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Winchester, VA Homes for Sale — Page 2 | 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 350 Listings
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Homes for Sale in Winchester, VA

24 of 350 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 757 Seldon Dr — photo53Active

    $867,500

    4 bd · 4 ba · 3,057 sqft

    757 Seldon Dr, Winchester, VA

    Kara Koonce · Weichert, REALTORS

  2. 127 Wappinger Ter — photo34Active

    $559,990

    6 bd · 4 ba · 3,127 sqft

    127 Wappinger Ter, Winchester, VA

    Victoria Jane Clark · D R Horton Realty of Virginia LLC

  3. 109 Heirloom Way — photo28Active

    $379,990

    3 bd · 3 ba · 1,752 sqft

    109 Heirloom Way, Winchester, VA

    Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

  4. 118 Hardy Way — photo27Active

    $369,900

    3 bd · 3 ba · 1,630 sqft

    118 Hardy Way, Winchester, VA

    Angela Tanner · Samson Properties

  5. 108 Oleander Ct — photo50Active

    $509,990

    3 bd · 3 ba · 2,264 sqft

    108 Oleander Ct, Winchester, VA

    Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

  6. 3298 Shawnee Dr — photo40Active

    $395,000

    3 bd · 2 ba · 1,368 sqft

    3298 Shawnee Dr, Winchester, VA

    Harry T Hamilton · CENTURY 21 New Millennium

  7. 125 Fox Dr — photo56Active

    $419,000

    3 bd · 2 ba · 2,228 sqft

    125 Fox Dr, Winchester, VA

    Dana J Ashlock · Samson Properties

  8. 338 E Piccadilly St — photo73Active

    $399,900

    3 bd · 2 ba · 1,422 sqft

    338 E Piccadilly St, Winchester, VA

    Daniel J Whitacre · Colony Realty

  9. 100 Coriander Way — photo37Active

    $419,990

    3 bd · 4 ba · 2,094 sqft

    100 Coriander Way, Winchester, VA

    Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

  10. 1151 Wardensville Grade — photo93Active

    $700,000

    4 bd · 5 ba · 3,365 sqft

    1151 Wardensville Grade, Winchester, VA

    Leah R REALTOR · Re/Max Roots

  11. 109 Scotch Bonnet Dr — photo25Active

    $724,990

    5 bd · 5 ba · 3,576 sqft

    109 Scotch Bonnet Dr, Winchester, VA

    Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

  12. 600 Hemsworth Ln — photo32Active

    $410,000

    3 bd · 2 ba · 1,900 sqft

    600 Hemsworth Ln, Winchester, VA

    Sheila R Pack · RE/MAX Roots

  13. 126 Worsham Ter — photo31Active

    $339,900

    3 bd · 3 ba · 1,332 sqft

    126 Worsham Ter, Winchester, VA

    Heloisa P Amar · Samson Properties

  14. 130 Country Club Cir — photo1Active

    $325,000

    4 bd · 3 ba · 2,865 sqft

    130 Country Club Cir, Winchester, VA

    Chris Johnson · Keller Williams Realty

  15. 150 Harvest Ridge Dr — photo50Active

    $689,900

    4 bd · 3 ba · 4,385 sqft

    150 Harvest Ridge Dr, Winchester, VA

    Josh W Feltner · Realty ONE Group Old Towne

  16. 1564 Perry Rd — photo64Active

    $579,900

    4 bd · 3 ba · 2,996 sqft

    1564 Perry Rd, Winchester, VA

    Vanessa M. Couture · Samson Properties

  17. 407 Tamarack Cir — photo45Active

    $499,000

    6 bd · 4 ba · 3,152 sqft

    407 Tamarack Cir, Winchester, VA

    Heloisa P Amar · Samson Properties

  18. Homesite 30 Shuoner Ct — photo20Active

    $395,990

    4 bd · 5 ba · 2,250 sqft

    Homesite 30 Shuoner Ct, Winchester, VA

    James Thomas · New Home Star Virginia, LLC

  19. 411 W Cecil St — photo87Active

    $645,000

    4 bd · 2 ba · 2,380 sqft

    411 W Cecil St, Winchester, VA

    Jeanne Mezzatesta · Colony Realty

  20. 310 Mountain Falls Blvd — photo42Active

    $419,900

    4 bd · 3 ba · 2,460 sqft

    310 Mountain Falls Blvd, Winchester, VA

    Pedro M Argandona · Fairfax Realty Select

  21. Lot 15 Shuoner Ct — photo26Active

    $369,990

    3 bd · 3 ba · 2,000 sqft

    Lot 15 Shuoner Ct, Winchester, VA

    James Thomas · New Home Star Virginia, LLC

  22. 912 Opequon Ave — photo17Active

    $409,900

    5 bd · 2 ba · 1,710 sqft

    912 Opequon Ave, Winchester, VA

    Jorge A Alvarez · First Decision Realty LLC

  23. 327 Ridge Ave — photo87Active

    $639,900

    4 bd · 3 ba · 3,075 sqft

    327 Ridge Ave, Winchester, VA

    Traci J. Shoberg · Samson Properties

  24. 117 Erie Trl — photo21Active

    $254,500

    1 bd · 2 ba · 1,268 sqft

    117 Erie Trl, Winchester, VA

    Steve A DuBrueler · Coldwell Banker Premier

123…15

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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: 2026-11-02 01:53:01 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    Nearby areas

    ZIP codes

    • 22602 (181)
    • 22630 (173)
    • 22601 (99)
    • 22603 (73)
    • 22655 (71)
    • 22642 (48)
    • 22657 (40)
    • 22664 (38)

    Cities

    • Front Royal (147)
    • Stephens City (71)
    • Linden (48)
    • Strasburg (40)
    • Woodstock (38)
    • Berryville (34)
    • Cross Junction (30)
    • Stephenson (24)

    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.