Multi-family houses For Sale in South Shore, Chicago

Newly updated 2-flat in South Shore! 2nd floor boasts hardwood floors, new kitchen, stainless steel appliances, and jacuzzi tub. 1st floor tenant (month-to-month). Coin laundry in basement. Close to downtown, Lake Michigan, and Obama library.

Spacious 4-story multi-family zoned property on a double lot, perfect for investors or families. Many upgrades completed (roof, furnaces, windows, kitchen), but some finishing touches needed. High ARV potential!

Spacious 2-flat investment property or live-in opportunity! Each unit boasts 3 bedrooms, 1 bath, updated kitchens, and a full unfinished basement with laundry. Features a 2.5 car detached garage with covered patio. Great South Shore location!

4-level multi-unit building in Chicago's South Shore neighborhood, a corner lot near Lake Michigan. Fully rented, producing over \$50K annually. Ideal for portfolio expansion.

A must-see investment opportunity! This spacious 3-flat offers excellent rental income potential. Fully rehabbed in 2018, each unit boasts 3 large bedrooms, 1.5 baths, hardwood...

1445 E 76 Street is a property that recently under gone some exciting updates. It now features a brand new HVAC system, heating and cooling...

ARMCHAIR INVESTMENT! Rehabbed multi-family home with new electric, boiler, kitchens & bathrooms. Great tenants & monthly income. $10k closing cost credit offered!

Fully rented 2-unit building in Chicago's South Shore, producing over $40k annually. Updated in 2017 & 2021, offering potential for a basement unit. Ideal for portfolio addition. Month-to-month tenants.

Legal 3-flat in revitalized South Shore! Each unit boasts 3 bedrooms & 2 baths. Features newer windows, full basement, and a rare 3-car garage. Ideal for investors seeking strong rental income and lifestyle appeal. Close to Metra, beach, and Midway Airport.

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

Brick home with 2 units, 2-car garage, approx 2950 sq ft. Sold as-is. HUD property. Seller may contribute to closing costs.

Opportunity is knocking! Rarely available solid brick multi-unit, many possibilities near Jackson Park and the new Barack Obama Presidential Library. First floor includes large living...

1928 beauty! 3-unit, 3-bed, 2-bath each. Spacious living/dining rooms, balconies. Full basement, 3-car garage. Needs kitchen rehab. Great for investors or large families.

Investment opportunity! This 3-unit building in the South Shore neighborhood features 11 bedrooms, all currently rented. Each unit has its own utilities. Easy access to Lake Shore Drive, restaurants, beach and shopping. Schedule your showing today!

Gorgeous brick 2-unit investment property, ideal for owner-occupants or investors. Features two updated units, a 4-bed/2-bath and a 2-bed/1-bath, plus a 2-car garage and fenced yard. Eligible for IHDA Grant.

Investor special! Rehab this 3-story brick building with three 3-bed, 2-bath apartments. Unfinished basement offers potential for a fourth unit. Ideal for maximizing rental returns in a high-demand area. All new finishes needed.

Well-maintained 2-unit property in South Shore. First floor has 4 bedrooms, 2 baths (tenant-occupied), second floor has 3 bedrooms, 1 bath. Ideal for owner-occupancy or investment. Excellent rental income potential.

Amazing investment opportunity! Spacious brick building with 3-6 room apartments. Seller accepting Highest & Best offers by 1:00 PM Wednesday 01/08. Sold as-is.

2-unit property in South Shore! Each unit boasts 2 bedrooms, kitchen, and living room. First floor unit has separate dining room. Second floor unit features a dormer room. Unfinished attic and basement offer expansion potential. Ample rear parking. Great investment opportunity!

Amazing 3-flat brick building, each unit boasting 3br/2ba, hardwood floors, large living spaces, and original trim. Partially finished basement with full bath and kitchenette. 3 gated parking spaces. Ideal for investors or those seeking multi-family living.

South Shore 2-flat, renovated in 2023, features 2 spacious 2-bedroom apartments. Each unit has individual utilities. Full basement and updated porches. Great for owner-occupants or investors.

Spacious 2-flat building in South Shore with 3 beds & 2 baths per unit. Near Jackson Park and country clubs. Ideal for investors or those seeking a renovation project.

Multifamily zoned home with single-family charm. Eat-in kitchen, formal dining room, 4 bedrooms, 3 full baths, finished basement with kitchen. RM-5 zoning allows for income potential. Includes 2 floor plans. Sold As Is.

This classic brick two-flat is located in the heart of the South Shore neighborhood and comes equipped with . Whether you're an investor looking for...

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.

Beautifully rehabbed 2-unit home in South Shore. Upper unit boasts 3 bedrooms, spacious living room, formal dining area, forced heat & central AC. Lower unit has 2 bedrooms with potential to add 2 more in unfinished basement (plans available). Sold AS-IS; inspections for buyer's info only. No appliances included; basement laundry hookup.

Full gut rehab needed for this brick 2-flat on an oversized lot (50' x 165'), one block from Lake Michigan. Fire damage on second floor, no interior access. Sold AS-IS. Zoning RT-4. Ideal for rehabber.

Excellent investment opportunity! This 2-unit brick building features spacious 2bd/1bth and 3bd/1bth units with hardwood floors, in-unit laundry, eat-in kitchens, and a large backyard. Newer furnace and roof. Perfect for tenants seeking convenience and comfort.

Beautifully updated 2-flat perfect for income or investment! Total rehab in 2019, featuring hardwood floors, updated kitchens with SS appliances, 3 bedrooms & full bath in each unit. Private fenced yard, deck, patio & 2-car garage. Excellent location!

Large 3-unit building in South Shore with great income potential. Features over 4000 sq ft, 3 spacious bedrooms in each unit, updated systems, and a full basement ready for conversion. Ideal for investors or owner-occupants.

Well-maintained 2-flat brick building, ideal for owner-occupancy or investment. Features separate utilities, hardwood floors, and a 2-car garage. The unfinished basement offers expansion potential. Sold as-is.

Exceptional multi-unit property, fully updated in 2023, featuring beautiful hardwood floors. Two units are tenant-occupied, providing immediate rental income, while the third unit is vacant. Prime location near a new clinic and shopping. Ideal for investors and owner-occupants.

Classic brick 2-flat with potential for a legal garden unit. Each unit features large living rooms, formal dining rooms, spacious bedrooms, and eat-in kitchens. Basement framed for garden unit. Prime South Shore location.

Don't miss this rarely available Jackson Park JUMBO 3-flat, featuring nearly 1,400 sq ft per unit and endless potential. This impressive property includes a walkout...

Renovated 2-unit building with garden apartment ($900/mo) and unfinished attic. Separate utilities, updated plumbing & roof. Potential to duplex attic. Close to Metra & bus lines. Ideal for investors seeking stable income.

Gorgeous 2-unit building with quality tenant in place. Recent updates include roof, siding, windows, electric, HVAC, plumbing, and a new 2-car garage. Remodeled kitchens and bathrooms feature maple cabinets, quartz counters, and stainless steel appliances. Hardwood floors throughout. Potential to finish the basement. Ideal for investors seeking a well-maintained property with strong rental income.

Well-maintained all-brick 3-unit building in South Shore. Each unit features 3 bedrooms, 2 bathrooms, in-unit laundry, and separate mechanicals. 3 exterior parking spots and ample street parking. Potential resale as condos!

Meticulously maintained 2-flat building, perfect for owner-occupancy or investment. Each unit features 2 bedrooms, updated kitchen & bath. Finished basement w/bedroom, bath & laundry adds rental potential. 2.5-car garage. Brand new roof (2025).

Solid all-brick 2-flat in Woodlawn, steps from the Obama Presidential Center. Two 2-bedroom units, ready for renovation with substantial upside potential. Ideal for investors or owner-occupants seeking a project with high after-repair value. Features a 2-car garage. Financing options available.

Nice size 4-flat brick building. Units are maintained and currently have 3 vacancies. Basement can be updated for additional income. Windows are...