Recently Sold Winchester, KY Homes

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  /68

  $850,000

  Sold Feb 09, 2026

  2447 Clintonville Rd, Winchester, KY 40391

  • 5 Beds
  • 4 Baths
  • 4,058 Sq Ft
  • Built 1989

  Last Sold Summary

  • 34% Below List Price
  • $209/SF
  • 300 Days On Market

  Current Estimated Value $825,922

  Last Listing Agent Suzanne Elliott Berkshire Hathaway de Movellan Properties

  2447 Clintonville Rd, Winchester, KY 40391
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  /24

  $320,000

  Sold Dec 01, 2025

  118 Strawberry Ln, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,008 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Below List Price
  • $159/SF
  • 14 Days On Market

  Current Estimated Value $327,020

  Last Listing Agent Susan Baldwin Threshold Real Estate Services

  118 Strawberry Ln, Winchester, KY 40391
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  /77

  $907,000

  Sold Jun 15, 2026

  7210 Ecton Rd, Winchester, KY 40391

  • 5 Beds
  • 4.5 Baths
  • 6,314 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $144/SF
  • 25 Days On Market

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  7210 Ecton Rd, Winchester, KY 40391
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  /27

  $207,500

  Sold Jul 11, 2025

  2350 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,385 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $150/SF
  • 6 Days On Market

  Current Estimated Value $223,690

  Last Listing Agent Dylan Justice GSP Homes

  2350 Ironworks Rd, Winchester, KY 40391
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  /77

  $2,075,000

  Sold Aug 15, 2025

  27 Sundown Ln, Winchester, KY 40391

  • 3 Beds
  • 6 Baths
  • 5,984 Sq Ft
  • Built 1994

  Last Sold Summary

  • 3% Below List Price
  • $347/SF
  • 14 Days On Market

  Current Estimated Value $2,109,065

  Last Listing Agent Abby Jones Bluegrass Sotheby's International Realty

  27 Sundown Ln, Winchester, KY 40391
• 

  

  /41

  $170,000

  Sold Dec 30, 2025

  130 Abbeywood Ct, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft
  • Built 2002

  Last Sold Summary

  • 13% Below List Price
  • $126/SF
  • 18 Days On Market

  Current Estimated Value $186,235

  Last Listing Agent Emily Belcher Rector Hayden Realtors

  130 Abbeywood Ct, Winchester, KY 40391
• 

  

  /22

  $201,000

  Sold Sep 04, 2025

  110 Colonial Park Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,235 Sq Ft
  • Built 1980

  Last Sold Summary

  • 11% Below List Price
  • $163/SF
  • 26 Days On Market

  Current Estimated Value $207,329

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  110 Colonial Park Dr, Winchester, KY 40391
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  /91

  $395,000

  Sold Jul 22, 2025

  101 Dorset Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 2015

  Last Sold Summary

  • $257/SF
  • 29 Days On Market

  Current Estimated Value $402,869

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  101 Dorset Ln, Winchester, KY 40391
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  /33

  $255,000

  Sold Jan 09, 2026

  357 Crescent Ave, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 2,188 Sq Ft

  Last Sold Summary

  • $117/SF
  • 44 Days On Market

  Current Estimated Value $258,006

  Last Listing Agent Samantha Gray National Real Estate

  357 Crescent Ave, Winchester, KY 40391
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  /2

  $265,000

  Sold Mar 31, 2026

  724 Terry Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft
  • Built 1980

  Last Sold Summary

  • $118/SF

  Current Estimated Value $269,814

  Last Listing Agent Teresa Richmond Freedom Realty & Property Management

  724 Terry Dr, Winchester, KY 40391
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  /31

  $485,000

  Sold Sep 05, 2025

  10 French Ave, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,262 Sq Ft
  • Built 1906

  Last Sold Summary

  • 18% Below List Price
  • $149/SF
  • 11 Days On Market

  Current Estimated Value $493,195

  Last Listing Agent Brian England Keller Williams Bluegrass Realty

  10 French Ave, Winchester, KY 40391
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  /39

  $462,000

  Sold Nov 21, 2025

  865 Pretty Run Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,727 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $169/SF
  • 6 Days On Market

  Current Estimated Value $468,868

  Last Listing Agent Shane Underwood Keller Williams Commonwealth

  865 Pretty Run Rd, Winchester, KY 40391
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  /35

  $300,000

  Sold Oct 03, 2025

  607 Colby Ridge Blvd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $154/SF
  • 67 Days On Market

  Current Estimated Value $318,581

  Last Listing Agent Suzanne Elliott Berkshire Hathaway de Movellan Properties

  607 Colby Ridge Blvd, Winchester, KY 40391
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  /15

  $169,000

  Sold May 08, 2026

  4247 Basin Springs Rd, Winchester, KY 40391

  • Land
  • 3.5 Acres
  • $48,286 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 6 Days On Market

  Current Estimated Value $171,102

  Last Listing Agent Ellie Hatton The Brokerage

  4247 Basin Springs Rd, Winchester, KY 40391
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  /39

  $450,000

  Sold Aug 08, 2025

  600 Ferry Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $217/SF
  • 32 Days On Market

  Current Estimated Value $498,593

  Last Listing Agent Cathleen Gedeon CENTURY 21 Advantage Realty

  600 Ferry Rd, Winchester, KY 40391
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  /43

  $239,700

  Sold Oct 20, 2025

  2413 Log Lick Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1945

  Last Sold Summary

  • $184/SF
  • 19 Days On Market

  Current Estimated Value $242,590

  Last Listing Agent E Anthony Phillips RE/MAX Creative Realty

  2413 Log Lick Rd, Winchester, KY 40391
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  /63

  $430,000

  Sold Oct 03, 2025

  259 Hibiscus Ln, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,921 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $110/SF
  • 2 Days On Market

  Current Estimated Value $451,050

  Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

  259 Hibiscus Ln, Winchester, KY 40391
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  /32

  $349,900

  Sold Aug 01, 2025

  275 Cross Brook Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,111 Sq Ft
  • Built 1998

  Last Sold Summary

  • $166/SF
  • 2 Days On Market

  Current Estimated Value $335,039

  Last Listing Agent Amanda Stewart Stewart & Co Realty LLC

  275 Cross Brook Ct, Winchester, KY 40391
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  /21

  $185,000

  Sold Apr 15, 2026

  109 Quail Ridge Rd, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 1,197 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $155/SF
  • 73 Days On Market

  Current Estimated Value $187,483

  Last Listing Agent Kim Dice eXp Realty, LLC

  109 Quail Ridge Rd, Winchester, KY 40391
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  /25

  $270,000

  Sold Dec 05, 2025

  102 Ashley Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $239/SF
  • 19 Days On Market

  Current Estimated Value $270,741

  Last Listing Agent Kimberli Fister Kentucky Land and Home

  102 Ashley Dr, Winchester, KY 40391
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  /41

  $535,000

  Sold Apr 24, 2026

  2100 Stoner-Ephesus Rd, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 2,361 Sq Ft
  • Built 1948

  Last Sold Summary

  • 7% Below List Price
  • $227/SF
  • 19 Days On Market

  Last Listing Agent Kelly Nisbet Coldwell Banker McMahan

  2100 Stoner-Ephesus Rd, Winchester, KY 40391
• 

  

  /22

  $269,900

  Sold Oct 10, 2025

  115 Ashley Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1995

  Last Sold Summary

  • $204/SF
  • 12 Days On Market

  Current Estimated Value $271,091

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  115 Ashley Dr, Winchester, KY 40391
• 

  

  /26

  $111,252

  Sold Jun 03, 2026

  2247 Muddy Creek Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,145 Sq Ft

  Last Sold Summary

  • 25% Above List Price
  • $97/SF
  • 3 Days On Market

  Current Estimated Value $208,880

  Last Listing Agent Kimberly Brunson Hunter Real Estate

  2247 Muddy Creek Rd, Winchester, KY 40391
• 

  

  /22

  $121,000

  Sold Mar 24, 2026

  19 Hughes Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Below List Price
  • $98/SF
  • 0 Days On Market

  Current Estimated Value $133,347

  Last Listing Agent Jaime Daniel Delgado Plum Tree Realty

  19 Hughes Ave, Winchester, KY 40391
• 

  

  /25

  $186,500

  Sold Dec 08, 2025

  31 Vine St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,443 Sq Ft
  • Built 1950

  Last Sold Summary

  • 17% Below List Price
  • $129/SF
  • 94 Days On Market

  Current Estimated Value $187,509

  Last Listing Agent Jana Hooten Key 2 Close Realty, LLC

  31 Vine St, Winchester, KY 40391
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  /38

  $220,000

  Sold Jun 30, 2025

  212 Southwind Dr, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,333 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $165/SF
  • 19 Days On Market

  Current Estimated Value $231,789

  Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

  212 Southwind Dr, Winchester, KY 40391
• 

  

  /35

  $310,000

  Sold Jun 01, 2026

  219 Bartram Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,696 Sq Ft
  • Built 2004

  Last Sold Summary

  • $183/SF
  • 7 Days On Market

  Current Estimated Value $307,202

  Last Listing Agent Dennis Nobles Turf Town Properties

  219 Bartram Ct, Winchester, KY 40391
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  /48

  $390,000

  Sold Nov 21, 2025

  213 Honeysuckle Ln, Winchester, KY 40391

  • 4 Beds
  • 4 Baths
  • 3,087 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $126/SF
  • 1 Day On Market

  Current Estimated Value $390,659

  Last Listing Agent Shari Frasure Keller Williams Commonwealth

  213 Honeysuckle Ln, Winchester, KY 40391
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  /43

  $399,000

  Sold Oct 10, 2025

  7236 Old Boonesboro Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,041 Sq Ft
  • Built 2003

  Last Sold Summary

  • $195/SF
  • 3 Days On Market

  Current Estimated Value $401,639

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  7236 Old Boonesboro Rd, Winchester, KY 40391
• 

  

  /30

  $177,000

  Sold May 08, 2026

  403 Country Club Dr, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Above List Price
  • $158/SF
  • 7 Days On Market

  Current Estimated Value $175,972

  Last Listing Agent Edgar Saborit Lifstyl Real Estate

  403 Country Club Dr, Winchester, KY 40391
• 

  /2

  $59,000

  Sold Dec 16, 2025

  7340 Ecton Rd, Winchester, KY 40391

  • Land
  • 1.69 Acres
  • $34,911 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 3 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  7340 Ecton Rd, Winchester, KY 40391
• 

  

  /40

  $215,000

  Sold Dec 08, 2025

  5620 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,699 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $127/SF
  • 13 Days On Market

  Current Estimated Value $227,863

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  5620 Ironworks Rd, Winchester, KY 40391
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  /36

  $320,000

  Sold Oct 02, 2025

  510 Kimberly Dr, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,430 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $132/SF
  • 3 Days On Market

  Current Estimated Value $316,330

  Last Listing Agent Ashley Barreto Indigo & Co

  510 Kimberly Dr, Winchester, KY 40391
• 

  

  /19

  $281,000

  Sold Aug 22, 2025

  223 Cross Brook Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $165/SF
  • 11 Days On Market

  Current Estimated Value $283,436

  Last Listing Agent Dwight Donaldson Murphy Realty Group

  223 Cross Brook Ln, Winchester, KY 40391
• 

  

  /24

  $249,900

  Sold Jul 21, 2025

  114 Bayberry Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1991

  Last Sold Summary

  • $152/SF
  • 2 Days On Market

  Current Estimated Value $260,409

  Last Listing Agent Debra Ward Coldwell Banker McMahan

  114 Bayberry Ln, Winchester, KY 40391
• 

  

  /14

  $240,000

  Sold Oct 24, 2025

  3020 Dry Fork Creek Rd, Winchester, KY 40391

  Last Sold Summary

  • 9% Below List Price
  • 14 Days On Market

  Current Estimated Value $242,040

  Last Listing Agent Ellie Hatton The Brokerage

  3020 Dry Fork Creek Rd, Winchester, KY 40391
• 

  

  /23

  $250,000

  Sold Jan 23, 2026

  208 Watercrest Way, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,416 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $177/SF
  • 11 Days On Market

  Current Estimated Value $253,982

  Last Listing Agent Chad Bowman The Brokerage

  208 Watercrest Way, Winchester, KY 40391
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  /11

  $249,000

  Sold Apr 01, 2026

  646 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • Built 1980

  Last Sold Summary

  • $162/SF
  • 55 Days On Market

  Current Estimated Value $230,813

  Last Listing Agent Garry Milton Milton and Associates Real Estate

  646 Laura Dr, Winchester, KY 40391
• 

  /2

  $260,000

  Sold Mar 30, 2026

  214 Bartram Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2004

  Last Sold Summary

  • $144/SF

  Current Estimated Value $264,311

  Last Listing Agent Destiny Darby Keller Williams Commonwealth

  214 Bartram Ct, Winchester, KY 40391
• 

  

  /31

  $235,000

  Sold Sep 26, 2025

  210 Moss Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $196/SF
  • 48 Days On Market

  Current Estimated Value $242,024

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  210 Moss Ct, Winchester, KY 40391

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