Chicago, IL Multifamily Homes & Duplexes for Sale under $500,000

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  /146

  $449,900

  • 9 Beds
  • 6 Baths

  6331 S Throop St, Chicago, IL 60636

  Well-maintained 4-unit building with all units recently updated. Great opportunity to live in one unit and rent the others, or add to your investment portfolio. Exterior improvements include new windows and some tuckpointing. Each unit features updated kitchens with granite countertops, hardwood floors, new doors and trim, and modern bathrooms with ceramic tile. Freshly painted throughout. A

  

  David Hernandez

  Coldwell Banker Realty

  (773) 570-1041

  6331 S Throop St, Chicago, IL 60636
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  Explore Chicago

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  /29

  $474,000

  • 5 Beds
  • 3 Baths

  5443 S Nottingham Ave, Chicago, IL 60638

  DESIREABLE GARFIELD RIDGE. LEGAL 2 UNIT. 3 BEDROOM 1ST FLOOR. 2 BEDROOMS ON 2ND FLOOR. TOTAL 3 BATHROOMS WITH BATHROOM IN BASEMENT. BASEMNT IS FINISHED AND HAS KITCHEN. NEW BOILER 2023. NEW WATER HEATER 2022. GREAT FOR FAMILY ENTERTAINMENT OR STORAGE. NEWER GARAGE WITH PARTY DOOR TO FENCED BACKYARD. CLOSE TO SCHOOLS, SHOPPING., TRANSPORTATION, & AIRPORT.HOUSE IS BEING SOLD AS IS BUT HAS GREAT

  

  John Wanda

  Century 21 Circle

  (872) 349-8221

  5443 S Nottingham Ave, Chicago, IL 60638
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  /28

  $429,900

  • 7 Beds
  • 2 Baths

  6932 S Green St, Chicago, IL 60621

  Welcome to this beautifully updated multi-unit property in the heart of Englewood. Fully renovated in 2020, this home features gleaming hardwood floors throughout, updated kitchens, modern baths, and thoughtful finishes that blend comfort with style. Each unit offers spacious layouts filled with natural light, while the unfinished basement is a blank canvas with a roughed-in bathroom, perfect

  

  LaToya Moore

  Baird & Warner

  (312) 605-1908

  6932 S Green St, Chicago, IL 60621
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  /22

  $405,000

  • 7 Beds
  • 2 Baths

  4251 W Jackson Blvd, Chicago, IL 60624

  Welcome to Jackson. This solid brick 2-unit building features two spacious units - perfect for investors or multigenerational living. The first-floor unit offers 3 bedrooms and 1 full bath, currently leased to a reliable tenant. The second-floor unit, previously owner-occupied, boasts 4 bedrooms and 1 full bath with generous living space and natural light. Both units feature separate utilities

  

  Sohe Reyes

  Smart Home Realty

  (312) 681-7489

  4251 W Jackson Blvd, Chicago, IL 60624
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  /15

  $430,000 Pre-Foreclosure

  • 8 Beds
  • 4 Baths

  5729 S Michigan Ave, Chicago, IL 60637

  Maintained large exterior brick 3 flat in Washington Park Area, on a uniform block with original interior with lots of potential waiting for the right investor looking for value and appreciation. Each unit has large living rooms, dining rooms, large bedrooms with original hardwood floors throughout. 2nd and 3rd floors have seen minor renovations while leaving much of the original architectural

  Carleen Lewis eXp Realty

  5729 S Michigan Ave, Chicago, IL 60637
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  /34

  $499,900

  • 4 Beds
  • 3 Baths

  4130 N Mason Ave, Chicago, IL 60634

  Portage Park 2-flat on a quiet tree-lined street with brand new tear-off roof (September 2025). This well-maintained building features two spacious 2 bed/1 bath units, each offering a classic layout with a bright living room, separate dining room, hardwood floors, and central air. The first-floor unit boasts a cozy fireplace, and the second-floor kitchen was updated in 2017, adding modern

  Nancy Huetteman Redfin Corporation

  4130 N Mason Ave, Chicago, IL 60634
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  /40

  $485,000

  • 6 Beds
  • 3 Baths

  4907 W Walton St, Chicago, IL 60651

  Nestled in the Austin neighborhood of Chicago, this fully renovated two-unit building has been completely gutted and is being given brand new life. Everything is NEW - electrical, plumbing, insulation, flooring, fixtures, appliances, and more. The first-floor unit is duplexed into the basement, offering a total of four bedrooms and two full bathrooms with an average market rent of $2,400/month.

  James Salazar @properties Christie's International Real Estate

  4907 W Walton St, Chicago, IL 60651
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  /17

  $410,000

  • 9 Beds
  • 3 Baths

  4220 W Monroe St, Chicago, IL 60624

  Highly Desirable GREYSTONE Multi-Family in the Garfield Park community. This Move-In Ready 3-Unit features an almost identical layout on the 1st & 2nd floor, The 1st Floor offers a Wood-Burning Fireplace, both offering comfortable, spacious living spaces & well maintained. Close to parks & Public transportation. A great opportunity for 1st time Home buyers or investors seeking rental income.

  LaShonda Williams Living Well Realty Co.

  4220 W Monroe St, Chicago, IL 60624
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  /22

  $499,900

  • 7 Beds
  • 4 Baths

  8900 S Normal Ave, Chicago, IL 60620

  Extremely Rare Investment Opportunity in Auburn Gresham! Unlock the potential of this unique multi-parcel property - featuring 2 separate buildings, 2 garages, and 1 vacant lot, all included in one unbeatable package. This income-generating property offers: 3 Residential Units plus a non-conforming unit for additional rental income. Recently renovated interiors with brand-new kitchens,

  Lucas Alvarado Jr Ready Properties Inc

  8900 S Normal Ave, Chicago, IL 60620
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  /11

  $420,000

  • 8 Beds
  • 3 Baths

  4032 W Kamerling Ave, Chicago, IL 60651

  Prime Legal 3-Unit Multi-Family in West Humboldt Park! Excellent investment opportunity in the heart of West Humboldt Park! This fully legal 3-unit multi-family building offers strong rental income potential. Each unit features separate utilities, providing tenants with privacy and ease of management. The property has been well-maintained and provides strong rental income potential. Located

  Krystal Hudson EJC REAL ESTATE SERVICES

  4032 W Kamerling Ave, Chicago, IL 60651
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  /38

  $450,000

  • 4 Beds
  • 2 Baths

  6933 S Washtenaw Ave, Chicago, IL 60629

  A comprehensive sale memorandum/booklet, including full financial details, a full schedule of capital improvements, projected annual returns & analyses such as the property's cap rate, cash-on-cash, and IRR studies, is available to buyers upon request by contacting the listing agent. Pleased to present 6933 S Washtenaw Ave | Chicago, IL 60629 - This three-unit multifamily asset comprises a Total

  Manuel Torrejon-Regalado Keller Williams ONEChicago

  6933 S Washtenaw Ave, Chicago, IL 60629
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  /26

  $499,900

  • 8 Beds
  • 3 Baths

  6155 S Moody Ave, Chicago, IL 60638

  Great Investment!!! 3-Unit Property with Income Potential! Discover the perfect blend of income and opportunity with this well-maintained 3-unit property. Currently, one unit is leased to a reliable tenant, while the other two units are ready for immediate occupancy. This setup is ideal for both investors looking to maximize cash flow and owner-occupants who want to live in one unit while renting

  John Andres Direct Realty, LLC

  6155 S Moody Ave, Chicago, IL 60638
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  /7

  $499,900

  • 9 Beds
  • 6 Baths

  1554 S Homan Ave, Chicago, IL 60623

  Great Investment Opportunity in North Lawndale. Legal 3-unit building offering strong rental potential. Each spacious unit features 3 bedrooms and 2 bathrooms, including a primary suite with ensuite bath. Units are separately metered with gas heat and in-unit laundry. Rear parking provides 3 dedicated spaces. All three units are currently rented: two month-tomonth and one lease through 12/31.

  Chris Vasilakopoulos Baird & Warner

  1554 S Homan Ave, Chicago, IL 60623
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  /32

  $409,000

  • 2 Beds
  • 3 Baths

  2221 W 21st St, Chicago, IL 60608

  Discover a rare investment opportunity in Chicago's vibrant Pilsen neighborhood with this solid brick mixed-use building with central air (new condenser, 2023, and water heater too!). This versatile property is ideal for investors or owner-occupants seeking income-generating or multi-generational living space. The first floor offers a spacious, flexible area featuring a possible gallery, art

  Saretta Joyner Baird & Warner

  2221 W 21st St, Chicago, IL 60608
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  /34

  $487,000

  • 7 Beds
  • 3 Baths

  4400 W Cortez St, Chicago, IL 60651

  In the heart of Humboldt Park! This solid all-brick 2-unit offers nearly 3,000 sq.ft. of living space plus an additional 1,500 sq.ft. basement. The upper unit features 2 bedrooms, 1 full bath, and a full kitchen. The middle unit offers 3 bedrooms, 1 full bath, and a full kitchen, with direct access to the basement. The basement adds another 1,500 sq.ft. of living space with 2 additional bedrooms,

  Samuel Martinez Exit Real Estate Partners

  4400 W Cortez St, Chicago, IL 60651
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  /48

  $500,000

  • 7 Beds
  • 3 Baths

  4819 W Superior St, Chicago, IL 60644

  Prime investment opportunity awaits! Cash Flow!!! Located in a highly sought-after area, this solid brick two-unit property is being beautifully renovated and days away from move-in ready! Featuring a total of 7 bedrooms and 3 bathrooms, this immaculate, thoughtfully designed home offers ample space and versatility. Live in one unit and rent the other, or generate substantial rental income.

  Richard Harnik First Midwest Realty LLC

  4819 W Superior St, Chicago, IL 60644
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  /28

  $419,000

  • 6 Beds
  • 2 Baths

  5230 S Loomis Blvd, Chicago, IL 60609

  Complete Turnkey Newly Renovated 2-Unit property in New City! This stunning Cook County land bank 2-flat has been fully transformed into a modern, move-in-ready residence offering exceptional flexibility and style. Boasting 6 bedrooms and 2 bathrooms across both units, this property is ideal for owner-occupants seeking rental income or investors looking for a hassle-free addition to their

  Tatianna Barnett @properties Christie's International Real Estate

  5230 S Loomis Blvd, Chicago, IL 60609
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  /18

  $475,000

  10947 S King Dr, Chicago, IL 60628

  Proud to present the exclusive offering of 10947 S. King Drive, a six-unit multifamily property strategically located in Chicago, Illinois. This asset features six expansive two-bedroom, one-bathroom apartments, each averaging 1,400 square feet, for a total building size of 8,709 square feet. The property is offered at $475,000, representing an attractive basis of $79,167 per unit and $55 per

  Tony Hardy Keller Williams ONEChicago

  10947 S King Dr, Chicago, IL 60628
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  /25

  $401,800

  • 7 Beds
  • 3 Baths

  4923 N Pulaski Rd, Chicago, IL 60630

  Three-story building on an oversized double lot in Albany Park-just minutes from I-90/94, Metra, CTA, and other public transportation. REHAB NEEDED-perfect for investors or developers looking to renovate or redevelop. Utilities (electric, gas, and water) are connected, but water and heating systems require replacement. New copper water line was installed in 2023, providing a head start on the

  Jonathan Minerick Homecoin.com

  4923 N Pulaski Rd, Chicago, IL 60630
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  /21

  $500,000 Open Wed 10AM - 4PM

  • 6 Beds
  • 3 Baths

  4842 W Superior St, Chicago, IL 60644

  Impressive two-story multi-family in the highly sought after Austin Area which includes the adjacent lot (4844 W. Superior St.), featuring 3BR/1BA (Above Grade) on both the 1st and 2nd levels. A finished basement which boasts additional separate living quarters (in-law suite inspired) featuring two additional rooms, 1 bathroom and a kitchen which includes an exterior entrance to access the

  KOSHINA MOORE Baird & Warner

  4842 W Superior St, Chicago, IL 60644
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  /12

  $424,900

  • 5 Beds
  • 2 Baths

  435 N Leclaire Ave, Chicago, IL 60644

  PRICE TO SELL !!!!!!!!!! Attention buyers , investors! Beautifully renovated 2 flat on Chicago West side just minutes from Eisenhower X way and L Blue Line to the Loop and Austin. Shopping, schools, parks and all city conveniences within walking distance or minutes away.This spacious , bright and sunny 2 apartment building shines with all new exterior : windows, soffits, fascia , new roof and

  Leonel Segura Arc Red Inc Arc Realty Group

  435 N Leclaire Ave, Chicago, IL 60644
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  /17

  $424,900

  • 7 Beds
  • 2 Baths

  7835 S Carpenter St, Chicago, IL 60620

  WOW,PREPARE TO BE IMPRESSED WITH THIS STUNNING 2 UNITS HOME . FIRST FLLOR UNIT HAS 4 BEDROOMS SECON FLOOR HAS 3 BEDROOMS ,EACH UNIT HAS BEAUTIFUL BATHROOMS,HUGE KITCHENS WITH GRANITE COUNTER TOPS AND SS APPL.NEW DOORS AND ALL TRIMS,FRESHLY PAINTED.EACH UNIT HAS OWN LAUNDRY.

  Zofia Strzep Housecenter Realty,Inc.

  7835 S Carpenter St, Chicago, IL 60620
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  /20

  $420,000

  • 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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  /10

  $400,000

  • 8 Beds
  • 5 Baths

  7637 S Essex Ave, Chicago, IL 60649

  Owner occupied opportunity! Private off street parking. Refinished hardwood floors, granite countertops, large / LR / DR combo. 2 of the units have an additional 3/4 bath. Walking distance from public transportation. 5 min from the lake. Garden unit occupied. 1st floor actively being leased. 2nd floor vacant.

  Jayme Dominicak Jayme Dominicak

  7637 S Essex Ave, Chicago, IL 60649
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  /14

  $450,000

  • 5 Beds
  • 2 Baths

  5522 S Normandy Ave, Chicago, IL 60638

  LARGE 2 UNIT BUILDING WITH POTENTIAL FOR A 3RD/ FULL UNFINISHED BASEMENT EQUIPPED WITH ITS OWN ELECTRICAL METER/ 2 CAR GARAGE WITH ABUNDANT STORAGE ON TOP/ ROOF IS 5 YEARS OLD/ WELL MAINTAINED AND READY FOR TENANTS TO MOVE IN!

  Olympia Lopez SAPO LLC/OG REALTY

  5522 S Normandy Ave, Chicago, IL 60638
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  /61

  $489,000

  • 6 Beds
  • 4 Baths

  5125 S Elizabeth St, Chicago, IL 60609

  Beautifully updated and well-maintained, this frame 3-flat is a great opportunity for both investors and owner-occupants. The first and second floors each offer 2 bedrooms and 1 bathroom, while the spacious third floor features 3 bedrooms, 1 bathroom, and a large family room-perfect for additional living space or entertaining. All units have been updated with modern kitchens that include granite

  Ronald Ohr Avenue 1 Realty Group

  5125 S Elizabeth St, Chicago, IL 60609
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  /30

  $425,000

  • 6 Beds
  • 4 Baths

  817 W 51st Place, Chicago, IL 60609

  Beautifully Renovated 2-Flat in Englewood! This impeccably renovated property offers the perfect blend of modern comfort and investment potential. Each spacious unit features a chef's kitchen with quartz countertops, top-of-the-line stainless steel appliances, and sleek modern tile. Luxury vinyl plank flooring runs throughout, complemented by stylish bathrooms and cozy electric fireplaces in both

  Richard Lomax Fulton Grace Realty

  817 W 51st Place, Chicago, IL 60609
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  /18

  $429,000

  • 9 Beds
  • 4 Baths

  625 N Monticello Ave, Chicago, IL 60624

  Beautiful Humboldt Park Discounted 2-Flat. Unit 1 is duplexed W/ 6 bedrooms & 3 bathrooms. Unit 2 has 3 bedrooms 1 bathRm.Gorgeous kitchens w/granite countertops, and hardwood floors. Ceramic tile updated Bathrms .Separate Heating & Electric. 2 exterior parking spaces. RENTAL INCOME on 2nd fl. Property Sold "AS IS " Agents check Brokers Remarks . Property already discounted. Send POF , Send Offers

  Angel Morales Golden City Realty, Inc.

  625 N Monticello Ave, Chicago, IL 60624
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  /30

  $444,900

  • 6 Beds
  • 2 Baths

  4032 W Wilcox St, Chicago, IL 60624

  Welcome to this beautiful two-story Building!! Both floors incorporate spacious living and dining room areas with incredible lighting. You'll find yourself in a fully renovated bathroom with brand new flooring. First floor has two bedrooms and Second floor has 3 bedrooms. Remodeled kitchens which feature stainless steel appliances. In addition, the basement is unfinished for your Ideas. As you

  Rocio Rodriguez Solaris Enterprises Inc

  4032 W Wilcox St, Chicago, IL 60624
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  /17

  $450,000

  • 11 Beds
  • 3 Baths

  8942 S Baltimore Ave, Chicago, IL 60617

  Looking for a cash-flowing 3-unit? Look no more! This property was renovated in 2023 and has since been fully occupied by tenants and managed by a professional property management company. All it needs now is for you to put a little TLC back into the building from normal wear and tear. Property is AS-IS but in 2023 all new plumbing, electrical, and mechanicals. The property has two occupied units

  Pamela Mondane Coldwell Banker Realty

  8942 S Baltimore Ave, Chicago, IL 60617
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  /29

  $450,000

  • 4 Beds
  • 2 Baths

  1541 N Maplewood Ave, Chicago, IL 60622

  Prime Investment or Development Opportunity ready for your customization and renovation close to West Wicker Park/Bucktown! Located in one of Chicago's most vibrant neighborhoods, this two-unit property sits on a standard 25x125 lot and offers endless potential-whether you're looking to renovate, occupy, rent, or redevelop. Each of the two spacious units has its own separate meters, electric

  Tabitha Murphy Berkshire Hathaway HomeServices Chicago

  1541 N Maplewood Ave, Chicago, IL 60622
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  /25

  $499,000

  • 6 Beds
  • 4 Baths

  1302 W 98th Place, Chicago, IL 60643

  Rarely available! Nestled on a quiet block in the Washington Heights neighborhood, this lovely 4-unit brick building presents a remarkable opportunity for a savvy investor or homeowner! This income producing property features three 2-bedroom units, and one spacious 1-bedroom unit. One of the units has been recently renovated and the other units have long term, stable tenants in place! 3 out of 4

  Rashauna Scott Keller Williams ONEChicago

  1302 W 98th Place, Chicago, IL 60643
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  /35

  $449,900

  • 4 Beds
  • 2 Baths

  5108 W Wrightwood Ave, Chicago, IL 60639

  THIS CLASSIC CHICAGO BRICK TWO-FLAT FLAUNTS A GAMBREL ROOF, GIVING IT A DUTCH COLONIAL REVIVAL INFLUENCE, AND A SPACIOUS 2ND FLOOR LIVING SPACE. HISTORIC CHARM MEETS INVESTMENT POWER IN THIS SOUGHT-AFTER BELMONT CRAGIN NEIGHBORHOOD. BOTH UNITS FLAUNT RICH HARDWOOD FLOORING, BEAUTIFULLY UPDATED KITCHENS FEATURING 42" MAPLE CABINETS, GRANITE COUNTERTOPS, WALK-IN PANTRY, AND STAINLESS-STEEL

  The Galarza Team Century 21 New Beginnings

  5108 W Wrightwood Ave, Chicago, IL 60639
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  /45

  $449,900

  • 6 Beds
  • 2 Baths

  6806 S Rockwell St, Chicago, IL 60629

  Fantastic opportunity in the Chicago Lawn area! This solid brick 2-unit property offers spacious layouts in both apartments, each featuring a bright living room, kitchen with dining area, 3 bedrooms, and 1 full bath. Appliances include refrigerator, stove, and microwave for added convenience. The unfinished basement provides additional storage space and includes laundry hookups. A brand-new 2-car

  Jose Martinez RE/MAX Mi Casa

  6806 S Rockwell St, Chicago, IL 60629
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  /47

  $495,000

  • 9 Beds
  • 3 Baths

  6605 S Maryland Ave, Chicago, IL 60637

  Fully Rehabbed 2-Unit in Prime East Woodlawn! Welcome to this spacious two-unit building in East Woodlawn, near the University of Chicago and the Obama Presidential Center. Tons of new construction on Maryland Ave. The property has 9 bedrooms and 3 bathrooms, offering great living space and rental potential. Each unit has separate utilities. While there's no central air, both units have HVAC

  Phillip Younan Fulton Grace Realty

  6605 S Maryland Ave, Chicago, IL 60637
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  /38

  $500,000

  • 5 Beds
  • 3 Baths

  4229 N Kedzie Ave, Chicago, IL 60618

  Welcome to Albany Park! This charming 2-flat property is perfect for owner-occupants looking to generate rental income. The top unit features a spacious duplex-up layout with 3 bedrooms & 1.1 bathrooms. Top unit also offers updated kitchen cabinetry. The first-floor unit offers 2 bedrooms and 1 bathroom. Both units boast updated bathrooms, modern light fixtures, and beautifully refinished floors

  Loreal Urso Baird & Warner

  4229 N Kedzie Ave, Chicago, IL 60618
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  /25

  $489,900

  2900 W 25th Place, Chicago, IL 60623

  WITHIN WALKING DISTANCE TO THE VIBRANT 26TH STREET COMMERCIAL CORRIDOR THAT HOSTS ANNUAL FESTIVALS LIKE VILLAPALOOZA, AND EASY ACCESS TO LOCAL DINING, SHOPPING, PUBLIC TRANSPORTATION, AND SCHOOLS! ZONED AS B1-2, IT ALLOWS FOR SMALL BUSINESS START-UP ON THE GROUND UNIT TO ACCOMODATE THE NEIGHBORHOOD SHOPPING DISTRICT (WITH ALDERMANIC APPROVAL). PRESENTLY ACCOMODATING 7 UNITS WITH A RENT ROLL OF

  The Galarza Team Century 21 New Beginnings

  2900 W 25th Place, Chicago, IL 60623
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  /14

  $424,000

  • 7 Beds
  • 5 Baths

  38 W 78th St, Chicago, IL 60620

  Excellent Investment Opportunity in Chicago! This solid brick 3-unit building is a cash-flowing gem, perfect for both savvy investors and buyers ready to stop renting and start owning. The property features two spacious units with 3 bedrooms and 1.5 baths each, currently occupied with long-term, month-to-month tenants, providing immediate rental income. The lower-level unit includes 1 bedroom and

  Frank Montro Keller Williams Preferred Rlty

  38 W 78th St, Chicago, IL 60620
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  /30

  $475,000

  • 6 Beds
  • 3 Baths

  206 N Leamington Ave, Chicago, IL 60644

  Brick 2-Flat + Bonus Unit in Austin! Fully occupied and income-producing, this corner-lot property features two spacious 2BR units plus a finished 1BR garden apartment. The property sits on a corner lot with two separate PINS, fenced yard, and privacy landscaping that can be included for a packaged deal. Perfect for investors or owner-occupants looking to offset their mortgage. Prime location

  Keona Robinson Real People Realty

  206 N Leamington Ave, Chicago, IL 60644
• 

  

  /27

  $479,900

  • 9 Beds
  • 3 Baths

  4636 S Keating Ave, Chicago, IL 60632

  Introducing an exceptional multi-unit property in Garfield Ridge, featuring two well-appointed units along with a convenient in-law suite in the basement. The first-floor apartment boasts three spacious bedrooms and a modern bathroom, recently updated with new flooring, stylish lighting fixtures, and an elegant backsplash in the kitchen. Second floor is a 3 bed 1 bath that was updated in 2022.

  Erick Escobedo Realty of America, LLC

  4636 S Keating Ave, Chicago, IL 60632

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