Recently Sold Winchester, KY Homes

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  /39

  $265,000

  Sold Apr 03, 2026

  543 Cunningham Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $189/SF
  • 10 Days On Market

  Current Estimated Value $272,268

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  543 Cunningham Ln, Winchester, KY 40391
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  /37

  $354,000

  Sold Dec 19, 2025

  213 Hood Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,244 Sq Ft
  • Built 1970

  Last Sold Summary

  • 8% Below List Price
  • $158/SF
  • 21 Days On Market

  Current Estimated Value $355,540

  Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

  213 Hood Ave, Winchester, KY 40391
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  /10

  $370,000

  Sold Mar 31, 2026

  395 Croxton Way, Winchester, KY 40391

  • Land
  • 1.29 Acres
  • $286,822 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 793 Days On Market

  Current Estimated Value $440,902

  Last Listing Agent Rich Decker Rector Hayden Realtors

  395 Croxton Way, Winchester, KY 40391
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  /15

  $212,000

  Sold Apr 13, 2026

  707 Estes Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,053 Sq Ft
  • Built 1960

  Last Sold Summary

  • $201/SF
  • 9 Days On Market

  Current Estimated Value $211,151

  Last Listing Agent Tracey Goebel Tom Goebel & Company

  707 Estes Dr, Winchester, KY 40391
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  /73

  $799,000

  Sold Aug 18, 2025

  1183 the Ridings Rd, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,664 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $218/SF
  • 64 Days On Market

  Current Estimated Value $783,475

  Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington

  1183 the Ridings Rd, Winchester, KY 40391
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  /38

  $258,900

  Sold Sep 08, 2025

  313 Geronimo Ct, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $154/SF
  • 1 Day On Market

  Current Estimated Value $262,599

  Last Listing Agent Shari Frasure Keller Williams Commonwealth

  313 Geronimo Ct, Winchester, KY 40391
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  /29

  $287,000

  Sold Jun 18, 2026

  207 Abbeywood Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,894 Sq Ft
  • Built 2011

  Last Sold Summary

  • 1% Above List Price
  • $152/SF
  • 4 Days On Market

  Current Estimated Value $334,459

  Last Listing Agent Carlos Elliott Tru Life Real Estate

  207 Abbeywood Dr, Winchester, KY 40391
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  /21

  $220,000

  Sold Jun 26, 2025

  520 Barlow Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1996

  Last Sold Summary

  • 12% Below List Price
  • $196/SF
  • 72 Days On Market

  Current Estimated Value $221,470

  Last Listing Agent Keith Wilson Coldwell Banker McMahan

  520 Barlow Dr, Winchester, KY 40391
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  /34

  $293,000

  Sold May 01, 2026

  1508 Ford Hampton Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,531 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Below List Price
  • $191/SF
  • 162 Days On Market

  Current Estimated Value $294,610

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  1508 Ford Hampton Rd, Winchester, KY 40391
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  /46

  $600,000

  Sold Dec 04, 2025

  433 Fairholme Way, Winchester, KY 40391

  • 3 Beds
  • 3.5 Baths
  • 2,900 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $207/SF
  • 28 Days On Market

  Current Estimated Value $604,305

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  433 Fairholme Way, Winchester, KY 40391
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  /58

  $290,000

  Sold Jul 25, 2025

  19 Valley Ct, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 2,240 Sq Ft
  • Built 1968

  Last Sold Summary

  • 14% Below List Price
  • $129/SF
  • 16 Days On Market

  Current Estimated Value $299,280

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  19 Valley Ct, Winchester, KY 40391

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