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Homes Under $500K in Chester, VA
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3 bedsWith a pool

Homes Under $500K in Chester, VA

Homes Under $500K in Chester, VA

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24 of 95 Listings
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Homes Under $500K in Chester, VA

24 of 95 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 12801 Vogt Ave — photoOpen house Sun, Oct 18 · 1:00 PM40Active

    $389,900

    4 bd · 3 ba · 2,096 sqft

    12801 Vogt Ave, Chester, VA

    Mireya Guadamuz · BHG Base Camp

  2. 3641 Kiefer Rd — photo39Active

    $335,000

    3 bd · 2 ba · 1,789 sqft

    3641 Kiefer Rd, Chester, VA

    Ciera Koger · Keller Williams Realty

  3. 15900 Gary Ave — photo1Active

    $174,950

    3 bd · 1 ba · 1,008 sqft

    15900 Gary Ave, Chester, VA

    Connie Lunsford · Swearingen Realty Co

  4. 10601 Lunswood Rd — photo35Active

    $275,000

    3 bd · 2 ba · 1,833 sqft

    10601 Lunswood Rd, Chester, VA

    Ronda Bradley-Gallagher · Bradley Real Estate, LLC

  5. 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

  6. 11319 Vulcan Ln — photo32Active

    $438,900

    3 bd · 2 ba · 1,418 sqft

    11319 Vulcan Ln, Chester, VA

    Ciera Koger · Keller Williams Realty

  7. 4137 Hamlin Ter — photo57Active

    $385,000

    3 bd · 3 ba · 2,075 sqft

    4137 Hamlin Ter, Chester, VA

    Mark Holmes · Virginia Capital Realty

  8. 11111 Surry Pl — photo40Active

    $499,900

    4 bd · 4 ba · 2,992 sqft

    11111 Surry Pl, Chester, VA

    Chad Seay · Seay Real Estate

  9. 4104 Birchleaf Ct — photo48Active

    $479,000

    5 bd · 4 ba · 3,520 sqft

    4104 Birchleaf Ct, Chester, VA

    Christopher Barnes · Honey Tree Realty

  10. 2803 Jolly Ln — photo43Active

    $439,000

    5 bd · 3 ba · 2,674 sqft

    2803 Jolly Ln, Chester, VA

    Will Stevens · ERA Woody Hogg & Assoc

  11. 13624 Thornhill Pl — photo41Active

    $435,000

    4 bd · 3 ba · 1,946 sqft

    13624 Thornhill Pl, Chester, VA

    Christopher Langley · KW Metro Center

  12. 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

  13. 4003 Somerlane Cir — photo32Active

    $375,000

    4 bd · 2 ba · 2,398 sqft

    4003 Somerlane Cir, Chester, VA

    Kathy Melvin · Hometown Realty

  14. 10818 Belvoir Rd — photo28Active

    $355,000

    3 bd · 3 ba · 1,632 sqft

    10818 Belvoir Rd, Chester, VA

    Jessica Sanchez · Real Broker LLC

  15. 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

  16. 2712 Executive Drive — photo23Active

    $389,000

    3 bd · 3 ba · 2,290 sqft

    2712 Executive Drive, Chester, VA

    1st Class Real Estate Integrity

  17. 2421 Buena Vista Blvd — photoOpen house Sun, Oct 18 · 4:00 PM49Active

    $379,950

    3 bd · 2 ba · 1,407 sqft

    2421 Buena Vista Blvd, Chester, VA

    Alina Asad · Call It Closed International I

  18. 11716 Ivywood Rd — photo38Active

    $425,000

    5 bd · 3 ba · 2,544 sqft

    11716 Ivywood Rd, Chester, VA

    Jim Daniels · Longest & Daniels REALTORS

  19. 11447 Great Branch Dr — photoPrice Reduced29Active

    $289,900

    3 bd · 1 ba · 1,296 sqft

    11447 Great Branch Dr, Chester, VA

    Anastasia Morgan · EXP Realty LLC

  20. 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

  21. 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

  22. 4042 Hiddenwell Ln — photo30Active

    $494,000

    5 bd · 3 ba · 2,480 sqft

    4042 Hiddenwell Ln, Chester, VA

    Giovanni SantaAna · Move4Free Realty, LLC

  23. 3018 Perdue Springs Ln — photo16Active

    $330,000

    4 bd · 3 ba · 1,928 sqft

    3018 Perdue Springs Ln, Chester, VA

    Matthew Henry · KW Metro Center

  24. 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

12…4

About Homes Under $500K in Chester, VA

Homes Under $500K in Chester, VA: 95 active listings as of October 18, 2026, 09:03 UTC.

Property types among these 95 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence8387.4%
Townhouse99.5%

Explore Chester homes

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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

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: 2026-10-17 20:10:11 UTC
Real Estate Information Network (REIN)
© 2026 REIN Inc. Information Deemed Reliable but Not Guaranteed. The listings data displayed on this medium comes in part from the Real Estate Information Network, Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions. Some or all of the listings (or listings Data) represented in this application have been enhanced with Data not provided by REIN. This application does not include information on all of the properties available for sale at this time.

Chester, VA community profile

Area
50 sq. mi.

Source: HJN community data

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    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.