Houses For Sale in South Shore, Chicago

Charming 2-bedroom townhome in South Shore with a finished attic, updated kitchen & bathroom, new roof, and single-car garage. Move-in ready!

Nice rehabbed 4-bed, 1-bath South Shore home. Features finished basement with separate entrance, new kitchen and bath, new flooring, fresh paint, and new parking pad. Great location!

South Shore 2-flat with 2 renovated 2-bedroom apartments. Each unit has individual utilities. Full basement, front & rear porches. Ideal for owner-occupants or investors. Quiet street near transport.

All-brick 3-unit building in South Shore, built in 2005. Each unit has 3 bedrooms, 2 bathrooms, in-unit laundry, and separate mechanicals. 3 exterior parking spots and ample street parking. Potential to resell as condos. Sold as-is.

Spacious 4-bedroom, 2-bath house near Stony Island Ave & 73rd St. Features include hardwood floors, eat-in kitchen, enclosed porch, 2-car detached garage, and large backyard. Needs some repairs. Short sale approved.

Recently renovated 6-bedroom, 3-bathroom single family home. Features hardwood floors, stainless steel appliances, finished basement, family room, rear deck, and large backyard. Ideal for families.

Well-maintained 2-flat brick building, ideal for investors or owner-occupancy. Features 2-car garage, unfinished basement with duplex potential, hardwood floors, and separate utilities. Convenient location near lakefront and University of Chicago.

2 bed, 1 bath single family home in South Shore. Unfinished basement, fenced yard. Close to public transportation and Lake Shore Drive. Sold as-is.

Beautiful South Shore home with wood-burning fireplace, spacious living areas, 3 bedrooms, granite countertops, stainless steel appliances, and a full unfinished basement. Brick garage and roof warranty included. Sold AS IS.

Beautiful 4-unit brick building in South Shore, ready for your design ideas. Each unit features 2 bedrooms and 1 bath. Includes a 2.5-car garage with a new roof. Property is fully gutted, architectural plans available. Being sold as-is. POF or pre-approval required.

Incredible brick 3-flat with a coveted 3br/2ba layout in each unit. Features enormous living spaces, hardwood floors, original trim, and 3 gated parking spaces. Partially finished basement with full bath and kitchenette.

Legal 4-unit gem near Jackson Park, each unit is ~1500 sq ft with 3 bedrooms & 1 bath. Three units leased, offering instant income. Perfect for investors or owner-occupants seeking financial freedom.

Fully renovated South Shore home with 3 large bedrooms, 2.5 baths, and modern finishes. Features a stunning remodeled kitchen, finished basement, and a 2-car garage. Perfect for families seeking a move-in ready home.

Fully remodeled Chicago brick bungalow with 5 bedrooms & 3 baths. Features 3 levels of updated living space, hardwood floors, modern kitchen, and a finished basement. A must-see!

As-is sale. Features new windows, energy-efficient furnace, and updated 2nd floor wiring. Half bath in basement. Ideal for DIY enthusiasts or investors.

Nice home with fenced front yard and spacious porch. Some repairs needed. Sold as is. HUD home. Equal housing opportunity.

Welcome Home to 7724 S. Chappel Avenue! This 4 bed, 2 bath home offers approx 1354 sq ft and a 2-car detached garage. Sold AS-IS by HUD. Equal Housing Opportunity.

Legal 3-flat in revitalized South Shore! Each unit boasts 3 bedrooms & 2 baths, newer windows, and a full basement. Features a rare 3-car garage and is close to public transport, beaches, and Midway Airport. Ideal for investors seeking strong rental income.

3-unit investment property in South Shore with 11 bedrooms, all rented. Each unit features individual hot water, heat, and gas. Great location near DuSable Lake Shore Drive, restaurants, beach, and shopping.

Beautifully rehabbed 2-flat in vibrant South Shore. Updated kitchens, bathrooms, flooring. First floor: 3 beds, potential duplex down. Second floor: 4 beds. Two new furnaces, hot water heaters, and roof updates. Great investment opportunity!

Three-unit building, ideal for investors or first-time homebuyers. Each unit features 3 bedrooms, 2 baths, in-unit laundry, modern kitchen, central A/C and heat. Prime location near Metra, Stony Island, Lake Shore Drive, University of Chicago, and Obama Presidential Library.

Classic Chicago Victorian, 1900 sq ft, 5 bedrooms, 2.5 baths, full basement. Needs repairs, great for investors or owner-occupancy. As-is sale.

Newly updated 2-flat in South Shore, close to downtown, Lake Michigan & Obama Library. Features hardwood floors, updated kitchen & baths, in-unit laundry, and a new roof. Ideal for renters seeking a modern, convenient location.

Beautiful 3-unit building, ideal for investors or owner-occupancy. Each unit offers ample space and on-site parking, including a 2-car garage. Convenient location near downtown Chicago, grocery stores, the lakefront, and the future Obama Library. Sold as-is.

Amazing investment opportunity! Spacious brick building with 3-6 room apartments. Seller accepting Highest and Best offers by 1/08 at 1 PM. Sold as-is.

1928 beauty! 3-flat, each with 3 bedrooms, 2 full baths. Spacious living & dining rooms, balconies. Full basement with hookups. 3-car garage. Needs kitchen rehab. Ideal for investors or large families.

Great Investment Opportunity! Occupied Brick Georgian w/ 3 bedrooms, 1 bath, renovated kitchen & bath, hardwood floors, huge fenced yard, 2-car garage. Sold AS-IS.

85% complete 5-bed, 3.5-bath Chicago home. Perfect for investors or 203K loans. Open concept layout, 2 master suites, full walkout basement. Close to Hyde Park & downtown.

Great investment opportunity! This property needs complete rehab but is located minutes from the Obama Presidential Library. Motivated seller!

South Shore short sale! This 3-bedroom ranch home offers great versatility, potential for conversion, and is perfect for first-time buyers or investors. Bring your vision and fresh paint to transform this home. Seller open to all offers!

Move-in ready gut-rehabbed bungalow with plenty of space! Features new bathrooms, plumbing, electric, stainless steel appliances, granite countertops, finished basement with family room, bedroom, bathroom, laundry, and a new 2-car garage. Perfect for families.

Massive 3-flat in South Shore with 4158 sq ft of living space, great for owner-occupants or investors. Features 3 units with 3 bedrooms and 2 baths each. Recent upgrades include new porch, furnaces, water lines, and roof. High rental income potential! Needs some work, but significant equity upside.

Luxury 3-bed, 2.5-bath homes in vibrant South Shore. Open floor plan, gourmet kitchen, rooftop views, 2-car garage. Close to lakefront, cultural center, & Metra. Perfect for urban dwellers seeking sophisticated living.

Historic 2,800 sq ft home in Chicago's South Shore, offering endless potential for investors or homebuyers using 203K financing. Spacious interiors, high ceilings, walk-out basement, and expansive outdoor areas.

Brick two-unit building with basement, offering approx. 2702 sq ft of living space. Features 4 bedrooms, 2 bathrooms. Built in 1922, needs repairs and updates. Potential lead and asbestos. Suitable for investors or those seeking a fixer-upper.

Move-in ready 5-bed, 5-bath home in Jackson Park Highlands. Updated kitchen, baths, and mechanicals. Features central AC, a spacious basement, landscaped yard, and a wood-burning fireplace. Near golf, Obama Center, and the lake. Ideal for families seeking vintage charm with modern amenities.

Spacious 4-story property on a double lot, perfect for investors or families. Features a newer roof, updated windows, and remodeled kitchen. Unfinished basement and attic offer expansion potential. Requires minor plumbing and electrical work.

Luxury new construction row home in the Elysian on Exchange. Features 3 bedrooms, 2.1 baths, 2.5-car garage, private rooftop deck, and balconies. Enjoy nearby cultural attractions and outdoor amenities.

Spacious South Shore home with great potential! Perfect for rehab by owner occupant or investor. Sold AS IS. 100% tax proration.

Rare Jackson Park Highlands manor-style mansion with huge potential! Estate appeal, large rooms, hardwood floors, fireplace, sunroom, 4 bedrooms, 2 baths, walk-up attic, & full basement. Needs work but offers great equity potential. A must-see for those seeking a classic home with character.