Multifamily Homes & Duplexes for Sale in 60637

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  /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!

  

  Kimberly Chase-Harding

  Berkshire Hathaway HomeServices Chicago

  (312) 820-9459

  5612 S King Dr, Chicago, IL 60637
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  /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

  (312) 626-8858

  5942 S Calumet Ave, Chicago, IL 60637
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  /14

  $394,900 Pre-Foreclosure

  • 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

  

  Devin Burks

  @properties Christie's International Real Estate

  (312) 815-2038

  6621 S Marquette Dr, Chicago, IL 60637
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  /31

  $689,000

  • 11 Beds
  • 5 Baths

  5943 S Indiana Ave, Chicago, IL 60637

  ENORMOUS PRICE REDUCTION !! 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

  

  John Wright

  Keller Williams Premiere Properties

  (312) 997-5039

  5943 S Indiana Ave, Chicago, IL 60637
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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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  /25

  $559,000

  • 7 Beds
  • 3 Baths

  6336 S Eberhart Ave, Chicago, IL 60637

  GREAT WOODLAWN INVESTMENT OPPORTUNITY, NEW CONTRUCTION ALL AROUND, INCLUDES A NEW MULTI MILLION DOLLAR COMMUNITY CENTER JUST FOOTSTEPS AWAY. OBAMA LIBRARY NEARBY. Welcome to 6336 S Eberhart, a stunning newly rehabbed two-unit property that has been thoughtfully renovated from top to bottom. The spacious lower unit is duplexed into the basement, offering a generous layout with 4 bedrooms and 2

  Johnathan Clancy Keller Williams Premiere Properties

  6336 S Eberhart Ave, Chicago, IL 60637
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  /39

  $699,900

  • 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
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  /17

  $350,000

  • 5 Beds
  • 3 Baths

  6547 S Drexel Ave, Chicago, IL 60637

  Stunning Woodlawn Greystone - Steps from the University of Chicago! This classic 2-flat blends historic charm with incredible potential. Featuring a spacious layout, fenced backyard, and a solid brick 2-car garage, it's ideal for both living and investment. The first floor is already set up as a single unit, with renovations underway to duplex down-opening the door to a 4-bed, 2-bath dream

  Keona Robinson Real People Realty

  6547 S Drexel Ave, Chicago, IL 60637
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  /14

  $365,000

  • 7 Beds
  • 3 Baths

  7100 S Prairie Ave, Chicago, IL 60619

  Great "live in" investment opportunity! This sturdy structured 2unit, features a duplex down from the 1st floor to the basement. The duplex unit has 4beds 2baths and the 2nd floor unit has 3beds 1bath. Located 3 blocks from the express way and surrounded by public transportation.

  Perdure Carter Realty of America, LLC

  7100 S Prairie Ave, Chicago, IL 60619
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  /26

  $725,000

  • 8 Beds
  • 6 Baths

  6504 S Maryland Ave, Chicago, IL 60637

  Recently Renovated 3-Unit Investment Opportunity Near the Obama Presidential Center This beautifully rehabbed 3-unit building offers modern living in a prime location, just steps away from the highly anticipated Obama Presidential Library, opening in Spring 2026. Each unit has been thoughtfully updated to include a spacious master bedroom with an en-suite master bathroom, walk-in closet, and

  Brandon Williams Forward Realty

  6504 S Maryland Ave, Chicago, IL 60637
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  /2

  $200,000

  • 6 Beds
  • 2 Baths

  6620 S Rhodes Ave, Chicago, IL 60637

  Gutted, framed, rough electrical complete. Property sold as is.

  Colleen Berg Berg Properties

  6620 S Rhodes Ave, Chicago, IL 60637
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  /26

  $1,265,000

  • 7,378 Sq Ft

  6646 S Greenwood Ave, Chicago, IL 60637

  Turnkey multi-family investment opportunity in a rapidly appreciating Woodlawn location! This professionally managed six-unit building, constructed in 2007, offers exceptional cash flow from day one and significant equity growth potential. The property is designed for the savvy investor seeking a low-maintenance, stable asset with high-end appeal. Investment Highlights: Strong Cash Flow, Current

  Wayne Beals Exit Strategy Realty / EMA Management

  6646 S Greenwood Ave, Chicago, IL 60637
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  /17

  $550,000

  • 7 Beds
  • 3 Baths

  6234 S Rhodes Ave, Chicago, IL 60637

  Beautiful renovated brick 2 Unit with 7 bedrooms and 3 baths, one unit duplexed down, in unit laundry, hardwood floors, separate utilities, 2 car brick garage, wet bar, eat-in kitchens, granite countertops, beautiful white 40-inch cabinets, high-end stainless steel appliances including fridge, stove, dishwasher, and microwave, and more. New front-loading washers and dryers provided in each unit.

  Angel Swan A7 Realty Group, Inc

  6234 S Rhodes Ave, Chicago, IL 60637
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  /37

  $799,000

  • 9 Beds
  • 6 Baths

  6126 S Eberhart Ave, Chicago, IL 60637

  New Construction 3-unit in Booming Woodlawn, north of 63rd St. Contemporary & Modern design with the perfect blend of city living and convenience, close to the Green Line just a short walk away and the University of Chicago and Obama Library. Each unit has an open-concept layout and quality features, such as 42" cabinets, stainless steel appliances, built-out closets, in-unit laundry, and a built

  Lawrence Dunning Fulton Grace Realty

  6126 S Eberhart Ave, Chicago, IL 60637
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  /23

  $1,460,000

  1534 E Marquette Rd, Chicago, IL 60637

  An Investor's Dream: High-Quality Multifamily Asset in Woodlawn's Growth Corridor right along the Lakefront. This professionally managed and meticulously maintained multifamily property at 1534 E Marquette Road is a premier investment opportunity in Chicago's rapidly appreciating Woodlawn community. Positioned for both immediate cash flow and substantial long-term equity growth, this asset

  Wayne Beals Exit Strategy Realty / EMA Management

  1534 E Marquette Rd, Chicago, IL 60637
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  /2

  $340,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  5741 S Michigan Ave Unit 1N, Chicago, IL 60637

  LARGEST UNIT in the building! Lots of space for a FAMILY! MUST SEE!!! OWNER OCCUPIED.......... DO NOT DISTURB WITHOUT A SHOWING APPOINTMENT!!!

  Jomont Dotton Rice Property Management & Realty L.L.C.

  5741 S Michigan Ave Unit 1N, Chicago, IL 60637
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  /17

  $370,000

  • 7 Beds
  • 3 Baths

  6923 S Vernon Ave, Chicago, IL 60637

  Showings Begin Friday, 8/29 - Timeless Greystone 2-Flat in Park Manor - This beautifully maintained Greystone 2-flat offers the perfect combination of historic Chicago charm and modern convenience. The first-floor unit features 2 spacious bedrooms and 1 full bath, while the versatile second-floor unit provides 3 bedrooms (optional configuration) and 1 bath. Both units have been thoughtfully

  Paulette Edwards Coldwell Banker Realty

  6923 S Vernon Ave, Chicago, IL 60637
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  /20

  $575,000

  • 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
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  /36

  $159,000

  • 5 Beds
  • 2 Baths

  6917 S Indiana Ave, Chicago, IL 60637

  Located in the heart of Grand Crossing, this jumbo two unit offers unlimited upside with it's expansive layout and solid brick exteiror, this is not a building you will want to overlook! The first floor unit offers a large octagon living room, formal dining room with hardwood floors throughout and two bedrooms, an enclosed rear porch off the kitchen! The second floor unit is larger with 3

  Ryan Smith RE/MAX Premier

  6917 S Indiana Ave, Chicago, IL 60637
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  /11

  $230,000

  • 4 Beds
  • 2 Baths

  6618 S Marquette Rd, Chicago, IL 60637

  Great investment opportunity in the heart of Woodlawn! This two-unit building at 6618 S Marquette Rd features a 2 bed, 1 bath unit and a 3 bed, 1 bath unit, offering solid rental income potential. The property includes a large yard, a parking pad, and an unfinished basement with room to add value. Being sold AS-IS, it's perfect for investors or owner-occupants looking to customize and build

  Alejandro Bravo Real Broker, LLC

  6618 S Marquette Rd, Chicago, IL 60637
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  /84

  $855,000

  • 9 Beds
  • 6 Baths

  6328 S Evans Ave, Chicago, IL 60637

  Recent New Construction 3-unit in Booming Woodlawn. Set alongside multiple other New Construction Developments, this is the largest building, set on an extra-wide 36 ft lot. Contemporary & Modern design with the perfect blend of city living and convenience, close to the Green Line, the University of Chicago and Obama Library. Each unit has a spacious, open-concept layout and condo quality

  Lawrence Dunning Fulton Grace Realty

  6328 S Evans Ave, Chicago, IL 60637
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  /18

  $304,900

  • 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
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  /6

  $340,000

  • 5 Beds
  • 2 Baths

  6420 S Evans Ave, Chicago, IL 60637

  Brick 2-Flat in the Heart of Woodlawn - 5 Bedrooms Attention investors! Don't miss this solid brick 2-flat in the highly desirable Woodlawn neighborhood. This property offers a total of 5 bedrooms and 2 bathrooms - plus a basement, providing great rental income potential once fully rehabbed. The building is in need of extensive renovation and is being sold strictly AS-IS. Seller will not

  Pamela Siska eXp Realty

  6420 S Evans Ave, Chicago, IL 60637
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  /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
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  /20

  $680,000

  • 8,000 Sq Ft

  6847 S Indiana Ave, Chicago, IL 60637

  6 unit building that was fully rehabbed within recent years. This building has an excellent unit mix of 3 x 2 bedrooms and 3 x 3 bedrooms. Each unit has an individual furnace, hardwood flooring, updated kitchen and bathroom and more. The property is turnkey and ready for a new owner to step into cash flow from day 1.

  Anthony Golob Halsted Taylor Real Estate

  6847 S Indiana Ave, Chicago, IL 60637
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  /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
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  /19

  $675,000

  • 6 Beds
  • 3 Baths

  6224 S Greenwood Ave, Chicago, IL 60637

  Discover a prime investment opportunity in this exquisite Romanesque Revival three-flat, perfectly positioned just steps from the prestigious University of Chicago on an extra deep lot. This architecturally significant building has been well maintained and professionally managed, by a local investor/owner. The building is fully occupied with high-quality, performing leases, offering immediate

  Wayne Beals Exit Strategy Realty / EMA Management

  6224 S Greenwood Ave, Chicago, IL 60637
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  /16

  $1,225,000

  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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  /35

  $230,000

  • 3 Beds
  • 3 Baths

  7120 S Eberhart Ave, Chicago, IL 60619

  **VACANT 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

  Andre Carter RE/MAX Premier

  7120 S Eberhart Ave, Chicago, IL 60619
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  /13

  $500,000

  • 9 Beds
  • 4 Baths

  608 E 71st St, Chicago, IL 60619

  Solid Brick 4Unit Building In Greater Grand Crossing! Perfect For Investors Seeking Stable, Income Producing Property. This Well-Maintained Building Features 9 Total Bedrooms And 4 Full Bathrooms, With Each Spacious Unit Offering Separate Living And Dining Rooms, Large Kitchens And Separate Utilities For Added Convenience. The Property Also Includes A Full, Unfinished Basement Providing

  Perdure Carter Realty of America, LLC

  608 E 71st St, Chicago, IL 60619
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  /16

  $383,000

  • 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
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  /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
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  /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
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  /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
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  /23

  $219,999

  • 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
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  /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
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  /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
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  /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
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  /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
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  /5

  $300,000

  • 4 Beds
  • 3 Baths

  6523 S Evans Ave, Chicago, IL 60637

  Prime investment or owner occupant opportunity in the thriving Woodlawn neighborhood! Less than 10 minutes away from Jackson Park Golf Course, the DuSable Black History Museum, and the world renowned Museum of Science and Industry. 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

  Tanesha Pratt Coldwell Banker Realty

  6523 S Evans Ave, Chicago, IL 60637

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