Realty.com
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
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 searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

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
Realty.com
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 searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

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
3 bedsNew constructionWith a pool
5 Bedroom Homes in Chesterfield, MO
15 listings

5 Bedroom Homes in Chesterfield, MO

5 Bedroom Homes in Chesterfield, MO

Show Map
15 Listings
Map

5 Bedroom Homes in Chesterfield, MO

15 Listings

  1. 823 Silver Buck Lane — photo53Active

Your local team in Chesterfield

TO

Thomas O'Leary

Realty.com

Lic. #2020001504

Call Thomas
LM

Lisa McLaughlin

Delmar Mortgage

NMLS #283815

Lisa McLaughlinCall Lisa

$1,379,900

5 bd · 5 ba · 5,584 sqft

823 Silver Buck Lane, Chesterfield, MO

JT Monschein · Compass Realty Group

  • 35 Arrowhead Estates Court — photo61Active

    $1,800,000

    5 bd · 5 ba · 4,369 sqft

    35 Arrowhead Estates Court, Chesterfield, MO

    Jennifer Cox · Worth Clark Realty

  • 1224 Patchwork Fields — photo80Active

    $1,950,000

    5 bd · 5 ba · 4,528 sqft

    1224 Patchwork Fields, Chesterfield, MO

    Mary Krummenacher · RE/MAX Results

  • 1109 Windridge Estates Lane — photo99Active

    $1,199,900

    5 bd · 5 ba · 6,000 sqft

    1109 Windridge Estates Lane, Chesterfield, MO

    Kimberly Jones · ReeceNichols Real Estate

  • 1372 White Road — photo60Active

    $750,000

    5 bd · 3 ba · 4,022 sqft

    1372 White Road, Chesterfield, MO

    Tina Schaefer · Keller Williams Chesterfield

  • 1768 Orchard Hill Drive — photo95Active

    $649,900

    5 bd · 3 ba · 3,720 sqft

    1768 Orchard Hill Drive, Chesterfield, MO

    Lacey Sexton · Coldwell Banker Realty - Gundaker

  • 2131 Hickory Drive — photo34Active

    $987,000

    5 bd · 4 ba · 4,444 sqft

    2131 Hickory Drive, Chesterfield, MO

    Laura Ludwig · Lauralei Properties, LLC

  • 14470 Pembury Drive — photoPrice Reduced69Active

    $749,000

    5 bd · 4 ba · 3,600 sqft

    14470 Pembury Drive, Chesterfield, MO

    David Mertens · Avenue Real Estate Group

  • 184 Gunston Hall Court — photoPrice Reduced48Active

    $649,800

    5 bd · 4 ba · 3,340 sqft

    184 Gunston Hall Court, Chesterfield, MO

    Suzanne Matyiko · ReeceNichols Real Estate

  • 14001 Eagle Manor Court — photoPrice Reduced28Active

    $600,000

    5 bd · 5 ba · 4,136 sqft

    14001 Eagle Manor Court, Chesterfield, MO

    Bob Waters · Coldwell Banker Realty - Gundaker West Regional

  • 1278 Harvester Drive — photo39Active

    $1,179,000

    5 bd · 5 ba · 4,527 sqft

    1278 Harvester Drive, Chesterfield, MO

    Lisa Accurso · Coldwell Banker Realty - Gundaker

  • 16936 Lake Meadow — photoPrice Reduced32Active

    $1,895,000

    5 bd · 6 ba · 6,760 sqft

    16936 Lake Meadow, Chesterfield, MO

    Suzie Wells · The Wells Michael Collective

  • 16955 Pine Summit Drive — photoPrice Reduced55Active

    $1,479,000

    5 bd · 5 ba · 4,348 sqft

    16955 Pine Summit Drive, Chesterfield, MO

    Jeff Lottmann · Compass Realty Group

  • 2251 Whitby Road — photoPrice Reduced53Active

    $898,500

    5 bd · 3 ba · 3,705 sqft

    2251 Whitby Road, Chesterfield, MO

    Mandy Campise · Keller Williams Realty St. Louis

  • 343 Ridge Trail Drive — photoPrice Reduced64Active

    $499,999

    5 bd · 4 ba · 3,624 sqft

    343 Ridge Trail Drive, Chesterfield, MO

    Jason Cooper · Compass Realty Group

  • Explore Chesterfield homes

    By price

    • Under $300K
    • Under $500K
    • Under $700K
    • Luxury

    By bedrooms

    • 2 beds
    • 3 beds
    • 4 beds
    • 5 beds

    By type

    • Single family
    • Townhomes
    • Condos
    • Manufactured homes
    • Multi-family homes
    • Co-ops

    By feature

    • New construction
    • With a pool
    Realty.com

    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

    Equal Housing OpportunityEqual Housing Lender

    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.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

    Your local team in Chesterfield

    TO

    Thomas O'Leary

    Realty.com

    Lic. #2020001504

    Call Thomas
    LM

    Lisa McLaughlin

    Delmar Mortgage

    NMLS #283815

    Lisa McLaughlinCall Lisa

    Listing data & MLS disclosures

    MARIS MLS
    Based on information submitted to the MLS GRID as of 2026-09-21 19:59:38 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.

    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

    Chesterfield housing market

    August 2026 · This period is still settling

    Chesterfield 12-month median sale price trend

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

    Median sale price
    $484,800$378,750–$579,487 typical range
    Price per sq. ft.
    $203
    Sales
    17
    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
    5 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.