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.
- Listings Shown
- 14
- Median List Price
- $1,530,000
- Avg Price / Sqft
- $320
- Range
- $750K–$2.3M
Homes for sale in Homes With a Pool in Chesterfield
Chesterfield is split between two school districts
Chesterfield is served by two school districts, Parkway and Rockwood, and the boundary between them follows neither the city limits nor the postal code. Houses in the same ZIP code, sometimes only a few streets apart, are assigned to different districts. Which district a given home belongs to is something to confirm on that address rather than infer from the city or the ZIP on the listing.
The other thing worth knowing before you read listings here is Chesterfield Valley. It is the flat stretch along the highway that was rebuilt as shopping centers and offices after the flood, so on a map it looks like a large part of Chesterfield that is mostly commerce rather than neighborhoods. The houses people usually mean by Chesterfield sit on the higher ground above it.
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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.
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
No homes match those filters
Try widening the price or bedroom range. If nothing on the open market fits, that is worth a conversation rather than a saved search.
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 61 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 $1,530,000 and run roughly $320 per square foot. The typical listing goes under contract in about 11 days. Asking prices run from $750,000 to $2,275,000.
Schools
These listings fall across 2 school districts, led by Rockwood R-VI, which covers about 86% 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 September 21, 2026 through September 21, 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.
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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 September 21, 2026 at 12:40 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.