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Winchester, VA Homes for Sale — Page 7 | 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. 132 Dogwood Trl — photoPrice Reduced24Active

    $265,000

    3 bd · 1 ba · 1,296 sqft

    132 Dogwood Trl, Winchester, VA

    Sheila R Pack · RE/MAX Roots

  2. 416 Briarmont Dr — photo58Active

    $748,900

    5 bd · 3 ba · 5,430 sqft

    416 Briarmont Dr, Winchester, VA

    John B Schroth · Colony Realty

  3. 2817 Papermill Rd — photo26Active

    $325,000

    3 bd · 2 ba · 1,248 sqft

    2817 Papermill Rd, Winchester, VA

    Kevin Rodriguez · Weichert, REALTORS

  4. 904 Panther Dr — photo57Active

    $370,000

    3 bd · 3 ba · 1,680 sqft

    904 Panther Dr, Winchester, VA

    Steve A DuBrueler · Coldwell Banker Premier

  5. 151 Travis Ct — photo53Active

    $524,900

    5 bd · 4 ba · 3,518 sqft

    151 Travis Ct, Winchester, VA

    Tiffany J Hunter · ERA Oakcrest Realty, Inc.

  6. 902 Panther Dr — photo59Active

    $365,000

    3 bd · 3 ba · 1,680 sqft

    902 Panther Dr, Winchester, VA

    Steve A DuBrueler · Coldwell Banker Premier

  7. 220 Greenfield Ave — photoPrice Reduced63Active

    $599,900

    3 bd · 2 ba · 2,260 sqft

    220 Greenfield Ave, Winchester, VA

    Lillian M Triplett · Colony Realty

  8. 132 Darby Dr — photoPrice Reduced60Active

    $625,000

    4 bd · 4 ba · 3,528 sqft

    132 Darby Dr, Winchester, VA

    Paige Akins Ulevich · Dream Real Estate

  9. 510 S Cameron St — photo51Active

    $499,900

    3 bd · 3 ba · 1,564 sqft

    510 S Cameron St, Winchester, VA

    Brock M Harris · Samson Properties

  10. 199 Dicks Hollow Rd — photoPrice Reduced43Active

    $325,000

    5 bd · 1 ba · 1,200 sqft

    199 Dicks Hollow Rd, Winchester, VA

    Cynthia Lee · RE/MAX Roots

  11. 109 Julee Dr — photo49Active

    $479,900

    5 bd · 3 ba · 3,276 sqft

    109 Julee Dr, Winchester, VA

    Josh W Feltner · Realty ONE Group Old Towne

  12. 421 Longview Ave — photo31Active

    $471,000

    3 bd · 3 ba · 2,260 sqft

    421 Longview Ave, Winchester, VA

    Valentin Bonilla · Samson Properties

  13. 178 Payne Rd — photoPrice Reduced105Active

    $360,000

    4 bd · 2 ba · 1,860 sqft

    178 Payne Rd, Winchester, VA

    Wanda Garris Miller · Century 21 Redwood Realty

  14. 621 Watson Ave — photoPrice Reduced29Active

    $275,000

    3 bd · 2 ba · 1,138 sqft

    621 Watson Ave, Winchester, VA

    Caleb Christen Fowler · Samson Properties

  15. 292 Sage Cir — photoPrice Reduced51Active

    $335,000

    3 bd · 3 ba · 1,220 sqft

    292 Sage Cir, Winchester, VA

    Katharine Ann Nelson · Hunt Country Sotheby's International Realty

  16. 100 Winns Cir — photoPrice Reduced39Active

    $535,000

    4 bd · 3 ba · 2,636 sqft

    100 Winns Cir, Winchester, VA

    Thomas S Hennerty · NetRealtyNow.com, LLC

  17. 265 McDonald Rd — photoPrice Reduced19Active

    $342,000

    3 bd · 2 ba · 1,452 sqft

    265 McDonald Rd, Winchester, VA

    Verria Hairston · Open Door Brokerage, LLC

  18. 107 Little River Dr — photoPrice Reduced23Active

    $250,000

    2 bd · 1 ba · 900 sqft

    107 Little River Dr, Winchester, VA

    Erin M Kavanagh · EXP Realty, LLC

  19. 100 Gooseberry Dr — photoPrice Reduced30Active

    $499,000

    2 bd · 3 ba · 2,679 sqft

    100 Gooseberry Dr, Winchester, VA

    Lisa A Behr · Hunt Country Sotheby's International Realty

  20. 1957 Cidermill Ln — photoPrice Reduced40Active

    $354,900

    3 bd · 3 ba · 1,696 sqft

    1957 Cidermill Ln, Winchester, VA

    Matthew Michael Kilmer · Samson Properties

  21. 322 Lehigh Dr — photo27Active

    $525,000

    3 bd · 2 ba · 1,823 sqft

    322 Lehigh Dr, Winchester, VA

    Daan De Raedt · Property Collective

  22. 111 Alliance Ct — photo64Active

    $550,000

    4 bd · 3 ba · 2,904 sqft

    111 Alliance Ct, Winchester, VA

    Jaskaran Singh · Pearson Smith Realty, LLC

  23. 131 Country Club Cir — photoPrice Reduced15Active

    $437,000

    3 bd · 3 ba · 2,327 sqft

    131 Country Club Cir, Winchester, VA

    Brenda Mangum Miller · Berkshire Hathaway HomeServices PenFed Realty

  24. 2700 Loyalty Ct — photo63Active

    $699,000

    7 bd · 5 ba · 4,736 sqft

    2700 Loyalty Ct, Winchester, VA

    Daniel J Whitacre · Colony Realty

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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: 2026-11-01 14:10:01 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    Nearby areas

    ZIP codes

    • 22602 (182)
    • 22630 (175)
    • 22601 (95)
    • 22603 (73)
    • 22655 (71)
    • 22642 (49)
    • 22657 (40)
    • 22664 (40)

    Cities

    • Front Royal (149)
    • Stephens City (71)
    • Linden (49)
    • Strasburg (40)
    • Woodstock (40)
    • 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.