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Homes Under $500K in Williamsburg, VA
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309 listings
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3 bedsNew constructionWith a pool

Homes Under $500K in Williamsburg, VA

Homes Under $500K in Williamsburg, VA

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17 of 309 Listings
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Homes Under $500K in Williamsburg, VA

17 of 309 Listings

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Thomas O'Leary

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Lic. #0225245042

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  1. 76 Winster Fax — photoNew50Active

    $410,000

    3 bd · 2 ba · 1,854 sqft

    76 Winster Fax, Williamsburg, VA

  2. 105 Rustic Run Ln — photoNew7Active

    $492,000

    3 bd · 2 ba · 1,524 sqft

    105 Rustic Run Ln, Williamsburg, VA

  3. 2002 Gadsby Ln — photoNew1Active

    $454,900

    3 bd · 3 ba · 2,116 sqft

    2002 Gadsby Ln, Williamsburg, VA

    Kimberly Quinn · RE/MAX Capital

  4. 121 De La Warr Arch — photoNew35Active

    $395,000

    3 bd · 2 ba · 1,766 sqft

    121 De La Warr Arch, Williamsburg, VA

  5. 215 Old Cart Rd — photoNew18Active

    $475,000

    4 bd · 2 ba · 2,422 sqft

    215 Old Cart Rd, Williamsburg, VA

  6. 5020 Winding Crk 3C — photoNew11Active

    $379,990

    3 bd · 2 ba · 1,628 sqft

    5020 Winding Crk 3C, Williamsburg, VA

  7. 5040 Winding Crk 4E — photoNew10Active

    $359,990

    3 bd · 2 ba · 1,456 sqft

    5040 Winding Crk 4E, Williamsburg, VA

  8. 102 Castle Ln — photoNew38Active

    $455,000

    5 bd · 3 ba · 2,255 sqft

    102 Castle Ln, Williamsburg, VA

    Sylvia Woods · BHHS RW Towne Realty

  9. 107 Lakeshead Dr — photo2Active

    $375,000

    3 bd · 1 ba · 1,600 sqft

    107 Lakeshead Dr, Williamsburg, VA

  10. 123 Pelhams Ordinary — photo49Active

    $279,999

    2 bd · 2 ba · 1,190 sqft

    123 Pelhams Ordinary, Williamsburg, VA

  11. 200 Franklins Tower Bnd — photo30Active

    $479,900

    3 bd · 2 ba · 1,596 sqft

    200 Franklins Tower Bnd, Williamsburg, VA

  12. 100 Erin Leigh Ct — photo50Active

    $460,000

    4 bd · 2 ba · 1,945 sqft

    100 Erin Leigh Ct, Williamsburg, VA

  13. 102 Stratford Dr a — photo36Active

    $220,000

    2 bd · 2 ba · 968 sqft

    102 Stratford Dr a, Williamsburg, VA

  14. 1749 Penniman Rd — photo7Active

    $195,000

    3 bd · 1 ba · 1,019 sqft

    1749 Penniman Rd, Williamsburg, VA

  15. 206 Padgetts Ordinary — photo64Active

    $221,700

    1 bd · 1 ba · 830 sqft

    206 Padgetts Ordinary, Williamsburg, VA

    Kathy Keene · CHJ Realty

  16. 225 Woodmere Dr a — photo47Active

    $350,000

    2 bd · 2 ba · 1,322 sqft

    225 Woodmere Dr a, Williamsburg, VA

  17. 4508 October Breeze Ln — photo44Active

    $425,000

    3 bd · 3 ba · 2,022 sqft

    4508 October Breeze Ln, Williamsburg, VA

12…13

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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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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.
Williamsburg Multiple Listing Service
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the WMLS. Real estate listings held by brokerage firms other than Realty.com, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange brief/thumbnail logo and detailed information about them includes the name of the listing firms.
©2026 WMLS. All rights reserved. Last Updated: 2026-09-01 17:52:23 UTC

Williamsburg, VA community profile

Population
16,073
Median income
$65,664
Housing units
5,766
People per sq. mi.
82.9
Area
193.8 sq. mi.

Source: HJN community data

Williamsburg housing market

August 2026 · This period is still settling

Williamsburg 12-month median sale price trend

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 129 sales · as of Aug 28, 2026

Homes that sold · County records, as of Aug 12, 2026

Median sale price
$492,000$322,047–$625,250 typical range
Price per sq. ft.
$214
Sales
60
Paid in cash
35.0%

Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

Median list price
$549,948
Homes for sale
462
Median days on market
29 days

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

Year-over-year
-1.6%

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

Median home size
2,132 sq. ft.
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas