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

307 homes

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ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
Beautiful, spacious, and light-filled 2-bedroom, 2.5-bath duplex located in the highly sought-after Oakland/Bronzeville neighborhood! This rarely available home offers a modern open layout, granite countertops, stainless steel appliances, and a cozy fireplace. Both bedrooms are generously sized, providing plenty of comfort and space. Perfectly situated near shops, restaurants, and Lake Shore Drive - just minutes from the lakefront!

$289,000

2 beds2.5 baths1,300 sq ft

4178 S Drexel Blvd #2, Chicago, IL 60653

Near restaurants • Open layout • Cozy fireplace

ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
Don't miss out on this irresistible and meticulously maintained gated condo situated in a very desirable area in the beautiful Woodlawn Neighborhood. This condo features two bedrooms and two bathrooms with centralized air and an in-unit European washer/dryer. Living Room is nice and open with high ceilings, decorative fireplace with mantel & side shelving which preserves the history of this vintage building. On the borderline of Hyde Park and the University; This is an ideal location for students. near shopping, dining and more; Newer windows throughout, quartz countertops in the updated kitchen. Schedule your private showing today! This GEM will not last long!!!

$170,000

2 beds2 baths— sq ft

6106 S Dorchester Ave Unit 2W, Chicago, IL 60637

Vintage building • Quartz countertops • Decorative fireplace

ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
Experience Refined Lakeside Living Don't miss your chance to own this beautifully updated 1-bedroom, 1-bath condo offering serene views of the lake and city horizon through stunning floor-to-ceiling windows. The open-concept kitchen features sleek stainless steel appliances and an inviting eat-in area, flowing effortlessly into a spacious living room designed for both comfort and style. Enjoy premier amenities including 24-hour door staff and security, a penthouse laundry room, fitness center, elegant party room, and on-site maintenance-ensuring a lifestyle of ease and sophistication. Ideally located between the South Shore and Jackson Park Golf Courses, near the Jackson Park Yacht Club

$115,000

1 bed1 bath— sq ft

6700 S South Shore Dr Unit 21E, Chicago, IL 60649

Elegant party room • Open concept kitchen • Fitness center

$275,000

2 beds2 baths965 sq ft

5315 S Harper Ave #2, Chicago, IL 60615

$487 HOA • Listed 48 days

ABOUT THIS HOME
Single Story Home for sale in South Side, IL:
Fully renovated 4-bed, 3-bath home offering over 2,000 sq ft of living space with the perfect blend of vintage charm and modern design. Features include hardwood floors, bay windows, quartz countertops, shaker cabinets, stainless appliances, in-unit laundry, and a cozy fireplace. Spacious primary suite with luxury bath, soaking tub, and rain shower. Gated parking included. Prime Bronzeville/Hyde Park location near the lakefront, dining, and U of C-an exceptional value at $565,000!

$565,000

4 beds2.5 baths2,200 sq ft

444 E 48th St Unit 2W, Chicago, IL 60615

Fully renovated • Quartz countertops • Stainless appliances

Property at 541 E 60th St Unit 1A, Chicago, IL 60637, 2 beds, 1 bath

$115,000

2 beds1 bath900 sq ft

541 E 60th St Unit 1A, Chicago, IL 60637

Property at 4940 S East End Ave Unit 2C, Chicago, IL 60615, 1 bed, 1 bath

$149,900

1 bed1 bath860 sq ft

4940 S East End Ave Unit 2C, Chicago, IL 60615

Property at 5050 S East End Ave Unit 4B, Chicago, IL 60615, 2 beds, 1 bath

$125,000

2 beds1 bath1,110 sq ft

5050 S East End Ave Unit 4B, Chicago, IL 60615

Property at 4800 S Chicago Beach Dr Unit 503N, Chicago, IL 60615, 1 bed, 1 bath

$189,500

1 bed1 bath773 sq ft

4800 S Chicago Beach Dr Unit 503N, Chicago, IL 60615

Property at 4704 S Saint Lawrence Ave Unit 2W, Chicago, IL 60615, 3 beds, 2 baths

$430,000

3 beds2 baths1,500 sq ft

4704 S Saint Lawrence Ave Unit 2W, Chicago, IL 60615

Property at 1400 E 55th Pl Unit 702S, Chicago, IL 60637, 3 beds, 2 baths

$225,000

3 beds2 baths1,000 sq ft

1400 E 55th Pl Unit 702S, Chicago, IL 60637

Property at 2212 E 70th St Unit 3A, Chicago, IL 60649, 2 beds, 1 bath

$75,000

2 beds1 bath1,000 sq ft

2212 E 70th St Unit 3A, Chicago, IL 60649

Property at 5000 S East End Ave Unit 24A, Chicago, IL 60615, 3 beds, 2 baths

$329,900

3 beds2 baths1,865 sq ft

5000 S East End Ave Unit 24A, Chicago, IL 60615

Property at 4355 S Lake Park Ave Unit 2N, Chicago, IL 60653, 3 beds, 4 baths

$535,000

3 beds4 baths2,600 sq ft

4355 S Lake Park Ave Unit 2N, Chicago, IL 60653

Property at 5300 S Shore Dr #111, Chicago, IL 60615, 4 beds, 3 baths

$285,000

4 beds3 baths2,350 sq ft

5300 S Shore Dr #111, Chicago, IL 60615

Property at 1155 E Hyde Park Blvd Unit 2F, Chicago, IL 60615, 2 beds, 1 bath

$240,000

2 beds1 bath1,200 sq ft

1155 E Hyde Park Blvd Unit 2F, Chicago, IL 60615

Property at 5114 S Kenwood Ave Unit 4B, Chicago, IL 60615, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths1,881 sq ft

5114 S Kenwood Ave Unit 4B, Chicago, IL 60615

Property at 4850 S Lake Park Ave #1409, Chicago, IL 60615, 2 beds, 1 bath

$25,000

2 beds1 bath1,100 sq ft

4850 S Lake Park Ave #1409, Chicago, IL 60615

Property at 6104 S Dorchester Ave Unit 1S, Chicago, IL 60637, 2 beds, 2 baths

$195,000

2 beds2 baths1,000 sq ft

6104 S Dorchester Ave Unit 1S, Chicago, IL 60637

Property at 2212 E 70th St Unit 2D, Chicago, IL 60649, 2 beds, 1 bath

$75,000

2 beds1 bath800 sq ft

2212 E 70th St Unit 2D, Chicago, IL 60649

Property at 6932 S Calumet Ave, Chicago, IL 60637, 6 beds, 2.5 baths

$348,000

6 beds2.5 baths3,130 sq ft

6932 S Calumet Ave, Chicago, IL 60637

Property at 5132 S Drexel Ave Unit 2D, Chicago, IL 60615, 3 beds, 2 baths

$329,000

3 beds2 baths1,500 sq ft

5132 S Drexel Ave Unit 2D, Chicago, IL 60615

Property at 6615 S Woodlawn Ave Unit 3N, Chicago, IL 60637, 3 beds, 2 baths

$289,900

3 beds2 baths1,650 sq ft

6615 S Woodlawn Ave Unit 3N, Chicago, IL 60637

Property at 2901 S Michigan Ave #903, Chicago, IL 60616, 1 bath

$124,900

0 beds1 bath500 sq ft

2901 S Michigan Ave #903, Chicago, IL 60616

Property at 601 E 32nd St Unit 210-211, Chicago, IL 60616, 5 beds, 4 baths

$325,000

5 beds4 baths3,112 sq ft

601 E 32nd St Unit 210-211, Chicago, IL 60616

Property at 6700 S South Shore Dr Unit 25K, Chicago, IL 60649, 1 bath

$114,900

0 beds1 bath800 sq ft

6700 S South Shore Dr Unit 25K, Chicago, IL 60649

Property at 1059 E Hyde Park Blvd #1, Chicago, IL 60615, 3 beds, 2 baths

$300,000

3 beds2 baths2,425 sq ft

1059 E Hyde Park Blvd #1, Chicago, IL 60615

Property at 4530 S Prairie Ave Unit 1S, Chicago, IL 60653, 3 beds, 3 baths

$430,000

3 beds3 baths2,076 sq ft

4530 S Prairie Ave Unit 1S, Chicago, IL 60653

Property at 5555 S Everett Ave Unit B3-4, Chicago, IL 60637, 4 beds, 5 baths

$309,900

4 beds5 baths2,800 sq ft

5555 S Everett Ave Unit B3-4, Chicago, IL 60637

Property at 6531-33 S Woodlawn Ave Unit 1S, Chicago, IL 60637, 3 beds, 2 baths

$256,000

3 beds2 baths1,600 sq ft

6531-33 S Woodlawn Ave Unit 1S, Chicago, IL 60637

Property at 4800 S Chicago Beach Dr Unit 2311N, Chicago, IL 60615, 1 bed, 1 bath

$159,900

1 bed1 bath800 sq ft

4800 S Chicago Beach Dr Unit 2311N, Chicago, IL 60615

Property at 4800 S Lake Park Ave Unit 909A, Chicago, IL 60615, 2 beds, 1 bath

$60,000

2 beds1 bath— sq ft

4800 S Lake Park Ave Unit 909A, Chicago, IL 60615

Property at 6837 S Michigan Ave, Chicago, IL 60637, 3 beds, 2 baths

$177,500

3 beds2 baths1,500 sq ft

6837 S Michigan Ave, Chicago, IL 60637

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 2605 S Indiana Ave #307, Chicago, IL 60616, 1 bed, 1 bath

$162,800

1 bed1 bath850 sq ft

2605 S Indiana Ave #307, Chicago, IL 60616

Property at 7721 S Coles Ave Unit G, Chicago, IL 60649, 2 beds, 1.5 baths

$85,000

2 beds1.5 baths1,160 sq ft

7721 S Coles Ave Unit G, Chicago, IL 60649

Property at 1755 E 55th St #301, Chicago, IL 60615, 2 beds, 2 baths

$230,000

2 beds2 baths1,800 sq ft

1755 E 55th St #301, Chicago, IL 60615

Property at 5148 S King Dr Unit B3, Chicago, IL 60615, 1 bed, 1 bath

$83,000

1 bed1 bath800 sq ft

5148 S King Dr Unit B3, Chicago, IL 60615

Property at 1000 E 53rd St Unit 119S, Chicago, IL 60615, 1 bed, 1 bath

$121,660

1 bed1 bath820 sq ft

1000 E 53rd St Unit 119S, Chicago, IL 60615

Property at 601 E 32nd St #801, Chicago, IL 60616, 3 beds, 2 baths

$284,900

3 beds2 baths1,700 sq ft

601 E 32nd St #801, Chicago, IL 60616

Property at 5142 S Greenwood Ave #1, Chicago, IL 60615, 3 beds, 2 baths

$324,000

3 beds2 baths1,650 sq ft

5142 S Greenwood Ave #1, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Mon Nov 24 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.

Single Story Homes for Sale in South Side

There are currently 307 single story homes for sale in South Side at a median listing price of $279K. 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 479 condos, 49 townhouses, and 259 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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