Single-family houses For Sale in Woodlawn, Chicago

Luxe 3-floor row home with 5 bedrooms, 3.5 baths, gourmet kitchen, rooftop deck, and finished lower level. Perfect for urban dwellers seeking sophisticated city living.

Beautifully remodeled 4-bedroom, 2-bathroom split-level home with a finished basement, fenced backyard, and 2-car garage. Updated kitchen with granite countertops and stainless steel appliances. Close to shopping, expressways, and museums. Perfect for families.

Luxury new construction home with 5 bedrooms, 3.5 bathrooms, chef's kitchen, finished basement, and 2-car garage. Near U of C and Jackson Park.

Stunning new construction in Woodlawn! This 2-story home boasts 4 spacious bedrooms, 3 full bathrooms, a finished basement, oversized 2-car garage, and a private backyard. The master suite includes a luxurious en-suite bathroom and private rooftop terrace. High-end finishes and a chef's dream kitchen complete this architectural gem. Perfect for those seeking luxury in a thriving community.

Beautifully renovated 5-bedroom, 3.5-bathroom Greystone home in historic Woodlawn. Features open floor plan, gourmet kitchen, custom flooring, and smart home capabilities. Basement ready for finishing touches. Ideal for families seeking a move-in ready home with modern amenities.

Spacious single family home on oversized lot, ready for your ideas or complete with architectural plans. Features high ceilings, open concept kitchen, master suite, 4th lower level, new plumbing, and a 3-car brick garage. Sold as-is.

Spacious Greystone rowhouse in Woodlawn needs cosmetic updates. Features 4 bedrooms, 2 updated baths, updated kitchen, large living area, and a deep garage. The roof, boiler, and hot water tank are recently updated. Perfect for those looking for a fixer-upper in a vibrant neighborhood.

Spectacular historic home built around 1888. Features 5 bedrooms, 4 bathrooms, 2 fireplaces, 3 staircases, and a large yard. Beautifully updated while maintaining original charm.

Beautiful 3-bed, 3-bath house in Chicago. Open-concept layout, modern kitchen with island, cozy fireplace, finished basement with full bath and laundry. Two massive bedrooms with full baths and balconies. Detached 2-car garage. Perfect for families seeking comfort and style.

Rarely available brick bungalow in West Woodlawn! This fully renovated home boasts 6 bedrooms, 3 bathrooms, a spacious kitchen, new hardwood floors, and a huge family room in the basement. Enjoy a new deck, copper water line, updated electric, plumbing, HVAC, and roof. Close to public transportation and major highways.

Impeccably renovated 4-bedroom, 3.1-bathroom Greystone in Woodlawn. Features chef's kitchen, luxurious primary suite with spa-like bath, finished lower level with theater room & wet bar, spacious backyard, and 2-car garage. Perfect blend of classic charm and modern elegance.

Spacious 5-bedroom, 2-bath single family home with semi-finished basement and large rear parking pad. Perfect for families needing extra space.

Sustainable all-electric smart home near University of Chicago. Features include oversized windows, soaring ceilings, LEED Gold rating, huge backyard, chef's kitchen, and luxury finishes. Energy-efficient and produces more power than it consumes. Ideal for eco-conscious buyers seeking a modern, spacious home.

1931 Kenwood home, ready for renovation. Prime location in a growing neighborhood. Ideal for those looking for a fixer-upper with great potential.

New construction 3-story home with 5 bedrooms, 3.5 baths, and over 3800 sqft. Features chef's kitchen, spa-like master suite, finished basement, and more. Perfect for families seeking luxury and convenience.

Gut rehab opportunity in Woodlawn! 5 bed, 2 bath, 1.5 story home with solid bones and untapped potential. Prime location near Obama Presidential Library. Investor special with ARVs upwards of 600K. Requires full renovation, sold as-is.

Beautiful furnished 5BR/3.5BA new construction home in Woodlawn. Modern design, spacious kitchen with SS appliances & beverage cooler, breakfast bar, hardwood floors, 9ft ceilings, gas fireplace, 2-car garage, and backyard deck. Finished basement with 2 add'l bedrooms & entertainment room. Close to transportation, lake, and University of Chicago.

Eco-friendly new construction home with solar panels, energy-efficient appliances, and EV charging. Open concept living, private backyard, and luxurious primary suite. Affordable and eligible for GreenStar Incentives.

Eco-friendly new construction home with solar PV system, energy-efficient appliances, and EV charging. Open-concept living, private backyard, and luxurious primary suite. Affordable and eligible for GreenStar Incentives. Perfect for eco-conscious buyers seeking modern living.

Beautiful 2021 built home, thoughtfully designed with high-end finishes. Features open floor plan, 10' ceilings, gas fireplace, custom kitchen, primary suite with vaulted ceiling & spa bath, finished lower level with rec room & more. Perfect for families!

Beautiful Victorian house with 4 bedrooms, 2.5 bathrooms, living room, dining room, kitchen, and unfinished basement. Ideal for families.