5,179

Woodlawn Homes

Section Image
  • /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
  • /15

    $2,495 - $2,980 per month

    Woodlawn Apartments

    4 Beds

    6119-6121 S Greenwood Ave, Chicago, IL 60637

    Completely Renovated 4-Bedroom Apartment Community with High-End FinishesDiscover elevated living in this beautifully renovated 4-bedroom apartment community, where every home is crafted with high-end finishes and thoughtful design throughout. Perfect for families, roommates, or anyone looking for more space without compromising on style.Each apartment features:- Garage and

    6119-6121 S Greenwood Ave, Chicago, IL 60637
  • /11

    $50,000 Sold Jul 07, 2025

    • 1,000 Sq Ft
    • $50/SF
    • 96 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1924

    6634 S Greenwood Ave Unit 3B, Chicago, IL 60637

    This CO-OP is a perfect opportunity for a buyer looking to downsize or an investor looking for a great property to add to the portfolio. Updated 2 bedroom in the flourishing Woodlawn community. Blocks from the University of Chicago Campus and the proposed Obama Library. Move in ready!

    Karmen Spears POWER Realty Chicagoland,PLLC

    6634 S Greenwood Ave Unit 3B, Chicago, IL 60637
    • /17

      Est $198,352 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,150 Sq Ft

      6617 S Ingleside Ave Unit 3S, Chicago, IL 60637

      6617 S Ingleside Ave Unit 3S, Chicago, IL 60637
  • /30

    $560,000 Open Sun 12PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,658 Sq Ft

    1027 E 61st St, Chicago, IL 60637

    Located directly across the street from the University of Chicago Law School, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of modern updates and urban convenience. Step inside to find a bright, open-concept kitchen and dining area-ideal for entertaining and everyday living. The bathrooms have been recently updated with contemporary finishes, offering a fresh and stylish

    Constantine Drugas Cloud Gate Realty LLC

    1027 E 61st St, Chicago, IL 60637
  • /10

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Condo for Rent

    6518 S Greenwood Ave Unit 2S, Chicago, IL 60637

    Welcome to Woodlawn! This home offers 3 large bedrooms and 2 full bathrooms as well as an in-unit washer and dryer for your convenience. Enter into the living room offers plenty of space to furnish as you wish, and leads to a balcony that overlooks a charming tree-lined street. Enjoy an open floorplan featuring a large kitchen with beverage fridge, eat-in peninsula, and an abundance of cabinet

    Lisa Foster @properties Christie's International Real Estate

    6518 S Greenwood Ave Unit 2S, Chicago, IL 60637
  • /18

    $245,000 Sold Jul 01, 2025

    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1918

    6415 S Minerva Ave Unit 3NW, Chicago, IL 60637

    Stunning 2 Bedroom/2-bathroom condo with exposed brick in the heart of Woodlawn! This condo features a huge open floor plan that boasts natural light all throughout the day. Freshly painted, newly refinished hardwood floors, new kitchen countertop, and new in-unit washer/dryer! Both bedrooms are spacious and feature ample closet space. 2 separate balcony areas with one in the living room and

    Paul Fortman @properties Christie's International Real Estate

    6415 S Minerva Ave Unit 3NW, Chicago, IL 60637
    • /18

      Est $203,050 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 17,853 Sq Ft

      6617 S Ingleside Ave Unit 2S, Chicago, IL 60637

      6617 S Ingleside Ave Unit 2S, Chicago, IL 60637
  • /16

    $199,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    6104 S Dorchester Ave Unit 1S, Chicago, IL 60637

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo offering comfort, convenience, and style. This spacious unit features a modern kitchen with sleek granite countertops, stainless steel refrigerator and dishwasher, and an electric stove. Enjoy the fresh air from a private balcony just off the bedroom-ideal for your morning coffee or evening relaxation. Both bedrooms are

    Constantine Drugas Cloud Gate Realty LLC

    6104 S Dorchester Ave Unit 1S, Chicago, IL 60637
  • /13

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    6556 S Minerva Ave Unit 2S, Chicago, IL 60637

    Experience modern, urban living at its finest with this gorgeous new construction 3-bedroom, 2-bath rental in the vibrant Woodlawn neighborhood. Designed with a contemporary and sleek aesthetic, this home offers the perfect balance of city living and convenience. Just a short walk from the Green Line, the University of Chicago, and the future Obama Library, this location provides easy access to

    6556 S Minerva Ave Unit 2S, Chicago, IL 60637
  • /22

    $210,000 Sold Jun 27, 2025

    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1910

    1155 E 61st St Unit 2, Chicago, IL 60637

    Gorgeous 2 bedroom 2 bath condo across the street from University of Chicago! This home has been newly painted and has such desired features as beautiful hardwood floors throughout, large windows that allow for tons of natural light, central A/C, and forced air. The kitchen boasts quartz counters, stainless appliances, white cabinetry, and custom back splash. The primary bedroom has plenty of

    Dennis Huyck Keller Williams ONEChicago

    1155 E 61st St Unit 2, Chicago, IL 60637
    • /9

      Est $202,468 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 954 Sq Ft

      6614 S Ingleside Ave Unit 1N, Chicago, IL 60637

      6614 S Ingleside Ave Unit 1N, Chicago, IL 60637
  • /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
  • /15

    $2,610 per month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Apartment for Rent

    1208 E 64th St Unit 4C, Chicago, IL 60637

    Beautiful newly constructed building with elevator, indoor heated garage and gated outdoor parking. Unit has quartz countertops, stainless appliances, in-unit laundry, balcony, electric fireplace, humongous shower in master bedroom, structured closets, recessed lights, hardwood floors etc. Must see

    ANTHONY CANTY Kale Realty

    1208 E 64th St Unit 4C, Chicago, IL 60637
  • /2

    $260,000 Sold Jun 25, 2025

    • 1,500 Sq Ft
    • $173/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2001

    6640 S Kimbark Ave Unit 3, Chicago, IL 60637

    This is the one you've been waiting for! Beautifully updated 2-bedroom, 2-bathroom penthouse unit with an open floor plan. Recently refinished hardwood floors flow seamlessly throughout the home. The spacious living room features a cozy wood-burning fireplace with a gas starter. Enjoy stunning views from the primary bedroom, which also offers a private patio-perfect for relaxing. The kitchen

    Jason Beard Marathon Realty Group

    6640 S Kimbark Ave Unit 3, Chicago, IL 60637
    • /16

      Est $241,801 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 11,392 Sq Ft

      6609 S Kimbark Ave Unit 4B, Chicago, IL 60637

      6609 S Kimbark Ave Unit 4B, Chicago, IL 60637
  • /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
  • /15

    $1,550 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    6657 S Minerva Ave Unit 6657-1N, Chicago, IL 60637

    Property Id: 21233182-bedroom unit in progressive East Woodlawn community (Near new Obama Presidential Center). All applicants welcomeHeat included. Renter is responsible for cooking gas and electric. Cats OK. No window AC units, only portable units allowed.Must pass background and credit checkMust have renter's insurance Move in fee is $400The apartment

    6657 S Minerva Ave Unit 6657-1N, Chicago, IL 60637
  • /24

    $293,000 Sold Jun 23, 2025

    • 1,500 Sq Ft
    • $195/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    6123 S Kimbark Ave Unit 1N, Chicago, IL 60637

    Welcome to 6123 S Kimbark Ave Unit 1N! This spacious 3-bedroom, 2-bathroom condo offers a bright, open floor concept with a combined living/dining room, perfect for entertaining. Enjoy your private balcony off the living area and a beautifully updated kitchen with stainless steel appliances. The main living areas feature hardwood floors and a fireplace, while the bedrooms are outfitted with sleek

    Brittani Owens Redfin Corporation

    6123 S Kimbark Ave Unit 1N, Chicago, IL 60637
    • /20

      Est $339,706 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,705 Sq Ft

      6532 S Woodlawn Ave Unit 3, Chicago, IL 60637

      6532 S Woodlawn Ave Unit 3, Chicago, IL 60637
  • /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
  • /10

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 700 Sq Ft
    • Apartment for Rent

    6106 S Dorchester Ave Unit 3E, Chicago, IL 60637

    Spacious, CHARACTER-FILLED condo in beautiful brick building is available for rent NOW! Features You'll Love: The SUN-LIT living room w/ faux fireplace, kitchenette + BALCONY, plus it's an all-electric unit so no gas bills + WATER INCLUDED! This 3rd floor walk-up unit features CENTRAL AIR & heat, In-Building (1st Floor) LAUNDRY, plenty of street parking, and is located near Andrew Carnegie

    Jessica Santiago-Russell Century 21 Circle

    6106 S Dorchester Ave Unit 3E, Chicago, IL 60637
  • /10

    $997,000 Sold Jun 20, 2025

    • 4,500 Sq Ft
    • $222/SF
    • 9 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2024

    6208 S Ellis Ave, Chicago, IL 60637

    Only ONE left!! Collection No.9 | LUXE residences offer elegant, contemporary city living with clean lines and sophisticated design. Each very wide home features three floors of light-filled space, spacious bedrooms, excellent closet/storage space, private yards, and stunning roof decks. These upscale urban homes are crafted for sophisticated city living, showcasing superb craftsmanship, lofty

    Michelle Browne @properties Christie's International Real Estate

    6208 S Ellis Ave, Chicago, IL 60637
    • /13

      Est $271,521 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,700 Sq Ft

      6500 S Minerva Ave Unit 2N, Chicago, IL 60637

      6500 S Minerva Ave Unit 2N, Chicago, IL 60637
  • /6

    $350,000

    • Land
    • 0 Acre

    6659 S Greenwood Ave, Chicago, IL 60637

    This corner lot was set to be a brand-new build, but plans have changed. This leaving YOU with the chance to bring your own vision to life! A spacious vacant lot with plenty of potential, ready for your custom design, modern build, or investment project. Permits comes with purchase and included in price. Zoning for four story eight unit dwelling building.

    Bella Hatcher Extreme Realty LLC

    6659 S Greenwood Ave, Chicago, IL 60637
  • /15

    $1,800 per month

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Condo for Rent

    6657 S Minerva Ave Unit 6657-3N, Chicago, IL 60637

    Property Id: 21233203-bedroom unit in progressive East Woodlawn community (Near new Obama Presidential Center). All applicants welcomeHeat included. Renter is responsible for cooking gas and electric. Cats OK. No window AC units, only portable units allowed.Must pass background and credit checkMust have renter's insurance Move in fee is $400The apartment

    6657 S Minerva Ave Unit 6657-3N, Chicago, IL 60637
  • /21

    $294,500 Sold Jun 12, 2025

    • 1,500 Sq Ft
    • $196/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths

    6549 S Ellis Ave Unit 2S, Chicago, IL 60637

    ***POPULAR WOODLAWN NEIGHBORHOOD*** Imagine owning a brand-new home...but at a fraction of the cost! This stunning renovated home offers the ultimate living experience...packed with luxurious features. LUXURY UPGRADES INCLUDE; Brand New; Frigidaire Appliance Package (with warranty), sleek Electrolux front-loading washer/dryer, custom cabinetry/vanities/hardware, Quartz countertops for durability

    Britta Welbon-Rivera Baird & Warner

    6549 S Ellis Ave Unit 2S, Chicago, IL 60637
    • /13

      Est $253,917 Not Listed For Sale

      • 2 Beds
      • 2 Baths

      6608 S Kenwood Ave Unit 2, Chicago, IL 60637

      6608 S Kenwood Ave Unit 2, Chicago, IL 60637
  • /20

    $390,000

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

    6640 S Kimbark Ave Unit 1, Chicago, IL 60637

    Spacious and well-maintained, this 3 bedroom, 3 bath duplex-down condo on Kimbark in Woodlawn offers comfort, convenience, and plenty of room to grow. The home features a bright and open layout with generous living and dining spaces, a modern kitchen, and three full baths for maximum functionality. The finished basement provides flexibility, with additional living space perfect for entertaining,

    John Sciberras Coldwell Banker Realty

    6640 S Kimbark Ave Unit 1, Chicago, IL 60637
  • /14

    $1,300 per month

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    6527 S Kimbark Ave Unit 3R, Chicago, IL 60637

    WOODLAWN COMMUNITY!!! CHECK OUT THIS 1,400 SQ FT. OF LIVING SPACE INSIDE OF THIS 2 BEDROOM / 1 BATHROOM 3RD FLOOR APARTMENT AVAILABLE NOW! TENANT PAYS RADIANT HEAT. COOKING GAS AND ELECTRIC! CARPET AND TILE FLOORS THROUGHOUT! KITCHEN WITH STOVE AND REFRIGERATOR! HUGE BATHROOM WITH HUGE BATHTUB! 1 REAR OUTDOOR PARKING SPOT AVAILABLE FOR ADDITIONAL AMOUNT! TENANT MUST PROVIDE WINDOW A/C! CEILING

    Kierra Allen-Craig Keller Williams ONEChicago

    6527 S Kimbark Ave Unit 3R, Chicago, IL 60637
  • /14

    $319,000 Sold Jun 12, 2025

    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    1540 E 65th Place Unit 3, Chicago, IL 60637

    Stunning Top Floor Penthouse 3 Bedroom/ 2 Bath Unit in Great Location Near Lake, Park, U of C, the New Obama Library and Transportation! Gorgeous Treetop Views with Cathedral Ceilings, Huge Open Living/Dining/ Kitchen Area with Sleek Woodburning Fireplace. Updated Kitchen With SS Appliances, Granite Counters and /Designer Tile Backsplash. Both Bathrooms Fully Gutted with Designer Tile Modern

    Gedeon Dansou Compass

    1540 E 65th Place Unit 3, Chicago, IL 60637
    • /6

      Not Listed For Sale

      • 6 Beds
      • 5 Baths

      6627 S Maryland Ave, Chicago, IL 60637

      6627 S Maryland Ave, Chicago, IL 60637
  • /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
  • /15

    $1,650 per month

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    6633 S Ellis Ave Unit 2, Chicago, IL 60637

    Property Id: 10355926633 S Ellis Ave #2, Chicago, IL 60637$1,650/moKEY FEATURESBedrooms: 3 BedsBathrooms: 1 BathParking: NoneLease Duration: 1 Year (See Details Below)Deposit: $400Pets Policy: Cats & Dogs OKLaundry: NoneFloor: 3Property Type: ApartmentNEWLY RENOVATEDHARDWOOD FLOORSLIVING ROOM AND DINING

    6633 S Ellis Ave Unit 2, Chicago, IL 60637
  • /28

    $168,000 Sold Jun 06, 2025

    • 850 Sq Ft
    • $198/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath

    1133 E 61st St Unit 2, Chicago, IL 60637

    LISTEN TO THE BELLS TOLL FROM THE ROCKEFELLER CHAPEL LOCATED ACROSS THE STREET! BRIGHT AND SUNNY! DESIRABLE OPEN FLOOR PLAN! UNIT FEATURES:GLEAMING FLAWLESS HARDWOOD FLOORS, NEW PAINTING THRU-OUT; 42" MAPLE CABS, SPARKLY ARCTIC WHITE APPLIANCES! NEW REFRIGERATOR! WASHER/DRYER IN UNIT, 2 SPACIOUS BED ROOMS. CENTRAL HEAT & AIR CONDITIONING. BEAUTIFUL SLIDING GLASS DOOR OPENS TO HUGE PRIVATE SUNNY

    Beki Darin Berkshire Hathaway HomeServices Chicago

    1133 E 61st St Unit 2, Chicago, IL 60637
    • /41

      Est $325,789 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft

      6120 S Greenwood Ave Unit 2N, Chicago, IL 60637

      6120 S Greenwood Ave Unit 2N, Chicago, IL 60637
  • /4

    $110,000

    • Land
    • 0 Acre

    6821 S Harper Ave, Chicago, IL 60637

    Investment opportunity for developer in Hyde Park. Walking distance to the OBAMA LIBRARY (UNDER CONSTRUCTION), UNIVERSITY OF CHICAGO, BEACH ON 63RD ST, BUSINESS ON 71ST, TRAIN AND MUCH MORE. ZONING RT-4. ALLOWS TO BUILT SINGLE FAMILY, TWO FAMILY, MULTI-FAMILY, SHORT TERM RENTAL, COMMERCIAL. 4,025 Sqf (25'X161.04'). CONVENIENT LOCATION FOR INTERNATIONAL STUDENTS .

    Julia Figueroa Vegas Casablanca

    6821 S Harper Ave, Chicago, IL 60637
  • /8

    $1,950 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    1439 E 66th Place Unit 3E, Chicago, IL 60637

    Don't miss this spacious and updated 3-bedroom, 2-bath rental in the thriving Woodlawn neighborhood. This unit features a bright open floor plan, hardwood floors throughout, and convenient in-unit laundry. The kitchen is fully equipped with stainless steel appliances and granite countertops. The primary bedroom includes a private en-suite bath, and all bedrooms offer great closet space. Located

    Stephanie Sotelo @properties Christie's International Real Estate

    1439 E 66th Place Unit 3E, Chicago, IL 60637
  • /23

    $335,000 Sold Jun 06, 2025

    • 2,490 Sq Ft
    • $135/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2007

    6347 S Ingleside Ave Unit 1, Chicago, IL 60637

    Welcome to this beautifully updated 4-bedroom, 2.5-bath duplex down condo offering nearly 2,500 sq ft of stylish, functional living space in the thriving Woodlawn neighborhood. Step into an open layout that seamlessly connects the living, dining, and kitchen areas - perfect for entertaining or cozy nights in. The kitchen features white quartz countertops, new stainless steel appliances, a crisp

    Owen Duffy Fulton Grace Realty

    6347 S Ingleside Ave Unit 1, Chicago, IL 60637
    • /14

      Est $175,828 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft

      6511 S Blackstone Ave Unit 3, Chicago, IL 60637

      6511 S Blackstone Ave Unit 3, Chicago, IL 60637

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home