Gateway Realty Group
Aerial view looking east over Chesterfield Valley along Chesterfield Airport Road in Chesterfield, Missouri

Homes With a Pool for Sale in Chesterfield, MO

These homes have a pool on the property itself. Homes whose only pool belongs to the subdivision or clubhouse are listed separately further down, because that is a different thing to be buying.

Homes for Sale
8
Median List Price
$1,414,500
Avg Price / Sqft
$327
Range
$699K–$2.3M

Homes for sale in Homes With a Pool in Chesterfield

Homes With a Pool in Chesterfield

Private pools are common on the larger lots, and buyers here search for specific subdivisions by name. Every home on this page has its own pool; community pools are listed separately.

Homes with a private pool in Chesterfield

Buying in Chesterfield?

We represent buyers here every week. That means a straight answer on what a home is actually worth, early word on what is about to come up, and somebody negotiating for you instead of for the seller.

New townhomes along a street beside the lake at Wildhorse Village in Chesterfield, Missouri

What is Chesterfield actually like to live in?

This page is the inventory. Our guide to living in Chesterfield is the other half: it covers the neighborhoods, the valley, the commute, and what daily life is actually like here.

We filmed it, we sell in it, and we wrote it down.

Read the guide

Homes with a community pool in Chesterfield

These homes do not have their own pool. They sit in a subdivision or association that does, so you get the swimming without the maintenance, the insurance or the winter cover. It is a genuinely different purchase, which is why it is a separate list rather than mixed into the one above.

Showing 60 homes. The filters above apply to the homes with their own pool, not to this list.

Can't find what you're looking for?

We hear about homes before they hit the market, and we show plenty that are never advertised at all. If nothing above is right, tell us what you want and we will bring you options that are not on this page.

Homes With a Pool in Chesterfield, by the numbers

Homes with a pool for sale in Chesterfield carry a median list price of $1,414,500 and run roughly $327 per square foot. The typical listing goes under contract in about 14 days. Asking prices run from $699,000 to $2,275,000.

Where the prices sit

Of what is active today, 13% are priced between $500,000 and $750,000 and 88% above $750,000. The median year built is 2000.

Schools

These listings fall across 2 school districts, led by Rockwood R-VI, which covers about 75% of them. Confirm the assigned elementary and middle schools address by address rather than by subdivision, since attendance boundaries move.

Based on information from Mid America Regional Information Systems, Inc. for the period October 13, 2026 through October 13, 2026.

Where homes for sale in Chesterfield MO actually sit

Chesterfield, MO spans two postal codes: 63017, which contains the older, established part of the city, and 63005, which covers the newer subdivisions out west. It sits in west St. Louis County, Missouri, bordering Ballwin and Wildwood on one side and Creve Coeur and Town & Country on the other, so buyers weighing Chesterfield against its neighbors are usually comparing lot size, price, and commute. Faust Park, the Chesterfield Amphitheater and the Monarch Levee Trail are all popular places to check out in Chesterfield.

What you are choosing between

Chesterfield offers detached single-family homes alongside villas, townhouses, and condominiums, so the city serves buyers at different stages. The two school districts are Parkway and Rockwood, and because the boundary doesn't follow the postal code, the district depends on the specific address. Listings here move through coming soon, active, active under contract, and pending, and the filters above let you narrow to whichever of those you want to see.

Thinking about the area itself?

This page is about what is for sale. If you are still deciding whether Chesterfield is the right place for you, our guide to living in Chesterfield covers the neighborhoods, the valley, the commute, and what daily life is actually like here. To see everything for sale here rather than just homes with a pool, go to all homes for sale in Chesterfield.

If you already own a home here and your move starts with a sale, see our page on selling a house in Chesterfield.

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MLS GRIDMARIS MLS

Listings courtesy of MARIS as distributed by MLS GRID

Some IDX listings have been excluded from this website.

Based on information submitted to the MLS GRID as of October 13, 2026 at 4:11 PM CDT. 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.

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any other use or search of this data, including by anyone other than a consumer looking to purchase real estate, is prohibited. Data is deemed reliable but is not guaranteed by MLS GRID.