Winchester County, VA Homes

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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
• 

  

  

  /37

  Est $373,815

  Not Listed For Sale

  2059 Stoneleigh Dr, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • Built 2005

  2059 Stoneleigh Dr, Winchester, VA 22601

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Mark Francis ICON Real Estate, LLC
• 

  

  /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
• 

  

  

  /32

  Est $372,588

  Not Listed For Sale

  2079 Stoneleigh Dr, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft
  • Built 2005

  2079 Stoneleigh Dr, Winchester, VA 22601

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jeanne Mezzatesta Colony Realty
• 

  

  

  /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
• 

  

  /35

  Est $373,819

  Not Listed For Sale

  2081 Cidermill Ln, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft
  • Built 1989

  2081 Cidermill Ln, Winchester, VA 22601

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Stuart Wolk ERA Oakcrest Realty, Inc.
• 

  /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
• 

  

  /33

  Est $386,287

  Not Listed For Sale

  2056 Cidermill Ln, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 1996

  2056 Cidermill Ln, Winchester, VA 22601

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Leah Clowser RE/MAX Roots
• 

  

  /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
• 

  

  /36

  Est $361,302

  Not Listed For Sale

  1120 Orchard Hill Dr, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft
  • Built 1987

  1120 Orchard Hill Dr, Winchester, VA 22601

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Jennifer Whitehead Coldwell Banker Premier
• 

  

  /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
• 

  

  /27

  Est $340,689

  Not Listed For Sale

  2055 Harvest Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1989

  2055 Harvest Dr, Winchester, VA 22601

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Dallas Croft Samson Properties
• 

  

  /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
• 

  

  /31

  Est $316,599

  Not Listed For Sale

  2117 Harvest Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft
  • Built 1985

  2117 Harvest Dr, Winchester, VA 22601

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Sarah Abderrazzaq Realty ONE Group Old Towne
• 

  

  /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
• 

  

  /29

  Est $317,645

  Not Listed For Sale

  2112 Harvest Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1984

  2112 Harvest Dr, Winchester, VA 22601

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Charles Witt Nova Home Hunters Realty
• 

  /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
• 

  

  /29

  Est $341,735

  Not Listed For Sale

  831 Appleseed Ct, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 1980

  831 Appleseed Ct, Winchester, VA 22601

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Mark Francis ICON Real Estate, LLC
• 

  

  /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
• 

  

  /26

  Est $359,592

  Not Listed For Sale

  833 Appleseed Ct, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1980

  833 Appleseed Ct, Winchester, VA 22601

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Carolyn Young Samson Properties
• 

  

  /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
• 

  

  /27

  Est $321,760

  Not Listed For Sale

  556 Eagle Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft
  • Built 1960

  556 Eagle Dr, Winchester, VA 22601

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Ashley Wise Keller Williams Realty Advantage
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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
• 

  

  /23

  Est $289,930

  Not Listed For Sale

  1108 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,021 Sq Ft
  • Built 1976

  1108 Opequon Ave, Winchester, VA 22601

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Rheema Ziadeh Redfin Corporation
• 

  

  /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
• 

  

  /36

  Est $368,976

  Not Listed For Sale

  1016 Opequon Ave, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 1,887 Sq Ft
  • Built 1978

  1016 Opequon Ave, Winchester, VA 22601

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent James King RE/MAX Roots
• 

  

  /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
• 

  

  /9

  Est $276,447

  Not Listed For Sale

  1008 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,021 Sq Ft
  • Built 1978

  1008 Opequon Ave, Winchester, VA 22601

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Natalie Dalecky ERA Oakcrest Realty, Inc.
• 

  

  /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
• 

  

  /29

  Est $336,205

  Not Listed For Sale

  1109 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1978

  1109 Opequon Ave, Winchester, VA 22601

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne
• 

  

  /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
• 

  

  /28

  Est $297,683

  Not Listed For Sale

  540 Hollingsworth Dr, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,059 Sq Ft
  • Built 1961

  540 Hollingsworth Dr, Winchester, VA 22601

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Deborah Matthews ERA Oakcrest Realty, Inc.
• 

  

  /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
• 

  

  /3

  Est $355,058

  Not Listed For Sale

  524 Hollingsworth Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 992 Sq Ft
  • Built 1957

  524 Hollingsworth Dr, Winchester, VA 22601

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Dalila Zamorano Samson Properties
• 

  

  /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
• 

  

  /22

  Est $338,853

  Not Listed For Sale

  1427 Kent Cir, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1964

  1427 Kent Cir, Winchester, VA 22601

  Last Sold Summary

  • 150 Days On Market

  Last Listing Agent Roger Walker Crum Realty, Inc.
• 

  

  /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
• 

  

  /27

  Est $277,887

  Not Listed For Sale

  1309 Commerce St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • Built 1960

  1309 Commerce St, Winchester, VA 22601

  Last Sold Summary

  • 68 Days On Market

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

  

  /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
• 

  

  /55

  Est $371,942

  Not Listed For Sale

  1531 S Loudoun St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,864 Sq Ft
  • Built 1935

  1531 S Loudoun St, Winchester, VA 22601

  Last Sold Summary

  • 116 Days On Market

  Last Listing Agent Matthew Roberts Redfin Corporation

Showing Results 561 - 600, Page 15 of 18