Homes with Pools for Sale in West Side, IL

975 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in West Side, IL:
Experience the best of West Loop living at 949 W Madison. This beautifully renovated 1-bedroom, 1-bath soft loft condo combines modern finishes with an unbeatable location in one of Chicago's most walkable neighborhoods. Step inside to discover an open floor plan with soaring ceilings, newer hardwood floors, and floor-to-ceiling windows that fill the space with natural light. The stunning, fully redone kitchen features sleek Bosch appliances, quartz countertops, custom soft-close cabinetry, and integrated panel fronts on the refrigerator and dishwasher. The spacious living area opens to a private east-facing balcony, perfect for your morning coffee or a quiet evening outdoors. The bathroom

$312,000

1 bed1 bath650 sq ft

949 W Madison St #406, Chicago, IL 60607

Open floor plan • Quartz countertops • Bosch appliances

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in West Side, IL:
Developer close out! Gorgeous extra wide new construction with sunny southern exposure, huge outdoor space, & parking included. There is absolutely nothing like this in the market. .. elevator building that goes all the way to the roof w/ private roof decks & only 2 units per floor. Open living area, big windows for tons of natural light, and large attached balconies. Modern kitchen with island, Samsung SS appliances, vented hood, and custom cabinets including pantry. Private master suite offers large walk-in closet, oversized shower w/ rain head & wall spray, 2x vanity, and barn style doors. Large hall bath and comfortable size rooms for beds #2 & #3. Storage closet

$479,000

3 beds2 baths— sq ft

2135 W Cermak Rd Unit 2S, Chicago, IL 60608

Private master suite • Open living area • Private roof decks

ABOUT THIS HOME
Home with a Pool for sale in West Side, IL:
This is a fantastic investment opportunity! It's a solid brick two-flat building located in the heart of Chicago, just minutes from downtown. Whether you're looking to live in one unit and rent the other or expand your investment portfolio, this property offers great potential in a high-demand area!

$499,000

5 beds3 baths— sq ft

2347 W Maypole Ave, Chicago, IL 60612

High-demand area • 706 acre lot • 2 garage spots

ABOUT THIS HOME
Home with a Pool for sale in West Side, IL:
Charming 1-Bed/1-Bath Condo in Chicago's Austin Neighborhood. This updated condo features a modern kitchen, a bright and inviting living room, and a spacious bedroom with a large closet. Ideally located steps from Oak Park, close to public transportation, shopping, and parks-with quick access to downtown Chicago for work or play! No rentals allowed! No pets allowed.

$89,900

1 bed1 bath950 sq ft

129 N Mason Ave #105, Chicago, IL 60644

Large closet • Bright living room • Modern kitchen

ABOUT THIS HOME
Home with a Pool for sale in West Side, IL:
Welcome to Fulton Market, one of the hottest and most sought-after neighborhoods in Chicago. This warm and welcoming multi-level penthouse residence offers a spacious 4575SF open floor plan living space with spectacular, unobstructed and unprecedented Chicago skyline views. Many upgrades in 2025 brings a fresh look to this residence including the massive stone features in the chef's kitchen loaded with all the lux amenities you'd expect including custom cabinetry, a large island for entertaining, and high-end appliances from Miele, Wolf, and Sub Zero. With four oversized bedrooms, an oversized family room/playroom, and a guest room/office, this home offers plenty of space. The oversized pri

$2,175,000

4 beds3.5 baths4,575 sq ft

1327 W Washington Blvd Unit 5CD, Chicago, IL 60607

Custom cabinetry • Open floor plan • Chef's kitchen

Property at 2106 W Erie St Unit 1E, Chicago, IL 60612, 3 beds, 3 baths

$675,000

3 beds3 baths— sq ft

2106 W Erie St Unit 1E, Chicago, IL 60612

Property at 3721 W Wabansia Ave, Chicago, IL 60647, 4 beds, 3.5 baths

$999,900

4 beds3.5 baths3,320 sq ft

3721 W Wabansia Ave, Chicago, IL 60647

Property at 3516 W Polk St, Chicago, IL 60624, 4 beds, 2 baths

$221,000

4 beds2 baths— sq ft

3516 W Polk St, Chicago, IL 60624

Property at 816 S California Ave, Chicago, IL 60612

$780,000

— beds— baths6,400 sq ft

816 S California Ave, Chicago, IL 60612

Property at 1512 S Halsted St, Chicago, IL 60607, 2 beds, 2.5 baths

$585,000

2 beds2.5 baths2,100 sq ft

1512 S Halsted St, Chicago, IL 60607

Property at 565 W Quincy St #1306, Chicago, IL 60661, 2 beds, 2 baths

$449,000

2 beds2 baths1,200 sq ft

565 W Quincy St #1306, Chicago, IL 60661

Property at 1402 W Grand Ave #2, Chicago, IL 60642, 2 beds, 2 baths

$519,000

2 beds2 baths— sq ft

1402 W Grand Ave #2, Chicago, IL 60642

Property at 2432 W Harrison St #3, Chicago, IL 60612, 3 beds, 2 baths

$329,999

3 beds2 baths1,300 sq ft

2432 W Harrison St #3, Chicago, IL 60612

Property at 1320 S Heath Ave, Chicago, IL 60608, 2 beds, 1.5 baths

$339,999

2 beds1.5 baths1,094 sq ft

1320 S Heath Ave, Chicago, IL 60608

Property at 2515 W Harrison St #1, Chicago, IL 60612, 3 beds, 3 baths

$415,000

3 beds3 baths2,320 sq ft

2515 W Harrison St #1, Chicago, IL 60612

Property at 2605 W Division St, Chicago, IL 60622

$565,000

— beds— baths— sq ft

2605 W Division St, Chicago, IL 60622

Property at 936 N Fairfield Ave, Chicago, IL 60622, 9 beds, 3 baths

$1,200,000

9 beds3 baths— sq ft

936 N Fairfield Ave, Chicago, IL 60622

Property at 225 S Sangamon St #808, Chicago, IL 60607, 2 beds, 2 baths

$475,000

2 beds2 baths900 sq ft

225 S Sangamon St #808, Chicago, IL 60607

Property at 1138 N Central Ave, Chicago, IL 60651, 5 beds, 2 baths

$449,000

5 beds2 baths2,295 sq ft

1138 N Central Ave, Chicago, IL 60651

Property at 1075 W Roosevelt Rd #201, Chicago, IL 60608, 2 beds, 2 baths

$380,000

2 beds2 baths1,250 sq ft

1075 W Roosevelt Rd #201, Chicago, IL 60608

Property at 718-720 W 17th St Unit 1E, Chicago, IL 60616, 3 beds, 2.5 baths

$450,000

3 beds2.5 baths— sq ft

718-720 W 17th St Unit 1E, Chicago, IL 60616

Property at 1412 W Division St Unit C-1, Chicago, IL 60642

$529,000

— beds— baths2,482 sq ft

1412 W Division St Unit C-1, Chicago, IL 60642

Property at 3205 W Division St #402, Chicago, IL 60651, 2 beds, 2 baths

$369,000

2 beds2 baths1,100 sq ft

3205 W Division St #402, Chicago, IL 60651

Property at 1340 W Chestnut St #301, Chicago, IL 60642, 4 beds, 4.5 baths

$1,899,000

4 beds4.5 baths3,659 sq ft

1340 W Chestnut St #301, Chicago, IL 60642

Property at 514 N Armour St Unit 2F, Chicago, IL 60642, 1 bed, 1 bath

$305,000

1 bed1 bath800 sq ft

514 N Armour St Unit 2F, Chicago, IL 60642

Property at 2403 S St Louis Ave, Chicago, IL 60623, 4 beds, 2 baths

$315,000

4 beds2 baths— sq ft

2403 S St Louis Ave, Chicago, IL 60623

Property at 2147 W Adams St Unit 3S, Chicago, IL 60612, 2 beds, 2 baths

$460,000

2 beds2 baths— sq ft

2147 W Adams St Unit 3S, Chicago, IL 60612

Property at 1529 S Homan Ave, Chicago, IL 60623, 9 beds, 3 baths

$449,000

9 beds3 baths— sq ft

1529 S Homan Ave, Chicago, IL 60623

Property at 2903 W Washington Blvd, Chicago, IL 60612, 1 bed

$299,000

1 bed— baths2,952 sq ft

2903 W Washington Blvd, Chicago, IL 60612

Property at 1017 S Claremont Ave, Chicago, IL 60612, 11 beds, 11 baths

$1,830,000

11 beds11 baths— sq ft

1017 S Claremont Ave, Chicago, IL 60612

Property at 1631 N Tripp Ave, Chicago, IL 60639, 5 beds, 4 baths

$556,000

5 beds4 baths4,375 sq ft

1631 N Tripp Ave, Chicago, IL 60639

Property at 3902 W Fillmore St, Chicago, IL 60624, 5 beds, 2 baths

$180,000

5 beds2 baths— sq ft

3902 W Fillmore St, Chicago, IL 60624

Property at 814 S Kilbourn Ave, Chicago, IL 60624, 3 beds, 1 bath

$169,000

3 beds1 bath2,756 sq ft

814 S Kilbourn Ave, Chicago, IL 60624

Property at 625 W Jackson Blvd #713, Chicago, IL 60661, 2 beds, 2 baths

$459,900

2 beds2 baths1,219 sq ft

625 W Jackson Blvd #713, Chicago, IL 60661

Property at 659 W Randolph St #1401, Chicago, IL 60661, 2 beds, 2 baths

$489,000

2 beds2 baths1,200 sq ft

659 W Randolph St #1401, Chicago, IL 60661

Property at 644 N Trumbull Ave, Chicago, IL 60624, 6 beds, 3 baths

$549,000

6 beds3 baths— sq ft

644 N Trumbull Ave, Chicago, IL 60624

Property at 12 N Mayfield Ave Unit 3N, Chicago, IL 60644, 2 beds, 1 bath

$125,000

2 beds1 bath1,000 sq ft

12 N Mayfield Ave Unit 3N, Chicago, IL 60644

Property at 823 S Oakley Blvd, Chicago, IL 60612, 3 beds, 3 baths

$789,999

3 beds3 baths3,000 sq ft

823 S Oakley Blvd, Chicago, IL 60612

Property at 811 W 15th Pl #806, Chicago, IL 60608, 2 beds, 2 baths

$359,995

2 beds2 baths1,301 sq ft

811 W 15th Pl #806, Chicago, IL 60608

Property at 1808 S Drake Ave, Chicago, IL 60623, 11 beds, 3 baths

$499,500

11 beds3 baths— sq ft

1808 S Drake Ave, Chicago, IL 60623

Property at 4747 W Monroe St, Chicago, IL 60644, 5 beds, 2.5 baths

$345,000

5 beds2.5 baths1,596 sq ft

4747 W Monroe St, Chicago, IL 60644

Viewing page 5 of 9

Based on information submitted to the MLS GRID as of Mon Dec 01 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 West Side

There are currently 975 homes with pools for sale in West Side at a median listing price of $460K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in West Side stay on the market for 52 days and receive 2 offers. Popular neighborhoods include Lincoln Park, Lake View, Bucktown, Bronzeville, Gold Coast, South Loop, Logan Square, Wicker Park, West Loop, and Bridgeport. This map is refreshed with the newest listings in West Side every 15 minutes.

In the past month, 299 homes have been sold in West Side. In addition to houses in West Side, there were also 682 condos, 43 townhouses, and 487 multi-family units for sale in West Side last month. Find your dream home in West 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 West Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in West Side. If you're looking to sell your home in the West Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in West 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 West Side, IL

Cities

Nearby Neighborhoods

Nearby Neighborhoods with Homes with Pools

Nearby Cities with Homes with Pools

More to explore in West Side, IL

How to buy a house in West 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
$349,000
Naperville homes for sale
$639,450
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$425,000
Glenview homes for sale
$775,000
Oak Park homes for sale
$357,900
Evanston homes for sale
$427,450
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$379,900
Downers Grove homes for sale
$497,000
Mount Prospect homes for sale
$435,000
St. Charles homes for sale
$460,000
Skokie homes for sale
$439,000
Glen Ellyn homes for sale
$550,000
Northbrook homes for sale
$618,000

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.