Recently Sold Winchester, KY Homes

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  /30

  $270,000 Sold Apr 25, 2025

  136 Ashley Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $218/SF
  • 2 Days On Market

  Current Estimated Value $278,048

  Last Listing Agent Bret Hansen Four Seasons Realty

  136 Ashley Dr, Winchester, KY 40391
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  /54

  $269,900 Sold Aug 12, 2025

  137 Sturbridge Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $176/SF
  • 11 Days On Market

  Current Estimated Value $273,770

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  137 Sturbridge Ln, Winchester, KY 40391
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  /40

  $268,000 Sold Oct 03, 2025

  58 Fitch Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,736 Sq Ft
  • Built 1940

  Last Sold Summary

  • 3% Below List Price
  • $154/SF
  • 18 Days On Market

  Current Estimated Value $267,837

  Last Listing Agent Andrea Coughtry Lifstyl Real Estate

  58 Fitch Ave, Winchester, KY 40391
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  /64

  $359,000 Sold Sep 22, 2025

  616 Colby Ridge Blvd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $223/SF
  • 26 Days On Market

  Current Estimated Value $359,731

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  616 Colby Ridge Blvd, Winchester, KY 40391
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  /16

  $240,000 Sold Apr 15, 2025

  13385 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Above List Price
  • $178/SF
  • 4 Days On Market

  Current Estimated Value $249,216

  Last Listing Agent Joshua Davis The Agency

  13385 Ironworks Rd, Winchester, KY 40391
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  /103

  $345,000 Sold Dec 22, 2025

  145 Shanahan Ln, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,520 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $137/SF
  • 9 Days On Market

  Current Estimated Value $347,665

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  145 Shanahan Ln, Winchester, KY 40391
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  /41

  $259,900 Sold Aug 31, 2025

  315 Newcastle Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Built 2006

  Last Sold Summary

  • $168/SF
  • 6 Days On Market

  Current Estimated Value $258,279

  Last Listing Agent Terra Long Keller Williams Commonwealth

  315 Newcastle Ln, Winchester, KY 40391
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  /13

  $69,000 Sold Feb 09, 2026

  1751 Little Stoner Rd, Winchester, KY 40391

  • Land
  • 2.14 Acres
  • $32,243 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 7 Days On Market

  Current Estimated Value $75,037

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  1751 Little Stoner Rd, Winchester, KY 40391
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  /33

  $250,000 Sold Jun 09, 2025

  14 Calloway St, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Below List Price
  • $167/SF
  • 75 Days On Market

  Current Estimated Value $251,424

  Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington

  14 Calloway St, Winchester, KY 40391
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  /31

  $171,500 Sold Nov 14, 2025

  120 E Lexington Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,332 Sq Ft
  • Built 1934

  Last Sold Summary

  • 2% Below List Price
  • $129/SF
  • 37 Days On Market

  Current Estimated Value $170,681

  Last Listing Agent Chris Johnson Plum Tree Realty

  120 E Lexington Ave, Winchester, KY 40391
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  /33

  $385,000 Sold Sep 04, 2025

  113 Shala Mar Rue, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,741 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $140/SF
  • 12 Days On Market

  Current Estimated Value $397,312

  Last Listing Agent Rebakah Goodpaster Keller Williams Legacy Group

  113 Shala Mar Rue, Winchester, KY 40391
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  /24

  $179,500 Sold Apr 11, 2025

  606 College St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $171/SF
  • 44 Days On Market

  Current Estimated Value $190,967

  Last Listing Agent Angelica Hebert Lifstyl Real Estate

  606 College St, Winchester, KY 40391
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  /48

  $330,000 Sold Nov 21, 2025

  35 Mockingbird Valley Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,735 Sq Ft
  • Built 1960

  Last Sold Summary

  • $190/SF
  • 0 Days On Market

  Current Estimated Value $327,543

  Last Listing Agent Joyce Ratliff Tom Goebel & Company

  35 Mockingbird Valley Rd, Winchester, KY 40391
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  /22

  $217,000 Sold Sep 24, 2025

  140 Cherokee Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $191/SF
  • 29 Days On Market

  Current Estimated Value $217,391

  Last Listing Agent Serena Cassidy Coldwell Banker McMahan

  140 Cherokee Dr, Winchester, KY 40391
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  /2

  $135,050 Sold Nov 14, 2025

  9999 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 2 Acres
  • $67,525 per Acre

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Joshua Davis The Agency

  9999 Sewell Shop Rd, Winchester, KY 40391
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  /42

  $150,000 Sold Oct 27, 2025

  2317 Muddy Creek Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,046 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $143/SF
  • 4 Days On Market

  Current Estimated Value $158,329

  Last Listing Agent Kathy Burton Coldwell Banker McMahan

  2317 Muddy Creek Rd, Winchester, KY 40391
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  /39

  $213,900 Sold Sep 10, 2025

  310 Sarah Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Built 1998

  Last Sold Summary

  • $200/SF
  • 3 Days On Market

  Current Estimated Value $210,235

  Last Listing Agent Brooke Otis Mullins RO&CO Real Estate

  310 Sarah Ct, Winchester, KY 40391
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  /37

  $305,000 Sold Jul 22, 2025

  848 Stratton Ln, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,936 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Above List Price
  • $158/SF
  • 0 Days On Market

  Current Estimated Value $313,590

  Last Listing Agent Joey Hamilton EXP Realty LLC

  848 Stratton Ln, Winchester, KY 40391
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  /13

  $210,000 Sold Apr 24, 2025

  Unlisted Address

  • 3 Beds
  • 1 Bath
  • 1,053 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Below List Price
  • $199/SF
  • 15 Days On Market

  Current Estimated Value $220,658

  Last Listing Agent Angela Newby Calumet Realty

  Unlisted Address
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  /2

  $201,000 Sold Apr 18, 2025

  203 Arbor Ct, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $209/SF

  Current Estimated Value $209,762

  Last Listing Agent Angie Conley Dixon Dixon Properties

  203 Arbor Ct, Winchester, KY 40391
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  /6

  $20,000 Sold Mar 28, 2025

  231 W Broadway St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  Last Sold Summary

  • 60% Below List Price
  • $17/SF
  • 667 Days On Market

  Current Estimated Value $94,058

  Last Listing Agent Will Childers WTC Realty LLC

  231 W Broadway St, Winchester, KY 40391
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  /6

  $140,000 Sold Feb 19, 2026

  550 Bullion Blvd, Winchester, KY 40391

  • Land
  • 0.81 Acre
  • $172,840 per Acre

  Last Sold Summary

  • 63% Below List Price
  • 97 Days On Market

  Last Listing Agent Greg Leveridge Block + Lot Real Estate

  550 Bullion Blvd, Winchester, KY 40391
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  /25

  $248,000 Sold Dec 01, 2025

  331 Newcastle Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,351 Sq Ft
  • Built 2004

  Last Sold Summary

  • $184/SF
  • 3 Days On Market

  Current Estimated Value $247,917

  Last Listing Agent Sydney Pennington In House Real Estate

  331 Newcastle Ln, Winchester, KY 40391
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  /28

  $363,000 Sold Apr 07, 2025

  29 Manor Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft
  • Built 1962

  Last Sold Summary

  • 8% Below List Price
  • $169/SF
  • 247 Days On Market

  Current Estimated Value $367,507

  Last Listing Agent John Patterson Rector Hayden Realtors

  29 Manor Dr, Winchester, KY 40391
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  /24

  $252,500 Sold Dec 23, 2025

  110 Albany Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $193/SF
  • 1 Day On Market

  Current Estimated Value $255,380

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  110 Albany Ln, Winchester, KY 40391
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  /2

  $80,000 Sold Jan 09, 2026

  7244 Ecton Rd, Winchester, KY 40391

  • Land
  • 5.85 Acres
  • $13,675 per Acre

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  7244 Ecton Rd, Winchester, KY 40391
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  /56

  $241,000 Sold Mar 25, 2025

  725 Estes Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1970

  Last Sold Summary

  • $112/SF
  • 3 Days On Market

  Current Estimated Value $251,678

  Last Listing Agent Brenda Sipes Bridgewater Real Estate

  725 Estes Dr, Winchester, KY 40391
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  /22

  $145,000 Sold Mar 16, 2026

  417 Mount Vernon Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1989

  Last Sold Summary

  • $112/SF
  • 27 Days On Market

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  417 Mount Vernon Dr, Winchester, KY 40391
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  /55

  $448,000 Sold Jun 09, 2025

  207 Bentbrook Ct, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 4,260 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $105/SF
  • 12 Days On Market

  Current Estimated Value $462,301

  Last Listing Agent Melodie Lincavage RE/MAX Elite Realty

  207 Bentbrook Ct, Winchester, KY 40391
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  /64

  $260,000 Sold Nov 10, 2025

  113 Olde Potomac Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1942

  Last Sold Summary

  • 3% Below List Price
  • $135/SF
  • 44 Days On Market

  Current Estimated Value $257,238

  Last Listing Agent Susan Colwell Colwell Realty Professionals, Inc.

  113 Olde Potomac Ave, Winchester, KY 40391
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  /5

  $121,000 Sold Oct 03, 2025

  1200 Craig Crossing, Winchester, KY 40391

  • Land
  • 2.5 Acres
  • $48,400 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 65 Days On Market

  Last Listing Agent N Seth Parker Lifstyl Real Estate

  1200 Craig Crossing, Winchester, KY 40391
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  /22

  $165,000 Sold Jun 23, 2025

  515 Colby Ridge Blvd, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 1,134 Sq Ft
  • Built 1999

  Last Sold Summary

  • $146/SF
  • 0 Days On Market

  Current Estimated Value $175,397

  Last Listing Agent Cathleen Gedeon CENTURY 21 Advantage Realty

  515 Colby Ridge Blvd, Winchester, KY 40391
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  /42

  $610,000 Sold Oct 07, 2025

  439 Lynnway Dr, Winchester, KY 40391

  • 6 Beds
  • 3.5 Baths
  • 5,227 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $117/SF
  • 219 Days On Market

  Current Estimated Value $592,307

  Last Listing Agent Reagan Rainey Dream Maker Realty, LLC

  439 Lynnway Dr, Winchester, KY 40391
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  /37

  $345,000 Sold Nov 12, 2025

  103 Mayfair Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Below List Price
  • $232/SF
  • 8 Days On Market

  Current Estimated Value $342,545

  Last Listing Agent Carlos Elliott Tru Life Real Estate

  103 Mayfair Ct, Winchester, KY 40391
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  /2

  $110,000 Sold Apr 18, 2025

  210 Duclair Dr, Winchester, KY 40391

  • Land
  • 0.59 Acre
  • $186,441 per Acre

  Last Sold Summary

  • 847 Days On Market

  Last Listing Agent John Wilson Bluegrass Properties Group

  210 Duclair Dr, Winchester, KY 40391
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  /10

  $811,910 Sold Oct 10, 2025

  3505 Basin Springs Rd, Winchester, KY 40391

  Last Sold Summary

  • 46% Below List Price
  • 165 Days On Market

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  3505 Basin Springs Rd, Winchester, KY 40391
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  /39

  $285,000 Sold Jan 26, 2026

  8 Village Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $144/SF
  • 33 Days On Market

  Current Estimated Value $277,853

  Last Listing Agent Keith Wilson Coldwell Banker McMahan

  8 Village Dr, Winchester, KY 40391
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  /25

  $245,000 Sold Oct 24, 2025

  231 Leslie Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $170/SF
  • 15 Days On Market

  Current Estimated Value $249,002

  Last Listing Agent Destiny Darby Keller Williams Commonwealth

  231 Leslie Dr, Winchester, KY 40391
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  /36

  $290,000 Sold Feb 04, 2026

  424 Waycross Dr, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 1,944 Sq Ft
  • Built 2005

  Last Sold Summary

  • $149/SF
  • 3 Days On Market

  Current Estimated Value $284,229

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  424 Waycross Dr, Winchester, KY 40391
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  /32

  $200,000 Sold Oct 02, 2025

  2858 Ford Hampton Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,294 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Below List Price
  • $155/SF
  • 42 Days On Market

  Current Estimated Value $203,306

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  2858 Ford Hampton Rd, Winchester, KY 40391

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