Multi-family houses For Sale in Woodlawn, Chicago

Fantastic brick 2-unit building in Woodlawn! Updated with new floors, granite counters, and new washer/dryer. Features a large back porch/yard, walk-out basement, and is close to parks and transportation. Great investment opportunity!

Stunning jumbo double-wide legal 4-unit apartment building in East Woodlawn. Completely renovated with modern luxury finishes. Offers over 2,200 sq ft units, 4 bedrooms, 3 baths, & high rental income potential. Perfect for investors or owner-occupants.

Luxury 3-flat with 3 bed, 2 bath units, each featuring primary suites with oversized showers, double vanities, and walk-in closets. Modern kitchens, in-unit laundry, and 3-car parking. Ideal for homeowners or investors seeking a prime urban location.

Gorgeous new construction 3-unit in booming Woodlawn! Contemporary design, 1400 sq ft 3 bed/2 bath units, high-end finishes, and strong rental potential. Perfect investment opportunity.

Modern 2-flat Greenline home perfect for multigenerational living or rental income. Upstairs: 2 bed, 2 bath; Downstairs: 1 bed, 1 bath. Includes 2-car garage with EV charging and solar panels. Energy-efficient and sustainable.

All brick 4-unit with 2 bonus units in Woodlawn! Features stainless steel appliances, refinished hardwood floors, individual heat & gas, rear coach house, 2-car garage, and finished basement with 2 bedrooms. Sold As-Is.

Great opportunity to own this Greystone building in Woodlawn! This two-unit building has been gutted and awaits your design. Each unit features 3 bedrooms, and there's a full unfinished basement for a possible third unit. Property is sold as-is.

West Woodlawn 2-flat with income potential! Live in one unit & rent the other, or expand the unfinished basement. Updated interiors & prime location near University of Chicago & Obama Center. Perfect for owner-occupants & investors.

Charming 3-unit building in desirable Woodlawn! Offers 3 spacious units with unique layouts. Perfect investment opportunity with easy access to shopping, schools, and hospitals. Units range from 2 to 4 bedrooms.

2-unit building investment opportunity! Both units (2 bed & 3 bed) are freshly painted and cleaned, but require some flooring and bathroom repairs.

Historic 5-bedroom Greystone with 3 full bathrooms & 2-car parking. Finished 2-bedroom basement offers rental potential. Recent upgrades include roof and windows. Ideal for investors or homeowners seeking a renovation project.

West Woodlawn 2-flat property with basement and 2-car garage. Significant damage; ideal for teardown or full rehab. Great land value.

Stunning Greystone 2-unit building in Woodlawn! Perfect for owner-occupants or investors. Features 2 updated units with new kitchens, baths, and refinished hardwood floors. New roof, electrical, plumbing, and HVAC. 2-car garage. Close to Obama Library and University of Chicago.

Desirable Greystone 2-flat perfect for investors or first-time buyers! Partially renovated, one unit is move-in ready with 3 bedrooms, the other is ready for your ideas. Features hardwood floors, a fenced backyard, and a 2-car garage. New roof, furnaces, and water tanks. Sold as-is.

Stunning fully renovated 2-flat in Woodlawn. Features include a Victorian facade, high-end finishes, custom kitchens, spa-like bathrooms, 2-car garage, and a full basement. Ideal for investors or those seeking luxurious living.

New construction, 2-unit building with sustainable features. Downstairs: 2 bed, 1 bath. Upstairs: 3 bed, 2.5 bath. Open floor plan, solar PV system, EV-ready garage. Near University of Chicago and Jackson Park.

Greystone two-unit building in Woodlawn, ideal for investors. Features two units with separate heating, two and three bedrooms respectively. Currently rented, offering instant cash flow. Unfinished basement provides expansion potential.

Beautifully remodeled 2-unit greystone in West Woodlawn. Each unit features updated kitchens with quartz countertops and stainless steel appliances. New roof, electric, plumbing, and 2 parking spaces. Ideal for owner-occupants or investors.

As the expansion of the neighborhood continues create generational wealth with this 3150 sq ft 2-flat in the revived Woodlawn community. This property boasts...

Stunning FULLY RENTED 3-Unit Property in Prime Woodlawn Location. Discover an exceptional investment opportunity with this beautifully designed, high-performing cash-flowing property. This 3-unit building features...

Investors or owner occupants will love this updated Greystone! Fully updated in 2012, it features beautiful hardwood floors, high ceilings, separate HVAC, and a 2-car garage. Easily convertible to a 3-unit or duplex.

Solid rehabbed 2-unit property. Unit 1: 3 bedrooms, 1 bath; Unit 2: 4 bedrooms, 1 bath. Both with chef kitchens, open floor plans, and W/D hookups. New roof, garage, electrical, plumbing, and more! Ideal for investors or owner-occupants.

Sustainable luxury 3-flat in historic Washington Park! Enjoy energy-efficient living with high-performance insulation, Mitsubishi heat pumps, and solar panels. Beautiful custom cabinetry, quartz countertops, and top-of-the-line appliances. Quiet, bright, and healthy interior.

Great investment opportunity! Rehab this 4-story building near UChicago & Obama Library. Features 4 units (3x 3 bed/1 bath, 1x 1 bed/1 bath), large yard, & potential for condo conversion. Perfect for seasoned professionals. Short sale approved.

Greystone 2-flat in Woodlawn! This well-maintained property is perfect for investors or owner-occupants. Unit 1 boasts 3 bedrooms, 1.5 baths, an enclosed porch & basement room. Unit 2 features 3 bedrooms, 1 bath & an enclosed porch. Close to CTA Green Line, grocery stores, I-94 & University of Chicago. Sold As-Is.

This spacious 2-unit (1F and 2F) multifamily property is located in a quiet neighborhood. The 1F unit (2 bed, 1 bath) is tenant occupied on...

All brick 2-flat building with 5 bedrooms and 2 baths in historic Woodlawn. Each unit features formal living and dining rooms with separate heating. Being sold as is.

Charming 3-unit brick building in Hyde Park, Chicago. Spacious rooms, hardwood floors, and a large backyard. Garage parking. Close to University of Chicago and public transportation. Ideal income-producing investment property.

Woodlawn is hot!!! This all brick, legal 2-unit building with a garden unit is very well-maintained and it is in an excellent location! ...

Investor special! This 3-unit property boasts 12 beds, 6 baths, and updated features including a new roof, deck, electrical, plumbing, and more. Each unit has laundry hookups. Great cash flow potential!

Rehabbed 2-flat greystone, priced to sell AS-IS. FHA financing accepted. Features newer kitchens, bathrooms, hardwood floors, HVAC, and electrical. Partially finished basement with potential for duplexing. First floor vacant July 31st.

Stunning Remodeled 2-Unit Property in the Heart of Woodlawn! Welcome to this beautifully renovated, turn-key 2-unit property located in the vibrant and highly sought-after Woodlawn...

Awesome 3-flat rehabbed in 2019! Features vinyl siding, thermo windows, updated baths & kitchens with granite counters and shaker cabinets. 3 furnaces, 3 HW heaters. Laminate flooring, updated electric. Parking. Ideal for investors or multi-family living.

Brand new design by Award Winning Developer, Greenline Homes! Modern all electric farmhouse styled reimagined two unit building. This remarkable property seamlessly blends sustainability, comfort,...

New construction 2-unit building in Woodlawn. Features 2+3 bed units, solar PV, EV-ready garage, energy-efficient design, and modern finishes. Completion Dec 2024/Jan 2025.

Experience the vibrant, developing community of West Woodlawn with this Beautifully renovated brick 2-flat. Run to the opportunity to own a piece of real estate...

Exceptional 3-flat multi-unit in Woodlawn, near University of Chicago. Features custom cabinetry, quartz countertops, spa-like primary suites, in-unit laundry, and a top unit with vaulted ceilings. Ideal for owner-occupiers or investors.

Convenient location near Washington Park, easy access to public transport and expressways. Close to Jewel-Osco and Obama Library. Ideal for commuters seeking a quick trip to downtown Chicago or the beach.

Fully occupied two-flat investment opportunity. First unit features 3 beds, 1 bath, hardwood floors, and in-unit laundry. Second unit has 2 beds, 1 bath, and similar updates. Ideal for owner-occupancy or investment.