Homes with Pools for Sale in Southwest Side, IL

632 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in Southwest Side, IL:
BEAUTIFUL REMODELED, 6 BEDROOM , 2 BATHROOM BRICK BUNGALOW IN THE SOUTH SIDE OF CHICAGO. FEATURES LIVING ROOM AND DINING COMBO WITH HARDWOOD FLOORING THROUGH MAIN FLOOR. MODERN WHITE CABINETRY KITCHEN CABINETS AND QUARTZ COUNTERTOPS , UPDATED BATHROOMS, CEILING FANS & LIGHT FIXTURES. FULL FINISHED WALKOUT BASEMENT WITH LARGE OPEN ENTERTAINMENT AREA, CERAMIC FLOORING , LAUNDRY AREA , BATHROOM AND 2 BEROOMS . NEWER NEW WINDOWS, DOORS, ELECTRICAL , PLUMBING , HOT WATER TANK AND FURNACE. NICE BACK YARD AND DETACHED 2 CAR GARAGE.

$325,000

6 beds2 baths1,904 sq ft

7141 S Artesian Ave, Chicago, IL 60629

Hardwood flooring • Remodeled • Brick bungalow

ABOUT THIS HOME
Home with a Pool for sale in Southwest Side, IL:
2 flat at a great price! nice street, across a school. First floor is vacant and second floor unit rented MTM. Nice building that needs your vision with so much potential. No garage but enough parking on back and space to built a garage. Perfect for the owner who wants to make updates to the home while collecting rent. Property sold as is conditions. Make an offer, it won't last long!

$249,000

4 beds2 baths— sq ft

6111 S Wolcott Ave, Chicago, IL 60636

3,125 sq ft lot • Built 1929 • Listed 41 days

ABOUT THIS HOME
Home with a Pool for sale in Southwest Side, IL:
This home has potential!! Just needs a little TLC. It has 2 bedrooms and 1 bath on the main floor, hardwood floors throughout. A spacious attic ready for your ideas. The basement has 1 bedroom, a full bathroom and the space for a small kitchen. This can be used for related living just needs a little work. Come and check this home out! This is an "AS IS" sale!

$245,000

2 beds2 baths900 sq ft

5330 S California Ave, Chicago, IL 60632

Spacious attic • Basement space • Hardwood floors

$425,000

4 beds2 baths1,962 sq ft

5142 S Mulligan Ave, Chicago, IL 60638

Walk-in closet • All brick addition • Master en-suite

ABOUT THIS HOME
Home with a Pool for sale in Southwest Side, IL:
Great opportunity for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. The property is structurally sound with a dry basement and ready for your renovation vision. Needs a full rehab but is currently occupiable. Cash or 203k financing preferred.

$160,000

5 beds2 baths— sq ft

7348 S Lowe Ave, Chicago, IL 60621

Unfinished basement • Structurally sound • Dry basement

Property at 7253 S Marshfield Ave, Chicago, IL 60636, 6 beds, 3 baths

$344,900

6 beds3 baths2,500 sq ft

7253 S Marshfield Ave, Chicago, IL 60636

Property at 420 W 65th Pl, Chicago, IL 60621, 4 beds, 2 baths

$199,999

4 beds2 baths— sq ft

420 W 65th Pl, Chicago, IL 60621

Property at 6336 S Ada St, Chicago, IL 60636, 4 beds, 4.5 baths

$225,000

4 beds4.5 baths— sq ft

6336 S Ada St, Chicago, IL 60636

Property at 6227 S May St, Chicago, IL 60621, 6 beds, 3 baths

$199,900

6 beds3 baths— sq ft

6227 S May St, Chicago, IL 60621

Property at 4530 S Paulina St, Chicago, IL 60609, 12 beds, 18 baths

$369,000

12 beds18 baths3,040 sq ft

4530 S Paulina St, Chicago, IL 60609

Property at 7255 S Washtenaw Ave, Chicago, IL 60629, 4 beds, 5 baths

$400,000

4 beds5 baths— sq ft

7255 S Washtenaw Ave, Chicago, IL 60629

Property at 6113 S Sacramento Ave, Chicago, IL 60629, 5 beds, 3 baths

$489,900

5 beds3 baths— sq ft

6113 S Sacramento Ave, Chicago, IL 60629

Property at 6206 S Knox Ave, Chicago, IL 60629, 2 beds, 1.5 baths

$420,000

2 beds1.5 baths3,528 sq ft

6206 S Knox Ave, Chicago, IL 60629

Property at 5125 S Elizabeth St, Chicago, IL 60609, 7 beds, 4 baths

$469,000

7 beds4 baths— sq ft

5125 S Elizabeth St, Chicago, IL 60609

Property at 5817 W 64th St, Chicago, IL 60638, 4 beds, 2 baths

$349,900

4 beds2 baths1,200 sq ft

5817 W 64th St, Chicago, IL 60638

Property at 4332 S Hermitage Ave, Chicago, IL 60609, 8 beds, 4 baths

$539,900

8 beds4 baths— sq ft

4332 S Hermitage Ave, Chicago, IL 60609

Property at 6005 S Menard Ave, Chicago, IL 60638, 3 beds, 2 baths

$365,000

3 beds2 baths1,024 sq ft

6005 S Menard Ave, Chicago, IL 60638

Property at 2020 W 69th Pl, Chicago, IL 60636, 8 beds, 3 baths

$185,000

8 beds3 baths— sq ft

2020 W 69th Pl, Chicago, IL 60636

Property at 7115 S Peoria St, Chicago, IL 60621, 3 beds, 1 bath

Unknown

3 beds1 bath992 sq ft

7115 S Peoria St, Chicago, IL 60621

Property at 7212 S Campbell Ave, Chicago, IL 60629, 5 beds, 2 baths

$285,000

5 beds2 baths1,300 sq ft

7212 S Campbell Ave, Chicago, IL 60629

Property at 5758 W 65th St, Chicago, IL 60638

$849,000

— beds— baths— sq ft

5758 W 65th St, Chicago, IL 60638

Property at 4629 S Laflin St, Chicago, IL 60609, 5 beds, 2 baths

$349,000

5 beds2 baths1,200 sq ft

4629 S Laflin St, Chicago, IL 60609

Property at 4944 S Honore St, Chicago, IL 60609, 7 beds, 3 baths

$380,000

7 beds3 baths— sq ft

4944 S Honore St, Chicago, IL 60609

Property at 5814 S Massasoit Ave, Chicago, IL 60638, 3 beds, 1.5 baths

$359,000

3 beds1.5 baths1,017 sq ft

5814 S Massasoit Ave, Chicago, IL 60638

Property at 7049 S Damen Ave, Chicago, IL 60636, 7 beds, 3 baths

$299,999

7 beds3 baths— sq ft

7049 S Damen Ave, Chicago, IL 60636

Property at 5545 S Throop St, Chicago, IL 60636, 7 beds, 2 baths

$209,000

7 beds2 baths— sq ft

5545 S Throop St, Chicago, IL 60636

Property at 4845 S Throop St, Chicago, IL 60609, 4 beds, 2 baths

$299,900

4 beds2 baths— sq ft

4845 S Throop St, Chicago, IL 60609

Property at 2050 W 52nd St, Chicago, IL 60609, 2 beds, 1 bath

$199,900

2 beds1 bath1,344 sq ft

2050 W 52nd St, Chicago, IL 60609

Property at 7144 S May St, Chicago, IL 60621, 3 beds, 1 bath

$57,500

3 beds1 bath880 sq ft

7144 S May St, Chicago, IL 60621

Property at 1453 W Garfield Blvd #2, Chicago, IL 60636, 3 beds, 2 baths

$144,999

3 beds2 baths1,200 sq ft

1453 W Garfield Blvd #2, Chicago, IL 60636

Property at 5718 S Green St, Chicago, IL 60621, 12 beds, 6 baths

$450,000

12 beds6 baths— sq ft

5718 S Green St, Chicago, IL 60621

Property at Sign in for address, Chicago, IL 60629, 5 beds, 3 baths

$395,900

5 beds3 baths1,102 sq ft

Property at 3331 W 64th St, Chicago, IL 60629, 5 beds, 3 baths

$299,000

5 beds3 baths1,556 sq ft

3331 W 64th St, Chicago, IL 60629

Property at 3406 W 74th St, Chicago, IL 60629, 4 beds, 3 baths

$339,900

4 beds3 baths2,080 sq ft

3406 W 74th St, Chicago, IL 60629

Property at 5607 S Laflin Ave, Chicago, IL 60636, 3 beds, 1 bath

$199,000

3 beds1 bath900 sq ft

5607 S Laflin Ave, Chicago, IL 60636

Property at 712 W Marquette Rd, Chicago, IL 60621, 5 beds, 2 baths

$189,900

5 beds2 baths— sq ft

712 W Marquette Rd, Chicago, IL 60621

Property at 7011 S Aberdeen St, Chicago, IL 60621, 4 beds, 2 baths

$310,000

4 beds2 baths1,300 sq ft

7011 S Aberdeen St, Chicago, IL 60621

Property at 6827 S Green St, Chicago, IL 60621, 5 beds, 2 baths

$270,000

5 beds2 baths861 sq ft

6827 S Green St, Chicago, IL 60621

Property at 5636 S Carpenter St, Chicago, IL 60621, 4 beds, 3 baths

$274,999

4 beds3 baths1,635 sq ft

5636 S Carpenter St, Chicago, IL 60621

Property at 6731 S Aberdeen St, Chicago, IL 60621, 2 beds, 1 bath

$110,000

2 beds1 bath897 sq ft

6731 S Aberdeen St, Chicago, IL 60621

Property at 1244 W 74th Pl, Chicago, IL 60636, 4 beds, 1 bath

$110,000

4 beds1 bath— sq ft

1244 W 74th Pl, Chicago, IL 60636

Viewing page 7 of 9

Based on information submitted to the MLS GRID as of Tue Dec 23 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 Southwest Side

There are currently 632 homes with pools for sale in Southwest Side at a median listing price of $282K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Southwest Side stay on the market for 61 days and receive 1 offers. Popular neighborhoods include Beverly, Bronzeville, South Loop, Bridgeport, and Hyde Park. This map is refreshed with the newest listings in Southwest Side every 15 minutes.

In the past month, 135 homes have been sold in Southwest Side. In addition to houses in Southwest Side, there were also 38 condos, 13 townhouses, and 252 multi-family units for sale in Southwest Side last month. Find your dream home in Southwest 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 Southwest Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Southwest Side. If you're looking to sell your home in the Southwest Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Southwest Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Southwest Side, IL

Cities

Nearby Neighborhoods

Nearby Neighborhoods with Homes with Pools

Nearby Cities with Homes with Pools

More to explore in Southwest Side, IL

How to buy a house in Southwest Side, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$335,000
Naperville homes for sale
$699,000
Schaumburg homes for sale
$299,000
Arlington Heights homes for sale
$439,000
Glenview homes for sale
$719,000
Oak Park homes for sale
$349,500
Evanston homes for sale
$407,500
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$368,900
Downers Grove homes for sale
$487,450
Mount Prospect homes for sale
$409,999
Glen Ellyn homes for sale
$524,500
St. Charles homes for sale
$449,995
Skokie homes for sale
$449,000
Lombard homes for sale
$375,000

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.