Multi-family houses For Sale in South Shore, Chicago

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.

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.

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.

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.

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.

Phenomenal South Shore 2-flat with lake views! Perfect for owner-occupants or investors. Features include updated kitchen and bathrooms, spacious bedrooms, new back porch, fenced yard, and a newer garage. Massive investment potential with high rental income. Close to parks, transit, and expressways.

Two-unit building in Woodlawn, steps from the Obama Center. Each unit features multiple bedrooms and bathrooms, separate utilities, and updated systems. Ideal for investors or owner-occupants seeking a promising South Shore investment.

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.

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

Newly Rehabbed Multi-Family Building with modern kitchen (42" cabinets, granite counters, new appliances), updated bathrooms, refinished floors, new doors/trim, and updated mechanicals. Ideal for families or investors.

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.

Great investment opportunity! This 2-unit home is perfect for first-time buyers or seasoned investors. Close to amenities and being sold as part of an estate, it won't last long. Schedule a viewing today!

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!

Own this 3-unit Chicago building! Each unit boasts 3 bedrooms, 2 baths, separate living & dining rooms. Full walkout basement with laundry & a 3-car garage. Needs updating, sold As Is.

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.

Charming brick 2-unit in South Shore! Each unit boasts 2 bedrooms plus a tandem room, formal living & dining rooms, and a full unfinished basement. A 2-car brick garage is included. Perfect for owner-occupants or investors seeking sweat equity.

Jumbo 3-unit building with a finished basement (potential 4th unit) on the south shore. Over 5500 sq ft, each unit features large living rooms, formal dining rooms, 3 bedrooms, and 2 bathrooms. 2-car brick garage. Ideal for live-in owner or rental income.

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.

4-unit building, almost completely rehabbed. Ideal investment or live-in owner. Features include granite countertops, stainless steel appliances, refinished hardwood floors, individual HVACs, new windows/doors, newer roof, 4-car parking, coin-operated laundry, large basement, and security fencing. Excellent South Shore location!

Excellent rental income potential! This fully rehabbed 3-flat (2018) features 3 spacious units with 3 bedrooms, 1.5 baths each. Granite countertops, stainless steel appliances, and hardwood floors. Two units vacant, one with long-term tenants. Sold As-Is.

Investor/rehabber special! Fully gutted 3-flat building, each unit featuring 4 beds & 1 bath. Plans approved, sold AS-IS. Great South Shore location near lake & city. Schedule a showing today!

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.

Great investment! Five units in a three-unit zoned building. Most units updated. Two-car garage. Sold as-is. No survey. High rental potential.

Great investment opportunity! This 4-unit building is under construction, with framing, a new roof, and underground plumbing complete. Each unit will feature 4 beds & 2 baths. Plans and permits are approved. Call for details!

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.

Recently refreshed 2-unit brick building with basement, 2 extra finished rooms, and full bath. Hardwood floors, separate heating systems, and 2-car garage. Conventional or rehab loans only.

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.

Multi-generational home or exceptional investment! All 3-bedroom units boast hardwood floors, fireplaces, and formal dining rooms. 2 vacant units available. Finished basement for owner use. New roof and silver-coated garage.

Fully renovated 2-unit building in Chicago's Historic South Shore. Excellent location near shopping, dining, and the Obama Library. Each unit has 2 bedrooms and 1 bath. Currently leased, generating income. Potential for garden unit.

Fully occupied 3-flat with potential for a 4th unit. Features hardwood floors, sunrooms, fireplaces, pantries, separate laundry, back porch, and 4 parking spaces. Excellent investment opportunity with low rents and high rental increase potential.

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.

Meticulously maintained 2-flat with brand new roof! Live in one unit & rent the other, or invest for solid returns. Each unit boasts 2 bedrooms, updated kitchen & bath. Finished basement adds extra rental potential. 2.5 car garage.

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.

Fully rehabbed two-unit property. Live in one, rent the other, or be a landlord! Each unit boasts ample space and natural light. Convenient location with bus stop and Jewel-Osco nearby. Two-car garage needs TLC. Perfect for those seeking rental income or a multi-family home.

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.

Prime two-flat investment with expansion potential! Each unit boasts 2 bedrooms, 1 bath, spacious living & dining areas. Full basement offers opportunity to add a third unit (city approval pending). Ideal for investors seeking passive income and portfolio growth. High-demand location with easy access to transit, schools, and shopping.

Rare 3-unit brick building with a full basement and in-law suite. Each unit boasts 3 bedrooms, 2 baths, hardwood floors, and separate utilities. Includes a 4-car garage and side drive. Prime location near University of Chicago and Jackson Park.

Completely rehabbed 2-unit building in historic South Shore. Features 3 spacious bedrooms and a den/walk-in closet in each unit, updated systems, and a 1-car garage. Ideal for investors or owner-occupants.

Gorgeous remodeled 4-unit building with one vacant unit. Each unit has its own HVAC. Includes a secure 2-car brick garage. Ideal for owner-occupancy or investment.

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.