Homes with Basements for Sale in South Side, IL

380 homes

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ABOUT THIS HOME
Home with Basement for sale in South Side, IL:
Fully occupied brick 2-flat with month-to-month tenants, offering a great investment opportunity with immediate rental income. Each unit features a spacious layout and separate utilities. Well-maintained and conveniently located near public transportation, shopping, and other amenities. A solid addition to any investment portfolio-schedule your showing today.

$385,000

7 beds2 baths— sq ft

7843 S Marquette Ave, Chicago, IL 60649

Separate utilities • Well-maintained • Spacious layout

ABOUT THIS HOME
Home with Basement for sale in South Side, IL:
Fully Renovated 3-Unit Property in Woodlawn - Steps from New Development. Don't miss this opportunity to own a recently rehabbed 3-unit building in the heart of Woodlawn, just above 63rd Street. Located on a quiet, residential block surrounded by ongoing development and investment, including the transformative Obama Presidential Center nearby. Each unit was fully renovated in 2023, featuring brand-new plumbing, electrical systems, and HVAC (heating and cooling). The property will be delivered with two occupied units (tenants current on rent) and one vacant unit, ideal for owner-occupants or investors seeking immediate cash flow with room for upside. All units offer spacious layouts and mode

$640,000

10 beds3 baths— sq ft

6141 S Eberhart Ave, Chicago, IL 60637

Fully renovated • Brand-new hvac • Brand-new plumbing

ABOUT THIS HOME
Home with Basement for sale in South Side, IL:
Value-Add 2-Unit in Woodlawn - Great for Investors or House Hackers Located in the rapidly developing Woodlawn neighborhood, this 2-unit building offers immediate income with room to grow. The property was cosmetically rehabbed in 2022, including updates such as new flooring, fresh paint, and updated kitchen cabinets. The top-floor unit is a spacious 4 bed / 1 bath, currently tenant-occupied with guaranteed rent payments through CHA. The first-floor unit is a vacant 3 bed / 1 bath, perfect for an owner-occupant or ready to lease. An unfinished basement offers excellent value-add potential. Zoned to allow for a 3rd unit conversion or the option to duplex down with the first-floor unit-provid

$350,000

7 beds2 baths— sq ft

6417 S Eberhart Ave, Chicago, IL 60637

Fresh paint • New flooring • Unfinished basement

ABOUT THIS HOME
Home with Basement for sale in South Side, IL:
Turnkey 2-Unit Investment Property in Jackson Park Highlands - Steps from the Obama Presidential Center Fully occupied and income-generating 2-unit property located in the desirable Jackson Park Highlands, just a few blocks from the upcoming Obama Presidential Library. Each spacious unit features 2 bedrooms and 1 bathroom, offering comfortable layouts ideal for long-term tenants. Both units were cosmetically rehabbed in 2022, featuring updated finishes that enhance appeal while keeping maintenance minimal. Tenants are current on rent, providing immediate cash flow and peace of mind for investors. Whether you're a seasoned investor or just entering the market, this well-maintained, prime-loc

$200,000

4 beds2 baths— sq ft

6907 S Cornell Ave, Chicago, IL 60649

Updated finishes • 2 parking spots • Listed 177 days

$60,000

1 bed1 bath713 sq ft

Finished attic • New hvac • Built 1911

Property at 7844 S Jeffery Blvd, Chicago, IL 60649, 18 beds, 11 baths

$1,125,000

18 beds11 baths— sq ft

7844 S Jeffery Blvd, Chicago, IL 60649

Property at 5621 S Perry Ave, Chicago, IL 60621, 4 beds, 2 baths

$280,000

4 beds2 baths2,352 sq ft

5621 S Perry Ave, Chicago, IL 60621

Property at 7649 S Dobson Ave, Chicago, IL 60619, 4 beds, 2 baths

$94,900

4 beds2 baths1,095 sq ft

7649 S Dobson Ave, Chicago, IL 60619

Property at 7051 S Princeton Ave, Chicago, IL 60621, 9 beds, 2 baths

$150,000

9 beds2 baths2,800 sq ft

7051 S Princeton Ave, Chicago, IL 60621

Property at 7242 S East End Ave, Chicago, IL 60649, 4 beds, 2 baths

$185,000

4 beds2 baths— sq ft

7242 S East End Ave, Chicago, IL 60649

Property at 7340 S Maryland Ave, Chicago, IL 60619, 8 beds, 2 baths

$170,000

8 beds2 baths— sq ft

7340 S Maryland Ave, Chicago, IL 60619

Property at 4824 S Evans Ave, Chicago, IL 60615, 10 beds, 7 baths

$949,990

10 beds7 baths— sq ft

4824 S Evans Ave, Chicago, IL 60615

Property at 4242 S Vincennes Ave #2, Chicago, IL 60653, 3 beds, 2 baths

$290,000

3 beds2 baths— sq ft

4242 S Vincennes Ave #2, Chicago, IL 60653

Property at 642 E 51st St Unit 1E, Chicago, IL 60615, 3 beds, 2.5 baths

$195,000

3 beds2.5 baths1,900 sq ft

642 E 51st St Unit 1E, Chicago, IL 60615

Property at 5729 S Michigan Ave, Chicago, IL 60637, 8 beds, 3.5 baths

$430,000

8 beds3.5 baths— sq ft

5729 S Michigan Ave, Chicago, IL 60637

Property at 7132 S Eberhart Ave, Chicago, IL 60619, 6 beds, 2.5 baths

$240,000

6 beds2.5 baths— sq ft

7132 S Eberhart Ave, Chicago, IL 60619

Property at 7112 S Rhodes Ave, Chicago, IL 60619, 4 beds, 2 baths

$165,900

4 beds2 baths1,704 sq ft

7112 S Rhodes Ave, Chicago, IL 60619

Property at 7526 S Merrill Ave, Chicago, IL 60649, 4 beds, 2.5 baths

$180,000

4 beds2.5 baths2,108 sq ft

7526 S Merrill Ave, Chicago, IL 60649

Property at 5331 S Calumet Ave, Chicago, IL 60615, 12 beds, 8 baths

$1,077,500

12 beds8 baths— sq ft

5331 S Calumet Ave, Chicago, IL 60615

Property at 7124 S Ellis Ave, Chicago, IL 60619, 6 beds, 2 baths

$250,000

6 beds2 baths— sq ft

7124 S Ellis Ave, Chicago, IL 60619

Property at 7206 S Champlain Ave, Chicago, IL 60619, 9 beds, 3 baths

$185,000

9 beds3 baths— sq ft

7206 S Champlain Ave, Chicago, IL 60619

Property at 4801 S Princeton Ave, Chicago, IL 60609, 4 beds, 2 baths

$64,900

4 beds2 baths1,170 sq ft

4801 S Princeton Ave, Chicago, IL 60609

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Based on information submitted to the MLS GRID as of Fri Dec 05 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Basements for Sale in South Side

There are currently 380 homes with basements for sale in South Side at a median listing price of $285K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Side stay on the market for 79 days and receive 1 offers. Popular neighborhoods include Bronzeville, South Shore, South Loop, Kenwood, Pilsen Historic District, West Loop, Bridgeport, McKinley Park, Hyde Park, and Woodlawn. This map is refreshed with the newest listings in South Side every 15 minutes.

In the past month, 94 homes have been sold in South Side. In addition to houses in South Side, there were also 412 condos, 47 townhouses, and 236 multi-family units for sale in South Side last month. Find your dream home in South Side using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in South Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Side. If you're looking to sell your home in the South Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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