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Chester, VA Homes for Sale | Realty.com
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144 listings
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3 bedsWith a pool

Homes for Sale in Chester, VA

Homes for Sale in Chester, VA

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24 of 144 Listings
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Homes for Sale in Chester, VA

24 of 144 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 4248 Poplar Village Dr — photoNew56Active

    $549,950

    4 bd · 4 ba · 2,963 sqft

    4248 Poplar Village Dr, Chester, VA

    Jill Matthews · Realty Richmond

  2. 4137 Hamlin Ter — photoNew57Active

    $385,000

    3 bd · 3 ba · 2,075 sqft

    4137 Hamlin Ter, Chester, VA

    Mark Holmes · Virginia Capital Realty

  3. 3000 Osborne Rd — photoOpen house Sun, Oct 18 · 1:00 PM41Active

    $519,950

    4 bd · 5 ba · 2,168 sqft

    3000 Osborne Rd, Chester, VA

    Warren Jessup · RE/MAX Commonwealth

  4. 11111 Surry Pl — photo40Active

    $499,900

    4 bd · 4 ba · 2,992 sqft

    11111 Surry Pl, Chester, VA

    Chad Seay · Seay Real Estate

  5. 4104 Birchleaf Ct — photo48Active

    $479,000

    5 bd · 4 ba · 3,520 sqft

    4104 Birchleaf Ct, Chester, VA

    Christopher Barnes · Honey Tree Realty

  6. 1719 Almer Ct — photo51Active

    $619,900

    5 bd · 3 ba · 3,082 sqft

    1719 Almer Ct, Chester, VA

    Russell Johnson · UR Realty

  7. 2803 Jolly Ln — photo43Active

    $439,000

    5 bd · 3 ba · 2,674 sqft

    2803 Jolly Ln, Chester, VA

    Will Stevens · ERA Woody Hogg & Assoc

  8. 13624 Thornhill Pl — photo41Active

    $435,000

    4 bd · 3 ba · 1,946 sqft

    13624 Thornhill Pl, Chester, VA

    Christopher Langley · KW Metro Center

  9. 4321 Lilking Ct — photo39Active

    $509,000

    3 bd · 3 ba · 3,010 sqft

    4321 Lilking Ct, Chester, VA

    Nicholas Thurman · CapCenter

  10. 3552 Castlebury Dr — photo28Active

    $309,950

    3 bd · 2 ba · 1,097 sqft

    3552 Castlebury Dr, Chester, VA

    Drew Kisamore · The Hogan Group Real Estate

  11. Active

    $375,000

    4 bd · 2 ba · 2,398 sqft

    4003 Somerlane Cir, Chester, VA

    Kathy Melvin · Hometown Realty

  12. 10818 Belvoir Rd — photo28Active

    $355,000

    3 bd · 3 ba · 1,632 sqft

    10818 Belvoir Rd, Chester, VA

    Jessica Sanchez · Real Broker LLC

  13. 4325 Poplar Village Dr — photo33Active

    $500,000

    4 bd · 2 ba · 2,258 sqft

    4325 Poplar Village Dr, Chester, VA

    James Strum · Long & Foster REALTORS

  14. 2712 Executive Drive — photo23Active

    $389,000

    3 bd · 3 ba · 2,290 sqft

    2712 Executive Drive, Chester, VA

    1st Class Real Estate Integrity

  15. 2421 Buena Vista Blvd — photo49Active

    $379,950

    3 bd · 2 ba · 1,407 sqft

    2421 Buena Vista Blvd, Chester, VA

    Alina Asad · Call It Closed International I

  16. 11716 Ivywood Rd — photo38Active

    $425,000

    5 bd · 3 ba · 2,544 sqft

    11716 Ivywood Rd, Chester, VA

    Jim Daniels · Longest & Daniels REALTORS

  17. 14224 Bermuda Ave — photo18Active

    $215,000

    2 bd · 1 ba · 775 sqft

    14224 Bermuda Ave, Chester, VA

    David Tucker · Long & Foster REALTORS

  18. 10700 Pink Lilly Ln — photo19Active

    $359,985

    3 bd · 3 ba · 1,567 sqft

    10700 Pink Lilly Ln, Chester, VA

    John Thiel · Long & Foster REALTORS

  19. 14500 Happy Hill — photo58Active

    $627,500

    5 bd · 3 ba · 3,598 sqft

    14500 Happy Hill, Chester, VA

    Michael Conway · Real Broker LLC

  20. 11447 Great Branch Dr — photoPrice Reduced39Active

    $295,000

    3 bd · 1 ba · 1,296 sqft

    11447 Great Branch Dr, Chester, VA

    Anastasia Morgan · EXP Realty LLC

  21. 1943 Enon Station Dr — photo39Active

    $435,000

    4 bd · 3 ba · 1,851 sqft

    1943 Enon Station Dr, Chester, VA

    Chris Haskins · EXP Realty, LLC

  22. 4324 Village Creek Dr — photoOpen house Sun, Oct 18 · 1:00 PM33Active

    $440,000

    4 bd · 3 ba · 2,374 sqft

    4324 Village Creek Dr, Chester, VA

    Lisa Stone · Long & Foster REALTORS

  23. 4042 Hiddenwell Ln — photo2Active

    $494,000

    5 bd · 3 ba · 2,480 sqft

    4042 Hiddenwell Ln, Chester, VA

    Giovanni SantaAna · Move4Free Realty, LLC

  24. 1506 White Mountain Dr — photo1Active

    $699,950

    5 bd · 4 ba · 3,036 sqft

    1506 White Mountain Dr, Chester, VA

    Mike Boone · Boone Residential LLC

12…6

Explore Chester homes

By price

  • Homes Under $400K
  • Homes Under $500K
  • Homes Under $600K

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Listing data & MLS disclosures

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Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-06 17:32:33 UTC
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The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-10-13 11:00:33 UTC
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Chester, VA community profile

Area
50 sq. mi.

Source: HJN community data

  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    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
    $400,000$339,713–$451,250 typical range
    Price per sq. ft.
    $184
    Sales
    48
    Paid in cash
    16.7%

    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
    -2.3%

    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.

    Nearby areas

    ZIP codes

    • 23112 (192)
    • 23832 (144)
    • 23803 (140)
    • 23223 (126)
    • 23234 (119)
    • 23120 (118)
    • 23860 (116)
    • 23111 (115)

    Cities

    • Richmond (641)
    • Henrico (437)
    • Chesterfield (373)
    • Midlothian (300)
    • Mechanicsville (148)
    • Petersburg (141)
    • Glen Allen (138)
    • Moseley (112)