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Winchester, VA Homes for Sale — Page 5 | 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. 182 Front Dr — photo61Active

    $429,900

    3 bd · 2 ba · 1,820 sqft

    182 Front Dr, Winchester, VA

    Susan Susan Raburn · Long & Foster Real Estate, Inc.

  2. 114 Princeton Dr — photo35Active

    $459,000

    3 bd · 2 ba · 2,027 sqft

    114 Princeton Dr, Winchester, VA

    Tracy Ann Jewell · Samson Properties

  3. 105 Biscane Ct — photo48Active

    $420,000

    3 bd · 4 ba · 2,250 sqft

    105 Biscane Ct, Winchester, VA

    Ismael Carino · MarketPlace REALTY

  4. 204 Goldenrod Rd — photo31Active

    $450,000

    4 bd · 3 ba · 2,052 sqft

    204 Goldenrod Rd, Winchester, VA

    Alicia Harris · Keller Williams Realty

  5. 544 Bluebird Trl — photo34Active

    $325,000

    3 bd · 2 ba · 1,218 sqft

    544 Bluebird Trl, Winchester, VA

    Kristen Kerns · Roberts Realty Group, LLC

  6. 3016 Siler Rd — photo80Active

    $649,900

    2 bd · 1 ba · 825 sqft

    3016 Siler Rd, Winchester, VA

    Edward L Beightol III · Cedar Creek Real Estate

  7. 121 Duwamish Trl — photoPrice Reduced34Active

    $319,900

    3 bd · 2 ba · 1,570 sqft

    121 Duwamish Trl, Winchester, VA

    Harry T Hamilton · CENTURY 21 New Millennium

  8. 961 Meadow Ct — photoPrice Reduced60Active

    $709,000

    5 bd · 5 ba · 4,539 sqft

    961 Meadow Ct, Winchester, VA

    Jeanne Mezzatesta · Colony Realty

  9. 615 Mahlon Dr — photo60Active

    $675,000

    4 bd · 3 ba · 2,319 sqft

    615 Mahlon Dr, Winchester, VA

    Roxanna D Grimes · RE/MAX Roots

  10. 159 Lavender Hills Ln — photoPrice Reduced57Active

    $749,000

    4 bd · 4 ba · 4,684 sqft

    159 Lavender Hills Ln, Winchester, VA

    Sharon Farinholt · Realty ONE Group Old Towne

  11. 118 Shuoner Ct — photo26Active

    $374,990

    3 bd · 3 ba · 2,000 sqft

    118 Shuoner Ct, Winchester, VA

    James Thomas · New Home Star Virginia, LLC

  12. Homesite 40 Shuoner Ct — photoPrice Reduced20Active

    $389,990

    4 bd · 4 ba · 2,250 sqft

    Homesite 40 Shuoner Ct, Winchester, VA

    James Thomas · New Home Star Virginia, LLC

  13. 140 Swansong Pl — photo44Active

    $424,990

    4 bd · 4 ba · 2,026 sqft

    140 Swansong Pl, Winchester, VA

    Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

  14. 1287 N Frederick Pike — photo38Active

    $359,900

    2 bd · 2 ba · 1,680 sqft

    1287 N Frederick Pike, Winchester, VA

    Benjamin Barnes · Jim Barb Realty Inc.

  15. 136-9 Brookland Ct #9 — photo32Active

    $249,900

    2 bd · 2 ba · 1,173 sqft

    136-9 Brookland Ct #9, Winchester, VA

    Daniel J Whitacre · Colony Realty

  16. 116 Cardigan Way — photo54Active

    $704,990

    4 bd · 4 ba · 3,500 sqft

    116 Cardigan Way, Winchester, VA

    Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

  17. 1013 Orchard Hill Dr — photo33Active

    $299,900

    3 bd · 2 ba · 1,648 sqft

    1013 Orchard Hill Dr, Winchester, VA

    Josh W Feltner · Realty ONE Group Old Towne

  18. 138 Copeley Cir — photoPrice Reduced34Active

    $414,900

    3 bd · 4 ba · 2,424 sqft

    138 Copeley Cir, Winchester, VA

    Christopher R Hild · Realty FC

  19. 2660 Daniel Ter — photoPrice Reduced20Active

    $305,000

    2 bd · 2 ba · 1,352 sqft

    2660 Daniel Ter, Winchester, VA

    Elizabeth P Boxwell · MarketPlace REALTY

  20. 119 Meadowbrooke Pl — photo21Active

    $385,000

    3 bd · 2 ba · 2,193 sqft

    119 Meadowbrooke Pl, Winchester, VA

    Michele E Bonner · Keller Williams Realty

  21. Homesite 3 Monteith Dr — photo36Active

    $376,990

    3 bd · 4 ba · 1,806 sqft

    Homesite 3 Monteith Dr, Winchester, VA

    Brittany Newman · DRB Group Realty, LLC

  22. 3 S Euclid Ave — photo11Active

    $305,500

    3 bd · 2 ba · 1,350 sqft

    3 S Euclid Ave, Winchester, VA

    Tina Marie Jacobin · Main Street Realty

  23. 337 George St — photo49Active

    $429,900

    5 bd · 2 ba · 1,971 sqft

    337 George St, Winchester, VA

    Heloisa P Amar · Samson Properties

  24. 221 Broad Ave — photo26Active

    $285,000

    3 bd · 3 ba · 800 sqft

    221 Broad Ave, Winchester, VA

    Jonathan Villeda · Keller Williams Realty

1…456…15

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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)

Listing data & MLS disclosures

Bright MLS
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 18:34:45 UTC

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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas