Single Story homes for sale & real estate in South Side, IL

255 homes

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NEW 12 HRS AGO

ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
Investors! Bring your ideas to this spacious, vintage condo in the South Shore Villa Condo complex. Located in the prime South Shore neighborhood where rental demand is constant, this 2BD/2BA unit features high ceilings, hardwood flooring throughout, and a decorative fireplace. Primely located near shopping, the lakefront and golf course, public transportation, and South Shore Cultural Center. The unit is in need of some work and is being sold as-is.

$99,000

2 beds2 baths1,500 sq ft

6832 S South Shore Dr #1, Chicago, IL 60649

Hardwood flooring • Decorative fireplace • Vintage condo

ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
Unlock value with this exciting rehab opportunity in Chicago's Greater Grand Crossing neighborhood. This classic 3 bed, 1 bath brick bungalow has a full unfinished basement and attic space, offering a blank canvas you can redesign, expand and make it your own! Detached 2 car garage and sizeable fully fenced yard. Close to schools, shopping/dining, transportation and the Dan Ryan. Whether you're an investor or a savvy homeowner ready to build equity, this is an opportunity you won't want to miss!

$124,700

3 beds1 bath1,105 sq ft

7206 S Lafayette Ave, Chicago, IL 60621

Attic space • Fully fenced yard • 3,963 sq ft lot

ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
Discover the potential of this inviting one-bedroom, one-bathroom condo, offering a blend of comfort, convenience, and urban charm. Enjoy your own private balcony-perfect for morning coffee or evening relaxation-creating a peaceful retreat in the heart of the city. Monthly assessments cover essential amenities such as heat, water, gas, common insurance, security, and exterior maintenance, along with seasonal services like lawn care and snow removal. Residents also have access to a sparkling outdoor pool, ideal for unwinding on warm summer days. Located just minutes from downtown Chicago, this condo provides exceptional access to public transportation. The Red Line, Green Line, Metra, and th

$138,000

1 bed1 bath800 sq ft

3041 S Michigan Ave #509, Chicago, IL 60616

Outdoor pool • Private balcony • $617 HOA

$350,000

3 beds2 baths1,700 sq ft

5201 S Cornell Ave Unit 27D, Chicago, IL 60615

Quartz countertops • Open-concept kitchen • Panoramic lake views

ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
* * Motivated Owner, Priced to Sell * * Investor Goldmine or Perfect First Home. This 3-bedroom condo near IIT and Bridgeport is packed with potential and ready for your personal touch. Whether you're a first-time buyer looking to stop renting or an investor eyeing strong returns, this property checks all the boxes: NO RENT CAP and AIRBNB FRIENDLY Building (Rare Find these days) and unbeatable access to CTA, I-90/94, and Guaranteed Rate Field (Go Sox!). Features new flooring and lighting in the bedrooms, a refreshed bathroom, and bright natural light throughout, you've already got a great foundation to build so much value. The 1,000 sq. ft. layout offers flexibility for roommates, short-

$183,000

3 beds1 bath1,000 sq ft

238 W 31st St Unit 4W, Chicago, IL 60616

New lighting • New flooring • Refreshed bathroom

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

$265,000

2 beds2 baths910 sq ft

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

Property at 21 E 26th St #3, Chicago, IL 60616, 2 beds, 2 baths

$334,900

2 beds2 baths1,500 sq ft

21 E 26th St #3, Chicago, IL 60616

Property at 4148 S King Dr Unit G3, Chicago, IL 60653, 3 beds, 2 baths

$199,999

3 beds2 baths1,800 sq ft

4148 S King Dr Unit G3, Chicago, IL 60653

Property at 1765 E 55th St Unit E1, Chicago, IL 60615, 1 bed, 1 bath

$109,000

1 bed1 bath1,050 sq ft

1765 E 55th St Unit E1, Chicago, IL 60615

Property at 6104 S Ingleside Ave Unit CH, Chicago, IL 60637, 3 beds, 2 baths

$320,000

3 beds2 baths1,300 sq ft

6104 S Ingleside Ave Unit CH, Chicago, IL 60637

Property at 7718 S Jeffery Blvd Unit GN, Chicago, IL 60649, 2 beds, 2 baths

$141,900

2 beds2 baths950 sq ft

7718 S Jeffery Blvd Unit GN, Chicago, IL 60649

Property at 1157 E 56th St #3, Chicago, IL 60637, 2 beds, 1 bath

$175,000

2 beds1 bath— sq ft

1157 E 56th St #3, Chicago, IL 60637

Property at 6616 S Kimbark Ave Unit 1S, Chicago, IL 60637, 3 beds, 2 baths

$285,000

3 beds2 baths1,700 sq ft

6616 S Kimbark Ave Unit 1S, Chicago, IL 60637

Property at 2921 S Michigan Ave #405, Chicago, IL 60616, 1 bed, 1 bath

$169,000

1 bed1 bath750 sq ft

2921 S Michigan Ave #405, Chicago, IL 60616

Property at 5900 S King Dr Unit C-3, Chicago, IL 60637, 3 beds, 2 baths

$199,000

3 beds2 baths1,220 sq ft

5900 S King Dr Unit C-3, Chicago, IL 60637

Property at 335 W 23rd St Unit B, Chicago, IL 60616, 2 beds, 1 bath

$319,000

2 beds1 bath800 sq ft

335 W 23rd St Unit B, Chicago, IL 60616

Property at 7337 S South Shore Dr #1421, Chicago, IL 60649, 1 bath

$52,750

0 beds1 bath— sq ft

7337 S South Shore Dr #1421, Chicago, IL 60649

Property at 5551 S University Ave #3, Chicago, IL 60637, 3 beds, 1.5 baths

$410,000

3 beds1.5 baths1,500 sq ft

5551 S University Ave #3, Chicago, IL 60637

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

$309,900

5 beds2 baths2,500 sq ft

1404 W Fuller St, Chicago, IL 60608

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

$335,000

3 beds3 baths2,200 sq ft

512 E Oakwood Blvd #2, Chicago, IL 60653

Property at 4800 S Chicago Beach Dr Unit 2706S, Chicago, IL 60615, 2 beds, 2 baths

$174,900

2 beds2 baths1,158 sq ft

4800 S Chicago Beach Dr Unit 2706S, Chicago, IL 60615

Property at 5168 S Wabash Ave, Chicago, IL 60615, 4 beds, 2.5 baths

$434,900

4 beds2.5 baths2,094 sq ft

5168 S Wabash Ave, Chicago, IL 60615

Property at 2605 S Indiana Ave #402, Chicago, IL 60616, 2 beds, 2 baths

$179,900

2 beds2 baths1,325 sq ft

2605 S Indiana Ave #402, Chicago, IL 60616

Property at 4714 S Evans Ave Unit 3N, Chicago, IL 60615, 3 beds, 2 baths

$259,900

3 beds2 baths1,350 sq ft

4714 S Evans Ave Unit 3N, Chicago, IL 60615

Property at 238 W 31st St Unit 2E, Chicago, IL 60616, 3 beds, 1 bath

$225,000

3 beds1 bath1,000 sq ft

238 W 31st St Unit 2E, Chicago, IL 60616

Property at 4518 S Woodlawn Ave #4518, Chicago, IL 60653, 2 beds, 1.5 baths

$290,000

2 beds1.5 baths1,500 sq ft

4518 S Woodlawn Ave #4518, Chicago, IL 60653

Property at 4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653, 3 beds, 3 baths

$384,900

3 beds3 baths— sq ft

4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653

Property at 5329 S Dorchester Ave Unit 3B, Chicago, IL 60615, 1 bed, 1 bath

$194,999

1 bed1 bath1,200 sq ft

5329 S Dorchester Ave Unit 3B, Chicago, IL 60615

Property at 225 E 59th St #1, Chicago, IL 60637, 3 beds, 2 baths

$185,000

3 beds2 baths1,800 sq ft

225 E 59th St #1, Chicago, IL 60637

Property at 4828 S Indiana Ave #201, Chicago, IL 60615, 3 beds, 2 baths

$270,000

3 beds2 baths1,820 sq ft

4828 S Indiana Ave #201, Chicago, IL 60615

Property at 5114 S Kenwood Ave Unit 3B, Chicago, IL 60615, 3 beds, 2.5 baths

$800,000

3 beds2.5 baths1,881 sq ft

5114 S Kenwood Ave Unit 3B, Chicago, IL 60615

Property at 2605 S Indiana Ave #2107, Chicago, IL 60616, 1 bed, 1 bath

$150,000

1 bed1 bath843 sq ft

2605 S Indiana Ave #2107, Chicago, IL 60616

Property at 4800 S Chicago Beach Dr Unit 412N, Chicago, IL 60615, 1 bed, 1 bath

$120,000

1 bed1 bath801 sq ft

4800 S Chicago Beach Dr Unit 412N, Chicago, IL 60615

Property at 238 W 31st St Unit 4E, Chicago, IL 60616, 3 beds, 1 bath

$170,000

3 beds1 bath1,000 sq ft

238 W 31st St Unit 4E, Chicago, IL 60616

Property at 4316 S Michigan Ave Unit 2N, Chicago, IL 60653, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,600 sq ft

4316 S Michigan Ave Unit 2N, Chicago, IL 60653

Property at 4178 S Drexel Blvd #2, Chicago, IL 60653, 2 beds, 2.5 baths

$275,900

2 beds2.5 baths1,300 sq ft

4178 S Drexel Blvd #2, Chicago, IL 60653

Property at 5014 S Blackstone Ave Unit GN, Chicago, IL 60615, 3 beds, 2 baths

$315,000

3 beds2 baths1,597 sq ft

5014 S Blackstone Ave Unit GN, Chicago, IL 60615

Property at 4809 S Wabash Ave #1, Chicago, IL 60615, 3 beds, 2 baths

$289,000

3 beds2 baths1,300 sq ft

4809 S Wabash Ave #1, Chicago, IL 60615

Property at 6300 S Woodlawn St #305, Chicago, IL 60637, 2 beds, 2 baths

$274,900

2 beds2 baths— sq ft

6300 S Woodlawn St #305, Chicago, IL 60637

Property at Sign in for address, Chicago, IL 60615, 3 beds, 2 baths

$264,900

3 beds2 baths1,550 sq ft

Property at 6712 S Ridgeland Ave Unit 3A, Chicago, IL 60649, 2 beds, 1 bath

$109,900

2 beds1 bath— sq ft

6712 S Ridgeland Ave Unit 3A, Chicago, IL 60649

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Based on information submitted to the MLS GRID as of Mon Jan 05 2026. 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.

Single Story Homes for Sale in South Side

There are currently 255 single story homes 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 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, 134 homes have been sold in South Side. In addition to houses in South Side, there were also 418 condos, 43 townhouses, and 232 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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