Recently Sold Winchester County VA Homes

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  /69

  $340,000

  Sold Nov 21, 2025

  301 Liberty Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,293 Sq Ft
  • Built 1942

  Last Sold Summary

  • $263/SF
  • 66 Days On Market

  Current Estimated Value $336,101

  Last Listing Agent John Ashton Equity Realty

  301 Liberty Ave, Winchester, VA 22601
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  $419,990

  Sold Nov 11, 2025

  1819 Reese Ct, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $222/SF
  • 6 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1819 Reese Ct, Winchester, VA 22601
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  /50

  $385,000

  Sold Aug 18, 2026

  419 van Fossen St, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 1,785 Sq Ft
  • Built 1952

  Last Sold Summary

  • 1% Above List Price
  • $216/SF
  • 8 Days On Market

  Current Estimated Value $376,849

  Last Listing Agent Tracy Link Coldwell Banker Premier

  419 van Fossen St, Winchester, VA 22601
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  /2

  $499,000

  Sold May 08, 2026

  2510 Windwood Dr, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft
  • Built 1993

  Last Sold Summary

  • $241/SF
  • 13 Days On Market

  Current Estimated Value $496,957

  Last Listing Agent Dana Cloud Realty ONE Group Old Towne

  2510 Windwood Dr, Winchester, VA 22601
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  /15

  $450,000

  Sold Aug 28, 2026

  305 Amherst St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,429 Sq Ft
  • Built 1926

  Last Sold Summary

  • 8% Below List Price
  • $185/SF
  • 19 Days On Market

  Current Estimated Value $487,838

  Last Listing Agent John Schroth Colony Realty

  305 Amherst St, Winchester, VA 22601
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  /2

  $226,000

  Sold Aug 28, 2026

  45 and 45 1/2 Race St, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 1,249 Sq Ft
  • Built 1931

  Last Sold Summary

  • 37% Below List Price
  • $181/SF
  • 202 Days On Market

  Last Listing Agent Teri Domanski Your Home Sold Guaranteed Realty - East LLC

  45 and 45 1/2 Race St, Winchester, VA 22601
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  /51

  $279,000

  Sold Mar 27, 2026

  424 Highland Ave, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft
  • Built 1930

  Last Sold Summary

  • $368/SF
  • 9 Days On Market

  Current Estimated Value $272,844

  Last Listing Agent Jacqueline Hitchcock Long & Foster Real Estate, Inc.

  424 Highland Ave, Winchester, VA 22601
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  /2

  $379,000

  Sold Oct 27, 2025

  1818 Kershaw Ln, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 2003

  Last Sold Summary

  • $298/SF
  • 4 Days On Market

  Current Estimated Value $390,690

  Last Listing Agent Jeff Webber Long & Foster Real Estate, Inc.

  1818 Kershaw Ln, Winchester, VA 22601
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  /42

  $340,000

  Sold Jan 15, 2026

  715 Berryville Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Built 1927

  Last Sold Summary

  • $238/SF
  • 84 Days On Market

  Current Estimated Value $345,211

  Last Listing Agent William Steinmetz RE/MAX Roots

  715 Berryville Ave, Winchester, VA 22601
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  /2

  $490,000

  Sold Apr 17, 2026

  411 302 N Loudoun St, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1756

  Last Sold Summary

  • 6% Below List Price
  • $265/SF
  • 24 Days On Market

  Last Listing Agent Sarah Abderrazzaq Realty ONE Group Old Towne

  411 302 N Loudoun St, Winchester, VA 22601
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  /37

  $335,000

  Sold May 28, 2026

  624 Butler Ave, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,053 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Above List Price
  • $318/SF
  • 7 Days On Market

  Current Estimated Value $325,442

  Last Listing Agent Vicki Broy RE/MAX Roots

  624 Butler Ave, Winchester, VA 22601
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  /47

  $985,000

  Sold Jun 16, 2026

  1020 Breckinridge Ln, Winchester, VA 22601

  • 7 Beds
  • 5.5 Baths
  • 6,540 Sq Ft
  • Built 2003

  Last Sold Summary

  • $151/SF
  • 301 Days On Market

  Current Estimated Value $1,019,913

  Last Listing Agent Sheila Pack RE/MAX Roots

  1020 Breckinridge Ln, Winchester, VA 22601
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  /42

  $599,000

  Sold Mar 19, 2026

  425 Briarmont Dr, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,964 Sq Ft
  • Built 1962

  Last Sold Summary

  • $202/SF
  • 4 Days On Market

  Current Estimated Value $592,467

  Last Listing Agent Lori Bales Keller Williams Realty

  425 Briarmont Dr, Winchester, VA 22601
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  /34

  $266,000

  Sold Nov 06, 2025

  320 Highland Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft
  • Built 1945

  Last Sold Summary

  • $203/SF
  • 178 Days On Market

  Current Estimated Value $278,820

  Last Listing Agent Heloisa Amar Samson Properties

  320 Highland Ave, Winchester, VA 22601
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  /2

  $418,880

  Sold Nov 05, 2025

  HOMESITE 117 Monteith Dr, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 1,658 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $253/SF
  • 42 Days On Market

  DRB Homes Village at Valor Crossing - Townhomes

  HOMESITE 117 Monteith Dr, Winchester, VA 22601
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  /44

  $335,000

  Sold Jan 02, 2026

  501 National Ave, Winchester, VA 22601

  • 4 Beds
  • 1.5 Baths
  • 1,820 Sq Ft
  • Built 1928

  Last Sold Summary

  • $184/SF
  • 87 Days On Market

  Current Estimated Value $344,890

  Last Listing Agent Dave Spence RE/MAX Roots

  501 National Ave, Winchester, VA 22601
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  /34

  $289,000

  Sold Oct 28, 2025

  711 E Cork St, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft
  • Built 1989

  Last Sold Summary

  • $244/SF
  • 111 Days On Market

  Current Estimated Value $372,617

  Last Listing Agent Jim Stafford ERA Oakcrest Realty, Inc.

  711 E Cork St, Winchester, VA 22601
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  /4

  $181,000

  Sold Nov 14, 2025

  27 Jackson Ave, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1933

  Last Sold Summary

  • $160/SF
  • 10 Days On Market

  Current Estimated Value $284,803

  Last Listing Agent Elizabeth Ide Coldwell Banker Realty

  27 Jackson Ave, Winchester, VA 22601
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  /51

  $480,000

  Sold Sep 16, 2026

  1306 Vanceright Cir, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 2,268 Sq Ft
  • Built 1955

  Last Sold Summary

  • $212/SF
  • 33 Days On Market

  Current Estimated Value $478,194

  Last Listing Agent Julie Teets ERA Oakcrest Realty, Inc.

  1306 Vanceright Cir, Winchester, VA 22601
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  /54

  $450,000

  Sold Aug 14, 2026

  209 W Cedarmeade Ave, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,702 Sq Ft
  • Built 1998

  Last Sold Summary

  • $264/SF
  • 9 Days On Market

  Current Estimated Value $448,444

  Last Listing Agent Dallas Croft Samson Properties

  209 W Cedarmeade Ave, Winchester, VA 22601
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  /34

  $332,500

  Sold Jul 14, 2026

  16 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $208/SF
  • 83 Days On Market

  Current Estimated Value $340,050

  Last Listing Agent Vanessa Couture Samson Properties

  16 S Pleasant Valley Rd, Winchester, VA 22601
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  /42

  $459,000

  Sold Jun 30, 2026

  244 Parkway St, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,695 Sq Ft
  • Built 1936

  Last Sold Summary

  • $271/SF
  • 2 Days On Market

  Current Estimated Value $455,565

  Last Listing Agent Erika De Azagra ERA Oakcrest Realty, Inc.

  244 Parkway St, Winchester, VA 22601
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  /30

  $175,000

  Sold Mar 02, 2026

  376 Charles St, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1931

  Last Sold Summary

  • 5% Below List Price
  • $142/SF
  • 4 Days On Market

  Current Estimated Value $179,613

  Last Listing Agent Mena Saleab Compass

  376 Charles St, Winchester, VA 22601
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  /64

  $487,500

  Sold Jul 29, 2026

  1317 Caroline St, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 2,837 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $172/SF
  • 25 Days On Market

  Current Estimated Value $506,384

  Last Listing Agent Kristina Towns Weichert Realtors - Blue Ribbon

  1317 Caroline St, Winchester, VA 22601
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  /26

  $369,990

  Sold Jan 16, 2026

  222 Monteith Dr, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $207/SF
  • 53 Days On Market

  DRB Homes Village at Valor Crossing - Townhomes

  222 Monteith Dr, Winchester, VA 22601
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  /41

  $302,500

  Sold Sep 30, 2025

  601 Grove St, Winchester, VA 22601

  • 5 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1980

  Last Sold Summary

  • $263/SF
  • 111 Days On Market

  Current Estimated Value $313,869

  Last Listing Agent Lilly Triplett Colony Realty

  601 Grove St, Winchester, VA 22601
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  /41

  $299,900

  Sold May 26, 2026

  625 Watson Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,204 Sq Ft
  • Built 1941

  Last Sold Summary

  • $249/SF
  • 53 Days On Market

  Current Estimated Value $290,651

  Last Listing Agent Jennifer Sacco RE/MAX Roots

  625 Watson Ave, Winchester, VA 22601
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  /61

  $424,000

  Sold Aug 10, 2026

  2250 Roosevelt Blvd, Winchester, VA 22601

  • 6 Beds
  • 3 Baths
  • 1,552 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Below List Price
  • $273/SF
  • 110 Days On Market

  Current Estimated Value $427,245

  Last Listing Agent Heloisa Amar Samson Properties

  2250 Roosevelt Blvd, Winchester, VA 22601
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  /34

  $277,000

  Sold Apr 10, 2026

  939 Woodland Ave, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 897 Sq Ft
  • Built 1940

  Last Sold Summary

  • 3% Above List Price
  • $309/SF
  • 1 Day On Market

  Current Estimated Value $268,404

  Last Listing Agent Kristen Kerns Roberts Realty Group, LLC

  939 Woodland Ave, Winchester, VA 22601
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  /27

  $449,900

  Sold Sep 23, 2025

  237 Miller St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,293 Sq Ft
  • Built 1940

  Last Sold Summary

  • $348/SF
  • 3 Days On Market

  Current Estimated Value $446,881

  Last Listing Agent Leah Marabella Realty ONE Group Old Towne

  237 Miller St, Winchester, VA 22601
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  /22

  $350,000

  Sold Jul 17, 2026

  117 Boone Ct, Winchester, VA 22602

  • 3 Beds
  • 4 Baths
  • 2,000 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $175/SF
  • 30 Days On Market

  Last Listing Agent Holly Horne Poole New Home Star Virginia, LLC

  117 Boone Ct, Winchester, VA 22602
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  /7

  $322,000

  Sold Dec 15, 2025

  2165 Harvest Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft
  • Built 1980

  Last Sold Summary

  • $233/SF
  • 3 Days On Market

  Current Estimated Value $333,820

  Last Listing Agent Sheila Pack RE/MAX Roots

  2165 Harvest Dr, Winchester, VA 22601
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  /16

  $279,000

  Sold Mar 31, 2026

  20 E Hart St, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1930

  Last Sold Summary

  • $294/SF
  • 91 Days On Market

  Current Estimated Value $273,335

  Last Listing Agent Meridee Powars Link Realty Services LLC

  20 E Hart St, Winchester, VA 22601
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  /42

  $324,500

  Sold Oct 10, 2025

  107 E Monmouth St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft
  • Built 1930

  Last Sold Summary

  • $275/SF
  • 141 Days On Market

  Current Estimated Value $325,468

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  107 E Monmouth St, Winchester, VA 22601
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  /24

  $425,000

  Sold Nov 17, 2025

  341 Wood Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1971

  Last Sold Summary

  • $225/SF
  • 14 Days On Market

  Current Estimated Value $442,101

  Last Listing Agent George Johnson Jim Barb Realty Inc.

  341 Wood Ave, Winchester, VA 22601
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  /54

  $704,000

  Sold Aug 07, 2026

  622 Tennyson Ave, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,453 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $287/SF
  • 25 Days On Market

  Current Estimated Value $720,093

  Last Listing Agent Janet Flaherty Keller Williams Realty

  622 Tennyson Ave, Winchester, VA 22601
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  /30

  $326,000

  Sold Jul 14, 2026

  629 National Ave, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 1,273 Sq Ft
  • Built 1941

  Last Sold Summary

  • $256/SF
  • 7 Days On Market

  Current Estimated Value $324,153

  Last Listing Agent Walther Vasquez Johnson Samson Properties

  629 National Ave, Winchester, VA 22601
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  /5

  $205,000

  Sold Jul 16, 2026

  1033 Allen Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Above List Price
  • $174/SF
  • 5 Days On Market

  Current Estimated Value $232,075

  Last Listing Agent Dan Whitacre Colony Realty

  1033 Allen Dr, Winchester, VA 22601
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  /35

  $340,000

  Sold Nov 12, 2025

  1005 Pennsylvania Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft
  • Built 1959

  Last Sold Summary

  • $148/SF
  • 4 Days On Market

  Current Estimated Value $337,941

  Last Listing Agent Nathalie Acosta Spring Hill Real Estate, LLC.

  1005 Pennsylvania Ave, Winchester, VA 22601
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  /50

  $460,000

  Sold Oct 23, 2025

  519 N Braddock St, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 2,262 Sq Ft
  • Built 1908

  Last Sold Summary

  • $203/SF
  • 2 Days On Market

  Current Estimated Value $461,658

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  519 N Braddock St, Winchester, VA 22601

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