Recently Sold Winchester, KY Homes

• 

  

  

  /31

  $295,000 Sold Feb 24, 2026

  420 Willowbrook Rd, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 1,738 Sq Ft
  • Built 1980

  Last Sold Summary

  • $170/SF
  • 32 Days On Market

  Current Estimated Value $295,799

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  420 Willowbrook Rd, Winchester, KY 40391
• 

  

  

  /82

  $275,000 Sold May 23, 2025

  111 S Burns Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,994 Sq Ft
  • Built 1920

  Last Sold Summary

  • 19% Below List Price
  • $92/SF
  • 202 Days On Market

  Current Estimated Value $303,267

  Last Listing Agent Melodie Lincavage RE/MAX Elite Realty

  111 S Burns Ave, Winchester, KY 40391
• 

  

  

  /42

  $247,500 Sold Jan 16, 2026

  125 Summerhill Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $186/SF
  • 15 Days On Market

  Current Estimated Value $249,904

  Last Listing Agent Gwen Mathews Bluegrass Sotheby's International Realty

  125 Summerhill Way, Winchester, KY 40391
• 

  

  

  /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 $215,318

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  543 Cunningham Ln, Winchester, KY 40391
• 

  

  

  /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 $355,521

  Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

  213 Hood Ave, Winchester, KY 40391
• 

  

  /36

  $177,500 Sold May 13, 2025

  406 Pepperwood Ct, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 1,259 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Below List Price
  • $141/SF
  • 3 Days On Market

  Current Estimated Value $194,552

  Last Listing Agent Peggy Baldridge HomeFirst Real Estate

  406 Pepperwood Ct, Winchester, KY 40391
• 

  

  /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

  Last Listing Agent Rich Decker Rector Hayden Realtors

  395 Croxton Way, Winchester, KY 40391
• 

  

  /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 $204,334

  Last Listing Agent Tracey Goebel Tom Goebel & Company

  707 Estes Dr, Winchester, KY 40391
• 

  

  /63

  $1,325,000 Sold May 15, 2025

  6755 Boonesboro Rd, Winchester, KY 40391

  • 5 Beds
  • 8 Baths
  • 5,736 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 72 Days On Market

  Current Estimated Value $1,482,708

  Last Listing Agent Jennifer Ray RE/MAX Elite Lexington

  6755 Boonesboro Rd, Winchester, KY 40391
• 

  

  /47

  $396,500 Sold May 19, 2025

  520 Bailey Ln, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1980

  Last Sold Summary

  • 12% Below List Price
  • $165/SF
  • 51 Days On Market

  Current Estimated Value $402,163

  Last Listing Agent Paul Waddelow Hand in Hand Realty Central KY

  520 Bailey Ln, Winchester, KY 40391
• 

  

  /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 $809,901

  Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington

  1183 the Ridings Rd, Winchester, KY 40391
• 

  

  /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 $255,573

  Last Listing Agent Shari Frasure Keller Williams Commonwealth

  313 Geronimo Ct, Winchester, KY 40391
• 

  

  /23

  $184,900 Sold Jun 20, 2025

  324 Essex Ct, Winchester, KY 40391

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 2000

  Last Sold Summary

  • $175/SF
  • 2 Days On Market

  Current Estimated Value $190,342

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  324 Essex Ct, Winchester, KY 40391
• 

  

  /21

  $219,500 Sold Jun 20, 2025

  523 Acadia Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $148/SF
  • 6 Days On Market

  Current Estimated Value $231,970

  Last Listing Agent Tyler I Back The Brokerage

  523 Acadia Way, Winchester, KY 40391
• 

  

  /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 $227,197

  Last Listing Agent Keith Wilson Coldwell Banker McMahan

  520 Barlow Dr, Winchester, KY 40391
• 

  

  /36

  $184,742 Sold Jun 06, 2025

  120 Heather Ln, Winchester, KY 40391

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $162/SF
  • 3 Days On Market

  Current Estimated Value $196,562

  Last Listing Agent Julie Wiggington RE/MAX Creative, Winchester

  120 Heather Ln, Winchester, KY 40391
• 

  

  /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 $292,849

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  1508 Ford Hampton Rd, Winchester, KY 40391
• 

  

  /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 $592,909

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  433 Fairholme Way, Winchester, KY 40391
• 

  

  /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 $299,072

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  19 Valley Ct, Winchester, KY 40391

Showing Results 441 - 459, Page 12 of 12