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3 bedsWith a pool
Homes with a Pool in Chester, VA
27 listings

Homes with a Pool in Chester, VA

Homes with a Pool in Chester, VA

Show Map
24 of 27 Listings
Map

Homes with a Pool in Chester, VA

24 of 27 Listings

  1. 512 Greyshire Dr — photoNew57

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
Active

$525,000

4 bd · 3 ba · 2,426 sqft

512 Greyshire Dr, Chester, VA

Ryan Sanford · RE/MAX Commonwealth

  • 1706 Twin Rivers Ct — photoNewOpen house Sat, Oct 24 · 1:00 PM39Active

    $525,000

    3 bd · 2 ba · 1,887 sqft

    1706 Twin Rivers Ct, Chester, VA

    Cole Dickinson · Long & Foster REALTORS

  • 11936 Helmway Ct — photoNewOpen house Sat, Oct 24 · 12:00 PM46Active

    $649,900

    4 bd · 4 ba · 3,301 sqft

    11936 Helmway Ct, Chester, VA

    Denise Jones · Legacy Living Realty and Associates

  • 6500 Arbor Landing Dr — photoOpen house Sat, Oct 24 · 11:00 AM36Active

    $415,000

    4 bd · 3 ba · 2,318 sqft

    6500 Arbor Landing Dr, Chester, VA

    Lavonya Payne · EXP Realty, LLC

  • 4321 Lilking Ct — photo39Active

    $509,000

    3 bd · 3 ba · 3,010 sqft

    4321 Lilking Ct, Chester, VA

    Nicholas Thurman · CapCenter

  • 14500 Happy Hill — photo58Active

    $627,500

    5 bd · 3 ba · 3,598 sqft

    14500 Happy Hill, Chester, VA

    Michael Conway · Real Broker LLC

  • 11913 Helmway Ct — photo78Active

    $650,000

    4 bd · 3 ba · 3,290 sqft

    11913 Helmway Ct, Chester, VA

    Tracy McGuire · The Steele Group

  • 1769 Outrigger Dr — photoPrice Reduced36Active

    $485,000

    4 bd · 3 ba · 2,248 sqft

    1769 Outrigger Dr, Chester, VA

    Jeremy Cecchettini · Real Broker LLC

  • 12621 Green Garden Ter — photoOpen house Sun, Oct 25 · 12:00 PM45Active

    $465,000

    5 bd · 3 ba · 2,516 sqft

    12621 Green Garden Ter, Chester, VA

    Matthew Henry · KW Metro Center

  • 5640 Teterling Ct — photoPrice Reduced47Active

    $515,000

    4 bd · 3 ba · 3,559 sqft

    5640 Teterling Ct, Chester, VA

    Ronda Bradley-Gallagher · Bradley Real Estate, LLC

  • 12044 Almer Ln — photo7Active

    $659,950

    5 bd · 3 ba · 3,527 sqft

    12044 Almer Ln, Chester, VA

    Virginia Leabough · Real Broker LLC

  • 1799 Outrigger Dr — photo39Active

    $545,000

    3 bd · 3 ba · 2,164 sqft

    1799 Outrigger Dr, Chester, VA

    Tracy Girard · Real Broker LLC

  • 612 Green Garden Cir — photoPrice Reduced35Active

    $421,999

    3 bd · 2 ba · 2,208 sqft

    612 Green Garden Cir, Chester, VA

    Anthony Burch · United Real Estate Richmond

  • 5112 Weatherby Dr — photoPrice Reduced38Active

    $324,500

    3 bd · 3 ba · 1,864 sqft

    5112 Weatherby Dr, Chester, VA

    Mike Hogan · The Hogan Group Real Estate

  • 13446 Bradley Bridge Rd — photoPrice Reduced75Active

    $1,780,000

    5 bd · 5 ba · 4,444 sqft

    13446 Bradley Bridge Rd, Chester, VA

    Kristin Krupp · Shaheen Ruth Martin & Fonville

  • 4512 Forrestal Rd — photo60Active

    $615,000

    5 bd · 5 ba · 4,217 sqft

    4512 Forrestal Rd, Chester, VA

    Daniel Harnsberger · EXP Realty, LLC

  • 13406 Greenham Ct — photoPrice ReducedOpen house Sun, Oct 25 · 12:00 PM17Active

    $399,999

    4 bd · 3 ba · 2,008 sqft

    13406 Greenham Ct, Chester, VA

    Teresa Price · Samson Properties

  • 13601 Green Spire Cir — photoPrice Reduced51Active

    $499,950

    5 bd · 4 ba · 3,100 sqft

    13601 Green Spire Cir, Chester, VA

    Katrina Davis-Young · 757 Realty

  • 14201 Sonnenburg Dr — photo61Active

    $389,950

    4 bd · 2 ba · 1,626 sqft

    14201 Sonnenburg Dr, Chester, VA

    Jane Chambers · Virginia Capital Realty

  • 2526 Channelmark Pl — photoPrice Reduced50Active

    $660,000

    5 bd · 3 ba · 3,341 sqft

    2526 Channelmark Pl, Chester, VA

    Libby Gatewood · Parr & Abernathy Realty, Inc.

  • 12218 Winbolt Dr — photoPrice Reduced36Active

    $464,000

    4 bd · 3 ba · 2,560 sqft

    12218 Winbolt Dr, Chester, VA

    Richard Sena · Redfin Corporation

  • 11813 Middlecoff Dr — photoPrice Reduced39Active

    $844,999

    6 bd · 5 ba · 4,310 sqft

    11813 Middlecoff Dr, Chester, VA

    Dianne Mann · Hardy Realty & Auction

  • listing photo30Active

    $503,900

    2 bd · 2 ba · 2,083 sqft

    Address withheld · Chester, VA

    Anne Stevens · Napier REALTORS ERA

  • listing photo35Active

    $474,900

    2 bd · 2 ba · 1,798 sqft

    Address withheld · Chester, VA

    Anne Stevens · Napier REALTORS ERA

  • 12

    Explore Chester homes

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    • Homes with a Pool
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    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: 2026-10-24 11:00:28 UTC

    Chester, VA community profile

    Area
    50 sq. mi.

    Source: HJN community data

    Chester housing market

    September 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 · 47 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $395,155$341,701–$448,750 typical range
    Price per sq. ft.
    $185
    Sales
    54
    Paid in cash
    14.8%

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $436,500
    Homes for sale
    137

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -3.5%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    2,089 sq. ft.