Homes with Pools for Sale in Chesterfield, MO

110 homes

Sort:

Recommended

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Chesterfield, MO:
Welcome to this meticulously maintained 4 bedroom, 3.5 bath 2-story home, nestled in the desirable Wellesley Place Subdivision! This residence offers a harmonious blend of comfort, style, and functionality. Step inside to discover an inviting floor plan with an abundance of natural light. The great room has vaulted ceilings, a cozy fireplace, and seamlessly flows into the dining area creating an ideal space for entertaining family and friends. The well-appointed kitchen boasts granite countertops, newer stainless steel appliances and beautiful cabinetry. Upstairs you will find a gorgeous primary suite with a recently renovated bathroom, two additional large bedrooms, and a full hall bath. E

$514,999

4 beds3.5 baths2,809 sq ft

862 Wellesley Place Dr, Chesterfield, MO 63017

9,583 sq ft lot • 2 garage spots • Built 1992

ABOUT THIS HOME
Home with a Pool for sale in Chesterfield, MO:
HERE IS YOUR CHANCE FOR A WONDERFUL HOME! Kitchen and laundry room refrigerators, Newer washer and dryer and large TV included in sale! The seller has spent 40 wonderful years creating memories in this very well-maintained, traditional 2-story home—now it’s your turn! Ideally located in the heart of Chesterfield, close to everything you need and within a top-rated school district. Recent updates include a new roof, gutters, and window wraps (Aug 2025), updated windows, front double door and sliding door, a maintenance-free composite deck and stairs, granite kitchen counters and sink, luxury vinyl plank flooring, and the conversion of the main floor half bath into a full bath. En

$499,000

4 beds3.5 baths3,166 sq ft

15648 Sugarridge Ct, Chesterfield, MO 63017

0.3 acre lot • 2 garage spots • Built 1978

ABOUT THIS HOME
Home with a Pool for sale in Chesterfield, MO:
Take in the beautiful view from this first floor garden home! Bright Clean and Move in ready. This 2 bed/2 bath home features an open living/dining floor plan. Living room boasts a decorative fireplace. Doors in living room open onto a private patio overlooking scenic common ground. Additional features include: vanities, mirrors luxury vinyl tile 2025,freshly painted, eat in kitchen and separate dining room, private in-unit laundry, programmable keypad entry on front door. Master suite with large walk in closet. One assigned parking spot in basement garage (with elevator access), along with additional spaces for guest parking in front and back of building. Amenities include community pool

$219,900

2 beds2 baths1,292 sq ft

1530 Bedford Forge Ct #5, Chesterfield, MO 63017

$568 HOA • Garage • Community pool

ABOUT THIS HOME
Home with a Pool for sale in Chesterfield, MO:
* This Great Home is Ready for it's New Owner * Beautiful Updated Kitchen Features Custom Cabinetry, Recessed Lighting & Beautiful Granite Counters * Big Main Floor Laundry Room * Oversized Side Entry Garage with Large Workshop Area * Great Family Room with Cozy Fireplace, Plus French Doors Exit to the Nice Patio overlooking the Big Fenced Private Level Yard, Perfect for Entertaining/BBQ's, Family Fun with Plenty of Space fir a Pool * Hardwood Floors * 6 Panel Doors * Large Primary Bedroom with Walk in Closet * Large secondary Bedrooms * The Home Sides to a "Not Through" Street which Provides plenty of Parking & Privacy * Walkable Neighborhood with Subdivision Sidewal

$449,000

4 beds2.5 baths2,092 sq ft

39 White Plains Dr, Chesterfield, MO

2 garage spots • Built 1966 • Listed 98 days

ABOUT THIS HOME
Home with a Pool for sale in Chesterfield, MO:
The history of this home is charming, it is said this was a working farm with this home being the homestead. It sits on over one acre with mature trees all around. A sprawling story and a half with copper gutters, a long driveway that enters into a large garage that fits multiple cars. A sunroom that overlooks a large deck to one side and a Koi pond filled with lily pads is the view out the back. You can choose a Master Bedroom on the main floor, or choose your master upstairs. Both equipped with full ensuite baths. A Jack and Jill bath service the other two bedrooms on the main level. Beautiful wood counter tops in the kitchen, new light fixtures and newer appliances make it a very welco

$675,000

4 beds4 baths3,920 sq ft

1507 Timberlake Manor Pkwy, Chesterfield, MO 63017

1.02 acre lot • 3 garage spots • Community pool

Property at 384 Greentrails Dr, Chesterfield, MO 63017, 4 beds, 3.5 baths

$630,000

4 beds3.5 baths3,487 sq ft

384 Greentrails Dr, Chesterfield, MO 63017

Property at 202 Fick Farm Rd, Chesterfield, MO 63005, 5 beds, 4.5 baths

$1,595,000

5 beds4.5 baths6,148 sq ft

202 Fick Farm Rd, Chesterfield, MO 63005

Property at 351 Oak Stand Ct, Chesterfield, MO 63005, 5 beds, 4.5 baths

$1,300,000

5 beds4.5 baths5,323 sq ft

351 Oak Stand Ct, Chesterfield, MO 63005

Property at 1511 Hampton Hall Dr Unit 19 & 20, Chesterfield, MO 63017, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths2,960 sq ft

1511 Hampton Hall Dr Unit 19 & 20, Chesterfield, MO 63017

Property at 2259 Sycamore Dr, Chesterfield, MO 63017, 5 beds, 3.5 baths

$799,900

5 beds3.5 baths3,952 sq ft

2259 Sycamore Dr, Chesterfield, MO 63017

Property at 2323 Manor Grove Dr #4, Chesterfield, MO 63017, 3 beds, 2 baths

$240,000

3 beds2 baths1,490 sq ft

2323 Manor Grove Dr #4, Chesterfield, MO 63017

Property at 1255 Walnut Hill Farm Dr, Chesterfield, MO 63005, 3 beds, 4.5 baths

$765,000

3 beds4.5 baths5,190 sq ft

1255 Walnut Hill Farm Dr, Chesterfield, MO 63005

Property at 18668 Olive Street Rd, Chesterfield, MO 63005, 3 beds, 2 baths

$799,000

3 beds2 baths1,862 sq ft

18668 Olive Street Rd, Chesterfield, MO 63005

Property at 1315 Wildhorse Meadows Dr, Chesterfield, MO 63005, 5 beds, 5 baths

$1,695,000

5 beds5 baths7,679 sq ft

1315 Wildhorse Meadows Dr, Chesterfield, MO 63005

Property at 13489 Beaulac Dr, Saint Louis, MO 63141, 2 beds, 1.5 baths

$169,900

2 beds1.5 baths1,288 sq ft

13489 Beaulac Dr, Saint Louis, MO 63141

Property at 1577 Kehrs Mill Rd, Chesterfield, MO 63005, 7 beds, 3.5 baths

$2,900,000

7 beds3.5 baths4,125 sq ft

1577 Kehrs Mill Rd, Chesterfield, MO 63005

Property at 1205 Patchwork Flds, Chesterfield, MO 63005, 5 beds, 4.5 baths

$2,375,000

5 beds4.5 baths6,339 sq ft

1205 Patchwork Flds, Chesterfield, MO 63005

Property at 13555 Coliseum Dr Unit G, Chesterfield, MO 63017, 2 beds, 2 baths

$138,000

2 beds2 baths1,020 sq ft

13555 Coliseum Dr Unit G, Chesterfield, MO 63017

Property at 13515 Coliseum Dr Unit A, Chesterfield, MO 63017, 2 beds, 2 baths

$129,900

2 beds2 baths1,000 sq ft

13515 Coliseum Dr Unit A, Chesterfield, MO 63017

Property at 805 Silver Buck Ln, Chesterfield, MO 63005, 3 beds, 3.5 baths

$1,640,000

3 beds3.5 baths4,534 sq ft

805 Silver Buck Ln, Chesterfield, MO 63005

Property at 776 Schaeffer's Grove Ct, Chesterfield, MO 63005, 5 beds, 4.5 baths

$1,840,000

5 beds4.5 baths5,244 sq ft

776 Schaeffer's Grove Ct, Chesterfield, MO 63005

Property at 724 Silver Buck Ln, Chesterfield, MO 63005, 4 beds, 3.5 baths

$1,805,000

4 beds3.5 baths5,535 sq ft

724 Silver Buck Ln, Chesterfield, MO 63005

Property at Clifton Plan, Chesterfield, MO 63017, 2 beds, 3 baths

$719,900

2 beds3 baths2,413 sq ft

Clifton Plan, Chesterfield, MO 63017

Listing provided by Zillow

Property at 17421 Private Valley Ln, Chesterfield, MO 63005, 4 beds, 2.5 baths

$900,000

4 beds2.5 baths2,948 sq ft

17421 Private Valley Ln, Chesterfield, MO 63005

Property at 744 Silver Buck Ln, Chesterfield, MO 63005, 3 beds, 3.5 baths

$1,640,000

3 beds3.5 baths4,534 sq ft

744 Silver Buck Ln, Chesterfield, MO 63005

Property at 753 Silver Buck Ln, Chesterfield, MO 63005, 3 beds, 3.5 baths

$1,640,000

3 beds3.5 baths4,534 sq ft

753 Silver Buck Ln, Chesterfield, MO 63005

Property at 375 Griffith Ln, Chesterfield, MO 63005

$199,900

0 beds— baths— sq ft

375 Griffith Ln, Chesterfield, MO 63005

Property at 15000 S Outer 40 Rd, Chesterfield, MO 63017

$280,000

0 beds— baths— sq ft

15000 S Outer 40 Rd, Chesterfield, MO 63017

Viewing page 3 of 3

Based on information submitted to the MLS GRID as of Sat Nov 29 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 Chesterfield

There are currently 110 homes with pools for sale in Chesterfield at a median listing price of $550K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesterfield stay on the market for 42 days and receive 5 offers. Popular neighborhoods include Fairmount, Claymont, Winding Trails, and Chesterfeld City Center. This map is refreshed with the newest listings in Chesterfield every 15 minutes.

In the past month, 54 homes have been sold in Chesterfield. In addition to houses in Chesterfield, there were also 41 condos, 14 townhouses, and 0 multi-family units for sale in Chesterfield last month. Chesterfield is a not walkable city in Missouri with a Walk Score of 19. Chesterfield is home to approximately 47,130 people and 43,775 jobs. Find your dream home in Chesterfield 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 Chesterfield are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesterfield. Our Chesterfield real estate stats and trends will give you more information about home buying and selling trends in Chesterfield. If you're looking to sell your home in the Chesterfield area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesterfield 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 Chesterfield, MO

Nearby Cities

Zip Codes

Neighborhoods

Nearby Cities with Homes with Pools

More to explore in Chesterfield, MO

How to buy a house in Chesterfield, MO

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 Missouri

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.