Chi - Woodlawn Homes for Sale

Welcome to Woodlawn, a vibrant neighborhood nestled on the South Side of Chicago, Illinois. Known for its rich history and diverse community, Woodlawn is a hidden gem that seamlessly blends urban charm with suburban tranquility. With its lush green spaces, historic architecture, and a strong sense of community, this neighborhood offers an inviting atmosphere for families, young professionals, and retirees alike.

Woodlawn is steeped in cultural significance, with landmarks such as the iconic University of Chicago and the historic DuSable Museum of African American History. Residents enjoy easy access to a variety of parks, including the expansive Washington Park, perfect for leisurely strolls, picnics, and outdoor activities. The neighborhood is also home to a burgeoning arts scene, with local galleries and theaters showcasing the talents of its residents.

For those considering a move, Woodlawn boasts a range of homes for sale that cater to different tastes and budgets. From charming single-family homes with classic Chicago-style architecture to modern condos featuring contemporary finishes, there’s something for everyone. The real estate market in Woodlawn is on the rise, making it an ideal time to invest in this thriving community.

In addition to its beautiful homes, Woodlawn offers convenient access to public transportation, making commuting to downtown Chicago a breeze. With a strong sense of community spirit, friendly neighbors, and a wealth of local amenities, Woodlawn is not just a place to live; it’s a place to call home. Come explore the possibilities that await you in this dynamic neighborhood!

Newest Chi - Woodlawn Homes for Sale

$659,000

3 Beds ⋅ 4 Baths ⋅ 12798873 MLS ⋅ NEW Status

Imagine living in a home where easy living, modern luxury, and sustainability come together in a vibrant community. Welcome to your solar powered dream home, crafted by award winning Greenline Homes, a leader in eco-friendly development. This all-electric, solar-powered home is more than just a house, it's a lifestyle. Conveniently located near the Metra Electric train, Jackson Park Harbor and Golf Course, Lake Shore Drive, the Obama Presidential Center, and the University of Chicago. Built in 2019, this home showcases cutting-edge design and zero-energy readiness. As you enter the main level, you'll find an open, airy great room space with soaring 10 foot ceilings, custom cabinetry, quartz countertops, and an induction range. The design includes a mudroom, a powder room, a laundry area, and ample storage, all on beautiful hardwood floors. On the second level, there are three spacious bedrooms, including a main suite with a custom wide vanity sink with quartz countertops a frameless glass & tile shower. The hall bath serves the other two bedrooms, and a linen closet adds organization. Hardwood floors throughout this level too. The lower level features a family room with a tall ceiling and polished concrete floors, ideal for gatherings. A fourth bedroom and a full bath make this level great for hosting guests. The home's energy efficiency is impressive, with triple-pane windows, superior insulation, and a Mitsubishi hyper heat heat pump. Energy-saving features like a hybrid heat pump water heater, and heat pump dryer support a sustainable lifestyle, without comprimise. Dine outdoors on the upgraded rear deck, or play on the custom turf that offers an even putting green without the hassle of grass maintenance. The exterior boasts premium James Hardie siding, ensuring years of low-maintenance durability and timeless appeal. A two-car garage plus easy street parking for guest in front, and just blocks from the Chicago Lakefront Bike Trails. This home is reasonably priced and offers low operating costs and exceptional comfort, no matter the weather outside. Energy recovery ventilators ensure fresh, clean air. Fenced yard with privacy fence in the rear, iron fence in the front, and gated entry with intercom on the extra-wide lot. Homeowner additions include custom blinds and closet organizers. Take this opportunity to own a rare Greenline Homes resale, where sustainability meets luxury. Your dream home is waiting!

6452 S Dorchester Avenue, Chicago

4 Beds ⋅ 3 Baths ⋅ 12797113 MLS ⋅ AUCTION Status

Great Opportunity to own this single-family home built in 1903 featuring 4 bedrooms and 2.5 bathrooms. ***SPECIAL NOTES: (1) This is a CASH ONLY transaction. (2) Seller to pay Property Taxes, HOA, and Municipal/Utility Liens. All closing costs including transfer taxes are to be paid by the buyer at closing. (3) Please read the Auction disclaimers carefully before placing a bid or submitting an offer. ***

1506 E Marquette Road, Chicago

$249,000

4 Beds ⋅ 3 Baths ⋅ 12794568 MLS ⋅ ACTIVE Status

6022 S Vernon Avenue, Chicago

$709,500

4 Beds ⋅ 4 Baths ⋅ 12791673 MLS ⋅ ACTIVE Status

Nestled in Chicago's vibrant Woodlawn neighborhood, this contemporary newer construction townhome is just moments from the University of Chicago. Thoughtfully designed with four bedrooms and three-and-a-half baths, the residence seamlessly blends sophisticated architecture and elevated finishes with modern functionality. Step inside to an impressive 14-foot-tall living room, where floor-to-ceiling windows flood the space with natural light and create a dramatic sense of volume. An elegant glass-panel staircase leads to the open-concept kitchen and dining level, creating a seamless connection between the home's main living spaces. At the heart of the home, the designer kitchen features Samsung stainless steel appliances and a striking waterfall island. A generous balcony and expansive wall of windows enhance the bright, airy atmosphere, creating an inviting setting for both everyday living and entertaining. The thoughtfully designed floor plan includes a luxurious third-floor primary suite, offering a private retreat with dual walk-in closets, a freestanding soaking tub, and an oversized shower enclosed in floor-to-ceiling glass. Just beyond the primary suite, the private rooftop terrace provides an elevated outdoor setting for morning coffee, evening relaxation, or entertaining guests. Two generously sized bedrooms are located on the second floor, while the versatile lower level can serve as a spacious family room or fourth bedroom, complete with its own ensuite bath. Modern conveniences include dual Nest-controlled HVAC systems, tankless water heaters, and hardwood floors throughout. Full masonry construction, including solid masonry walls between residences, provides enhanced durability and privacy. The home also features an attached, heated two-car garage. Ideally situated near Washington Park, Jackson Park, and the University of Chicago campus, the home offers convenient access to Chicago's cultural, recreational, and educational destinations. The Obama Presidential Center and nearby commercial corridors add to the neighborhood's appeal, while the lakefront, Metra and Lake Shore Drive are easily accessible.

6209 S Ellis Avenue Unit #E, Chicago

$495,000

4 Beds ⋅ 3 Baths ⋅ 12794187 MLS ⋅ ACTIVE Status

MASSIVE PRICE DROP - MOTIVATED TO SELL! Now is your chance to make this beautiful 4-bedroom, 3-bathroom Chicago home your own! Ideally located near the Obama Presidential Center and the University of Chicago, this spacious home offers modern updates, an open-concept layout, and plenty of room to spread out. Step inside to discover a modern kitchen featuring a large island, sleek finishes, and ample cabinet space, flowing seamlessly into a cozy family room with a fireplace-perfect for entertaining or relaxing at home. The fully finished basement adds incredible versatility, featuring two bedrooms, a full bathroom, and a dedicated laundry room. Upstairs, you'll find two oversized bedrooms with high ceilings, generous closet space, and full bathrooms, including a luxurious jacuzzi tub. Two private balconies, including one off the primary bedroom, provide the perfect spots to enjoy some fresh air. Outside, enjoy the newly stained porch and the convenience of a detached 2-car garage. With its spacious layout, desirable location, and recent price reduction, this home presents an exciting opportunity for its next owner. The seller is ready to make a deal-don't miss out! Schedule your showing today! Broker Owned.

6505 S Woodlawn Avenue, Chicago

$369,000

3 Beds ⋅ 3 Baths ⋅ 12791790 MLS ⋅ ACTIVE Status

Welcome home to this beautifully maintained 3-bedroom, 2.5-bathroom single-family residence in the heart of Chicago's thriving Woodlawn neighborhood. Offering two spacious levels of living space, a full basement, and a detached 2-car garage built in 2023, this home blends modern convenience with timeless comfort. Step inside to find a bright and inviting floor plan featuring an elegant electric fireplace, stainless steel appliances, generous living and dining areas, and plenty of room for everyday living and entertaining. The spacious backyard provides the perfect setting for summer gatherings, gardening, or simply relaxing outdoors. Ideally located just minutes from the University of Chicago, Jackson Park, and the highly anticipated Obama Presidential Center, this home offers easy access to world-class education, cultural attractions, dining, shopping, and public transportation. Whether you're looking for your next home or a smart investment opportunity, this Woodlawn gem delivers location, space, and value.

6404 S Langley Avenue, Chicago

$262,000

4 Beds ⋅ 2 Baths ⋅ 12789701 MLS ⋅ ACTIVE Status

Unique opportunity to purchase a quality townhome in Woodlawn, less than two miles from the Obama Presidential Center. Owner also owns the townhome immediately adjacent at 6513 S Ellis Ave and is willing to sell them together. Live in one side and rent out the other to build your wealth! 6511 S Ellis Ave is an updated 4-bedroom, 1.5-bath townhome offering generous living area and plenty of outdoor space. Updates include new flooring, kitchen backsplash, quartz countertops, stainless steel appliances, several new windows, a new furnace and hot water tank. The roof was replaced in 2019. The full basement offers additional flexible living space, with a finished, carpeted family room and a huge storage room. Outside, enjoy a fully fenced and landscaped backyard plus a two-car parking pad. Ideally located near the University of Chicago and Obama Presidential Center, with convenient access to both Lake Shore Drive and the Dan Ryan Expressway. Move-in ready and thoughtfully updated, this home offers space, comfort, parking, and outdoor living in a convenient Chicago location.

6511 S Ellis Avenue, Chicago

$149,000

5 Beds ⋅ 3 Baths ⋅ 12789379 MLS ⋅ ACTIVE Status

WOODLAWN INVESTOR SPECIAL! Calling all investors, rehabbers, and developers! Large two-story property gutted to the brick, offering an opportunity for a complete renovation or potential new construction. Existing one-car garage requires significant rehabilitation. Conveniently located in Woodlawn, within walking distance of the developing Obama Presidential Center campus and just minutes from the expressway. Review nearby closed comparable sales and explore the potential this property offers. Bring your vision and renovation plans to this prime-location investment opportunity! CHECK OUT FLOOR PLANS UPLOADED approved and signed Sold AS-IS. No survey provided.

6532 S Eberhart Avenue, Chicago

$599,000

4 Beds ⋅ 4 Baths ⋅ 12788124 MLS ⋅ ACTIVE Status

WALK TO THE UNIVERSITY OF CHICAGO - AND PARK IN YOUR OWN PRIVATE GARAGE! 6148 S Ingleside is a turnkey, fully renovated 2026 brick single-family row home in red-hot East Woodlawn, just blocks from UChicago's south campus and the Midway Plaisance and close to the newly opened Obama Presidential Center. Approx. 2,400 sq ft of finished living space with 4 bedrooms, 3.5 baths and all the big-ticket items done: NEW ROOF, NEW FURNACE, NEW WATER HEATER, central air and a NEW BACK PORCH. The open main level flows on gleaming hardwood floors: a grand 15x25 living room, a dining area and a showpiece kitchen with quartz counters, two-tone cabinetry, a breakfast bar, stainless gas range with statement hood, high-end refrigerator, microwave and dishwasher, plus a chic powder room. Upstairs, the primary suite's sun-filled bay window sets the tone for a true spa bath: floor-to-ceiling marble-look tile, double vessel sinks, LED-lit mirror, soaking tub and a glass walk-in rainfall shower. A second bedroom, a full bath and laundry with a stacked washer/dryer complete the level. THE WALKOUT LOWER LEVEL IS THE HIDDEN UPSIDE: private front and rear entrances, a family/media room, two bedrooms, a full bath and its own laundry - ideal for guests, a home office or an in-law suite, with potential to add a kitchenette and explore rental income. Out back: the new elevated rear porch, privacy fence, fresh lawn and a covered patio with ceiling fan leading to your detached garage off the alley - no circling for parking near campus! THE PROOF IS NEXT DOOR: the same owner's renovation at 6150 S Ingleside sold in May 2026 at the same list price - and this home adds an extra bedroom AND a garage. Minutes to Washington and Jackson Parks, the lakefront, the CTA Green Line, Metra, Lake Shore Drive and Hyde Park dining. Don't miss it - schedule your showing today!

6148 S Ingleside Avenue, Chicago

$709,500

4 Beds ⋅ 4 Baths ⋅ 12786075 MLS ⋅ ACTIVE Status

Situated in a quiet pocket of a historic corridor, this modern 2023-built residence, located just one block from the University of Chicago, is fully equipped for contemporary living. The interior opens to a sun-filled living space anchored by 14-foot bay windows, flowing seamlessly into an open-concept chef's kitchen with a stunning waterfall island. Top level features a private primary suite with a spa-inspired bath and direct rooftop deck access, and the level below features two spacious secondary bedrooms thoughtfully designed for privacy, convenience, and flexible use. Downstairs, a fully finished lower-level suite effortlessly doubles as a media room, guest retreat, or home office. Built with an emphasis on permanence and performance, high-end construction features include full masonry, Euro tilt-and-turn windows, dual-zone HVAC, hardwood floors, tankless hot water, wired audio, and an attached heated two-car garage with an EV charger. Enjoy exceptional walkability to vibrant local establishments, easy access to CTA and Metra transit, the lakefront, and the Obama Presidential Center.

6227 S Ellis Avenue Unit #D, Chicago

$274,000

3 Beds ⋅ 2 Baths ⋅ 12782982 MLS ⋅ ACTIVE Status

Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home in the sought-after Woodlawn area of Chicago! Thoughtfully renovated with modern style and functionality, this unique three-level residence offers an inviting layout with a bluetooth speaker system throughout the home. This home is designed for comfortable living and effortless entertaining.The main level features a stunning gourmet kitchen with crisp white oak cabinetry, quartz countertops, stainless steel appliance package, pot filler and a spacious eat-in area that seamlessly opens to the family room. The open-concept design creates the perfect gathering space for family and guests. A gorgeous electric fireplace adds warmth and character to the living area.Convenience continues with a dedicated laundry area and thoughtfully designed living spaces throughout. Upstairs, you'll find three generous-sized bedrooms and a beautifully updated bathroom, providing plenty of space for everyday living.Ideally located near the future Obama Presidential Center and surrounded by new construction and ongoing development, this home offers an exciting opportunity to be part of a thriving Chicago neighborhood. Come experience all this beautifully updated home has to offer-this one is a must-see!

6853 S Langley Avenue, Chicago

$514,900

10 Beds ⋅ 5 Baths ⋅ 12775961 MLS ⋅ PRICE CHANGE Status

Fully updated brick SFR, DOUBLE LOT (50x122), in the heart of Woodlawn! 10 bedrooms and 5 full baths across three levels - each level has its own separate entrance, with possibility for 2 additional in-law arrangements on the 2nd and garden levels. Modern finishes throughout. 5 parking spaces plus a 2-car concrete block garage (garage conveys as-is; restore or tear down negotiable). Zoned RT-4. 3 separate gas meters, 3 electric meters, 3 furnaces. Porch permit applied for; PorchFix LLC says will be rebuilt early November - rear porch to be completely torn down and rebuilt per stamped structural engineer plans (included in documents). Minutes to Lake Michigan, the Obama Presidential Center, Metra/train stations, the University of Chicago, and downtown Chicago. Broker-owned. View Virtual Tour.

6438 S Saint Lawrence Avenue, Chicago

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Chi - Woodlawn Homes for Sale

Newest Chi - Woodlawn Homes for Sale

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