Woodlawn Homes for Sale

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  /25

  $325,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  6640 S Maryland Ave Unit 3, Chicago, IL 60637

  Don't miss this stunning 2 bedroom/ 2 bath penthouse condo. Soaring 20 foot ceilings, windows in all directions, stylish Italian custom cabinetry, huge primary bedroom with fireplace, 3 closets and fabulous spa bath with separate steam shower and deep soaking air bath. Kitchen opens to spacious, airy great room with surround sound speakers and movie projector. New furnace and washer/dryer.

  Celeste Gerbaulet-Vanasse Meliora Real Estate Group LLC

  6640 S Maryland Ave Unit 3, Chicago, IL 60637
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  /4

  $120,000

  $10K PRICE INCREASE

  • Land
  • 0 Sq Ft

  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 Epic Real Estate Group

  6821 S Harper Ave, Chicago, IL 60637
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  /2

  $399,000

  • Land
  • 0 Sq Ft

  1457-1459 E Marquette Rd, Chicago, IL 60637

  Prime Woodlawn Development Opportunity! Build in one of Chicago's most dynamic, well-connected neighborhoods. This location offers unmatched access to Washington Park, Jackson Park, the Midway Plaisance, and UChicago's south campus. Transit is seamless via the CTA Green Line, Metra, bus routes, and DuSable Lake Shore Drive. Enjoy vibrant local anchors including the Obama Presidential Center, MSI,

  Michelle Browne @properties Christie's International Real Estate

  1457-1459 E Marquette Rd, Chicago, IL 60637
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  /36

  $375,000

  $10K PRICE DROP

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

  6613 S Kimbark Ave Unit 2, Chicago, IL 60637

  Welcome home to this spacious 1,700 sq. ft. 3-bedroom, 2-bath condo offering the perfect combination of comfort, space, and an incredibly walkable lifestyle. Enjoy an open, inviting floor plan with a chef's kitchen, generous living and entertaining space, in-unit laundry, and thoughtful features throughout. The primary suite offers a true retreat with a walk-in closet, double vanity, whirlpool

  Sanina Ellison Re-CHRG Inc

  6613 S Kimbark Ave Unit 2, Chicago, IL 60637
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  /41

  $599,000

  • 4 Beds
  • 3 Baths
  • 1,888 Sq Ft

  6505 S Woodlawn Ave, Chicago, IL 60637

  Beautiful 4-Bed, 3-Bath Chicago Home with Finished Basement & 2-Car Garage right next to Obama Presidential and University of Chicago!This stunning home offers an open-concept layout with a modern kitchen featuring a spacious island, sleek finishes, and ample cabinet space. The cozy family room with a fireplace creates the perfect gathering space. The fully finished basement with 2 bedrooms

  Anna Ciric KOMAR

  6505 S Woodlawn Ave, Chicago, IL 60637
• 

  

  /22

  $199,500

  Pending

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  6108 S Kimbark Ave Unit 2E, Chicago, IL 60637

  Welcome to this charming, vintage courtyard co-op. This freshly painted 3-bedroom, 1-bath co-op is filled with natural light and offers a spacious open-concept living and dining area, plus a bright sunroom ideal for a home office, reading nook, or morning coffee. Set in a classic courtyard building, this co-op combines timeless character with an unbeatable location near the University of Chicago,

  Mario Greco Compass

  6108 S Kimbark Ave Unit 2E, Chicago, IL 60637
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  /20

  $275,000

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  6651 S Drexel Ave Unit 1E, Chicago, IL 60637

  Beautifully Renovated 3-Bedroom, 3-Bath Duplex Condo with Private Entrance Experience the comfort of townhome-style living in this beautifully renovated duplex condominium featuring a private entrance and an inviting multi-level layout. The main level offers an open living and dining area with beautifully sanded and stained hardwood floors, creating a warm and welcoming atmosphere. The updated

  Lynn Reidl Forza Advantage Realty

  6651 S Drexel Ave Unit 1E, Chicago, IL 60637
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  /11

  $419,900

  • 6 Beds
  • 2 Baths

  6611 S Maryland Ave, Chicago, IL 60637

  Smart buy, attainably priced! Cool & dramatic, First floor three bedroom, one bath apartment with hardwood floors throughout, a modern kitchen, beautiful bath and hookup for laundry in unit. It is already setup for a duplex. Stable income from a long term tenant in the first floor. It's perfect for an owner occupant buyer. Second floor is a vacant three bedroom, one bath apartment. Separate gas

  Jonathan Bowman Hometown Real Estate Group

  6611 S Maryland Ave, Chicago, IL 60637
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  /2

  $75,000

  • Land
  • 0 Sq Ft

  415 E 63rd St, Chicago, IL 60637

  LOCATION Two Vacant LOTS JUST FOR $75K TOTAL SQUARE FEET IS 5,000 PLEASE CALL AGENT FOR MORE DETAILS ZONING B3-3 MAKE YOUR OFFER TODAY NOT FAR FROM THE OBAMA CENTER

  Glen Young F.J. Williams Realty LLC

  415 E 63rd St, Chicago, IL 60637
• 

  

  /20

  $269,900

  Pending

  • 3 Beds
  • 2 Baths

  6409 S Maryland Ave Unit 3, Chicago, IL 60637

  Experience timeless sophistication in this 3 bedroom | 2 bath restored historic greystone. Welcome to Woodlawn, a neighborhood redefining Chicago's South Side where classic Chicago architecture meets refined contemporary design. Thoughtfully renovated in 2017 with high-end finishes and a level of exceptional craftsmanship that remains as relevant today as the day it was completed. An elevated

  Chantill Fisher Greer 3G Realty Group

  6409 S Maryland Ave Unit 3, Chicago, IL 60637
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  /29

  $290,000

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

  6526 S Kimbark Ave Unit 2S, Chicago, IL 60637

  Spacious and beautifully appointed 3-bedroom, 2-bath condominium offering approximately 1,700 square feet of comfortable living space in a highly desirable location. This sun-filled home features an open-concept floor plan designed for modern living and entertaining, complemented by rich hardwood flooring throughout the main living areas and a private balcony directly off the living room, perfect

  Jean Walker Redfin Corporation

  6526 S Kimbark Ave Unit 2S, Chicago, IL 60637
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  /21

  $424,900

  • 4 Beds
  • 3.5 Baths
  • 2,646 Sq Ft

  6442 S Ingleside Ave, Chicago, IL 60637

  Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms with 3.5 baths. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the

  Michael Olszewski Area Wide Realty

  6442 S Ingleside Ave, Chicago, IL 60637
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  /27

  $775,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft

  6218 S Woodlawn Ave Unit A, Chicago, IL 60637

  Ultra-contemporary new construction corner residences within a gated 14-home community, designed to elevate daily living while maintaining effortless sophistication. These striking homes feature heated floors-polished concrete or engineered white oak-solid-core flat-panel doors, LED lighting, tall ceilings, and an attached two-car garage. The dramatic two-story main level is anchored by a

  Michelle Browne @properties Christie's International Real Estate

  6218 S Woodlawn Ave Unit A, Chicago, IL 60637
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  /18

  $285,000

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

  1108 E Marquette Rd Unit 207, Chicago, IL 60637

  Experience elevated living in the heart of Woodlawn at 1108 E Marquette Rd, Unit 207; a luxury duplex-up residence surrounded by new development and just minutes from the future Obama Presidential Library, University of Chicago, Jackson Park, and the lakefront. This stunning home features real hardwood floors throughout and an open-concept main level designed for both everyday comfort and stylish

  Whitney Hampton Keller Williams ONEChicago

  1108 E Marquette Rd Unit 207, Chicago, IL 60637
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  /32

  $750,000

  $39K PRICE DROP

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

  1323 E 61st St, Chicago, IL 60637

  Wonderful, well taken care of, updated and improved single family across the street from University of Chicago campus, a short walk to the Lab Schools, and close to the Obama Presidential Center. 4 bed home with tons of space and great light throughout. Fully finished basement with full bath, laundry room, bedroom and storage. Mudroom addition with additional storage underneath; 2 car garage.

  Anthony Rouches @properties Christie's International Real Estate

  1323 E 61st St, Chicago, IL 60637
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  /23

  $249,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  6137 S Kimbark Ave Unit 3, Chicago, IL 60637

  Full of character and perfectly located in the heart of Woodlawn, this stunning condo offers easy access to the University of Chicago, the lakefront, Metra, dining, and neighborhood amenities. Featuring 2 spacious bedrooms plus a versatile den that can easily serve as a third bedroom, home office, or flex space, this home blends vintage charm with modern convenience. The gourmet kitchen boasts

  Bucky Cross Baird & Warner

  6137 S Kimbark Ave Unit 3, Chicago, IL 60637
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  /4

  $120,000

  $10K PRICE DROP

  • Land
  • 0 Sq Ft

  6413 S Drexel Ave, Chicago, IL 60637

  Adjacent lots also available: 6415 Drexel (also permitted for multi-family), 6411 Drexel & 6409 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a luxury custom

  Karen Fedyk Baird & Warner

  6413 S Drexel Ave, Chicago, IL 60637
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  /5

  $150,000

  • Land
  • 0 Sq Ft

  1453 E 65th Place, Chicago, IL 60637

  Terrific land opportunity in the East Woodlawn neighborhood. Prime (4,374 sqft) corner location in an area that is rapidly developing. Zoned RM-5 for residential use, this site is perfect for a multi-unit development (see example rendering). Ideal location near Jackson Park, the lakefront, and the Obama Presidential Center. Surrounded by new construction-this is your chance to be part of the

  Owen Duffy Fulton Grace Realty

  1453 E 65th Place, Chicago, IL 60637
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  /17

  $1,198,988

  • 8 Beds
  • 4 Baths

  6109 S Greenwood Ave, Chicago, IL 60637

  This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage

  John Konrath Greater Metropolitan Real Estate Services

  6109 S Greenwood Ave, Chicago, IL 60637
• 

  

  /22

  $265,000

  Pending

  • 6 Beds
  • 2 Baths

  6646 S Minerva Ave, Chicago, IL 60637

  Amazing Investor's Opportunity! Don't miss this incredible opportunity to own a legal all-brick two-unit building in a rapidly growing area just minutes from the future Obama Center. Each spacious unit offers approximately 1,500 square feet with 3 bedrooms and 1 full bath, providing an excellent layout for both owner-occupants and investors. With strong income potential and endless possibilities

  Jazmine Little Keller Williams ONEChicago

  6646 S Minerva Ave, Chicago, IL 60637
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  /26

  $659,000

  • 5 Beds
  • 4 Baths

  1221 E Marquette Rd, Chicago, IL 60637

  Attainable, comfortable, healthy, and cool! Award-winning, Greenline Homes Two Flat in Southeast Woodlawn! Greenline Homes has made Woodlawn the destination for high-performance homes in Chicago. We're thrilled to offer a resale of a groundbreaking two-unit building that showcases cutting-edge construction and high-performance materials and design throughout. Unit 1 is a bright, modern garden

  Wayne Beals Exit Strategy Realty / EMA Management

  1221 E Marquette Rd, Chicago, IL 60637
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  /2

  $150,000

  Pending

  • Land
  • 0 Sq Ft

  6422 S Minerva Ave, Chicago, IL 60637

  Condominium Association is separating the lot from their common elements and selling AS IS. Property taxes will be determined as a result of the separation.

  Iris Ade @properties Christie's International Real Estate

  6422 S Minerva Ave, Chicago, IL 60637
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  /2

  $299,000

  • Land
  • 0 Sq Ft

  6553-6557 S Kimbark Ave, Chicago, IL 60637

  Rare development opportunity on an oversized Woodlawn corner lot! Featuring over 80 feet of frontage and 165 feet of depth, this premier parcel offers the ideal canvas for two custom single-family residences. Minutes from UChicago, Jackson Park, lakefront beaches, and the Obama Presidential Center. Enjoy seamless commuting via CTA bus and train options, plus easy, quick access to lakefront

  Michelle Browne @properties Christie's International Real Estate

  6553-6557 S Kimbark Ave, Chicago, IL 60637
• 

  

  /22

  $240,000

  • 2 Beds
  • 2 Baths

  6324 S Kimbark Ave Unit 300, Chicago, IL 60637

  Cultural Legacy Meets Lakeside Luxury | Turn-Key Hyde Park/Woodlawn Oasis. Welcome to Kimbark Estates; a striking, classic brick icon offering the definitive Chicago lifestyle. This beautifully updated 2-bedroom, 2-bathroom condo isn't just a place to live; it's your front-row seat to the city's most exciting cultural renaissance with a gated deeded parking space that is adjacent to the building.

  Elijah Reese Serene Realty, Inc.

  6324 S Kimbark Ave Unit 300, Chicago, IL 60637
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  /18

  $289,000

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  6345 S Ingleside Ave Unit 2, Chicago, IL 60637

  Welcome home to this beautifully updated 2-bedroom, 2-full-bath condo in the heart of Chicago's vibrant Woodlawn neighborhood. From the moment you walk in, you'll feel the warmth and comfort this thoughtfully designed home has to offer. The inviting living room features beautiful wide-plank solid oak hardwood floors, a cozy wood-burning fireplace, and a charming Juliet balcony that brings in

  Dominique Dunn Coldwell Banker Realty

  6345 S Ingleside Ave Unit 2, Chicago, IL 60637
• 

  

  /17

  $250,000

  • 2 Beds
  • 1 Bath

  959 E 61st St Unit 1, Chicago, IL 60637

  Be the first to enjoy the luxury and comfort of this amazing rehabbed light filled unit. In unit laundry and central a/c has been added to make the life of the next owner more comfortable. Real hardwood flooring. A deep bathtub that makes the bathroom an inviting spa like room. Steps to the UChicago campus and hospital. Walking distance to a fabulous grocery store, the Obama foundation and the

  Joanne Bullen Ultimate Realty Group LLC

  959 E 61st St Unit 1, Chicago, IL 60637
• 

  

  /23

  $375,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,859 Sq Ft

  6209 S University Ave Unit 1, Chicago, IL 60637

  Rarely available duplex-down in one of Chicago's most coveted locations! This stunning home delivers an unrivaled combination of style, space, and convenience - just moments from the future Obama Presidential Library. The main level impresses from the moment you walk in, featuring gorgeous diagonal hardwood floors, an open-concept layout, and a beautifully appointed kitchen with stainless steel

  Renate Martin Baird & Warner

  6209 S University Ave Unit 1, Chicago, IL 60637

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