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Winchester, VA Homes for Sale — Page 4 | 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. 161 Brookland Ct #6 — photoPrice Reduced35Active

    $239,900

    2 bd · 2 ba · 1,257 sqft

    161 Brookland Ct #6, Winchester, VA

    Paul J Gallagher Jr. · Colony Realty

  2. 709 Ross St — photo42Active

    $394,900

    3 bd · 3 ba · 1,251 sqft

    709 Ross St, Winchester, VA

    Angela R. Duncan · MarketPlace REALTY

  3. 317 S Kent St — photo21Active

    $399,000

    4 bd · 2 ba · 1,800 sqft

    317 S Kent St, Winchester, VA

    Sharon Farinholt · Realty ONE Group Old Towne

  4. 718 Academy Cir — photo66Active

    $673,000

    6 bd · 4 ba · 4,472 sqft

    718 Academy Cir, Winchester, VA

    Elizabeth Gaines Kerns · Realty ONE Group Old Towne

  5. 318 Stonehenge Rd — photo45Active

    $399,900

    3 bd · 2 ba · 1,818 sqft

    318 Stonehenge Rd, Winchester, VA

    Angie Marie Ordonez · NextHome Realty Select

  6. 115 Ware Pl — photo24Active

    $399,900

    3 bd · 2 ba · 1,626 sqft

    115 Ware Pl, Winchester, VA

    Dawn E Billow · Compass West Realty, LLC

  7. 411 Mosby St — photoPrice Reduced48Active

    $429,900

    3 bd · 1 ba · 1,247 sqft

    411 Mosby St, Winchester, VA

    Lisa S Gill · ERA Oakcrest Realty, Inc.

  8. 1 Plaid Hill Dr #Sheldon 40-F2 — photo52Active

    $572,990

    4 bd · 3 ba · 3,038 sqft

    1 Plaid Hill Dr #Sheldon 40-F2, Winchester, VA

    Shannon Lynn Bray · Pearson Smith Realty, LLC

  9. 1 Swansong Pl #Teagan 24-F2 — photo33Active

    $399,990

    3 bd · 4 ba · 2,382 sqft

    1 Swansong Pl #Teagan 24-F2, Winchester, VA

    Shannon Lynn Bray · Pearson Smith Realty, LLC

  10. 2310 Senseny Rd — photo59Active

    $320,000

    3 bd · 1 ba · 1,040 sqft

    2310 Senseny Rd, Winchester, VA

    Roxane Morrison · NextHome Realty Select

  11. 115 Garnett Ct — photo9Active

    $859,000

    3 bd · 3 ba · 2,408 sqft

    115 Garnett Ct, Winchester, VA

    Lindsey Richardson · ERA Oakcrest Realty, Inc.

  12. 432 N Loudoun St — photo33Active

    $699,000

    4 bd · 3 ba · 2,802 sqft

    432 N Loudoun St, Winchester, VA

    Derek J. Greene · The Greene Realty Group

  13. 23 Jigsaw Pl — photo21Active

    $229,000

    2 bd · 2 ba · 1,160 sqft

    23 Jigsaw Pl, Winchester, VA

    Wendy R Longerbeam · Coldwell Banker Elite

  14. 3336 Hunting Ridge Rd — photo50Active

    $524,990

    5 bd · 3 ba · 3,414 sqft

    3336 Hunting Ridge Rd, Winchester, VA

    Leslie O Carter · Carter Real Estate, Inc.

  15. 999 Dicks Hollow Rd — photo17Active

    $439,000

    3 bd · 3 ba · 2,500 sqft

    999 Dicks Hollow Rd, Winchester, VA

    Collin Sediqi · Real Broker, LLC

  16. Lot 5 Shuoner Ct — photoPrice Reduced26Active

    $364,990

    3 bd · 3 ba · 2,000 sqft

    Lot 5 Shuoner Ct, Winchester, VA

    James Thomas · New Home Star Virginia, LLC

  17. 205 Crestleigh Dr — photo66Active

    $630,000

    4 bd · 3 ba · 3,058 sqft

    205 Crestleigh Dr, Winchester, VA

    Sheila R Pack · RE/MAX Roots

  18. 611 Fawn Dr — photo31Active

    $289,900

    2 bd · 1 ba · 1,577 sqft

    611 Fawn Dr, Winchester, VA

    Kathrin Donovan · Keller Williams Realty

  19. 116 Cloverdale Ct — photoPrice Reduced43Active

    $390,000

    3 bd · 3 ba · 2,176 sqft

    116 Cloverdale Ct, Winchester, VA

    Bill Fritz · RE/MAX Executives

  20. 329 Fairview Ave — photoPrice Reduced13Active

    $247,000

    3 bd · 2 ba · 1,386 sqft

    329 Fairview Ave, Winchester, VA

    Verria Hairston · Open Door Brokerage, LLC

  21. 220 Amherst St — photo93Active

    $749,000

    4 bd · 4 ba · 3,809 sqft

    220 Amherst St, Winchester, VA

    Daniel J Whitacre · Colony Realty

  22. 107 Oak Ridge Ln — photoPrice Reduced102Active

    $440,000

    4 bd · 4 ba · 2,550 sqft

    107 Oak Ridge Ln, Winchester, VA

    Pamela C Foltz · Realty ONE Group Old Towne

  23. 451 Lake Serene Dr — photoPrice Reduced102Active

    $759,000

    2 bd · 4 ba · 3,900 sqft

    451 Lake Serene Dr, Winchester, VA

    John S Scully IV · Colony Realty

  24. 305 Knollwood Ct — photo34Active

    $359,000

    2 bd · 2 ba · 1,270 sqft

    305 Knollwood Ct, Winchester, VA

    Tiffany J Hunter · ERA Oakcrest Realty, Inc.

1…345…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: 2026-10-31 14:55:47 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.