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Homes with a Pool in Chester, VA
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31 listings
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3 bedsNew constructionWith a pool

Homes with a Pool in Chester, VA

Homes with a Pool in Chester, VA

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24 of 31 Listings
Map

Homes with a Pool in Chester, VA

24 of 31 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 5112 Weatherby Dr — photoNew38Active

    $339,500

    3 bd · 3 ba · 1,864 sqft

    5112 Weatherby Dr, Chester, VA

    Mike Hogan · The Hogan Group Real Estate

  2. 13446 Bradley Bridge Rd — photo9Active

    $1,899,000

    5 bd · 5 ba · 4,444 sqft

    13446 Bradley Bridge Rd, Chester, VA

    Kristin Krupp · Shaheen Ruth Martin & Fonville

  3. 4512 Forrestal Rd — photo60Active

    $615,000

    5 bd · 5 ba · 4,217 sqft

    4512 Forrestal Rd, Chester, VA

    Daniel Harnsberger · EXP Realty, LLC

  4. 13406 Greenham Ct — photo9Active

    $415,000

    4 bd · 3 ba · 2,008 sqft

    13406 Greenham Ct, Chester, VA

    Teresa Price · Samson Properties

  5. 13306 Castlewellan Dr — photo24Active

    $482,000

    4 bd · 4 ba · 2,749 sqft

    13306 Castlewellan Dr, Chester, VA

    Verria Hairston · Opendoor Brokerage LLC

  6. 1713 Mainsail Ln — photo26Active

    $445,000

    3 bd · 3 ba · 1,695 sqft

    1713 Mainsail Ln, Chester, VA

    James Strum · Long & Foster REALTORS

  7. 1618 Almer Ct — photo53Active

    $669,000

    5 bd · 4 ba · 3,903 sqft

    1618 Almer Ct, Chester, VA

    Dennis Ross · Real Broker LLC

  8. 5612 Arbor Point Ter — photoPrice Reduced65Active

    $499,999

    5 bd · 4 ba · 3,021 sqft

    5612 Arbor Point Ter, Chester, VA

    Ryan Clore · Douglas Elliman Real Estate

  9. 2766 Knobbly Ct — photoPrice Reduced50Active

    $395,000

    4 bd · 3 ba · 2,039 sqft

    2766 Knobbly Ct, Chester, VA

    Courtney Wright · River Fox Realty

  10. 3343 Stone Manor Circle Unit#7B — photo21Active

    $325,000

    3 bd · 3 ba · 1,725 sqft

    3343 Stone Manor Circle Unit#7B, Chester, VA

    Kim Dalton · River's Edge Property Mgmnt

  11. 14500 Alberta Ct — photo58Active

    $489,000

    4 bd · 2 ba · 2,958 sqft

    14500 Alberta Ct, Chester, VA

    Will Washington · Rashkind Saunders & Co.

  12. 2018 James Overlook Dr — photoPrice Reduced54Active

    $619,990

    5 bd · 4 ba · 3,667 sqft

    2018 James Overlook Dr, Chester, VA

    Janickal Hanson · KW Metro Center

  13. 2912 Appleford Dr — photoPrice Reduced40Active

    $379,999

    4 bd · 3 ba · 2,215 sqft

    2912 Appleford Dr, Chester, VA

    Mitzi Ford · Property Consultants, Inc

  14. 13601 Green Spire Cir — photoPrice Reduced54Active

    $507,000

    5 bd · 4 ba · 3,100 sqft

    13601 Green Spire Cir, Chester, VA

    Katrina Davis-Young · 757 Realty

  15. 1819 White Mountain Dr — photoPrice Reduced65Active

    $598,900

    5 bd · 4 ba · 3,777 sqft

    1819 White Mountain Dr, Chester, VA

    Denise Jones · Legacy Living Realty and Associates

  16. 2526 Channelmark Pl — photo50Active

    $670,000

    5 bd · 3 ba · 3,341 sqft

    2526 Channelmark Pl, Chester, VA

    Libby Gatewood · Parr & Abernathy Realty, Inc.

  17. 1769 Outrigger Dr — photo28Active

    $505,000

    4 bd · 3 ba · 2,248 sqft

    1769 Outrigger Dr, Chester, VA

    Sharon Stewart Murphy · reFine Properties

  18. 11641 Claimont Mill Dr — photoPrice Reduced38Active

    $324,950

    3 bd · 3 ba · 1,848 sqft

    11641 Claimont Mill Dr, Chester, VA

    John Thiel · Long & Foster REALTORS

  19. 11330 Great Branch Dr — photo31Active

    $309,900

    3 bd · 2 ba · 1,144 sqft

    11330 Great Branch Dr, Chester, VA

    Shawn Shurm · Realty Richmond

  20. 12019 Winbolt Dr — photo5Active

    $735,000

    5 bd · 4 ba · 4,258 sqft

    12019 Winbolt Dr, Chester, VA

    LaTanya Wagstaff · Call It Closed International I

  21. 12218 Winbolt Dr — photoPrice Reduced36Active

    $474,000

    4 bd · 3 ba · 2,560 sqft

    12218 Winbolt Dr, Chester, VA

    Richard Sena · Redfin Corporation

  22. 11813 Middlecoff Dr — photo39Active

    $849,999

    6 bd · 5 ba · 4,310 sqft

    11813 Middlecoff Dr, Chester, VA

    Dianne Mann · Hardy Realty & Auction

  23. 1501 Bluewater Ter — photo50Active

    $1,100,000

    7 bd · 6 ba · 6,513 sqft

    1501 Bluewater Ter, Chester, VA

    Deborah Reynolds · Keller Williams Realty

  24. 2403 Bermuda Ave — photoPrice Reduced61Active

    $1,150,000

    4 bd · 4 ba · 4,802 sqft

    2403 Bermuda Ave, Chester, VA

    Jeremy Cecchettini · Real Broker LLC

12

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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.

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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 13:26:28 UTC
    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    Chester, VA community profile

    Area
    50 sq. mi.

    Source: HJN community data

    Chester housing market

    August 2026 · This period is still settling

    Chester 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 43 sales · as of Aug 28, 2026

    Homes that sold · County records, as of Aug 18, 2026

    Median sale price
    $401,600$350,675–$502,500 typical range
    Price per sq. ft.
    $195
    Sales
    39
    Paid in cash
    15.4%

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

    Median list price
    $447,475
    Homes for sale
    110

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

    Year-over-year
    -1.3%

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

    Median home size
    2,096 sq. ft.