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Multifamily Homes & Duplexes for Sale in 60637

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  • /8

    $400,000

    • 6 Beds
    • 2 Baths

    6621 S Marquette Dr, Chicago, IL 60637

    Renovated Two-Unit Greystone in West Woodlawn! This classic Chicago Greystone features two spacious 3 bed, 1 bath units, each updated with hardwood floors, stainless steel appliances, countertops, and modern finishes. Renovated in 2024 before the current tenants moved in. Underground plumbing replaced and updated in 2023 from the building to street. The unfinished basement offers potential for a

    Agent Photo

    Devin Burks

    @properties Christie's International Real Estate

    (312) 815-2038

    6621 S Marquette Dr, Chicago, IL 60637
  • /31

    $769,000

    • 11 Beds
    • 5 Baths

    5943 S Indiana Ave, Chicago, IL 60637

    Timeless Greystone 3 flat building is now available for you in RED HOT Washington Park neighborhood of Chicago. As the owner, you have the flexibility of living in the top floor unit while collecting stable market rents from the tenants on first and second floor, or rent the top floor unit and max out your income!!! Hardwood floors THROUGHOUT each unit. First floor unit is a Duplex down and

    Agent Photo

    John Wright

    Keller Williams Premiere Properties

    (312) 997-5039

    5943 S Indiana Ave, Chicago, IL 60637
  • /2

    $549,900

    5612 S King Dr, Chicago, IL 60637

    9+ Cap Rate in Woodlawn Neighborhood across the street from Washington Park and the Park District! Multi Unit building owned by sellers for almost 70 years. Invest in your future! Real estate!

    Agent Photo

    Kimberly Chase-Harding

    Berkshire Hathaway HomeServices Chicago

    (312) 820-9459

    5612 S King Dr, Chicago, IL 60637
  • /15

    $430,000

    • 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
  • /20

    $575,000 Open Sat 1PM - 2:30PM

    • 10 Beds
    • 4 Baths

    1533 E 65th Place, Chicago, IL 60637

    Welcome to this exceptional 2-flat property with a non-conforming garden apartment, ideally located on an oversized lot in East Woodlawn and surrounded by new construction. This versatile property features a total of 10 bedrooms and 3.5 bathrooms across three units, offering incredible potential for owner-occupants or investors. The first-floor unit includes 3 bedrooms and 1 bathroom, freshly

    Chandra Shealey North Clybourn Group, Inc.

    1533 E 65th Place, Chicago, IL 60637
  • /16

    $385,000

    • 6 Beds
    • 2 Baths

    6660 S Michigan Ave, Chicago, IL 60637

    Welcome Home to this Beautiful Multiunit. This charming and spacious property offers 6 bedrooms and 2 full bathrooms, perfect for extended families, house hacking, or savvy investors looking for strong rental potential. Each unit has been thoughtfully updated with brand new cabinets, gleaming granite countertops, custom light fixtures, and stainless steel appliances that add a modern touch to

    Anna Comer HomeSmart Realty Group

    6660 S Michigan Ave, Chicago, IL 60637
  • /32

    $185,000

    • 9 Beds
    • 3 Baths

    6810 S Indiana Ave, Chicago, IL 60637

    Unlock the full potential of this 3-unit apartment building primed for a full gut rehab. Each spacious unit features 3 bedrooms and 1 bathroom, large living rooms with original decorative fireplaces, and open kitchen/dining room layouts. A brand new rear porch has already been constructed, and each unit is designed to include in-unit laundry. The heavy lifting has been started-plumbing and

    Michael Scanlon eXp Realty

    6810 S Indiana Ave, Chicago, IL 60637
  • /38

    $2,250,000

    6555 S King Dr, Chicago, IL 60637

    Take this opportunity to own a solid brick, 24 unit walk-up apartment building with a very desirable unit mix of all 2bed/1bath units. This property is located in the W. Woodlawn area, and was gutted down to the bricks and completely renovated just a few years ago. In addition to a new roof, new copper plumbing, new electrical, and new gas lines for the building, every unit was rehabbed with

    David McLennan Pearson Realty Group

    6555 S King Dr, Chicago, IL 60637
  • /20

    $314,900

    • 8 Beds
    • 3 Baths

    6948 S Eberhart Ave, Chicago, IL 60637

    Two unit is excellent condition and fully occupied is waiting for its new owner. Premium property in the Greater Grand Crossing community on quiet block. Unit 1 is duplexed down 5 bed 2 baths. Unit 2 is 3 bed 1 bath. Rent is below average for the market. Some notice needed to show - please do not disturb occupants.

    Lisa Foster @properties Christie's International Real Estate

    6948 S Eberhart Ave, Chicago, IL 60637
  • /2

    $700,000

    • 7 Beds
    • 6 Baths

    1526 E 65th Place, Chicago, IL 60637

    Excellent investment opportunity in the thriving Woodlawn community! This well-constructed, three-unit brick building presents significant potential for investors or homeowners interested in generating rental income. Unit 1 features two bedrooms and two bathrooms; Unit 2 offers two bedrooms and two bathrooms; and Unit 3 includes three bedrooms and one bathroom, providing flexible living

    Stephon Walker Compass

    1526 E 65th Place, Chicago, IL 60637
  • /29

    $595,000

    • 5 Beds
    • 4 Baths

    6604 S Langley Ave, Chicago, IL 60637

    Welcome to Woodlawn! This beautifully renovated grey stone building offers the perfect blend of classic charm and modern living. The property features two thoughtfully designed units, making it ideal for a multi-generational setup, rental income, or as a spacious primary residence. The building has been equipped with all new mechanicals, roof and windows. The first unit is a stunning duplex-up,

    Teneshia Brass Premier Midwest Realty, INC

    6604 S Langley Ave, Chicago, IL 60637
  • /29

    $549,000

    • 8 Beds
    • 3 Baths

    6816 S Champlain Ave, Chicago, IL 60637

    Calling All Owner-Occupiers and Turnkey Investors looking for high rent potential. Come see this newly renovated duplex down 2 Flat in the HOT Woodlawn area teeming with new development. The building consist of a 1st floor duplex down unit with 5 bedrooms, 2 baths and a laundry room. The 2nd floor unit has 3 bedrooms and 1 bathroom. With stainless steel appliances, central heat and AC, 2-car

    Darvel Desroches 1804 Realty Group LLC

    6816 S Champlain Ave, Chicago, IL 60637
  • /23

    $240,000

    • 5 Beds
    • 3 Baths

    7129 S Prairie Ave, Chicago, IL 60619

    Unlock the potential in this legal 2-flat located in the heart of Greater Grand Crossing. This solid-brick building has great bones and is ready for your vision. Both units offer spacious layouts and original character waiting to be restored. This is an as-is sale, ideal for seasoned investors or buyers utilizing a renovation loan. The basement presents the opportunity to create a third unit.

    Jakeshia Thomas Blue Door Dave Inc

    7129 S Prairie Ave, Chicago, IL 60619
  • /11

    $365,000

    • 5 Beds
    • 2 Baths

    Unlisted Address

    This renovated grey stone two-unit residence is a rare find, blending the grace and grandeur of historic architecture with the comfort and efficiency of modern upgrades. From granite countertops and solid wood cabinets to hardwood floors and energy-saving windows, every detail has been considered for today's lifestyle. The formal dining rooms and enclosed porches expand your options for living

    April Troope TADD Realty

    Unlisted Address
  • /18

    $309,900

    • 5 Beds
    • 2 Baths

    1229 E 71st St, Chicago, IL 60619

    AMAZING INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! THIS VACANT TWO-FLAT BUILDING IS READY FOR ITS NEXT CHAPTER-PERFECT FOR A SAVVY INVESTOR OR FIRST-TIME HOME BUYER LOOKING TO LIVE IN ONE UNIT AND RENT THE OTHER! CONVENIENTLY LOCATED NEAR RETAIL AND TRANSPORTATION, THIS SOLID BRICK 2-FLAT FEATURES A TOTAL OF 5 BEDROOMS AND 2 FULL BATHS, SITUATED ON A FULLY FENCED LOT WITH FRONT AND BACK YARDS, AN

    Daniel Walsh Prime Real Estate Group Inc

    1229 E 71st St, Chicago, IL 60619
  • /49

    $399,000

    6049 S Champlain Ave, Chicago, IL 60637

    Turnkey SRO Investment Opportunity in Charming Greystone! Discover a long-established Single Room Occupancy (SRO) greystone property, thoughtfully managed by the current owner. Featuring 8 rooms across what appears to be a 2-unit structure with a finished basement, it has served senior tenants with distinction for years. Why this property stands out: High demand: SROs offer affordable

    David Thomas Blue Door Dave Inc

    6049 S Champlain Ave, Chicago, IL 60637
  • /14

    $854,000

    • 9 Beds
    • 6 Baths

    6349 S Maryland Ave, Chicago, IL 60637

    Set in exceptionally well-located Woodlawn on the confluence of Hyde Park walking distance to University of Chicago Campus. Built New 2022 Developer Owned and Operated. Expansive footprint, 3 flats all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Engineered floors, Fireplace, Curated Gallery of

    Karen Biazar North Clybourn Group, Inc.

    6349 S Maryland Ave, Chicago, IL 60637
  • /29

    $525,000

    • 14 Beds
    • 4 Baths

    6601 S St Lawrence Ave, Chicago, IL 60637

    Multi-unit investment property with strong upside. The building includes 4 units: two with 3 bedrooms and two with 4 bedrooms, totaling 14 beds and 4 full baths. Three units are occupied; one is vacant. AS IS sale. Cosmetic improvements will be needed. Estimated ARV in the area is around $750K, making this a solid option for those looking to build equity.

    Sherita Owens Keller Williams ONEChicago

    6601 S St Lawrence Ave, Chicago, IL 60637
  • /55

    $625,000

    • 12 Beds
    • 6 Baths

    6139 S King Dr, Chicago, IL 60637

    Welcome to 6139 S King Dr, a well-maintained and recently updated 3-unit building located in the vibrant and growing Woodlawn neighborhood. This solid property features new appliances throughout, with recent maintenance and improvements that make it ideal for both investors and owner-occupants. The garden unit has been completely remodeled and now includes brand-new appliances and furnace,

    Fernando Rocha Jr. RE/MAX LOYALTY

    6139 S King Dr, Chicago, IL 60637
  • /17

    $475,000

    • 5 Beds
    • 3 Baths

    6419 S Kenwood Ave, Chicago, IL 60637

    Excellent investment opportunity in prime East Woodlawn location! Just blocks from the future Obama President Center, this well-maintained property offers strong potential in one of Chicago's fastest growing neighborhoods. The upper level duplex features a spacious 3 bedroom, 2 bath layout, perfect for owner occupants or higher rental income. The first floor walk-in unit includes 2 bedrooms and 1

    Joy Gilbert Century 21 Universal

    6419 S Kenwood Ave, Chicago, IL 60637
  • /18

    $340,000

    • 6 Beds
    • 2 Baths

    6130 S Rhodes Ave, Chicago, IL 60637

    Calling all investors to this great location in hot West Woodlawn. 2 unit with garden apartment. generous bedroom sizes. Graystone with separate utilities and rear parking. Within walking distance to the University of Chicago. Great block shows pride in ownership. Long term tenant on the first floor. Units are in good shape with minor maintenance. Garden unit was 3 bedrooms, 2 bathrooms and

    Evelyn Woods Coldwell Banker Realty

    6130 S Rhodes Ave, Chicago, IL 60637
  • /32

    $300,000

    • 6 Beds
    • 2 Baths

    6646 S Wabash Ave, Chicago, IL 60637

    Don't miss out on this 2-flat on a quiet block. 1st floor is vacant and ready for owner occupancy or a rental tenant.

    Bruce Stafford Infiniti Properties, Inc.

    6646 S Wabash Ave, Chicago, IL 60637
  • /22

    $325,000

    • 5 Beds
    • 2 Baths

    7053 S Eberhart Ave, Chicago, IL 60637

    This well maintained two-unit is perfect for someone who is looking to owner occupy or for an investor looking to add to their rental portfolio. The first floor unit was updated in 2022 with new flooring, bathroom, kitchen and appliances. First floor is vacant and move-in ready! Second floor unit consists of hardwood floors which are in great shape, updated kitchen and baths along with stainless

    Delane Mclurkin Kale Realty

    7053 S Eberhart Ave, Chicago, IL 60637
  • /23

    $575,000

    • 7 Beds
    • 2 Baths

    6111 S Eberhart Ave, Chicago, IL 60637

    Woodlawn is one of Chicago's hottest neighborhoods, and it is only going to get hotter as The Obama Presidential Library gets slated for completion in 2026! This all brick, legal 2-unit building is very well-maintained and it is in an excellent location! This property has two solid strategies. First, you can live in one unit and rent out the other unit; and, in the future, you can even create

    Peter Drossos Peter Drossos Real Estate

    6111 S Eberhart Ave, Chicago, IL 60637
  • /25

    $599,900

    • 12 Beds
    • 4 Baths

    5942 S Calumet Ave, Chicago, IL 60637

    Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor looking for a great return on their investment. Fully occupied 3 unit Greystone. Each unit has 4 beds 1 bath and separate utilities. NEW Electrical throughout the building. Water tanks were recently updated for each unit. New Intercom system has been added to the building for your convenience.

    O'Neia Washington O W Auction Group LLC

    5942 S Calumet Ave, Chicago, IL 60637
  • /18

    $155,000

    • 7 Beds
    • 2 Baths

    6347 S Eberhart Ave, Chicago, IL 60637

    ***LARGE GREYSTONE HALF DU-PLEX 2 UNIT*** nice size units, bring your ideas & contractors, needs work... Close to I-90 Chicago Skyway, I-94, Metra Train, Lake Michigan, Jackson & Washington Parks, Hammond Marina, Hammond Horseshoe Casino...1st & 2nd floor has 2 dining rooms or you can make one of those rooms as a bonus room...1st floor unit has 3 bedrooms, kitchen & hallway full bath...2nd floor

    Dave Kunovski Kuno Real Estate

    6347 S Eberhart Ave, Chicago, IL 60637
  • /35

    $244,999

    • 3 Beds
    • 3 Baths

    7120 S Eberhart Ave, Chicago, IL 60619

    **Charming 2-Unit Property with Endless Potential!** Welcome to this meticulously maintained 2-unit home, built in 1915, which offers a wonderful opportunity for investors or single family home buyers seeking a great home, a 2nd income, or combo of both. Beautiful wood floors and beautiful wood molding/trim throughout. 9ft ceilings, beautiful staircase. Bathrooms updated within the last 4 years.

    Andre Carter RE/MAX Premier

    7120 S Eberhart Ave, Chicago, IL 60619
  • /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
  • /2

    $310,000

    • 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
  • /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
  • /14

    $560,000

    • 9 Beds
    • 3 Baths

    6141 S Eberhart Ave, Chicago, IL 60637

    Fully Renovated 3-Unit Property in Woodlawn - Steps from New Development. Don't miss this opportunity to own a recently rehabbed 3-unit building in the heart of Woodlawn, just above 63rd Street. Located on a quiet, residential block surrounded by ongoing development and investment, including the transformative Obama Presidential Center nearby. Each unit was fully renovated in 2023, featuring

    Tamara Verdin Prello Realty

    6141 S Eberhart Ave, Chicago, IL 60637
  • /8

    $320,000

    • 7 Beds
    • 2 Baths

    6417 S Eberhart Ave, Chicago, IL 60637

    Value-Add 2-Unit in Woodlawn - Great for Investors or House Hackers Located in the rapidly developing Woodlawn neighborhood, this 2-unit building offers immediate income with room to grow. The property was cosmetically rehabbed in 2022, including updates such as new flooring, fresh paint, and updated kitchen cabinets. The top-floor unit is a spacious 4 bed / 1 bath, currently tenant-occupied with

    Tamara Verdin Prello Realty

    6417 S Eberhart Ave, Chicago, IL 60637
  • /26

    $625,000

    • 9 Beds
    • 6 Baths

    5905 S Indiana Ave, Chicago, IL 60637

    Incredible Investment Opportunity - Fully Updated 3-Flat with Immediate Cash Flow Potential! Welcome to this exceptional brick 3-flat, a rare find offering both modern updates and strong rental income potential. Two of the three spacious units are already leased to long-term tenants, making this a turnkey investment for the savvy buyer-or an owner-occupant looking to live in one unit while

    Randi Quigley eXp Realty

    5905 S Indiana Ave, Chicago, IL 60637
  • /15

    $370,000

    • 5 Beds
    • 3 Baths

    6636 S Rhodes Ave, Chicago, IL 60637

    This is an outstanding opportunity to own a nicely updated 3 unit building in the desirable up and coming Woodlawn area! Conveniently located minutes from the University of Chicago and upcoming Obama Presidential Library. Plenty of kitchen cabinets and spacious rooms with a washer/dryer hookup in basement for further income. Low maintenance yard with 2 car garage. Easy access to expressway

    Chon Lemon Real People Realty

    6636 S Rhodes Ave, Chicago, IL 60637
  • /60

    $799,900

    • 8 Beds
    • 3 Baths

    6347 S Drexel Ave, Chicago, IL 60637

    Seller now offering $15,000 in seller's credits with a list price offer! Welcome to 6347 S. Drexel Ave - a beautifully rebuilt greystone three-flat that has been completely redone with more than $353,000 worth of work and upgrades. Located in the heart of rapidly developing Woodlawn. Fully gut-rehabbed in 2022, this property offers the perfect combination of timeless architecture and modern

    Phillip Dixon Compass

    6347 S Drexel Ave, Chicago, IL 60637
  • /35

    $419,997

    • 9 Beds
    • 3 Baths

    5813 S Wabash Ave, Chicago, IL 60637

    Beautiful Greystone multi unit building in the Washington Park Neighborhood. This building features 4 bedroom layouts in floors 1 through 3. All plumbing, electrical, GC permits have been pulled and roughed in work has been completed and signed off on. There are installed bathtubs and shower bodies on floors 1 through 3. The 4 unit plans are in additional information. Excavated basement, replace

    Frank Montro Keller Williams Preferred Rlty

    5813 S Wabash Ave, Chicago, IL 60637
  • /31

    $599,900

    • 5 Beds
    • 4 Baths

    6610 S Saint Lawrence Ave, Chicago, IL 60637

    Step into immediate equity with this exceptional brand new renovated massive two-unit building, permitted with architectural plans and successfully passed city inspections. Unit 2 is a two story spacious layout extending up to the second story providing a single-family feel. The main level boasts an open floor plan featuring a gas fireplace elegantly encased in porcelain tile leading into a

    Darius Hennington Kale Realty

    6610 S Saint Lawrence Ave, Chicago, IL 60637
  • /39

    $750,000

    • 8 Beds
    • 7 Baths

    6527 S Drexel Ave, Chicago, IL 60637

    Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from

    Jaki Harding Berkshire Hathaway HomeServices Starck Real Estate

    6527 S Drexel Ave, Chicago, IL 60637
  • /18

    $405,000

    • 5 Beds
    • 2 Baths

    6602 S Marquette Rd, Chicago, IL 60637

    Newly Updated 2-unit Greystone in the West Woodlawn Area- Incredible deal for any investor. Whether you keep it as a rental investment or live in one and rent the other, this is a deal worth catching. Each Unit offers bright layouts with ample space and updated finishes. Don't take my word, come check for yourself.

    Lisa Vlk Realty of America, LLC

    6602 S Marquette Rd, Chicago, IL 60637
  • /16

    $1,300,000

    1521 E 65th St, Chicago, IL 60637

    This property is a standout opportunity in Woodlawn, combining a prime location with a diversified unit mix that can appeal to a wide tenant base. The layout-four 2-bedroom, two 1-bedroom, and two studio apartments-offers considerable flexibility. This mix means you can attract families, students, and young professionals alike, especially given its proximity to the University of Chicago. The

    Stephon Walker Compass

    1521 E 65th St, Chicago, IL 60637

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