Multi-family houses For Sale in South Shore, Chicago

A "LEGAL" 4-unit GEM just steps from Jackson Park! Located near the future Obama Library and the highly anticipated Tiger Woods Golf Course, this property is bursting with potential. These units are...

Restore this 1928 beauty! Oversize 3 flat, each unit has 3 bedrooms and TWO full baths - one ensuite bath and a common bath with separate tub and walk-in shower. Spacious sunny living rooms, separate...

This wonderful three-unit building is a rare gem, ideal for savvy investors or first-time homebuyers looking to build wealth. Each spacious unit boasts 3 bedrooms, 2 baths, in-unit washer/dryer, modern kitchen appliances, and the comfort...

Amazing Investment Opportunity by the South Shore! Great Spacious Brick Building! 3-6 Rooms Apartments, just waiting for your innovated ideas, to make of this your great project for the incoming year. Property subject to 3...

This spacious 4-story property on a double lot is a hidden gem, ready for the right buyer to unlock its full potential. Perfect for an investor or a family looking to create their dream home,...

Phenomenal South Shore Multi-Family Gem - A Rare Find with Lake Views! An incredible opportunity awaits in South Shore with this well-maintained, expansive 2-flat, perfect for an owner-occupant looking to build long-term equity or an...

Discover a fantastic investment opportunity in the vibrant Woodlawn neighborhood, just steps to the new Obama Presidential Center! Two story, two unit building with full unfinished basement. 1st unit offers 3 bedrooms & 2 full...

THIS BEAUTIFUL BRICK 4- UNIT BUILDING LOCATED IN SOUTH SHORE IS WAITING FOR YOUR DESIGN IDEAS. EACH UNIT FEATURES UNIT 2BD, 1 BATH. PROPERTY HAS A 2.5 CAR GARAGE W/ NEW ROOF. PROPERTY IS FULLY...

Building being sold "as is". 1/2 bth in basement. New windows ,energy efficient furnace and 2nd floor electric rewired.

Newly Rehabbed Mutli-Family Building with a New Modern Look! This New Kitchen features 42 Inch Expresso Black Kitchen Cabinets, Granite Counter Tops, Modern Posh Glass/Stone Backsplash, New Tile, and all new Appliances. The...

***Asking price is only $375,000 - Estimated After-Repair-Value is $671,000*** Discover a rare investment opportunity in South Shore with this massive, golden brick three-flat offering 4,158 square feet of living space and tremendous potential for...

This 2 unit home needs all hands on deck to return it to it's original Luster. Schedule your appointment because this beauty won't stay unclaimed for long. Great investment for first...

Attention investors. Get ready to add your finishing touches to this beautifully rehabbed jumbo 2-flat nestled on a quiet block in the vibrant South Shore neighborhood. Presenting an exciting investment opportunity. Both units are updated...

New opportunity to own a three-flat building in Chicago! Each of the three units includes three bedrooms, two full bathrooms, and separate living and dining rooms. Additionally, the property features a full walkout basement, offering...

Great opportunity on this brick two unit building with basement. It offers approximately 2,702 square feet of living space with 4 bedrooms and 2 bathrooms. Built in 1922 many repairs and updates are needed but...

Charming Brick 2-Unit in South Shore! This solid brick building offers a fantastic investment or owner-occupant opportunity! Each unit features 2 spacious bedrooms plus a tandem room, perfect for an office, walk in closet or...

Located on the highly sought after south shore, this building is a jumbo 3 unit with a basement which can be used as a fourth unit! The building offers tons of space, character, charm along...

Welcome to 7825 S Phillips Ave in the revitalized South Shore neighborhood- a prime choice for investors or buyers seeking both lifestyle and income potential. This property is a legal 3-flat, with each spacious unit...

This is the 4 unit building you've been looking for! Ideal as an investment property or for a live-in owner! This building located in the sought after South Shore neighborhood has been almost...

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 floors, and high ceilings that enhance the bright,...

Calling all investors & rehabbers! Fully gutted 3 flat building with 4 beds 1 bath apartments in each unit in the South Shore Neighborhood, close to the Lake and city life. Property being...

NICE WELL CARED FOR BRICK 2 FLAT. LIVING ROOMS & DINING ROOMS IN BOTH UNITS. 2ND FLOOR UNIT IS VACANT & HAS 3 BEDROOMS. 1ST FLOOR HAS 2 BEDROOMS & IS OCCUPIED. ...

Great investment opportunity. This unusual 3-unit building actually has five units in it and is zoned for three units. The original owners split the top two floors into one-bedroom units. Most of the units...

Calling all Contractors & Investors! Great 4 unit building with each unit currently having 4 beds 2 baths. Framing done, new roof, underground plumbing, drain tiled and partial rough for electrical and plumbing....

You must see this beautiful 3 unit, ready for the right investor or it can be owner occupied. Nestled in the heart of South Shore, each unit offers ample space tenants and on-site parking with...

RECENTLY REFRESHED BRICK 2 FLAT WITH BASEMENT INCLUDING TWO EXTRA FINISHED ROOMS AND A FULL BATHROOM. HARDWOOD FLOORS. SEPARATE HEATING SYSTEMS PER UNIT. 2 CAR GARAGE. CONVENTIONAL OR REHAB LOANS ONLY.

Looking for an investment property? Here is a 3 unit with a duplex down in the South Shore Neighborhood. All units are rented. There is a total of 11 bedrooms in the building and...

This is truly a money maker. All units are individually heated. Other features include hardwood floors, fireplace in the living room, all units are freshly painted and 2 units are vacant for the selection of...

Situated in the Historic South Shore Neighborhood of Chicago, this two-flat multi-unit building is located on a tranquil block. The property features an excellent location in proximity to various shopping venues, grocery stores, dining establishments,...

This fully occupied income-generating 3-flat will not last long on the market. I repeat, it will not last long on the market. *You must see the potential for an additional unit.* This corner brick property...

South Shore Finest Vinyl 2 flat featuring 2 spacious apartments with 2 bedrooms each. The interior was renovated in 2023 with a living room / dining room combo, spacious kitchen and bedrooms. Each unit has...

***Brand New Roof installed 2025 with Silver Coating!*** Introducing a fantastic investment opportunity with this meticulously maintained 2-flat building, perfect for those looking to live in one unit and rent out the other, or for...

**MULTIPLE OFFERS RECEIVED, SELLER CALLING FOR HIGHEST AND BEST OFFERS BY 6PM ON SATURDAY 10/12** Opportunity awaits! This well-maintained, all-brick three-unit building in South Shore was constructed in 2005 and has solid bones. With a...

Don't miss this great opportunity to own this fully rehabbed two-unit property. You can become a landlord by renting out both units, or choose to occupy one while renting out the other. The first unit...

Come check out this 2flat in the south shore area. 2nd floor is newly updated, with hardwood and vinyl floors throughout the unit and a large living room, new kitchen cabinets and stainless steel appliances,...

Prime Two-Flat Investment Opportunity with Expansion Potential Investor's dream! This solid two-flat building offers a versatile income-producing opportunity with room for even more upside. Each unit features two spacious bedrooms and one...

SUPER rare all brick 3-unit with a full basement w/2br in-laws suite. Each above grade unit has a highly desirable 3 bedrooms/2 full baths layout, hardwood floors, huge windows, and separate heat and utilities. Building...

Start making money on day #1! Welcome to a prime opportunity in historic South Shore with this beautifully rehabbed 2-unit building with driveway and 1-car garage. Completely transformed in 2021, the quality of the rehab...

Gorgeous, recently remodeled 4-unit building featuring one vacant unit for immediate rental income. Each unit boasts its own HVAC system for optimal comfort, and the property includes a secure two-car brick garage. Ideal for living...

*Better photos coming soon* Incredible brick 3 flat brick with a coveted 3br/2ba layout in each unit, plus a partially finished basement with additional full bath and kitchenette. Each unit features enormous living space. Hardwood...