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

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
Save search
Homes with a Pool in Chesterfield, VA
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

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
165 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
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

Homes with a Pool in Chesterfield, VA

Homes with a Pool in Chesterfield, VA

Hide Map
24 of 165 Listings
Map

Homes with a Pool in Chesterfield, VA

24 of 165 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 16056 Greenhart Dr — photoNew19Active

    $629,990

    5 bd · 5 ba · 3,289 sqft

    16056 Greenhart Dr, Chesterfield, VA

    Gary Martin · Providence Hill Real Estate

  2. NewActive

    $629,990

    5 bd · 4 ba · 3,029 sqft

    8451 Cratey Ln, Chesterfield, VA

    Gary Martin · Providence Hill Real Estate

  3. 6172 Belay Dr — photo50Active

    $339,995

    3 bd · 3 ba · 1,564 sqft

    6172 Belay Dr, Chesterfield, VA

    Megan Joiner · RPM Richmond Metro

  4. 8912 First Branch Ln — photo55Active

    $750,000

    4 bd · 5 ba · 3,383 sqft

    8912 First Branch Ln, Chesterfield, VA

    Brad Ruckart · Real Broker LLC

  5. 9819 Garden Ridge Pl — photo40Active

    $429,000

    4 bd · 3 ba · 2,247 sqft

    9819 Garden Ridge Pl, Chesterfield, VA

    Treva Thomas · Joyner Fine Properties

  6. 5920 Capstan Ln — photo30Active

    $379,990

    3 bd · 3 ba · 1,518 sqft

    5920 Capstan Ln, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  7. 5916 Capstan Ln — photo35Active

    $369,990

    3 bd · 3 ba · 1,518 sqft

    5916 Capstan Ln, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  8. 0 Canoe Pointe Loop — photo18Active

    $583,490

    2 bd · 2 ba · 2,039 sqft

    0 Canoe Pointe Loop, Chesterfield, VA

    John Thiel · Long & Foster REALTORS

  9. 16943 Barmer Rd — photo40Active

    $739,990

    6 bd · 4 ba · 4,084 sqft

    16943 Barmer Rd, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  10. 16700 Midmay Rd — photo16Active

    $682,740

    5 bd · 4 ba · 3,150 sqft

    16700 Midmay Rd, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  11. 6412 Cassia Loop — photo1Active

    $404,500

    3 bd · 4 ba · 1,862 sqft

    6412 Cassia Loop, Chesterfield, VA

    Regenia Carter-Pride · Exit Realty Digital

  12. 8136 Lake Margaret Ter — photo65Active

    $749,900

    4 bd · 4 ba · 4,077 sqft

    8136 Lake Margaret Ter, Chesterfield, VA

    Lyndsay Jones · Real Broker LLC

  13. 2703 Sutters Mill Ct — photo34Active

    $340,000

    3 bd · 3 ba · 1,594 sqft

    2703 Sutters Mill Ct, Chesterfield, VA

    Melissa Grollimund · Valentine Properties

  14. 15800 Hampton Summit Ln — photo88Active

    $569,000

    5 bd · 4 ba · 3,271 sqft

    15800 Hampton Summit Ln, Chesterfield, VA

    Ian Sun · NextHome Advantage

  15. 9119 Moldova Rd — photo53Active

    $729,950

    4 bd · 5 ba · 4,777 sqft

    9119 Moldova Rd, Chesterfield, VA

    James Strum · Long & Foster REALTORS

  16. 2305 Turtle Hill Ct — photo35Active

    $447,500

    4 bd · 3 ba · 2,052 sqft

    2305 Turtle Hill Ct, Chesterfield, VA

    Drew Roever · Providence Hill Real Estate

  17. 620 Wadsworth Dr — photo32Active

    $478,000

    4 bd · 4 ba · 2,596 sqft

    620 Wadsworth Dr, Chesterfield, VA

    Mollie Benedict · Rashkind Saunders & Co.

  18. 8518 Glen Royal Dr — photo86Active

    $799,000

    5 bd · 5 ba · 3,705 sqft

    8518 Glen Royal Dr, Chesterfield, VA

    Kim Sebrell · Keller Williams Realty

  19. 8024 Hampton Meadows Ln — photo73Active

    $645,000

    4 bd · 4 ba · 3,170 sqft

    8024 Hampton Meadows Ln, Chesterfield, VA

    Annemarie Hensley · Compass

  20. 10930 Brandy Wood Ter — photo51Active

    $599,000

    4 bd · 3 ba · 3,484 sqft

    10930 Brandy Wood Ter, Chesterfield, VA

    Rick Cox · The Rick Cox Realty Group

  21. 16755 Dovekey Rd — photo45Active

    $599,990

    5 bd · 3 ba · 2,511 sqft

    16755 Dovekey Rd, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  22. 12107 Prince Philip Pl — photo24Active

    $499,950

    4 bd · 3 ba · 2,384 sqft

    12107 Prince Philip Pl, Chesterfield, VA

    Eric Piedra · Shaheen Ruth Martin & Fonville

  23. 16824 Copperland Ct — photo34Active

    $674,990

    4 bd · 3 ba · 3,233 sqft

    16824 Copperland Ct, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  24. 16133 Abelson Way — photo31Active

    $429,950

    4 bd · 4 ba · 2,100 sqft

    16133 Abelson Way, Chesterfield, VA

    James Strum · Long & Foster REALTORS

12…7

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
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

Listing data & MLS disclosures

Central Virginia Regional MLS
IDX information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listings. All CVR MLS information provided is deemed reliable but is not guaranteed accurate.The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-09-01 12:56:35 UTC
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    Chesterfield, VA community profile

    Area
    144.3 sq. mi.

    Source: HJN community data

    Chesterfield housing market

    August 2026 · This period is still settling

    Chesterfield 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 68 sales · as of Aug 28, 2026

    Homes that sold · County records, as of Aug 17, 2026

    Median sale price
    $475,000$363,750–$600,000 typical range
    Price per sq. ft.
    $210
    Sales
    43
    Paid in cash
    25.6%

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

    Median list price
    $574,900
    Homes for sale
    134

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

    Year-over-year
    1.8%

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

    Median home size
    2,226 sq. ft.