Chicago, IL Multifamily Homes & Duplexes for Sale

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  /46

  $1,419,990

  • 10 Beds
  • 8 Baths

  1928 W 21st St, Chicago, IL 60608

  Modern 4-Unit in the Heart of Pilsen | Fully Renovated | Turnkey Investment or Live-In Opportunity Exceptional, fully renovated and permitted 4-unit property in the vibrant Pilsen neighborhood. This classic Chicago brick building blends historic charm with modern finishes, offering four thoughtfully designed apartments - each with 2 full baths and in-unit laundry: two spacious 3-bedroom/2-bath

  Bryan Esenberg Built Chicago

  1928 W 21st St, Chicago, IL 60608
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  /22

  $739,900

  • 3 Beds
  • 3 Baths

  1202 W Huron St, Chicago, IL 60642

  Presenting 1202 W Huron St, a rare 3-unit multifamily property situated in the highly desirable River West neighborhood. This well-maintained building offers three expansive 1-bedroom, 1-bathroom + den units, each thoughtfully designed with modern updates, abundant natural light, and deep soaking tubs for a refined living experience. Whether you're an investor seeking a lucrative rental

  Jessica Macey Real Broker LLC

  1202 W Huron St, Chicago, IL 60642
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  /54

  $750,000

  • 8 Beds
  • 4 Baths

  5125 N La Crosse Ave, Chicago, IL 60630

  Drop in showing this Sunday (7/13/25) from 12:00 PM to 2:00 PM - don't miss this fantastic opportunity! Incredibly spacious and unique 2-flat with additional finished basement (in law unit), situated on an oversized 50' wide lot in the highly sought-after Jefferson Park/Forest Glen neighborhood. This property lives like a massive single-family home and offers tremendous versatility and income

  Julianna Gil Gil & Gil Group Corp.

  5125 N La Crosse Ave, Chicago, IL 60630
• 

  

  

  /23

  $240,000

  • 6 Beds
  • 2 Baths

  7042 S Carpenter St, Chicago, IL 60621

  Welcome to 7042 S Carpenter Street - A Solid Brick Two-Flat with Endless Potential! Nestled in a growing pocket of Chicago's Greater Englewood community, this classic brick two-flat is an ideal opportunity for owner-occupants and savvy investors alike. Each spacious unit features three bedrooms and one full bathroom, offering generous living space perfect for families or rental income The

  Nicole Wheatly EXIT Strategy Realty

  7042 S Carpenter St, Chicago, IL 60621
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  /25

  $800,000

  • 6 Beds
  • 3 Baths

  4652 N Magnolia Ave, Chicago, IL 60640

  TOTAL GUT REHAB. 2Bedrooms/1Bathroom/kitchen/Living Room on all 3 Floors Basement is unfinished and can be its own unit. The basement height is 6 ft appx. at it's highest point. The property also comes with a detached 2-car garage and fenced-in yard. Great uptown location on small 2 block run of Magnolia - close to the train, lake and shopping districts. Great rent potential and an area that is

  Ruqia Naqi Baird & Warner

  4652 N Magnolia Ave, Chicago, IL 60640
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  /37

  $365,000

  • 8 Beds
  • 8 Baths

  6455 S Marshfield Ave, Chicago, IL 60636

  Exceptional opportunity for investors. This Huge 2 Flat brick house includes an attached church/hall building that could easily be redeveloped. Parking lot fits 8-10 cars. Month to Month tenants bringing in a 4k monthly rent roll that could easily be increased. About 8 bedrooms with over 5 bathrooms in total. Full basement with loading dock. Endless possibilities, schedule your showing today!

  Maureen Chwarzynski Baird & Warner

  6455 S Marshfield Ave, Chicago, IL 60636
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  /22

  $2,199,999

  • 6 Beds
  • 6 Baths

  1420 W Fulton St, Chicago, IL 60607

  Fully occupied and completely renovated in 2015, this like-new historic brick 3-flat offers three identical 2 bed / 2 bath units with high-end finishes throughout. Features include quartz countertops, Bosch appliances, wine fridges, Kohler fixtures, wide-plank hardwood floors, Hunter Douglas blinds, fireplaces, in-unit laundry, and oversized Trex decks with gas hookups. Each unit is equipped with

  Jack Wiley Jameson Sotheby's International Realty

  1420 W Fulton St, Chicago, IL 60607
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  /25

  $400,000

  • 6 Beds
  • 4 Baths

  2322 S Trumbull Ave, Chicago, IL 60623

  RENOVATED Multi Unit! 1st Floor & 2nd Floor have the same layout; Formal Living Room & Dining Room with 2 Bedrooms. Garden Unit has 1n Bedroom. The Finished Attic also has one Bedroom. Lovely backyard and a 2 car garage. The rents are below market and should be higher. All Tenants are Month to Month.

  Jose Villasenor Realty of America, LLC

  2322 S Trumbull Ave, Chicago, IL 60623
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  /58

  $900,000

  • 8 Beds
  • 5 Baths

  2531 W Lyndale St, Chicago, IL 60647

  Stunning rehabbed legal 4-unit in the Heart of Logan Square/West Bucktown! This multi-unit building is currently operating as a rehabbed 3-unit with a legal, 4th unit that is currently an unfinished garden apartment. This very large building was recently beautifully rehabbed and features a very large, rear addition and huge rehabbed 1ST FLOOR UNIT SIMPLEX + 2 DUPLEXED UNITS ON THE 2ND & 3RD

  Derek Disera Compass

  2531 W Lyndale St, Chicago, IL 60647
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  /36

  $545,000

  • 9 Beds
  • 4 Baths

  3810 W Ohio St, Chicago, IL 60624

  OPEN SUNDAY 07/27 11-12. TERRIFIC INVERSTMENT HAS BECOME AVAILABLE! HUGE 3 UNIT BUILDING PLUS A FULL FINISHED BASEMENT. HIGHLY UP AND COMING HUMBOLDT PARK NEIGHBORHOOD, ONLY MINUTES FROM THE GARFIELD CONSEVAROTY/PARK. PROPERTY FEATURES ALL SEPARATE FORCED AIR HEATING, ALL SEPARATE UTILITIES, NEWER REAR PORCH, AND HUGE ALL CEMENTED REAR PARKING AREA FOR UP TO 4 CARS. LOW TAXES TO MAXIMIZE YOUR

  William Mombela PROSALES REALTY

  3810 W Ohio St, Chicago, IL 60624
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  /45

  $370,000

  • 5 Beds
  • 4 Baths

  2713 W 24th Place, Chicago, IL 60608

  Brick Two-Unit with Expansion Potential in Pilsen/Little Village! Situated in one of Chicago's most sought-after neighborhoods, this solid and recently updated brick two-flat offers both space and opportunity. The front unit includes 2 bedrooms, 1 full bath, and a bright, spacious kitchen. The rear owner's unit features 3 bedrooms, a formal dining room, hardwood floors, and a large kitchen with

  Alexander Soto Midwest Signature Properties Co

  2713 W 24th Place, Chicago, IL 60608
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  /37

  $649,900

  • 3,561 Sq Ft

  2539 S Sawyer Ave, Chicago, IL 60623

  Incredible 5 unit investment opportunity in exceptionally well maintained condition- 3 unit building in front, along with another 2 unit coach house, including on-sight laundry, in rear. Both buildings have plenty of unfinished attic space for potential ideas or projects. Each unit has their own water heater and furnace, 2 br 1 bath and move in ready. Rents can easily be much higher in the

  Andrew Aguilera You Properties LLC

  2539 S Sawyer Ave, Chicago, IL 60623
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  /13

  $89,900

  • 4 Beds
  • 2 Baths

  5307 S Emerald Ave, Chicago, IL 60609

  Great investment opportunity! Solid 2-unit building featuring two spacious 2-bedroom, 1 bath units, full basement, and 2 car detached garage. Perfect for investors or savvy buyer's looking to renovate and build equity. Great layout, strong rental potential, and located near schools, shopping, and public transportation. Being sold in as is condition. Please see agent remarks for offer submission

  Michael Olszewski Area Wide Realty

  5307 S Emerald Ave, Chicago, IL 60609
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  /25

  $880,000

  • 8 Beds
  • 4 Baths

  1943 N Whipple St, Chicago, IL 60647

  Palmer Square/Logan Square- This updated apartment building sits on an oversized extra deep lot in an A+ location right off the 606 Bloomingdale Trail just 3.5 blocks from Palmer Square, 2 blocks from Humboldt Park and just steps to the Blue Line "L", Logan Square Farmer's Market, and all the wonderful restaurants and shops this fantastic neighborhood has to offer. 1st and 2nd floor apartments

  Michael Hall Baird & Warner

  1943 N Whipple St, Chicago, IL 60647
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  /7

  $194,000

  • 6 Beds
  • 2 Baths

  537 W 61st Place, Chicago, IL 60621

  GREAT INVESTMENT OPPORTUNITY. FIRST FLOOR VACANT. upstairs unit rented for 1,000 looking to rent first floor unit for $1,450 3 bedrooms and a full bath on each unit. Basement is perfect for expanding great potential. Exterior has front porch. Property Sold AS IS!! SCHEDULE YOUR SHOWING

  Maricela Wilson Smart Home Realty

  537 W 61st Place, Chicago, IL 60621
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  /22

  $539,900

  • 6 Beds
  • 3 Baths

  157 N Leamington Ave, Chicago, IL 60644

  CLASSIC TOTALLY RENOVATED CHICAGO GREYSTONE 2FLAT!!! FEATURING 2 LARGE KITCHENS W/ QUARTZ COUNTERTOPS AND ISLAND/ ALL STAINLESS STEEL APPL'S / 3 BEDROOMS ON EACH FLOOR / 3 FULL BATHS / ENJOY THE CHARM OF HARDWOOD FLOORS THROUGHOUT / ALL NEW PLUMBING / NEW ELECTRIC / ALL NEW WINDOWS / ALL NEW HVAC W/ SEP HEATING / SEP ELECTRIC / SEPARATE UTILITIES / LARGE LAUNDRY ROOM / FULL FINISHED BSMT W/

  Maxine Dugar Charles Rutenberg Realty

  157 N Leamington Ave, Chicago, IL 60644
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  /22

  $315,000

  • 6 Beds
  • 2 Baths

  6239 S Bishop St, Chicago, IL 60636

  Two story building for a family or as an income property, located in West Englewood. Apartments were rehabbed in 2023. Currently no tenants. The building is located near public transportation and expressways. Ogden Park is just a five minute walk. Plenty of restaurants and stores nearby. The basement is unfinished but has plenty of space for a laundry room and storage.

  Jorge Lopez Charles Rutenberg Realty

  6239 S Bishop St, Chicago, IL 60636
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  /21

  $1,300,000

  • 10 Beds
  • 4 Baths

  600 N Pine Ave, Chicago, IL 60644

  A property truly like no other, step into timeless elegance and modern versatility with this extraordinary Queen Anne Victorian, thoughtfully converted into a sprawling 10-bedroom, 4-bathroom two-unit residence. Situated on a tree-lined street in Chicago's vibrant West Side, this one-of-a-kind property blends 19th-century charm with 21st-century comfort, perfect for multigenerational living or a

  Joseph Reyna Real People Realty

  600 N Pine Ave, Chicago, IL 60644
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  /48

  $850,000

  • 8 Beds
  • 4 Baths

  1940 N Monticello Ave, Chicago, IL 60647

  Welcome to 1940 N Monticello Ave - a beautifully renovated legal 2-flat with a non-conforming garden unit, located just steps from the 606 Bloomingdale Trail and all that Logan Square has to offer. This property is the perfect blend of vintage charm and modern convenience, featuring comprehensive updates from top to bottom. Each unit boasts stylish finishes, updated plumbing and electrical, newer

  Michael Scanlon eXp Realty

  1940 N Monticello Ave, Chicago, IL 60647
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  /37

  $315,000

  • 6 Beds
  • 4 Baths

  7741 S Indiana Ave, Chicago, IL 60619

  Wonderful opportunity to own good size 2-story all brick 2-flat in beautiful Grand Crossing Park area!!! The building itself features 3,688 SQF of living space plus additional 1,344 sqf in the basement. Both units have open living room - separate dining room - eat in kitchen - walk in pantry - 3 bedrooms & 2 full bathrooms. A remodeling job started at 2nd floor unit but still needs to be

  Petra Sestakova Anthony J.Trotto Real Estate

  7741 S Indiana Ave, Chicago, IL 60619
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  /8

  $465,000

  • 7 Beds
  • 3 Baths

  5919 S Indiana Ave, Chicago, IL 60637

  Ready to cash flow or house hack? This 2 flat in Washington Park is the property you've been looking for. First floor features a duplex down with 3 beds, 2 baths. top floor features 2 beds 1 bath. Both units have electric fireplaces, granite countertops, and in-unit laundry. Must see before its gone.

  Mauricio Lopez eXp Realty

  5919 S Indiana Ave, Chicago, IL 60637
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  /20

  $89,900

  • 4 Beds
  • 2 Baths

  12310 S Yale Ave, Chicago, IL 60628

  Incredible 2-unit investment opportunity in West Pullman. This property has been fully demoed, with a new roof, new entry doors, newer windows, most framing, and some plumbing completed. This property is just waiting for the right investor to swoop in and finish the job. Blueprints have already been obtained. BEING SOLD AS-IS.

  Alexandra Lewkowicz RE/MAX of Naperville

  12310 S Yale Ave, Chicago, IL 60628
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  /11

  $1,479,000

  • 8 Beds
  • 8 Baths

  4833 N Harding Ave, Chicago, IL 60625

  A BEAUTIFUL 4 UNIT NEWER CONSTRUCTION BUILDING BUILT IN 2017 ON A TREE LINED STREET FEATURING 4 SIMPLEX UNITS WITH 2 BEDROOMS AND 2 BATHS EACH PLUS DEN THAT CAN BE CONVERTED TO A 3RD BEDROOM. LARGE KITCHEN WITH SILE STONE . NEW STAINLESS STEEL APPLIANCES , IN UNIT WASHER AND DRYER. MASTER BATH WITH 2 VANITYS + HUGE 2ND BATH . CLOSETS GALORE , HARDWOOD FLOORS THROUGHTOUT THE 1ST,2ND AND 3RD

  Davis Peera EXIT Strategy Realty

  4833 N Harding Ave, Chicago, IL 60625
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  /2

  $320,000

  • 4 Beds
  • 3 Baths

  6523 S Evans Ave, Chicago, IL 60637

  Prime investment or owner occupant opportunity in the thriving Woodlawn neighborhood! Well-maintained, multi-unit building (2-Units) already a reliable income-generating property with tenants in place who are eager to remain. Separate utilities (gas and forced air), wrought iron fence, decorative fireplaces. The building offers excellent cash flow potential, making it an attractive option for

  Tanesha Pratt Coldwell Banker Realty

  6523 S Evans Ave, Chicago, IL 60637
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  /14

  $89,900

  • 4 Beds
  • 2 Baths

  1539 S Harding Ave, Chicago, IL 60623

  Redevelopment opportunity in the heart of North Lawndale on double lot. 1,936 square feet two story building featuring 2 bedrooms per unit. The property is fire damaged and fully gutted. There is an active court case on the property. Court docs and survey under additional info. North Lawndale is one of 10 priority communities selected as a part of the initial phase of Chicago's INVEST

  Adela Rus HomeSmart Connect LLC

  1539 S Harding Ave, Chicago, IL 60623
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  /18

  $369,900

  • 5 Beds
  • 3 Baths

  7544 S Sangamon St, Chicago, IL 60620

  Don't miss this fantastic opportunity to own a solid, brick 2-flat. Each unit features 2 bedrooms and 1 bath, with spacious layouts, separate living and dining rooms, hardwood floors, and a den. The second floor has been refreshed, including a full rehab of both charming sunporches-perfect for relaxing or working from home. The finished basement includes coin laundry and a 1-bedroom space that

  Anthony Kirkland Coldwell Banker Realty

  7544 S Sangamon St, Chicago, IL 60620
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  /10

  $460,000

  • 6 Beds
  • 3 Baths

  4226 W Ogden Ave, Chicago, IL 60623

  Ownership pride and joy. All plumbing and electrical updated very good condition, cash flow with no problems, fully occupied. Main floor and second floor are two bedrooms one bathroom plus laundry room. Third floor two bedroom and one bathroom and storage room that can easily be converted to a laundry room. Month to month tenants. 1st floor $1550 MTM, 2nd floor $1300 MTM,3rd floor $850 MTM long

  sinoe torres Home Sales Realty INC.

  4226 W Ogden Ave, Chicago, IL 60623
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  /47

  $750,000

  • 6 Beds
  • 3 Baths

  2909 N Hoyne Ave, Chicago, IL 60618

  Welcome to this well-maintained and stylishly updated 2-flat with additional non-conforming basement unit, perfectly positioned on a full 25x125 lot in the heart of West Lakeview-less than a block from Hamlin Park! This high-demand location is surrounded by million-dollar homes and offers unbeatable access to outdoor and urban amenities! Inside, this turnkey investment features a total of 6

  Leigh Marcus @properties Christie's International Real Estate

  2909 N Hoyne Ave, Chicago, IL 60618
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  /10

  $560,000

  • 8 Beds
  • 3 Baths

  1826 S Drake Ave, Chicago, IL 60623

  This beautiful well kept graystone building in the heart of NORTH LAWNDALE can be your's! New furnaces, central air, and a new roof are in place for your comfort and peace of mind. This property is located just 6 miles west of downtown Chicago. It's seated in an up and coming community where there is ongoing community development and enhancement projects occurring. Public transportation via train

  Elliott Taylor Jr Realty Plus

  1826 S Drake Ave, Chicago, IL 60623
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  /32

  $479,000

  • 7 Beds
  • 3 Baths

  4336 W Adams St, Chicago, IL 60624

  Gorgeous Greystone in Hot West Garfield! This unique 2 flat has just been rehabbed and boasts 7 bedrooms and 3 baths! The first floor has been duplexed to the basement with 2 bedrooms and a bath on each floor. Perfect for an owner's unit. Perfect investment for owner occupied, cash flow play, or related living! ! Too many upgrades to mention. Come check it out before it's gone!

  Ryan Cherney Circle One Realty

  4336 W Adams St, Chicago, IL 60624
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  /8

  $349,900

  • 9 Beds
  • 6 Baths

  8114 S Maryland Ave, Chicago, IL 60619

  Great opportunity in East Chatham for both first-time homeowners and experienced investors. This solid three-unit building offers plenty of upside, with each unit featuring three bedrooms and two bathrooms. It's a smart setup for house hacking where you can live in one unit and let the other two help cover the mortgage or simply add it to your rental portfolio and start generating income right

  James Mattz Keller Williams Preferred Rlty

  8114 S Maryland Ave, Chicago, IL 60619
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  /20

  $849,900

  • 5 Beds
  • 4 Baths

  1330 W Norwood St, Chicago, IL 60660

  Edgewater-Glen neighborhood! Nestled on a beautiful residential area. Wide lot! Same owner since the 70's. Split up to 4 units many years ago. Zoning cert is in and it is approved as a 4 unit. 2 studios on the first floor, (front & back) a large "owners" unit on the 2nd floor and a light nice attic unit. Modern plumbing, hot water heat. Low rents due to long time tenancy. We need notice to get

  Greg Viti Keller Williams ONEChicago

  1330 W Norwood St, Chicago, IL 60660
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  /2

  $189,999

  • 5 Beds
  • 2 Baths

  7142 S Lowe Ave, Chicago, IL 60621

  Nice affordable brick 2 flat on tree lined street. Featuring a 2 bedroom and a 3-bedroom unit. Hardwood flooring throughout living room, dining room, and bedrooms. The 2nd floor is in good condition, but the 1st floor and exterior of the property needs work. Once repaired, this building will generate good rental income. There is a full basement which is waiting for your expanded living ideas.

  Luis O. Rojas Turn Key Realty Solutions

  7142 S Lowe Ave, Chicago, IL 60621
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  /2

  $399,999

  • 8 Beds
  • 4 Baths

  1044 W 34th Place, Chicago, IL 60608

  This charming brick building presents a prime investment opportunity in the thriving Bridgeport area. What was once a 4-unit building has been completely gutted, providing you with a clean slate to bring your renovation ideas to life. Excellent location nearby expressways and a hop away from downtown. Don't miss out on this opportunity! Sold as-is.

  Ruby Park Coldwell Banker Realty

  1044 W 34th Place, Chicago, IL 60608
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  /32

  $220,000

  • 6 Beds
  • 5 Baths

  1019 E 93rd St, Chicago, IL 60619

  Add instant sweat equity to this solid brick 2 flat in Burnside This property offers spacious 3-bed, 1.5-bath units with sun-filled living rooms, eat-in kitchens with loads of storage and counter space, and spacious bedrooms. The property also includes a finished basement with an in-law suite. Prime location close to Metra and I-90 Expressway. Sold strictly as-is. No survey will be provided.

  Anthony Disano Parkvue Realty Corporation

  1019 E 93rd St, Chicago, IL 60619
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  /47

  $919,000

  • 8 Beds
  • 6 Baths

  4933 S Wabash Ave, Chicago, IL 60615

  Fully Gutted to the studs inside and out...all new; foundation floor, new steel support beams, sub flooring, and all major infrastructure! Enormous Units feature 1360 sq ft per unit; Fine finishes include Brazilian pecan solid hardwood flooring, quartz countertops, premium soft close cabinets, marble floor foyer, stunning bathrooms, accentuated master bedroom walls, energy efficient HVAC. Fully

  Lawrence Dunning Main Street Real Estate Group

  4933 S Wabash Ave, Chicago, IL 60615
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  /17

  $570,000

  • 6 Beds
  • 2 Baths

  6630 S Drexel Ave, Chicago, IL 60637

  Discover this beautiful, modern multi-unit property in Woodlawn! It offers three beautifully renovated bedrooms and a bathroom on each floor, all featuring brand-new interior and exterior updates. You'll love the new appliances, elegant quartz countertops, stylish Bluetooth light fixtures with dimmers, a spacious walk-in closet, and central air conditioning for comfort. The freshly laid sod,

  Veronica Odom Coldwell Banker Realty

  6630 S Drexel Ave, Chicago, IL 60637
• 

  

  /11

  $669,000

  • 6 Beds
  • 3 Baths

  6024 W Addison St, Chicago, IL 60634

  Fantastic investment opportunity to own a turnkey, income-producing property in the heart of Portage Park. This solid brick building features a legal two-flat plus a fully finished garden-level in-law apartment, offering excellent cash flow and flexibility for both investors and owner-occupants looking to decrease their mortgage expense by living in one unit and renting out the others. Located

  Dennis Degelmann Real 1 Realty

  6024 W Addison St, Chicago, IL 60634
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  /71

  $5,999,000

  5069 N Northwest Hwy, Chicago, IL 60630

  NEW CONSTRUCTION 14-unit boutique building located in booming Jefferson Park and built by an experienced builder with over ten years' experience building in the Chicagoland area. Built as a condo building, this property was finished to the highest quality, each 2-bed and 2 bath unit including quartz counters, stainless appliances, in-unit washer/dryer, garage parking, and private decks. Ideally

  Lawrence Dunning Main Street Real Estate Group

  5069 N Northwest Hwy, Chicago, IL 60630
• 

  

  /15

  $449,900

  • 3 Beds
  • 2 Baths

  6559 S Kilpatrick Ave, Chicago, IL 60629

  This meticulously maintained multi-unit property features two bedrooms and one bathroom on each level. The second floor offers a kitchen and a living room, while the first floor boasts a full kitchen, dining room, and living room. The exterior walls are constructed from durable brick, enhancing the building's longevity. This two-story structure provides ample space for family living.

  Andres Olaez Keller Williams ONEChicago

  6559 S Kilpatrick Ave, Chicago, IL 60629

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