Woodlawn Homes for Sale

Top-floor condos live differently. More privacy. More quiet. Better light. And that's true here. You feel it immediately. Located in the highly sought-after North Woodlawn corridor near the University of Chicago and the forthcoming Obama Presidential Center, this move-in-ready 3BD/2BA condo combines historic character with modern updates, generous living space, and rare outdoor living. The bright

Wanda Austin-Wingood Redfin Corporation

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

Ideally located just blocks from the University of Chicago, this newer-construction 3-bedroom, 2-bath condo offers a refined layout, quality finishes, and an effortless day-to-day living experience in the heart of Woodlawn. The home features hardwood floors, custom millwork, and abundant natural light throughout. The living area opens to a private front balcony overlooking a neighborhood

Ben Lalez Compass

Welcome to this Stunning 3 bed, 2 bath Condo offering over 1,700 sq ft of living space! Sophisticated living in a well-maintained modern brick building (built 2009) in Woodlawn. This Sun-filled unit features an open concept layout with an expansive living room, electric fireplace, & sliding glass doors to private balcony. Gleaming hardwood floors throughout, & a Professional Chef's kitchen, with

Jazmin Bustos Keller Williams ONEChicago

Welcome home to this sun-drenched 3-bedroom, 2-bath condo perched on the top floor of a brick walk-up in the heart of Woodlawn. Freshly painted throughout in timeless White Dove, this beautifully maintained home offers soaring vaulted ceilings, abundant natural light, and an airy, inviting feel from the moment you step inside. The spacious living room and primary suite are filled with sunlight,

Krystal Corley RE/MAX Premier

The units feature high end engineered hardwood flooring throughout, quartz countertops, designer cabinetry, stainless steel appliances, washer/dryer in unit and central heat and air. The units have individual furnaces and water tanks. Primary bathrooms come appointed with stand up showers and each bedroom has ample closet space. Each unit also has dedicated gated parking in the rear of the

Melissa Morgan Flats, LLC

Stunning Greystone two-flat in SIZZLING hot Woodlawn! This is an exceptional opportunity in one of Chicago's fastest-growing neighborhoods. This classic multi-unit property offers two spacious 3-bedroom residences with soaring ceilings, original woodwork, and beautiful vintage details, including decorative fireplaces and charming built-ins that showcase timeless character. The partially finished

Eboni Tankersley Urban Oasis Realty LLC

Winsome Woodlawn, 1,789 sq. ft., 3 BD/3 BA duplex down. Easy access to the University of Chicago, Jackson Park, 63rd St Beach, the Obama Presidential Center, and Lake Michigan. Entertain in the sun-filled living room with bay windows and crown molding overlooking Beehive Park and the 62nd & Dorchester Community Garden. There is an upgraded kitchen featuring solid surface countertops, ample

Robert Mehney @properties Christie's International Real Estate

Introducing Collection No.9 MOD - Where design, function, and lifestyle meet. Experience the best of city living in these four stunning duplex-up residences that blend modern design, thoughtful functionality, and exceptional quality. Each home spans two light-filled floors, offering spacious bedrooms, generous storage, and multiple outdoor spaces-including a private balcony and a show-stopping

Michelle Browne @properties Christie's International Real Estate

Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel

Sheree Bradley Kale Realty

Discover INSPIRE Woodlawn, a gated community of 14 newly constructed townhomes designed by Studio Dwell Architects. These extra-wide 27' residences are thoughtfully crafted to balance refined design with everyday comfort. The main living level features an expansive great room anchored by a chef's kitchen outfitted with custom Italian flat-panel cabinetry, a Bertazzoni appliance suite including a

Michelle Browne @properties Christie's International Real Estate

Massive Corner Brownstone in red-hot Woodlawn-an unmatched blend of scale, presence, and value. This striking all-brick residence stands out as one of the largest homes in the area, offering three full above-grade levels plus a full basement-delivering exceptional space rarely found at this price point. Thoughtfully updated with a full renovation approximately 10 years ago, the home seamlessly

Israel Dominguez Realty of America, LLC

What a great opportunity! Well located, near U of C, lakefront, Jackson Park, and Obama center, this property needs complete updating. Original woodwork is intact, along with built in buffet and pantry cabinet. Property has additional room off kitchen, and an enclosed porch. There is a detached 2 car garage and a nice yard. There is a full basement where some plumbing work has been started for a

Barbara Thouvenell Baffoe P.R.S. Associates, Inc.

Welcome to 6619 S Ellis Ave, a solid opportunity in Chicago's Woodlawn neighborhood. This home offers a functional layout with spacious living and dining areas, good natural light, and original features that add character throughout. The kitchen provides ample cabinet space and is ready for your personal updates, while the bedrooms are comfortably sized with adequate closet storage. Bathrooms are

Steve Meeker Meeker Real Estate Inc

BEAUTIFUL FURNISHED MODEL NOW OPEN! BRAND NEW CONSTRUCTION...IN POPULAR WOODLAWN NEIGHBORHOOD! READY FOR MOVE-IN! Contemporary 5BR/3.5BA features modern design and stunning finishes. Including; spacious kitchen with white shaker style cabinetry, stainless steel appliances w/beverage cooler, breakfast bar, & STUNNING BRAND NEW CONSTRUCTION IN THE HIGHLY DESIRABLE WOODLAWN NEIGHBORHOOD! MOVE-IN

Duval Williams @properties Christie's International Real Estate

Newly rehabbed 1 bed, 1 bath garden unit located in the desirable Woodlawn area. This move-in ready condo features modern finishes, updated flooring, and a refreshed kitchen and bath, offering a clean and comfortable living space at an accessible price point. Unit includes a spacious bedroom, functional layout, and great natural light. Ideal for owner-occupants or investors looking for a turnkey

Sanina Ellison Re-CHRG Inc

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

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

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

Last remaining unit! Move in by Summer! Renovated 2 bedroom 2 bathroom garden unit with a living room/dining room combo, new kitchen with quartz countertops, white cabinets and new stainless steel appliances, new baths, primary bedroom with walk-in closet and en suite bathroom, in-unit washer and dryer. new porcelain tile throughout the unit, new windows, new furnace, c/a and tankless hot water

Vergis Eiland @properties Christie's International Real Estate

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

Introducing Collection No.9 - Where design, function, and lifestyle meet. Experience the best of city living in these four stunning duplex-up residences that blend modern design, thoughtful functionality, and exceptional quality. Each home spans two light-filled floors, offering spacious bedrooms, generous storage, and multiple outdoor spaces-including a private balcony and a show-stopping

Joanna Olszynska Compass