Cheap homes for sale & real estate in South Side, IL

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ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
OUTDOOR PARKING SPACE FOR SALE. SECURE. GREAT FOR EXTRA PARKING, GUEST, MULTIPLE CARS. SOLD AS-IS WITH A MOTIVATED SELLER.

$19,500

— beds— baths— sq ft

2734 S Wentworth Ave Unit PS-38, Chicago, IL 60616

Parking • Listed 19 days

ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
Rehab Opportunity! This solid brick 2-flat offers incredible potential with much of the renovation already underway. Framing, new electrical service, plumbing rough-ins, and brand new back porches are already in place, saving time and upfront costs for the next owner. Each unit offers a spacious layout with classic Chicago architecture and great natural light. Full basement provides additional options for in-law/ family unit. Perfect for investors or owner-occupants looking to build equity. Conveniently located near public transportation, expressways, and local amenities. Sold as-is - finish the rehab and bring this property to full market value.

$199,900

6 beds4.5 baths— sq ft

4752 S Princeton Ave, Chicago, IL 60609

Solid brick • New back porches • Spacious layout

ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
This is a unique opportunity to reside in the private residences of Lake Meadows Condo Units. This building is uniquely located moments away from downtown and seconds away from DuSable Lake Shore Drive, with plenty of shopping moments away! The Unit offers 2 spacious bedrooms and 2 Baths with ample closet space throughout. The location has a 24-hour doorperson for your security with a covered garage parking space to boot. Hardwood floors throughout with carpet in the bedrooms for that warm touch in the morning! This is the time to check this out because of the rarity of the corner unit coming available. For those investors that have interest, rentals are allowed! Property sold AS-IS. Sch

$150,000

2 beds2 baths— sq ft

601 E 32nd St #211, Chicago, IL 60616

Uniquely located • 24 hour doorperson • Corner unit

ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
Spacious 2 bedroom 2 bath condo right across the street from the Lake! Upgrades in Kitchen and Bath! Enjoy the amenities: On-site management, Doorman, Elevator, On-site Laundry, Parking Space, Fitness room, and storage space! Next door to the Jackson Park Golf Course and across the street from South Shore Country Club! Also, near the upcoming Obama Library. Convenient and accessible to Lake Shore Drive and Expressways! Sold As Is. .. ..

$155,000

2 beds2 baths1,300 sq ft

6730 S South Shore Dr #804, Chicago, IL 60649

Upgrades in kitchen • Elevator • Upgrades in bath

ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
AMAZING OPPORTUNITY BRONZEVILLE GREAT CONDO FIRST FLOOR UNIT WITH 1 BATHROOM, 2 BEDROOMS, ( ADDITIONAL HALF BEDROOM CAN BE USE FOR AN OFFICE ) AND DINING ROOM. THE PROPERTY IS LOCATED CLOSE TO EVERYRHING, PARKS, SCHOOLS, AND PUBLIC TRANSPORTATION. . HOOK UP FOR WASHER AND DRYER, WALKING DISTANCE TO TRAIN AND BUS LINE, FRESHLY PAINTED , NEW CABINET , HARD WOOD FLOORS , CLOSE TO HAROLD WASHINGTON CULTURAL CENTER, EASY ACCESS TO THE OBAMA LIBRAR, INVESTOR WELCOME , THIS IS AN EASY RENTAL PARKING AVAILABLE FOR RENTAL !!! PROPERTY IS BROKER OWBED

$167,500

2 beds1 bath850 sq ft

307 E 50th St Unit 307A, Chicago, IL 60615

Hard wood floors • First floor • New cabinet

Property at 2605 S Indiana Ave #409, Chicago, IL 60616, 1 bed, 1 bath

$149,900

1 bed1 bath727 sq ft

2605 S Indiana Ave #409, Chicago, IL 60616

Property at 7725 S Champlain Ave, Chicago, IL 60619, 4 beds, 2 baths

$169,900

4 beds2 baths1,200 sq ft

7725 S Champlain Ave, Chicago, IL 60619

Property at Sign in for address, Chicago, IL 60637, 2 beds, 1 bath

$170,000

2 beds1 bath843 sq ft

Property at 7537 S Clyde Ave, Chicago, IL 60649, 5 beds, 4 baths

$349,900

5 beds4 baths2,857 sq ft

7537 S Clyde Ave, Chicago, IL 60649

Property at 6547 S Evans Ave, Chicago, IL 60637, 3 beds, 3.5 baths

$389,900

3 beds3.5 baths2,700 sq ft

6547 S Evans Ave, Chicago, IL 60637

Property at 7642 S Merrill Ave, Chicago, IL 60649, 5 beds, 3.5 baths

$439,900

5 beds3.5 baths1,870 sq ft

7642 S Merrill Ave, Chicago, IL 60649

Property at 7037 S Crandon Ave #219, Chicago, IL 60649, 2 beds, 2 baths

$129,900

2 beds2 baths1,250 sq ft

7037 S Crandon Ave #219, Chicago, IL 60649

Property at 7121 S Yale Ave, Chicago, IL 60621, 6 beds, 2 baths

$375,000

6 beds2 baths2,655 sq ft

7121 S Yale Ave, Chicago, IL 60621

Property at 5039 S Michigan Ave Unit 1S, Chicago, IL 60615, 3 beds, 2.5 baths

$310,000

3 beds2.5 baths1,700 sq ft

5039 S Michigan Ave Unit 1S, Chicago, IL 60615

Property at 3106 S Wells St #3, Chicago, IL 60616, 2 beds, 2 baths

$365,000

2 beds2 baths1,500 sq ft

3106 S Wells St #3, Chicago, IL 60616

Property at 7363 S South Shore Dr #209, Chicago, IL 60649, 1 bed, 1 bath

$69,999

1 bed1 bath800 sq ft

7363 S South Shore Dr #209, Chicago, IL 60649

Property at 7832 S Eberhart Ave, Chicago, IL 60619, 5 beds, 2 baths

$307,900

5 beds2 baths3,282 sq ft

7832 S Eberhart Ave, Chicago, IL 60619

Property at 1404 E 56th St #1, Chicago, IL 60637, 2 beds, 1 bath

$299,000

2 beds1 bath950 sq ft

1404 E 56th St #1, Chicago, IL 60637

Property at 6736 S Merrill Ave Unit 4N, Chicago, IL 60649, 3 beds, 2 baths

$179,900

3 beds2 baths1,450 sq ft

6736 S Merrill Ave Unit 4N, Chicago, IL 60649

Property at 512 E Oakwood Blvd #2, Chicago, IL 60653, 3 beds, 3 baths

$359,999

3 beds3 baths2,200 sq ft

512 E Oakwood Blvd #2, Chicago, IL 60653

Property at 7521 S Ridgeland Ave, Chicago, IL 60649, 4 beds, 2.5 baths

$249,900

4 beds2.5 baths— sq ft

7521 S Ridgeland Ave, Chicago, IL 60649

Property at 3021 S Michigan Ave #311, Chicago, IL 60616, 1 bath

$112,900

0 beds1 bath460 sq ft

3021 S Michigan Ave #311, Chicago, IL 60616

Property at 442 E 48th St Unit B1, Chicago, IL 60615, 3 beds, 3 baths

$360,000

3 beds3 baths1,400 sq ft

442 E 48th St Unit B1, Chicago, IL 60615

Property at 6812 S Saint Lawrence Ave, Chicago, IL 60637, 4 beds, 2 baths

$330,000

4 beds2 baths1,500 sq ft

6812 S Saint Lawrence Ave, Chicago, IL 60637

Property at 4706 S Saint Lawrence Ave Unit 2E, Chicago, IL 60615, 3 beds, 2 baths

$440,000

3 beds2 baths1,500 sq ft

4706 S Saint Lawrence Ave Unit 2E, Chicago, IL 60615

Property at 7208 S Eberhart Ave, Chicago, IL 60619, 6 beds, 3 baths

$389,000

6 beds3 baths— sq ft

7208 S Eberhart Ave, Chicago, IL 60619

Property at 7417 S Maryland Ave, Chicago, IL 60619, 2 beds, 1 bath

$144,900

2 beds1 bath926 sq ft

7417 S Maryland Ave, Chicago, IL 60619

Property at 7712 S Evans Ave, Chicago, IL 60619, 4 beds, 2 baths

$295,000

4 beds2 baths2,035 sq ft

7712 S Evans Ave, Chicago, IL 60619

Property at 2221 E 68th St #3, Chicago, IL 60649, 3 beds, 2 baths

$127,500

3 beds2 baths1,750 sq ft

2221 E 68th St #3, Chicago, IL 60649

Property at 7125 S University Ave, Chicago, IL 60619, 4 beds, 2 baths

$100,000

4 beds2 baths1,938 sq ft

7125 S University Ave, Chicago, IL 60619

Property at 2310 S Canal St #210, Chicago, IL 60616, 1 bed, 1 bath

$225,000

1 bed1 bath900 sq ft

2310 S Canal St #210, Chicago, IL 60616

Property at 7246 S East End Ave, Chicago, IL 60649, 7 beds, 3 baths

$175,000

7 beds3 baths— sq ft

7246 S East End Ave, Chicago, IL 60649

Property at 765 E 41st St Unit 1A, Chicago, IL 60653, 4 beds, 3 baths

$430,000

4 beds3 baths3,600 sq ft

765 E 41st St Unit 1A, Chicago, IL 60653

Property at 6959 S Calumet Ave, Chicago, IL 60637, 5 beds, 2 baths

$310,000

5 beds2 baths— sq ft

6959 S Calumet Ave, Chicago, IL 60637

Property at 7235 S Exchange Ave, Chicago, IL 60649, 3 beds, 2.5 baths

$409,900

3 beds2.5 baths2,800 sq ft

7235 S Exchange Ave, Chicago, IL 60649

Property at 444 E 48th St Unit B3, Chicago, IL 60615, 3 beds, 2 baths

$345,000

3 beds2 baths1,300 sq ft

444 E 48th St Unit B3, Chicago, IL 60615

Property at 4537 S Drexel Blvd #503, Chicago, IL 60653, 1 bed, 1 bath

$215,000

1 bed1 bath900 sq ft

4537 S Drexel Blvd #503, Chicago, IL 60653

Property at 7337 S South Shore Dr #406, Chicago, IL 60649, 1 bed, 1 bath

$63,000

1 bed1 bath— sq ft

7337 S South Shore Dr #406, Chicago, IL 60649

Property at 5140 S King Dr Unit A1, Chicago, IL 60615, 3 beds, 3 baths

$119,000

3 beds3 baths1,710 sq ft

5140 S King Dr Unit A1, Chicago, IL 60615

Property at 6700 S South Shore Dr Unit 24E, Chicago, IL 60649, 1 bed, 1 bath

$110,000

1 bed1 bath— sq ft

6700 S South Shore Dr Unit 24E, Chicago, IL 60649

Property at 7450 S Colfax Ave, Chicago, IL 60649, 6 beds, 3 baths

$195,000

6 beds3 baths2,711 sq ft

7450 S Colfax Ave, Chicago, IL 60649

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Based on information submitted to the MLS GRID as of Wed Dec 03 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.

Cheap Homes for Sale in South Side

There are currently 633 cheap homes for sale in South Side at a median listing price of $280K. 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 78 days and receive 1 offers. Popular neighborhoods include Bronzeville, South Loop, West Loop, Bridgeport, and Hyde Park. This map is refreshed with the newest listings in South Side every 15 minutes.

In the past month, 168 homes have been sold in South Side. In addition to houses in South Side, there were also 477 condos, 49 townhouses, and 257 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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