Homes with Pools for Sale in South Side, IL

845 homes

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NEW 22 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in South Side, IL:
Welcome to this inviting 3-bedroom, 2-bath residence offering comfort, convenience, and wonderful potential. Situated on the coveted first floor, this home features a thoughtful layout, including a private ensuite bath within the primary bedroom for added comfort and privacy. Enjoy a formal dining room perfect for gatherings, in-unit laundry for effortless everyday living, and a bright sun parlor that adds warmth and versatility to the home-ideal for relaxing, reading, or enjoying your morning coffee. Whether you're ready to update, customize, or bring your own unique style, this property serves as the perfect canvas for your decorating ideas. Home needs remodeling and is being sold as-is.

$175,000

3 beds2 baths1,500 sq ft

1147 E Hyde Park Blvd Unit 1B, Chicago, IL 60615

Formal dining room • In-unit laundry • Bright sun parlor

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in South Side, IL:
Phenomenal Brownsville, Washington Park area! Where luxury, elegance meets modern. Voltage ceilings with an open living room, dining room and kitchen experience. Gourmet kitchen style. Elegant ceiling, trim, with so much space to use. Huge primary bedroom with en suite. All bathrooms are spot like with elegance to enjoy. Additional kitchen, bedroom and bath in basement. This could be used as an In Law suite for extra rent. Elegant patio in the back with yard and garage. Near Chicago top rated lab school, this one you won't want to miss.

$540,000

4 beds2.5 baths3,200 sq ft

4937 S Prairie Ave, Chicago, IL 60615

3,125 sq ft lot • Garage • Built 1899

ABOUT THIS HOME
Home with a Pool for sale in South Side, IL:
This historic Bronzeville Redstone Mansion, rehab 2020, 4500 sw. ft. offers 5 bedrooms on the 2nd level 2.5 baths, newer kitchen with breakfast bar & spacious island, granite counter tops, all stainless steel appliances stay, newer windows, roof, 2 furnaces, 2 a/c units, hardwood floors thru-out, 3 wood burning fireplaces in Living room, Family room & Master bedroom. Enclosed sunroom, deck. Finished basement with ceramic tile floor, bar, bath. 2 car garage, shed. Close to public transportation. Pre-approved buyers please.

$635,900

5 beds2.5 baths4,500 sq ft

4540 S Prairie Ave, Chicago, IL 60653

Spacious island • Newer kitchen • Rehab 2020

ABOUT THIS HOME
Home with a Pool for sale in South Side, IL:
Welcome to your dream home in the highly sought-after Bridgeport Village! This rarely available two-story single-family residence with a finished basement offers exceptional space and style, featuring 4 bedrooms and 3.5 bathrooms, with beautiful hardwood floors throughout. The main level impresses with a spacious living and dining area bathed in natural light, complemented by an open kitchen with a breakfast bar and pantry for effortless entertaining. Upstairs, the luxurious master suite includes a private roof deck, a separate shower, and two custom closets, while a second bedroom boasts high ceilings and dual closets. The fully finished basement adds versatile living space with a rec room

$779,000

4 beds3.5 baths3,574 sq ft

1213 W 33rd Pl, Chicago, IL 60608

Rec room • Finished basement • Private roof deck

ABOUT THIS HOME
Home with a Pool 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

Property at 3505 S Morgan St #318, Chicago, IL 60609, 1 bed, 1 bath

$249,000

1 bed1 bath800 sq ft

3505 S Morgan St #318, Chicago, IL 60609

Property at 1450 E 55th St Unit 923S, Chicago, IL 60615, 1 bed, 1 bath

$145,000

1 bed1 bath750 sq ft

1450 E 55th St Unit 923S, Chicago, IL 60615

Property at 6748 S Indiana Ave, Chicago, IL 60637, 6 beds, 5 baths

$429,000

6 beds5 baths2,700 sq ft

6748 S Indiana Ave, Chicago, IL 60637

Property at 4049 S Indiana Ave, Chicago, IL 60653, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths2,188 sq ft

4049 S Indiana Ave, Chicago, IL 60653

Property at 7745 S Luella Ave, Chicago, IL 60649, 4 beds, 1 bath

$255,000

4 beds1 bath1,248 sq ft

7745 S Luella Ave, Chicago, IL 60649

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

$169,900

2 beds2 baths1,325 sq ft

2605 S Indiana Ave #402, Chicago, IL 60616

Property at 5100 S Hyde Park Blvd Unit 1B, Chicago, IL 60615, 1 bed, 1.5 baths

$215,000

1 bed1.5 baths— sq ft

5100 S Hyde Park Blvd Unit 1B, Chicago, IL 60615

Property at 3640 S Lowe Ave, Chicago, IL 60609, 4 beds, 4 baths

$669,000

4 beds4 baths2,960 sq ft

3640 S Lowe Ave, Chicago, IL 60609

Property at 5239 S Ingleside Ave, Chicago, IL 60615, 9 beds, 3 baths

$499,000

9 beds3 baths— sq ft

5239 S Ingleside Ave, Chicago, IL 60615

Property at 7425 S Vernon Ave, Chicago, IL 60619, 5 beds, 4 baths

$330,000

5 beds4 baths2,800 sq ft

7425 S Vernon Ave, Chicago, IL 60619

Property at 2947 S Farrell St, Chicago, IL 60608, 4 beds, 2 baths

$384,900

4 beds2 baths1,508 sq ft

2947 S Farrell St, Chicago, IL 60608

Property at 356 W 31st St, Chicago, IL 60616, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,500 sq ft

356 W 31st St, Chicago, IL 60616

Property at 4938 S Vincennes Ave, Chicago, IL 60615, 5 beds, 3.5 baths

$875,000

5 beds3.5 baths3,439 sq ft

4938 S Vincennes Ave, Chicago, IL 60615

Property at 706 E 41 St, Chicago, IL 60653, 4 beds, 3.5 baths

$839,000

4 beds3.5 baths— sq ft

706 E 41 St, Chicago, IL 60653

Property at 346 E 41st St #2, Chicago, IL 60653, 2 beds, 1 bath

$99,900

2 beds1 bath850 sq ft

346 E 41st St #2, Chicago, IL 60653

Property at 7438 S Champlain Ave, Chicago, IL 60619, 4 beds, 2 baths

$220,000

4 beds2 baths1,400 sq ft

7438 S Champlain Ave, Chicago, IL 60619

Property at 5813 S Wabash Ave, Chicago, IL 60637, 15 beds, 4 baths

$499,000

15 beds4 baths— sq ft

5813 S Wabash Ave, Chicago, IL 60637

Property at 6941 S East End Ave, Chicago, IL 60649, 3 beds, 3 baths

$335,000

3 beds3 baths2,837 sq ft

6941 S East End Ave, Chicago, IL 60649

Property at 7846 S Evans Ave, Chicago, IL 60619, 4 beds, 2 baths

$249,900

4 beds2 baths— sq ft

7846 S Evans Ave, Chicago, IL 60619

Property at 25 E 26th St #5, Chicago, IL 60616, 2 beds, 2 baths

$299,000

2 beds2 baths1,500 sq ft

25 E 26th St #5, Chicago, IL 60616

Property at 4850 S Lake Park Ave #1403, Chicago, IL 60615, 1 bed, 1 bath

$37,500

1 bed1 bath— sq ft

4850 S Lake Park Ave #1403, Chicago, IL 60615

Property at 2982 S Lyman St, Chicago, IL 60608, 7 beds, 4 baths

$639,900

7 beds4 baths— sq ft

2982 S Lyman St, Chicago, IL 60608

Property at 4615 S Vincennes Ave, Chicago, IL 60653, 11 beds, 6 baths

$699,900

11 beds6 baths— sq ft

4615 S Vincennes Ave, Chicago, IL 60653

Property at 6624 S Rhodes Ave, Chicago, IL 60637, 6 beds, 2 baths

$380,000

6 beds2 baths— sq ft

6624 S Rhodes Ave, Chicago, IL 60637

Property at 7618 S Yates Blvd, Chicago, IL 60649, 4 beds, 3 baths

$99,900

4 beds3 baths2,200 sq ft

7618 S Yates Blvd, Chicago, IL 60649

Property at Sign in for address, Chicago, IL 60653, 3 beds, 2 baths

$525,000

3 beds2 baths2,467 sq ft

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 1633 E Hyde Park Blvd Unit 2D, Chicago, IL 60615, 1 bed, 1 bath

$129,000

1 bed1 bath650 sq ft

1633 E Hyde Park Blvd Unit 2D, Chicago, IL 60615

Property at 1217 E 53rd St Unit 3W, Chicago, IL 60615, 3 beds, 2 baths

$175,000

3 beds2 baths1,462 sq ft

1217 E 53rd St Unit 3W, Chicago, IL 60615

Property at 6845 S Saint Lawrence Ave, Chicago, IL 60637, 4 beds, 3.5 baths

$479,000

4 beds3.5 baths1,540 sq ft

6845 S Saint Lawrence Ave, Chicago, IL 60637

Property at 706 E 72nd St, Chicago, IL 60619, 5 beds, 1.5 baths

$99,900

5 beds1.5 baths1,718 sq ft

706 E 72nd St, Chicago, IL 60619

Property at 3045 S Lock St, Chicago, IL 60608, 5 beds, 3 baths

$498,000

5 beds3 baths2,200 sq ft

3045 S Lock St, Chicago, IL 60608

Property at 6547 S Langley Ave, Chicago, IL 60637, 4 beds, 3.5 baths

$550,000

4 beds3.5 baths3,000 sq ft

6547 S Langley Ave, Chicago, IL 60637

Property at 2862 S Keeley St, Chicago, IL 60608, 6 beds, 4 baths

$625,000

6 beds4 baths— sq ft

2862 S Keeley St, Chicago, IL 60608

Property at 325 E 68th St, Chicago, IL 60637, 3 beds, 2 baths

$101,000

3 beds2 baths1,232 sq ft

325 E 68th St, Chicago, IL 60637

Property at 6851 S Paxton Ave Unit 1N, Chicago, IL 60649, 2 beds, 1 bath

$75,000

2 beds1 bath1,250 sq ft

6851 S Paxton Ave Unit 1N, Chicago, IL 60649

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Based on information submitted to the MLS GRID as of Sun Dec 07 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 Pools for Sale in South Side

There are currently 845 homes with pools 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 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, 98 homes have been sold in South Side. In addition to houses in South Side, there were also 413 condos, 47 townhouses, and 235 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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