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3 bedsWith a pool
21 listings

5 Bedroom Homes in Chester, VA

5 Bedroom Homes in Chester, VA

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21 Listings
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5 Bedroom Homes in Chester, VA

21 Listings

  1. 15500 Richmond St — photo42Active

$335,000

5 bd · 3 ba · 2,508 sqft

15500 Richmond St, Chester, VA

Ronda Bradley-Gallagher · Bradley Real Estate, LLC

  • 4104 Birchleaf Ct — photo48Active

    $479,000

    5 bd · 4 ba · 3,520 sqft

    4104 Birchleaf Ct, Chester, VA

    Christopher Barnes · Honey Tree Realty

  • 1719 Almer Ct — photo51Active

    $619,900

    5 bd · 3 ba · 3,082 sqft

    1719 Almer Ct, Chester, VA

    Russell Johnson · UR Realty

  • 2803 Jolly Ln — photo43Active

    $439,000

    5 bd · 3 ba · 2,674 sqft

    2803 Jolly Ln, Chester, VA

    Will Stevens · ERA Woody Hogg & Assoc

  • 11716 Ivywood Rd — photo38Active

    $425,000

    5 bd · 3 ba · 2,544 sqft

    11716 Ivywood Rd, Chester, VA

    Jim Daniels · Longest & Daniels REALTORS

  • 14500 Happy Hill — photo58Active

    $627,500

    5 bd · 3 ba · 3,598 sqft

    14500 Happy Hill, Chester, VA

    Michael Conway · Real Broker LLC

  • 4042 Hiddenwell Ln — photo30Active

    $494,000

    5 bd · 3 ba · 2,480 sqft

    4042 Hiddenwell Ln, Chester, VA

    Giovanni SantaAna · Move4Free Realty, LLC

  • 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

  • 720 Dove Path Ln — photoPrice Reduced41Active

    $424,900

    5 bd · 4 ba · 2,439 sqft

    720 Dove Path Ln, Chester, VA

    Jennett Pulley · The Wilson Group

  • 12621 Green Garden Ter — photo45Active

    $465,000

    5 bd · 3 ba · 2,516 sqft

    12621 Green Garden Ter, Chester, VA

    Matthew Henry · KW Metro Center

  • 610 Rivers Bend Cir — photo4Active

    $569,000

    5 bd · 4 ba · 3,131 sqft

    610 Rivers Bend Cir, Chester, VA

    Giovanni SantaAna · Move4Free Realty, LLC

  • 4103 Kings Gate Rd — photoPrice Reduced22Active

    $390,000

    5 bd · 3 ba · 2,707 sqft

    4103 Kings Gate Rd, Chester, VA

    Cindy Allen · Metro Premier Homes LLC

  • 12044 Almer Ln — photo7Active

    $659,950

    5 bd · 3 ba · 3,527 sqft

    12044 Almer Ln, Chester, VA

    Virginia Leabough · Real Broker LLC

  • 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

  • 6621 Glebe Point Rd — photoPrice Reduced70Active

    $509,950

    5 bd · 3 ba · 2,656 sqft

    6621 Glebe Point Rd, Chester, VA

    Kevin Morris · 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

  • 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.

  • 14600 Ramblewood Dr — photo41Active

    $454,900

    5 bd · 3 ba · 2,948 sqft

    14600 Ramblewood Dr, Chester, VA

    Tim Brock · Capstone Realty LLC

  • 5301 Ashton Creek Rd — photoPrice Reduced48Active

    $895,000

    5 bd · 4 ba · 4,732 sqft

    5301 Ashton Creek Rd, Chester, VA

    Jim Daniels · Longest & Daniels REALTORS

  • 4313 Poplar Village Dr — photoPrice Reduced49Active

    $499,950

    5 bd · 3 ba · 2,624 sqft

    4313 Poplar Village Dr, Chester, VA

    Jill Matthews · Realty Richmond

  • About 5 Bedroom Homes in Chester, VA

    5 Bedroom Homes in Chester, VA: 21 active listings as of October 18, 2026, 16:56 UTC.

    Explore Chester homes

    By price

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

    By bedrooms

    • 3 Bedroom Homes
    • 4 Bedroom Homes

    By type

    • Single-Family Homes

    By feature

    • Homes with a Pool
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    Listing data & MLS disclosures

    Bright MLS
    The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. 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. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
    Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-16 13:38:23 UTC
    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: 2026-10-18 04:31:11 UTC
    5 Bedroom Homes in Chester, VA

    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.