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Winchester, VA Homes for Sale — Page 9 | Realty.com
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3 bedsNew construction

Homes for Sale in Winchester, VA

Homes for Sale in Winchester, VA

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24 of 349 Listings
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Homes for Sale in Winchester, VA

24 of 349 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 305 Raccoon Dr — photoPrice Reduced42Active

    $169,900

    1 bd · 1 ba · 384 sqft

    305 Raccoon Dr, Winchester, VA

    William Fitzgerald Dixon · Dandridge Realty Group, LLC

  2. 1077 Carpers Dr — photoPrice Reduced28Active

    $340,000

    3 bd · 2 ba · 1,791 sqft

    1077 Carpers Dr, Winchester, VA

    James W Watson · Burch Real Estate Group, LLC

  3. 187 Valley Mill Rd — photoPrice Reduced17Active

    $185,000

    2 bd · 1 ba · 997 sqft

    187 Valley Mill Rd, Winchester, VA

    Heloisa P Amar · Samson Properties

  4. 151 Huron Trl — photo26Active

    $324,950

    3 bd · 2 ba · 1,248 sqft

    151 Huron Trl, Winchester, VA

    Stuart John Pollard · Pearson Smith Realty, LLC

  5. 103 E Germain St — photoPrice Reduced78Active

    $235,000

    2 bd · 2 ba · 1,068 sqft

    103 E Germain St, Winchester, VA

    Roxanna D Grimes · RE/MAX Roots

  6. 108 Monticello Sq — photoPrice Reduced17Active

    $339,000

    3 bd · 4 ba · 1,740 sqft

    108 Monticello Sq, Winchester, VA

    Donald A Butler · Virginia Property Group, Inc.

  7. 802 Appleseed Ct — photoPrice Reduced51Active

    $350,000

    3 bd · 3 ba · 2,064 sqft

    802 Appleseed Ct, Winchester, VA

    D'Arcy D Amburn · Colony Realty

  8. 422 S Loudoun St — photoPrice Reduced39Active

    $409,000

    3 bd · 3 ba · 2,277 sqft

    422 S Loudoun St, Winchester, VA

    Dana L Cloud · Realty ONE Group Old Towne

  9. 922 Wayne Dr — photo72Active

    $615,000

    5 bd · 4 ba · 3,626 sqft

    922 Wayne Dr, Winchester, VA

    Katrina M Smith · Samson Properties

  10. 2519 Hockman Ave — photoPrice Reduced9Active

    $299,900

    2 bd · 2 ba · 800 sqft

    2519 Hockman Ave, Winchester, VA

    Meridee A Powars · Link Realty Services LLC

  11. 197 Denny Ln — photo54Active

    $340,000

    3 bd · 2 ba · 1,092 sqft

    197 Denny Ln, Winchester, VA

    Stephanie Nicole Ambrogi · Realty ONE Group Old Towne

  12. 424 Valley Mill Rd — photoPrice Reduced33Active

    $449,900

    4 bd · 3 ba · 1,868 sqft

    424 Valley Mill Rd, Winchester, VA

    Cameron Senseney · Burch Real Estate Group, LLC

  13. 519 Virginia Ave — photoPrice Reduced13Active

    $274,000

    3 bd · 2 ba · 1,161 sqft

    519 Virginia Ave, Winchester, VA

    Katherine Smalts Solenberger · Colony Realty

  14. 3135 Eton Pl — photoPrice Reduced30Active

    $385,000

    3 bd · 3 ba · 2,330 sqft

    3135 Eton Pl, Winchester, VA

    David K Spence · RE/MAX Roots

  15. 1030 Breckinridge Ln — photo97Active

    $1,100,000

    6 bd · 6 ba · 6,789 sqft

    1030 Breckinridge Ln, Winchester, VA

    Joleen Ritter Haymaker · Samson Properties

  16. 102 Primrose Pl — photoPrice Reduced25Active

    $475,000

    5 bd · 3 ba · 2,528 sqft

    102 Primrose Pl, Winchester, VA

    Nestor D Gotay · Corcoran McEnearney

  17. 114 Meadow Way — photo28Active

    $439,000

    3 bd · 3 ba · 1,711 sqft

    114 Meadow Way, Winchester, VA

    Lori Fountain Bales · Keller Williams Realty

  18. 413 Superior Ave — photoPrice Reduced48Active

    $425,000

    3 bd · 2 ba · 2,030 sqft

    413 Superior Ave, Winchester, VA

    Stephanie Butler · Samson Properties

  19. 110 Coriander Way — photo30Active

    $424,990

    3 bd · 4 ba · 2,094 sqft

    110 Coriander Way, Winchester, VA

    Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

  20. 307 Canyon Rd — photo37Active

    $499,000

    4 bd · 2 ba · 1,982 sqft

    307 Canyon Rd, Winchester, VA

    Lisa A Behr · Hunt Country Sotheby's International Realty

  21. 3150 Apple Pie Ridge Rd — photoPrice Reduced71Active

    $549,900

    3 bd · 3 ba · 2,586 sqft

    3150 Apple Pie Ridge Rd, Winchester, VA

    Bridget V Aikens · Colony Realty

  22. 307 Mountain Falls Blvd — photoPrice Reduced34Active

    $299,900

    3 bd · 2 ba · 1,380 sqft

    307 Mountain Falls Blvd, Winchester, VA

    Tracie Clawson · ERA Oakcrest Realty, Inc.

  23. 12 N Purcell Ave — photoPrice Reduced44Active

    $299,900

    3 bd · 1 ba · 1,050 sqft

    12 N Purcell Ave, Winchester, VA

    Daniel J Whitacre · Colony Realty

  24. 600 Winchester Dr #Lot 17 — photo26Active

    $359,000

    3 bd · 2 ba · 1,344 sqft

    600 Winchester Dr #Lot 17, Winchester, VA

    Rebecca Ann McTavish · Long & Foster Real Estate, Inc.

1…8910…15

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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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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: 2026-11-03 22:23:18 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    Nearby areas

    ZIP codes

    • 22602 (181)
    • 22630 (172)
    • 22601 (93)
    • 22603 (73)
    • 22655 (69)
    • 22642 (47)
    • 22657 (40)
    • 22664 (40)

    Cities

    • Front Royal (146)
    • Stephens City (69)
    • Linden (47)
    • Strasburg (40)
    • Woodstock (40)
    • Berryville (35)
    • Cross Junction (30)
    • Stephenson (23)

    Winchester, VA community profile

    Population
    27,805
    Median income
    $66,091
    Housing units
    12,270
    People per sq. mi.
    128.8
    Area
    215.8 sq. mi.

    Source: HJN community data

    Winchester housing market

    October 2026 · This period is still settling

    Winchester 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 76 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 13, 2026

    Median sale price
    $508,579$325,000–$720,000 typical range
    Price per sq. ft.
    $242
    Sales
    41
    Paid in cash
    48.8%

    Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

    Median list price
    $425,000
    Homes for sale
    343
    Median days on market
    29 days

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

    Year-over-year
    29.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,620 sq. ft.