear tree, and a built in fire pit. Enjoy updated electrical, a high efficiency furnace and water heater, separate meters, and a 2 car garage. Close to 90/94, walkable to Portage, Jefferson, and Wilson Parks, Starbucks, Jewel, and so much more! Both units are currently rented (1st floor lease ends 09/26 2nd floor lease ends 06/25, but 2nd floor willing to vacate with 30 days notice negotiated before closing). Showing windows are Tuesdays between 12-2 and Sundays between 10-12. 24 hour notice required, LA will accompany.

5516 W Leland Avenue, Chicago

$580,000
7 Beds 3 Baths 12274445 MLS CLOSED Status
CHARMING CLASSIC CENTRAL~Multi-Family Home with Tons of Potential in Jefferson Park! This 2 flat building, owned by the same family for generations, is now ready for its next chapter. THREE Bedrooms on each floor. With two units plus a garden-level unit, it's perfect for investors or anyone looking to live in one unit while renting out the others. The main floor unit is in great shape and full of character, though it could benefit from some updating. The second-floor unit needs a complete rehab but offers a fantastic opportunity to make it your own. Both units are supported by newer heating systems for added peace of mind. The property includes a detached 2.5 car garage and sits in a prime Jefferson Park location, close to shops, restaurants, and public transportation. Whether you're looking to restore its charm or add modern touches, this home is ready for your vision. It's a rare chance to own a property with history and potential in one of Chicago's most convenient neighborhoods. Boilers 2006. Right side boiler for 1st & garden units H2O 2017. Left side boiler for 2nd floor h20 2014. Garage door & opener 5 years. No central air. This is an estate sale. Sold AS-IS. The owners have taken good care of the building for decades. A new owner will likely want to replace the roof and water supply lines. Achosa Home Warranty included. Just imagine your equity and income potential growing here in Jeff Park.

5416 N Central Avenue, Chicago

$650,000
6 Beds 3 Baths 12159243 MLS CLOSED Status
Beautifully maintained two-flat plus a non-conforming basement unit on a 30' wide lot in the highly desirable Jefferson Park neighborhood. Both main units offer 3 bedrooms, 1 bath, generous living and dining spaces, and extended kitchen/family room areas with enclosed back porch. The owner-occupied first-floor unit was updated in 2021 with modern finishes, including a spacious kitchen featuring Calacatta Ultra Quartz countertops, Frigidaire appliances, and custom cabinetry, making it move-in ready for comfortable living. The family room is located in the back, providing additional living space. The second-floor unit has an oversized kitchen extending into the back porch for added versatility. Both units benefit from separate utilities for maximum convenience. The property underwent extensive updates, including new electrical and plumbing in the first-floor unit and part of the basement in 2021, along with 1 new water heater (2021), tuckpointing (2021), sump pump (2020), and numerous newer windows. A fenced yard and 2-car garage complete the package. Ideally located just minutes from the CTA Blue Line, Forest Glen and Jefferson Park Metra stations, Mariano's, Cook County Forest Preserves, and Billy Caldwell Golf Course, with quick access to the I-90/94 expressways, this home offers unbeatable convenience.

5626 N Luna Avenue, Chicago

$580,000
4 Beds 3 Baths 12166071 MLS CLOSED Status
MOTIVATED SELLER!!! DO NOT MISS OUT!! BRING YOUR OFFERS FOR THIS STUNNING PORTAGE/JEFFERSON PARK ALL BRICK 2 FLAT WITH ADDITIONAL GARDEN IN-LAW APARTMENT. PERFECT LOCATION AND VERY WELL MAINTAINED BUILDING. BEAUTIFULLY UPDATED THROUGHOUT-GORGEOUS KITCHENS, UPDATED BATHS, LIVING ROOMS AND ENCLOSED PORCHES. GREAT OPPORTUNITY TO LIVE IN ONE UNIT AND RENT OUT THE OTHER (LONG TERM TENANT IN UPSTAIRS UNIT) OR RENT OUT BOTH UNITS! EXCELLENT INVESTMENT OPPORTUNITY! THE PROPERTY FEATURES A 2 1/2 CAR GARAGE, LARGE AND BEAUTIFULLY MAINTAINED FENCED IN YARD WITH DECK AND PATIO AREA. LOADS OF STORAGE AS WELL. EACH UNIT OFFERS SEPARATE UTILITIES. LOCATED IN ONE OF CHICAGO'S MOST DESIREABLE NEIGHBORHOODS, THIS PROPERTY IS JUST STEPS AWAY FROM PARKS, SHOPS, RESTAURANTS, CTA, METRA AND EXPRESSWAYS. HOME WARRANTY INCLUDED!

4442 N Monitor Avenue, Chicago

$582,000
5 Beds 3 Baths 12190883 MLS CLOSED Status
LOCATION, LOCATION, LOCATION! Either You are looking for investment or for you to settle in and rent out one floor this Beautiful 2 Story Building located in Portage Park is just for you! This amazing all brick 2 flat features beautiful kitchens, granite countertops, updated bathrooms, with 5 bedrooms, living, dinning and enclosed porches. Plenty of parking, 2 car garage and 1 brand new paved parking space that is fenced. Amazing back yard professionally landscaped for you to enjoy the summer days. Two separate laundries located in the basement with 2 additional generous storage rooms as well as a full bathroom. Well-kept and maintained building inside and out with all new tuck pointing. Walking distance to Montrose Blue Line, Kennedy Express expressway, Shopping, Schools, and Parks. Just minutes away from O'HARE. Come and see this one you're going to love it!

5138 W Montrose Avenue, Chicago

$605,000
4 Beds 3 Baths 12182984 MLS CLOSED Status
WOW!!! OMG!! Amazing, Stunning, Chicago 2 Flat!! Rare to find!! The Perfect location! Great Opportunity to live in one unit and rent the other or rent the whole building! Great Investment Opportunity! Updated Units! Two 2 Bedroom Units & One extra inlaw 1 Bedroom living space on the 3rd floor! Beautiful Hardwood floors throughout! Stainless Steel Appliances and Custom Tile Work in Bathrooms! 2.5 Car Garage! Newer Roof, Tuck Pointing, Drywall, Windows, Electric, Plumbing, New Composite Fenced in Back Yard with Large Paver Patio. Shared Coin Laundry in 1st Floor Utility Room for all Units! This Building has everything!! EXCELLENT location close to highway, train, airport, restaurants, shopping, & parks! You can't beat it! TAKE ADVANTAGE OF THIS, GREAT INVESTMENT!! YOU'RE GOING TO LOVE IT!

4742 N Lavergne Avenue, Chicago

$542,500
4 Beds 3 Baths 12161276 MLS CLOSED Status
Classic yellow Brick 2-flat on a 30x125 lot. This gorgeous building features two units plus a full basement. (1st and 2nd floors), each featuring a spacious living room, separate dining room, two bedrooms, one bath, and an eat-in kitchen. Both units offer a bonus tandem room that can be used as a third bedroom, walk-in closet or office. Convenient front and back entrances lead to a semi-finished basement with full bathroom, kitchen, laundry and storage. Ideal as in-law unit or duplex down. Step outside and enjoy a private backyard with a large deck and 2 car garage. The location is superb, with easy access to shops, restaurants, and public transportation. Great Investment, don't miss this fantastic opportunity! The property is being sold "as-is".

4420 N Marmora Avenue, Chicago

$590,000
5 Beds 3 Baths 12110467 MLS CLOSED Status
Great Location-Well Maintained 2 Flat with a non-conforming Garden Apartment Building. It has 3 separate Electric Meters and 3 Circuit Breaker. New Roof (2019) - 2 New Hot Water Tanks (2023) - 2nd Floor New Boiler Heater (2023) - New Gutters (2017) - Garden has New Water Tank (2016), New Windows Throughout Entire Building. Garden Apartment all Brand New (2016). 1st and 2nd Unit have Kitchen Dinette - 2 Bedrooms with closets - Dining/Living Room Combination - Hardwood Floors Under the Carpets in Bedrooms and Dining/Living-Enclosed Porch. All Units are Occupied and have lease. Tenant Pays all Utilities, Owner Pays Taxes, Insurance, Water, Landscaping, Maintenance and any Repairs. Selling As Is Condition.

5674 W Higgins Avenue, Chicago

$550,000
5 Beds 3 Baths 12113429 MLS CLOSED Status
Brick two-flat on a quiet street in Jefferson Park. MTM on 2-bd/1-bath on the second floor; MTM on 2-bd/1-bath on the first floor along with 1-bd/1-bath (tub and separate shower) finished basement. Separate dining areas. Oak floors. Crown molding. Granite countertops. Gas/decorative fireplaces. Majority of the mechanicals are newer; appliances are older. Building tuckpointed. Flat top roof with new silver coating. Backyard with patio and flowerbed. Heated garage with 220v outlet. Garage is rented MTM to a non-tenant. All units on MTM by longtime tenants (single family), at below-market rent, and poised to move. Ideal for new owners to occupy all units or take advantage of the hot rental market. Easy access to I-90. Less than a mile to Jefferson Park Transit Center (7-min bus ride; 20-min walk)

4913 N Marmora Avenue, Chicago

$595,000
6 Beds 4 Baths 12059639 MLS CLOSED Status
Step into the epitome of urban living with this impeccably maintained American 4-Square 2-flat, perfect for your next house hack or investment property! Nestled on an oversized lot with a 2 car garage & MyQ smart garage door opener (2023), enjoy your spacious backyard and patio perfect for grilling out or relaxing on a beautiful day while you soak in views of the variety of roses growing in the garden while a large front porch invites you to swing while you enjoy the charm of the tree-lined street. The first floor exudes timeless elegance with gleaming hardwood floors & delightful stained glass windows adorning the living room. Two queen-sized bedrooms provide ample space, complemented by an updated bathroom and rehabbed kitchen (2020) with white shaker cabinetry, quartz countertops, stainless steel appliances (2020 / 2021) and a large pantry. Light and bright with tons of counter space! Ascend to the second floor to discover a mirrored unit, featuring the same hardwood flooring and charming stained glass windows in the living room. Three spacious bedrooms await, a large kitchen with newer stainless steel appliances (2019 - stove and fridge), a rolling dishwasher & a sizable pantry. Indulge in a luxurious spa-like bathroom complete with a soaker tub, sleek large format white tiles for easy cleaning, stylish black fixtures, large storage cabinet, and a Bluetooth light, speaker, & exhaust, to change colors for your mood and play music or listen to your favorite podcast while you get ready to start your day! A finished attic serves as a versatile bonus space, carpeted for comfort (2020) and equipped with central HVAC. The basement houses laundry facilities for added convenience with a new dryer (2022). Both units feature Central HVAC & 2nd floor had all vents replaced (2021). Other updates include: 2nd floor water heater (2021), leaf guards in gutter on East side of property (2021), flood control system replaced (2021), & rear property entry door (2024). Ample street parking for guests and occupants - no parking permits required! Perfectly positioned just 0.5 miles from the Jefferson Park blue line, Metra, and bus hub, with quick access to expressway ramps, this property is a commuter's dream! Property is being sold AS IS as owners have lovingly maintained this property through the years. Don't miss the opportunity to make this your urban sanctuary! ******* HIGHEST AND BEST CALLED FOR BY TUESDAY, JUNE 25TH BY 7:30 pm *******

5685 W Goodman Street, Chicago

$595,000
5 Beds 3 Baths 12084103 MLS CLOSED Status
Welcome to this impeccably maintained duplex home located on a serene street in the heart of Jefferson Park. Owned and cared for by the same family for years, this property boasts a meticulously updated brick 2-flat with an additional garden apartment, offering both comfort and versatility. The first floor of this charming home features three spacious bedrooms, complemented by generously sized living and formal dining rooms, perfect for gatherings and everyday living. The modern, updated cabinet kitchen is a chef's delight, complete with granite countertops and stainless steel appliances, ensuring both style and functionality. Throughout the home, beautiful hardwood floors enhance the ambiance, while the tiled bathroom with a whirlpool tub adds a touch of luxury. Downstairs, the basement reveals three finished rooms, including a kitchen and bath, ideal for an extra in-law apartment or additional living space. Outside, a lovely yard provides a peaceful retreat, while a huge garage offers ample storage and parking convenience. With the owner covering gas and electric for the first floor and garden apartment, this property presents an excellent investment opportunity with potential for increased rental income. Don't miss the chance to own this well-appointed duplex home in a desirable location, where comfort, convenience, and potential await. Schedule your showing today and envision the possibilities of calling this place home.

4509 N Mason Avenue, Chicago

$430,000
5 Beds 2 Baths 11979418 MLS CLOSED Status
Nestled in the heart of Jefferson Park, this meticulously maintained brick 2-flat presents an exceptional investment opportunity. Boasting a prime location near the Blue Line and expressway access, this property features two 2-bedroom, 1-bathroom apartments, each with enclosed porches. The first-floor apartment features formal dining room, ideal for entertaining and enjoying family meals. Kitchens in both units have granite counters and dishwashers. In addition, apartments have beautiful hardwood floors throughout living areas and separate HVAC systems installed in 2020. Roof, gutters, downspouts, fascias, soffits, and porches have been replaced in 2012, providing peace of mind for years to come. Additional updates in 2012 include new windows, exterior doors, concrete sidewalk, electric panels, hot water heaters, flood prevention back-flow pump, drywall, appliances, and laundry facilities. A two-car garage provides convenient off-street parking for residents, with additional street parking available. Situated in Jefferson Park, this property offers easy access to public transportation. Proximity to the expressway offers added convenience for those who need to travel by car. With local amenities, parks, and schools nearby, this location has a vibrant neighborhood charm. Tenants pay all utilities. Gross income $34,800. Insurance $1,140, Water, sewer, trash around $240 per month. First floor Lease expires 06/30/24, second floor mtm. Short lot (114'), ideal for an owner looking for a minimal yard maintenance.

5349 N Lovejoy Avenue, Chicago

$690,000
5 Beds 5 Baths 12023144 MLS CLOSED 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 new HVAC systems, three new HW tanks, and three electrical CB boxes ensure comfort and efficiency. A spacious Laundry with side-by-side Speed Queen commercial coin 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 brand new roof, new front elevation, copper plumbing, updated electric, and vinyl windows. Motion lights illuminate the front and back staircases and common areas. Garage is new with 8-foot tall door. 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. Rents are estimated.

5831 N Miltimore Avenue, Chicago

$580,500
4 Beds 3 Baths 11999295 MLS CLOSED Status
Welcome to Jefferson Park and Edgebrook. Pride in ownership shines bright in this 2 flat with finished basement including a full bath. The building has been exceptionally well maintained by longtime owners. What an amazing location? Just outside of your front door is the forest preserve and trails that run from Gompers Park at the south all the way north to Bunker Hill and beyond. You have your pick of three different transit stations in walkable distance, including the Jefferson Park Station where you can pick up both Metra and the Blue Line. 1st and 2nd floor apartments are ready for occupancy and are two bedrooms with one full bath. The first floor apartment has a primary bedroom that offers an additional office space or if you prefer an incredibly large walk-in closet. The second floor is identical in layout minus the office space but offers a finished enclosed porch is accessible from the rear door of the apartment. The finished lower level could easily be converted to studio or 1 bedroom apartment as it already features a full bath. Outdoors includes manicured backyard with a home garden area and perennials. Per the seller, improvements to the building include new sidewalk 2023, new furnaces and air conditioning compressors 2021, updated bath on 1st floor 2021, windows 2011, roofs 2008. Nothing to do here, but move in. Welcome home!

5620 N Central Avenue, Chicago



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.