Chicago, IL Multifamily Homes & Duplexes for Sale

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  /34

  $145,000

  Pending

  • 4 Beds
  • 2 Baths

  5308 S Bishop St, Chicago, IL 60609

  If you've been searching for a property where vision and hard work can make a difference, this one deserves a closer look. This classic brick 2-unit offers space, flexibility, and the chance to build value through repairs and improvements. Each unit features 2 bedrooms, 1 bath, living room, and formal dining room, providing layouts that continue to appeal to a variety of living arrangements. The

  

  Tamika Marks

  Trademarks & Associates

  5308 S Bishop St, Chicago, IL 60609
• Explore Chicago

• 

  

  

  /18

  $860,000

  $99K PRICE DROP

  • 11 Beds
  • 6 Baths

  1656 W Hollywood Ave, Chicago, IL 60660

  This remarkable building features a unique floor layout, with ample bedrooms and bathrooms. The property consists of two apartments, each with garden and in-law units. It offers plenty of storage space, a separate utility room, and a laundry area, along with rear parking availability. This property has great potential for investment and is conveniently located near shopping areas, restaurants,

  

  Maria Ortiz

  Kale Realty

  1656 W Hollywood Ave, Chicago, IL 60660
• 

  

  

  /23

  $299,900

  • 2 Beds
  • 3 Baths

  4158 S Campbell Ave, Chicago, IL 60632

  Property needs some work, SOLD As-Is. Zoning is RS-3 Large corner brick 2 story building with live work potential, second floor 2 bedroom w/den, one bath apartment, hardwood floor and wood trim thought out the whole unit, w/d hook-up installed and AC set up but not installed. Newer boiler heat. 1st floor FORMER TAVERN with original bar and tin ceilings, and two half baths. There is a former

  

  Melissa Stanley

  Baird & Warner

  4158 S Campbell Ave, Chicago, IL 60632
• 

  

  

  /19

  $189,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths

  7847 S Maryland Ave, Chicago, IL 60619

  Perfectly positioned in a residential neighborhood, use as an apartment upstairs with a business below, or, transform the current commercial space in to residential. Flexible building perfect for investment or personal use. Current use is a condo rental upstairs, hair salon and office (with separate hallway entrance) on first floor. Renters are on a month-to-month, both are long time tenants.

  

  Laraine Hanson

  Laraine Hanson

  7847 S Maryland Ave, Chicago, IL 60619
• 

  

  

  /36

  $495,000

  Pending

  • 7 Beds
  • 2 Baths

  441 N Leclaire Ave, Chicago, IL 60644

  Like New Construction on an Original Foundation Rare Extra-Wide Lot. A truly exceptional property, offering the appeal of brand-new construction all situated on an extra-wide lot. Thoughtfully re-imagined from top to bottom, every detail has been completed with **high-end finishes** and refined craftsmanship, delivering a home that is both sophisticated and functional. Each unit showcases a

  

  Sandy Ortiz-Ramirez

  Realty of America, LLC

  441 N Leclaire Ave, Chicago, IL 60644
• 

  

  /11

  $359,900

  Pending

  • 8 Beds
  • 3 Baths

  6927 S Hermitage Ave, Chicago, IL 60636

  Beautifully renovated Legal 2-flat plus non-conforming garden apartment in Englewood, ideal for owner-occupants or investors. Fully rehabbed in 2020, well maintained and updated throughout the years. Each spacious unit offers modern kitchens, updated baths, separate utilities and enjoy the convenience of on site free laundry plus a spare hook up should the new owner want a private laundry room

  

  Brandy Bell

  Baird & Warner

  6927 S Hermitage Ave, Chicago, IL 60636
• 

  

  /10

  $380,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath

  726 N Troy St, Chicago, IL 60612

  ***Prime ADU opportunity! Ideal for adding a garden unit and potential coach house, offering multiple income streams and strong value-add potential under Chicago's new ADU guidelines.*** Incredible opportunity for homeowners, investors, or developers First floor has been fully gutted - ready for your vision Second floor is currently occupied will be out by end of March. Located in a prime Chicago

  

  Araceli Montalvo

  Extreme Realty LLC

  726 N Troy St, Chicago, IL 60612
• 

  

  /12

  $399,000

  • 5 Beds
  • 2 Baths

  4421 W Monroe St, Chicago, IL 60624

  tbd

  

  Tiauna Perkins

  Byndom Estates Realty Group

  4421 W Monroe St, Chicago, IL 60624
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  /17

  $143,000

  • 1 Bath
  • 600 Sq Ft

  5320 N Sheridan Rd Unit 2110, Chicago, IL 60640

  This rare opportunity to own a well-priced condo in the desirable Metropolitan building in Chicago's vibrant Edgewater neighborhood. This cozy unit features a comfortable layout with plenty of natural light, a full bath, ample storage, and a galley kitchen - perfect for first-time buyers, investors, or anyone looking for an affordable city home. Residents enjoy a full suite of amenities including

  

  Cathy Wu

  AiHome Realty Group LLC

  5320 N Sheridan Rd Unit 2110, Chicago, IL 60640
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  /39

  $99,000

  $16K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  501 W 103rd St, Chicago, IL 60628

  Price improvement alert! This classic corner-lot multi-unit property is ready for its next chapter and offers plenty of space for buyers with vision, creativity, and renovation ideas. Whether you're exploring a long-term hold strategy, planning updates over time, or considering a full transformation, this property presents flexibility and room to grow. Each unit features 3 bedrooms, 1 bath,

  

  Tamika Marks

  Trademarks & Associates

  501 W 103rd St, Chicago, IL 60628
• 

  

  /31

  $699,000

  • 6 Beds
  • 2 Baths

  3000 N Mason Ave, Chicago, IL 60634

  You have been waiting for this! Amazing brick 2 flat with 3 beds and 1 bath on each floor PLUS unfinished basement that is ready for additional space/storage/income. Building features new windows, fresh tuck-pointing, brand new kitchens and baths, new flooring, fresh paint and trim, each unit has its own central heating and cooling plus detached 2 car garage. Location is perfect, close to

  

  Jerzy Mastalerczyk

  Real Broker LLC

  3000 N Mason Ave, Chicago, IL 60634
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  /50

  $509,900

  Pending

  • 6 Beds
  • 3 Baths

  1025 N Trumbull Ave, Chicago, IL 60651

  Spacious all-brick 2 flat featuring a fully finished garden-level unit, ideal for extended family living or generating additional rental income. Each unit offers 2 bedrooms and 1 bathroom, while Units 1 and 2 include a versatile bonus room perfect for a third bedroom, home office, or den. The first and second floor units are equipped with gas-forced air heating and central air conditioning for

  

  Rafay Qamar

  Real Broker LLC

  1025 N Trumbull Ave, Chicago, IL 60651
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  /20

  $489,000

  $10K PRICE DROP

  • 9 Beds
  • 3 Baths

  11146 S Vernon Ave, Chicago, IL 60628

  YOUR NEXT INVESTMENT IS HERE!! This updated 3 unit property features 3 bed/1bath in each unit. All units have identical layouts.

  

  Bill Eliopoulos

  Cosmos Realty Investors, Inc.

  11146 S Vernon Ave, Chicago, IL 60628
• 

  

  /19

  $560,000

  $10K PRICE DROP

  • 6 Beds
  • 2 Baths

  1232 S 51st Ave, Cicero, IL 60804

  Welcome to this beautifully fully rehabbed brick multi-unit offering space, versatility, and strong income potential. This thoughtfully renovated property features a bright, open layout with fresh paint, updated flooring, and contemporary fixtures throughout. The brand-new kitchen showcases sleek cabinetry, updated countertops, and modern appliances. 3 Spacious bedrooms in each unit that provide

  

  Jennifer Salgado

  Eden Properties Real Estate Group LLC

  1232 S 51st Ave, Cicero, IL 60804
• 

  

  /39

  $350,000

  • 6 Beds
  • 2 Baths

  7214 S Saint Lawrence Ave, Chicago, IL 60619

  ***Buyer Agents Read Broker Remarks***Click on the virtual tour and step into a beautifully reimagined, oversized brick two flat nestled in the heart of Chicago's historic Greater Grand Crossing neighborhood. Fully renovated in 2023, this majestic property blends timeless Chicago architecture with modern craftsmanship and thoughtful design. The building offers high efficiency heating and cooling

  

  Angel Rosales

  PROSALES REALTY

  7214 S Saint Lawrence Ave, Chicago, IL 60619
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  /76

  $550,000

  Pending

  927 W Cullerton St, Chicago, IL 60608

  Rare redevelopment or restoration opportunity in the heart of Pilsen. Property features two buildings on one lot. The front building consists of three stories plus a full basement and attic, with approximately 5,000+ square feet of building area. Property is being sold strictly AS-IS. STRICTLY CASH OFFERS ONLY. Building requires substantial rehabilitation and is best suited for experienced

  

  Yolanda Zapiain

  RE/MAX 10

  927 W Cullerton St, Chicago, IL 60608
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  /27

  $1,165,000

  Pending

  • 6 Beds
  • 2 Baths

  1331 W Norwood St, Chicago, IL 60660

  HIGHEST & BEST due Monday 6/1 at 1PM. Covered in lush ivy and overflowing with storybook charm, this iconic brick two-flat in Historic Edgewater Glen is unlike anything you've ever seen. Situated on an oversized 50-foot-wide lot with an expansive side yard and backyard, the home blends timeless Chicago architecture with beautifully curated interiors, abundant natural light, and incredible outdoor

  

  Kelly Johnson

  @properties Christie's International Real Estate

  1331 W Norwood St, Chicago, IL 60660
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  /35

  $485,000

  • 6 Beds
  • 2 Baths

  4351 W Maypole Ave, Chicago, IL 60624

  Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

  

  Edgar R. Guerrero

  REMAX Legends

  4351 W Maypole Ave, Chicago, IL 60624
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  /39

  $550,000

  $25K PRICE DROP

  • 12 Beds
  • 8 Baths

  5930 S King Dr, Chicago, IL 60637

  Prime Washington Park development opportunity offering scale, flexibility, and park-front exposure. Zoned RM-5, this property features an approximately 8,000 sq ft main building plus a coach house with three on-site garage spaces, presenting potential for 6-9 residential units (buyer to verify). The main building is fully gutted and ready for redevelopment, with bright garden-level units and

  

  Rafay Qamar

  Real Broker LLC

  5930 S King Dr, Chicago, IL 60637
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  /4

  $549,000

  4355 W Le Moyne St, Chicago, IL 60651

  Exceptional investment opportunity in the heart of Humboldt Park! This solid 5-unit building at 4355 W Le Moyne St is a rare find for investors, developers, or savvy buyers looking to add value. The property is currently fully vacant, offering a blank slate to design, renovate, and maximize rental income or pursue a condo conversion. The building requires renovation, but its strong bones and

  

  Israel Valadez

  Realty of America, LLC

  4355 W Le Moyne St, Chicago, IL 60651
• 

  

  /32

  $385,000

  • 5 Beds
  • 2 Baths

  6018 S Sangamon St, Chicago, IL 60621

  Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops,

  

  David Schatz

  Compass

  6018 S Sangamon St, Chicago, IL 60621
• 

  

  /15

  $599,900

  Pending

  • 6 Beds
  • 2 Baths

  4036 N Austin Ave, Chicago, IL 60634

  Hot Portage Park Opportunity! Exceptionally well-maintained brick 2-flat situated on an oversized lot in a prime location close to shopping, dining, parks, public transportation, and more. Each spacious unit features 3 bedrooms, hardwood floors throughout, freshly painted interiors, central air conditioning, and generously sized rooms. Enjoy king-sized primary bedrooms, large eat-in kitchens, and

  

  Thomas Gibbons

  FairGreen Real Estate LLC

  4036 N Austin Ave, Chicago, IL 60634
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  /4

  $619,000

  • 6 Beds
  • 3 Baths

  2251 N Sawyer Ave, Chicago, IL 60647

  Attention Investors and Live-In Owners! Rare opportunity to own a full brick and stone 2-unit multifamily property with a finished basement in the heart of Logan Square. Situated on an oversized lot, the building features a 3-bed/1-bath unit, a 2-bed/1-bath unit, and a finished basement with additional living space and a full bath, offering excellent potential for a future duplex-down conversion.

  

  Michael Sorensen

  Chicagoland Brokers, Inc.

  2251 N Sawyer Ave, Chicago, IL 60647
• 

  

  /18

  $1,299,000

  • 4 Beds
  • 5 Baths

  2127 N Winchester Ave, Chicago, IL 60614

  Exceptional investment opportunity in Chicago's Bucktown neighborhood. This fully rented three-unit walkup offers strong income potential and modern finishes throughout, making it an ideal addition to any investor's portfolio. The property consists of two 1-bedroom, 1-bathroom units and a spacious 2-bedroom, 2.5-bathroom duplex owner's unit. All three apartments feature stone countertops,

  

  Erik Schwab

  Corcoran Urban Real Estate

  2127 N Winchester Ave, Chicago, IL 60614
• 

  

  /28

  $849,000

  Pending

  • 10 Beds
  • 4 Baths

  2527 W Argyle St, Chicago, IL 60625

  Two buildings. 4 units total plus basement. Main building is 3,000 square feet plus basement and has both units occupied. 3 bed, 1 bath in each unit. Full basement (in law). Back building has 2 units, 2,360 square feet and is completely vacant. Condition unknown. In need of major rehab.

  

  Niko Tsichlis

  Midland Realty Group

  2527 W Argyle St, Chicago, IL 60625
• 

  

  /35

  $449,000

  Pending

  • 5 Beds
  • 4 Baths

  3645 S Wood St, Chicago, IL 60609

  Welcome to a solid, well-maintained brick two-flat in the heart of McKinley Park. Ideal for owner-occupants, investors, or extended families, each unit offers spacious living rooms and generous bedrooms. Enjoy added finished living space with a full basement-perfect for rec space or an in-law suite-and a finished attic for storage or creative use. A gated rear parking pad accommodates up to three

  

  Evan Peng

  Landmark & Property Group, Inc

  3645 S Wood St, Chicago, IL 60609
• 

  

  /23

  $930,000

  Pending

  • 9 Beds
  • 6 Baths

  6500 S Ingleside Ave, Chicago, IL 60637

  Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building

  

  Richard Lomax

  Fulton Grace Realty

  6500 S Ingleside Ave, Chicago, IL 60637
• 

  

  /21

  $280,000

  Pending

  • 5 Beds
  • 2 Baths

  307 E 136th Place, Chicago, IL 60827

  A charming, recently refreshed 2-flat frame property offering versatility for both homeowners and investors. With 5 total bedrooms and 2 full bathrooms, each unit delivers a comfortable, functional layout ideal for long-term living or steady rental income. The first-floor unit features 3 well-proportioned bedrooms and 1 bath, providing ample space for families or reliable tenants. The

  

  Ericka Taylor

  Coldwell Banker Realty

  307 E 136th Place, Chicago, IL 60827
• 

  

  /12

  $849,000

  • 14,841 Sq Ft

  5410 S Indiana Ave, Chicago, IL 60615

  Nestled in the heart of Chicago's rapidly growing Washington Park neighborhood, this fully occupied, six-unit building offers a blend of stable cash flow and exceptional future potential. Located near the University of Chicago and the expansive Washington Park, this property is positioned to benefit from the area's ongoing development, including the future Obama Presidential Center. With property

  

  Paul Frischer

  Berkshire Hathaway HomeServices Chicago

  5410 S Indiana Ave, Chicago, IL 60615
• 

  

  /27

  $275,000

  Pending

  • 6 Beds
  • 2 Baths

  7948 S Drexel Ave, Chicago, IL 60619

  Well-maintained brick 2-flat located in the desirable East Chatham. Each unit features 3 spacious bedrooms and 1 full bath, offering comfortable living space for owners or tenants alike. The finished basement is duplexed, providing additional living space - perfect for extended family, recreation, or added rental potential. Enjoy rear parking with space for 2 cars and convenient access to

  

  Rafay Qamar

  Real Broker LLC

  7948 S Drexel Ave, Chicago, IL 60619
• 

  

  /4

  $430,000

  • 6 Beds
  • 4 Baths

  Unlisted Address

  North Lawndale 2 unit built in 2008 and renovated in 2019 is currently being offered at $430,000. This property is perfect for the owner occupied landlord or investor looking to add to their rental portfolio. The first floor unit has a master en suite with a full bath . Open floor concept where the dining room and kitchen align. The first floor is also duplexed to the basement where the family

  

  Tiauna Perkins

  Byndom Estates Realty Group

  Unlisted Address
• 

  

  /32

  $450,000

  Pending Pre-Foreclosure

  • 8 Beds
  • 3 Baths

  8841 S Muskegon Ave, Chicago, IL 60617

  Step into a standout investment opportunity with this 3-unit building perfect for investors or owner occupants! Completely rehabbed in 2023, this property offers the perfect mix of modern upgrades and strong income potential including all-new electrical and plumbing systems, stylish kitchens and bathrooms, stainless steel appliances, and classic hardwood flooring throughout. The building includes

  

  Stephen Taylor

  HomeSmart Realty Group

  8841 S Muskegon Ave, Chicago, IL 60617
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  /6

  $375,000

  $25K PRICE DROP

  • 7 Beds
  • 3 Baths

  8039 S Marquette Ave, Chicago, IL 60617

  Great investment opportunity at 8039 S Marquette! This solid 3-unit building offers strong income potential with each unit featuring its own separate heating system-an attractive benefit for both owners and tenants. The property includes three spacious units with functional layouts and ample natural light. While some updating is needed, this presents the perfect opportunity to add value and

  

  Tammy Jackson

  KM Realty Group, LLC

  8039 S Marquette Ave, Chicago, IL 60617
• 

  

  /3

  $599,900

  • 4 Beds
  • 3 Baths

  1636 W Augusta Blvd, Chicago, IL 60622

  HOT property, East Ukraine Village. Walking distance from Wicker Park, Blue Line, schools, shopping, restaurants and minutes from downtown. THE neighborhood to build in.

  

  Caesar Skiba

  Landmark Realtors

  1636 W Augusta Blvd, Chicago, IL 60622
• 

  

  /38

  $359,900

  Pending

  • 4 Beds
  • 2 Baths

  1226 W 77th St, Chicago, IL 60620

  This brick 2 flat that has been well-maintained and loved by a long term owner features a full unfinished basement, backyard, and 2-car garage in a convenient location adjacent to a playground. Each unit features central air, updated windows, large bedrooms, formal dining room and newer furnaces. Unit 2 is occupied by a stable tenant, while Unit 1 is vacant and move-in ready with new appliances

  

  Chris Weichselbaum

  Fulton Grace Realty

  1226 W 77th St, Chicago, IL 60620
• 

  

  /28

  $435,000

  Pending

  • 8 Beds
  • 3 Baths

  6217 S Seeley Ave, Chicago, IL 60636

  Come check out this beautifully updated building in the heart of West Englewood. The top two floors offer 3 bedrooms and 1 bathroom, while the garden unit is equipped with 2 bedrooms and 1 bathroom. The entire building was rehabbed in 2021 and is ready to produce for its next owner. Current tenants are month to month. Furnaces, water heaters, plumbing and electrical all updated in 2021. Two car

  

  Darren Allen

  Real Broker LLC

  6217 S Seeley Ave, Chicago, IL 60636
• 

  

  /27

  $499,999

  Pending

  • 5 Beds
  • 2 Baths

  4508 W Congress Pkwy, Chicago, IL 60624

  Fully Renovated Turnkey 2Unit with Expansion Potential! Welcome to 4508 W Congress Parkway, a rare opportunity to own a completely renovated, movein ready multiunit property completed with full cityapproved permits and quality craftsmanship throughout. This building has been fully gutted to the studs and rebuilt with all new major systems, including a new roof, HVAC, plumbing, electrical, and

  

  Victoria Waliczek

  Coldwell Banker Realty

  4508 W Congress Pkwy, Chicago, IL 60624
• 

  

  /25

  $360,000

  Pending

  • 4 Beds
  • 2 Baths

  8213 S Indiana Ave, Chicago, IL 60619

  Presenting an opportunity to create the next chapter for this classic brick 2 unit in Chatham! Whether you're looking to expand your portfolio, create a multi-generational living setup, or explore owner-occupant possibilities, this property offers flexibility, space, and long-term potential all in one address. Each unit features 2 bedrooms and 1 bath, including one bedroom with a generously sized

  

  Tamika Marks

  Trademarks & Associates

  8213 S Indiana Ave, Chicago, IL 60619
• 

  

  /40

  $1,199,000

  • 4 Beds
  • 4 Baths

  1024 W 18th Place, Chicago, IL 60608

  Welcome to this rare double lot gem in the heart of Pilsen-featuring two updated units with exceptional versatility and strong investment potential. This well-maintained property blends modern upgrades with the charm and energy of one of Chicago's most vibrant neighborhoods. A brand-new roof was installed in June 2025. Each unit offers its own distinct style, making it ideal for multigenerational

  

  Lizette Esparza

  Smart Home Realty

  1024 W 18th Place, Chicago, IL 60608
• 

  

  /20

  $330,000

  Pending

  • 6 Beds
  • 2 Baths

  4548 S Justine St, Chicago, IL 60609

  Welcome to this 2-flat in the heart of Chicago's growing Back of the Yards neighborhood! Whether you're an owner-occupant or an investor seeking strong rental potential, this versatile property checks all the boxes. The first-floor unit features 3 bedrooms, a bright living room, formal dining room, full bathroom, kitchen, and central heating. The expansive second-floor unit is duplexed to the

  

  Izzy Corona

  Premiere Realty Group Inc

  4548 S Justine St, Chicago, IL 60609

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