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:
Approved Short Sale. Attention experienced investors and homeowners! Greystone two flat with garden unit. This property presents an exceptional opportunity, though requires some work. Buyers will be responsible for all city inspections, property clean-out, and any necessary repairs. The property is being sold strictly "as is, " with no survey or disclosures provided. All offers must include proof of funding and a pre-approval letter. All earnest money must be submitted in certified funds. Please note that the property details, including room count and lot size, are not guaranteed. The purchase options for this remarkable property are CASH, CONVENTIONAL, OR REHAB FINANCING ONLY. SC

$153,000

9 beds5 baths— sq ft

7408 S Maryland Ave, Chicago, IL 60619

4,688 sq ft lot • Built 1901 • Listed 15 days

ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
Welcome to this sun-drenched and spacious 2-bedroom, 2-bath condo in the heart of Hyde Park. This home blends classic charm with modern comfort, featuring hardwood floors and plenty of windows that fill the space with natural light. The primary suite includes its own full bath, and there's an additional flexible area perfect for a home office or guest space. With a little cleaning and personal touch, this condo can truly shine as your own. Enjoy extra storage, a bike room, and unmatched convenience in a prime Hyde Park location, steps from parks, shops, restaurants, and public transit.

$179,000

2 beds2 baths— sq ft

5252 S Drexel Ave Unit 2B, Chicago, IL 60615

Extra storage • Bike room • Hardwood floors

ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
Short sale opportunity! Snap up this beautiful 3 bedroom / 3 bath condo with sunporch and garage in South Shore. Separate dining area, large rooms, splendid kitchen, luxurious bathrooms and plenty of closet space. This 8-unit condo building was gut rehabbed 18 years ago. Self-managed association with low assessments. Close to lakefront, public transportation and all the entertainment and shops Hyde Park offers. Buyer will be responsible for $4,000 to association. Welcome!

$190,000

3 beds4.5 baths1,392 sq ft

6742 S Clyde Ave Unit 1S, Chicago, IL 60649

Sunporch • Large rooms • Luxurious bathrooms

3D WALKTHROUGH

$170,000

2 beds1 bath843 sq ft

Spa-like bath • Extra storage • Private balcony

ABOUT THIS HOME
Cheap Home for sale in South Side, IL:
Welcome to your next home! This beautifully updated 5 bedroom, 2 bathroom property offers the perfect blend of modern comfort and unbeatable convenience. Move-in ready and beautifully updated, this spacious home features a brand-new roof, furnace, and A/C, plus new doors, and some new windows. The modern kitchen includes granite countertops and ample cabinet space. Bright and functional layout, ready for a new family! Located just one block from the bus station and steps from restaurants and local amenities. A rare find in a highly desirable area. Schedule your showing today!

$199,999

4 beds2 baths2,200 sq ft

7533 S Eberhart Ave, Chicago, IL 60619

New furnace • New doors • Brand new roof

Property at 809 E 40th St Unit 4-4, Chicago, IL 60653, 2 beds, 2 baths

$235,000

2 beds2 baths1,300 sq ft

809 E 40th St Unit 4-4, Chicago, IL 60653

Property at 405 E Oakwood Blvd Unit 4L, Chicago, IL 60653, 1 bed, 1 bath

$155,000

1 bed1 bath900 sq ft

405 E Oakwood Blvd Unit 4L, Chicago, IL 60653

Property at 7157 S Yale Ave, Chicago, IL 60621, 15 beds, 12 baths

$400,000

15 beds12 baths— sq ft

7157 S Yale Ave, Chicago, IL 60621

Property at 6813 S Champlain Ave, Chicago, IL 60637, 2 beds, 1 bath

$140,000

2 beds1 bath1,000 sq ft

6813 S Champlain Ave, 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 1755 E 55th St #503, Chicago, IL 60615, 2 beds, 2 baths

$114,000

2 beds2 baths1,750 sq ft

1755 E 55th St #503, Chicago, IL 60615

Property at 1765 E 55th St Unit J2, Chicago, IL 60615, 1 bed, 1 bath

$139,500

1 bed1 bath1,050 sq ft

1765 E 55th St Unit J2, Chicago, IL 60615

Property at 6437 S Eberhart Ave, Chicago, IL 60637, 3 beds, 1 bath

$115,000

3 beds1 bath3,050 sq ft

6437 S Eberhart Ave, Chicago, IL 60637

Property at 6415 S Eberhart Ave, Chicago, IL 60637, 3 beds, 1 bath

$110,000

3 beds1 bath714 sq ft

6415 S Eberhart Ave, Chicago, IL 60637

Property at 7431 S Kimbark Ave, Chicago, IL 60619, 6 beds, 3 baths

$180,000

6 beds3 baths— sq ft

7431 S Kimbark Ave, Chicago, IL 60619

Property at 7435 S Wentworth Ave, Chicago, IL 60621, 4 beds, 2 baths

$104,900

4 beds2 baths— sq ft

7435 S Wentworth Ave, Chicago, IL 60621

Property at 7043 S Yale Ave, Chicago, IL 60621, 8 beds, 2.5 baths

$128,250

8 beds2.5 baths— sq ft

7043 S Yale Ave, Chicago, IL 60621

Property at 6953 S Michigan Ave, Chicago, IL 60637, 3 beds, 1 bath

$125,000

3 beds1 bath— sq ft

6953 S Michigan Ave, Chicago, IL 60637

Property at 6506 S Saint Lawrence Ave, Chicago, IL 60637, 9 beds, 3 baths

$335,000

9 beds3 baths— sq ft

6506 S Saint Lawrence Ave, Chicago, IL 60637

Property at 1404 W Fuller St, Chicago, IL 60608, 5 beds, 2 baths

$319,900

5 beds2 baths2,500 sq ft

1404 W Fuller St, Chicago, IL 60608

Property at 7225 S Princeton Ave, Chicago, IL 60621, 5 beds, 3 baths

$259,900

5 beds3 baths6,200 sq ft

7225 S Princeton Ave, Chicago, IL 60621

Property at Sign in for address, Chicago, IL 60649, 2 beds, 2 baths

$120,500

2 beds2 baths1,100 sq ft

Property at 6018 S Wabash Ave, Chicago, IL 60637, 3 beds, 2 baths

$229,000

3 beds2 baths1,825 sq ft

6018 S Wabash Ave, Chicago, IL 60637

Property at 3000 S Wentworth Ave Unit 4B, Chicago, IL 60616, 2 beds, 2 baths

$260,000

2 beds2 baths910 sq ft

3000 S Wentworth Ave Unit 4B, Chicago, IL 60616

Property at 6619 S Maryland Ave, Chicago, IL 60637, 5 beds, 2 baths

$319,900

5 beds2 baths— sq ft

6619 S Maryland Ave, Chicago, IL 60637

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

$19,500

— beds— baths— sq ft

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

Property at 1327 E 52nd St #202, Chicago, IL 60615, 4 beds, 2 baths

$375,000

4 beds2 baths1,700 sq ft

1327 E 52nd St #202, Chicago, IL 60615

Property at 2605 S Indiana Ave #708, Chicago, IL 60616, 1 bed, 1 bath

$144,000

1 bed1 bath750 sq ft

2605 S Indiana Ave #708, Chicago, IL 60616

Property at 4426 S Calumet Ave Unit G, Chicago, IL 60653, 3 beds, 2 baths

$240,000

3 beds2 baths1,600 sq ft

4426 S Calumet Ave Unit G, Chicago, IL 60653

Property at 3329 S Racine Ave, Chicago, IL 60608, 3 beds, 2 baths

$399,900

3 beds2 baths— sq ft

3329 S Racine Ave, Chicago, IL 60608

Property at 5201 S Cornell Ave Unit 3E, Chicago, IL 60615, 3 beds, 2 baths

$225,000

3 beds2 baths1,521 sq ft

5201 S Cornell Ave Unit 3E, Chicago, IL 60615

Property at 2545 S Dearborn St #509, Chicago, IL 60616, 2 beds, 2 baths

$415,000

2 beds2 baths— sq ft

2545 S Dearborn St #509, Chicago, IL 60616

Property at 1000 E 53rd St #219, Chicago, IL 60615, 1 bed, 1 bath

$183,500

1 bed1 bath1,100 sq ft

1000 E 53rd St #219, Chicago, IL 60615

Property at 2150 E 79th St, Chicago, IL 60649, 10 beds, 6 baths

$325,000

10 beds6 baths— sq ft

2150 E 79th St, Chicago, IL 60649

Property at 2310 S Canal St #401, Chicago, IL 60616, 2 beds, 2 baths

$365,000

2 beds2 baths1,411 sq ft

2310 S Canal St #401, Chicago, IL 60616

Property at 1310 E 72nd St, Chicago, IL 60619, 4 beds, 1.5 baths

$249,000

4 beds1.5 baths2,160 sq ft

1310 E 72nd St, Chicago, IL 60619

Property at 7859 S Eggleston Ave, Chicago, IL 60620, 8 beds, 4 baths

$130,000

8 beds4 baths— sq ft

7859 S Eggleston Ave, Chicago, IL 60620

Property at 3704 S King Dr Unit 3C, Chicago, IL 60653, 2 beds, 2 baths

$219,900

2 beds2 baths1,064 sq ft

3704 S King Dr Unit 3C, Chicago, IL 60653

Property at 6320 S Greenwood Ave Unit G, Chicago, IL 60637, 2 beds, 2 baths

$184,900

2 beds2 baths1,100 sq ft

6320 S Greenwood Ave Unit G, Chicago, IL 60637

Property at 7832 S Paxton Ave, Chicago, IL 60649, 6 beds, 2.5 baths

$399,999

6 beds2.5 baths3,300 sq ft

7832 S Paxton Ave, Chicago, IL 60649

Property at Sign in for address, Chicago, IL 60637, 5 beds, 2 baths

$360,000

5 beds2 baths— sq ft

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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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