Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Home Loans

Find an Agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Save search

Map layers

Safety

Sex offendersRegistered offenders, from official state registriesCamerasLicense-plate readers, CCTV and more, as mapped on OpenStreetMap

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Buy

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals
Commercial

14 listings

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Luxury Homes in Chesterfield, MO

14 listings

Luxury Homes in Chesterfield, MO

Hide Map

14 Listings

Map

Luxury Homes in Chesterfield, MO

14 Listings

Your local team in Chesterfield

Thomas O'Leary

Realty.com

Lic. #2020001504

Call Thomas

Lisa McLaughlin

Delmar Mortgage

NMLS #283815

Call Lisa

73Active

$1,125,000

4 bd · 4 ba · 5,284 sqft

2 Deer Field Ridge Road, Chesterfield, MO

Heather Donley · EXP Realty, LLC

72Active

$1,299,000

5 bd · 5 ba · 5,118 sqft

17915 White Robin Court, Chesterfield, MO

Jeff Lottmann · Compass Realty Group

41Active

$1,295,000

4 bd · 4 ba · 3,708 sqft

1165 Templeton Place, Chesterfield, MO

John Jackson · John Jackson Neighborhood Real Estate Company, LLC

Price Reduced53Active

$1,349,900

5 bd · 5 ba · 5,584 sqft

823 Silver Buck Lane, Chesterfield, MO

JT Monschein · Compass Realty Group

49Active

$1,530,000

4 bd · 6 ba · 6,117 sqft

1009 Savonne Court, Chesterfield, MO

Tamara Byrd · Vylla Home

Price Reduced61Active

$1,750,000

5 bd · 5 ba · 4,469 sqft

35 Arrowhead Estates Court, Chesterfield, MO

Jennifer Cox · Worth Clark Realty

80Active

$1,950,000

5 bd · 5 ba · 4,528 sqft

1224 Patchwork Fields, Chesterfield, MO

Mary Krummenacher · RE/MAX Results

66Active

$2,275,000

2 bd · 4 ba · 3,330 sqft

16529 Waterfront Avenue, Chesterfield, MO

Melinda McCarthy · Janet McAfee Inc.

Price Reduced80Active

$1,639,000

6 bd · 6 ba · 6,712 sqft

1212 Walnut Hill Farm Drive, Chesterfield, MO

Tammy Degenhardt · Coldwell Banker Realty - Gundaker

39Active

$1,179,000

5 bd · 5 ba · 4,527 sqft

1278 Harvester Drive, Chesterfield, MO

Lisa Accurso · Coldwell Banker Realty - Gundaker

87Active

$2,200,000

4 bd · 4 ba · 5,535 sqft

753 Silver Buck Lane, Chesterfield, MO

Tom Basler · Keller Williams Chesterfield

Price Reduced43Active

$1,250,000

6 bd · 5 ba · 5,562 sqft

220 Woodcliffe Place Drive, Chesterfield, MO

Marie Kutryb · The Dyer/Kutryb Group

Price Reduced58Active

$1,199,000

6 bd · 5 ba · 5,411 sqft

655 Old Riverwoods Lane, Chesterfield, MO

Allen Brake · Allen Brake Real Estate

Price Reduced73Active

$2,499,000

4 bd · 6 ba · 5,823 sqft

17 West Drive, Chesterfield, MO

Catherine Shaw-Connely · Tom Shaw, REALTORS

Listing data & MLS disclosures

MARIS MLS: Based on information submitted to the MLS GRID as of 2026-10-13 18:21:38 UTC. 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.

About Luxury Homes in Chesterfield, MO

Luxury Homes in Chesterfield, MO: 14 active listings as of October 14, 2026, 03:49 UTC.

Chesterfield housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 69 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 10, 2026

Median sale price: $439,855$374,963–$580,055 typical range
Price per sq. ft.: $203
Sales: 16
Paid in cash: 0.0%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $557,500
Homes for sale: 108
Median days on market: 4 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -17.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 2,736 sq. ft.

Chesterfield, MO community profile

Population: 49,598
Median income: $132,733
Housing units: 21,191
People per sq. mi.: 763
Area: 65 sq. mi.

Source: HJN community data

Explore Chesterfield homes

By price

Homes Under $400K
Homes Under $500K
Homes Under $600K
Homes Under $700K
Homes Under $800K
Homes Under $900K
Homes Under $1M

By bedrooms

3 Bedroom Homes
4 Bedroom Homes

By type

Single-Family Homes

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local team in Chesterfield

Thomas O'Leary

Realty.com

Lic. #2020001504

Call Thomas

Lisa McLaughlin

Delmar Mortgage

NMLS #283815

Call Lisa

Condos

Your local team in Chesterfield

Thomas O'Leary

Realty.com

Lic. #2020001504

Call Thomas

Lisa McLaughlin

Delmar Mortgage

NMLS #283815

Call Lisa

Your local team in Chesterfield

Thomas O'Leary

Realty.com

Lic. #2020001504

Call Thomas

Lisa McLaughlin

Delmar Mortgage

NMLS #283815

Call Lisa

Listing data & MLS disclosures

MARIS MLS: Based on information submitted to the MLS GRID as of 2026-10-13 18:21:38 UTC. 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.

Luxury Homes in Chesterfield, MO

Chesterfield housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 69 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 10, 2026

Median sale price: $439,855$374,963–$580,055 typical range
Price per sq. ft.: $203
Sales: 16
Paid in cash: 0.0%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $557,500
Homes for sale: 108
Median days on market: 4 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -17.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 2,736 sq. ft.

Chesterfield, MO community profile

Population: 49,598
Median income: $132,733
Housing units: 21,191
People per sq. mi.: 763
Area: 65 sq. mi.

Source: HJN community data