Recently Sold Homes in 40391

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  /45

  $334,000

  Sold Apr 08, 2026

  120 Pilot View Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Above List Price
  • $176/SF
  • 4 Days On Market

  Current Estimated Value $329,573

  Last Listing Agent Jennifer Parsons RE/MAX Elite Lexington

  120 Pilot View Rd, Winchester, KY 40391
• 

  

  /2

  $75,000

  Sold Jan 16, 2026

  1431 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 6.43 Acres
  • $11,664 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  1431 Sewell Shop Rd, Winchester, KY 40391
• 

  

  

  /45

  $269,000

  Sold Aug 22, 2025

  402 Mcdowell Dr, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft
  • Built 1986

  Last Sold Summary

  • 22% Below List Price
  • $126/SF
  • 2 Days On Market

  Current Estimated Value $296,282

  Last Listing Agent Christine McDonald FC Tucker Bluegrass

  402 Mcdowell Dr, Winchester, KY 40391
• 

  

  

  /19

  $219,000

  Sold Sep 17, 2025

  521 Hidden Hills Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Built 2003

  Last Sold Summary

  • $164/SF
  • 4 Days On Market

  Current Estimated Value $225,201

  Last Listing Agent Cathy Cornett-Wilson Rector Hayden Realtors

  521 Hidden Hills Way, Winchester, KY 40391
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  /65

  $660,000

  Sold Apr 24, 2026

  20 Stoney Brook Dr, Winchester, KY 40391

  • 5 Beds
  • 4.5 Baths
  • 4,712 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Below List Price
  • $140/SF
  • 2 Days On Market

  Current Estimated Value $663,937

  Last Listing Agent Lucy Martin Jenkins United Real Estate Bluegrass

  20 Stoney Brook Dr, Winchester, KY 40391
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  /43

  $550,000

  Sold May 22, 2026

  556 Earlymeade Dr, Winchester, KY 40391

  • 4 Beds
  • 4.5 Baths
  • 4,185 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $131/SF
  • 7 Days On Market

  Current Estimated Value $562,508

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  556 Earlymeade Dr, Winchester, KY 40391
• 

  

  /40

  $240,000

  Sold Jul 29, 2025

  400 Verna Dr, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 2,617 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Below List Price
  • $92/SF
  • 12 Days On Market

  Current Estimated Value $274,843

  Last Listing Agent Melodie Lincavage Berkshire Hathaway HomeServices Foster Realtors

  400 Verna Dr, Winchester, KY 40391
• 

  

  /55

  $389,000

  Sold Feb 24, 2026

  4530 Ironworks Rd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,518 Sq Ft
  • Built 1994

  Last Sold Summary

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

  Current Estimated Value $391,493

  Last Listing Agent Montlee Wickline Stone Ridge Realty LLC

  4530 Ironworks Rd, Winchester, KY 40391
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  /8

  $195,000

  Sold Dec 08, 2025

  222 Holiday Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $177/SF
  • 349 Days On Market

  Current Estimated Value $210,884

  Last Listing Agent Sophia Herald Herald Real Estate

  222 Holiday Rd, Winchester, KY 40391
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  /34

  $265,000

  Sold May 11, 2026

  404 Wellington Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 2005

  Last Sold Summary

  • 5% Below List Price
  • $158/SF
  • 158 Days On Market

  Current Estimated Value $275,807

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  404 Wellington Way, Winchester, KY 40391
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  /41

  $270,000

  Sold Oct 14, 2025

  321 S Maple St, Winchester, KY 40391

  • 6 Beds
  • 4 Baths
  • 4,490 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $60/SF
  • 9 Days On Market

  Current Estimated Value $277,880

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  321 S Maple St, Winchester, KY 40391
• 

  

  /16

  $201,000

  Sold Sep 05, 2025

  128 Alabama St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $132/SF
  • 66 Days On Market

  Current Estimated Value $215,325

  Last Listing Agent Paul Eads Freedom Realty & Property Management

  128 Alabama St, Winchester, KY 40391
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  /7

  $293,000

  Sold Nov 18, 2025

  4728 Combs Ferry Rd, Ford, KY 40391

  • Land
  • 14.12 Acres
  • $20,751 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 4 Days On Market

  Current Estimated Value $306,357

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  4728 Combs Ferry Rd, Ford, KY 40391
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  /33

  $180,000

  Sold Sep 02, 2025

  307 Blair Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1977

  Last Sold Summary

  • $180/SF
  • 22 Days On Market

  Current Estimated Value $176,587

  Last Listing Agent Brooke Otis Mullins RO&CO Real Estate

  307 Blair Ave, Winchester, KY 40391
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  /9

  $190,000

  Sold Jul 15, 2025

  507 Hidden Hills Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 2001

  Last Sold Summary

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

  Current Estimated Value $197,420

  Last Listing Agent Sondra Clark Taylor Real Estate, LLC

  507 Hidden Hills Way, Winchester, KY 40391
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  /47

  $347,000

  Sold Jan 05, 2026

  23 1/2 Wheeler Ave, Winchester, KY 40391

  • 8 Beds
  • 4 Baths
  • 3,706 Sq Ft
  • Built 1942

  Last Sold Summary

  • 12% Below List Price
  • $94/SF
  • 70 Days On Market

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  23 1/2 Wheeler Ave, Winchester, KY 40391
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  /37

  $392,500

  Sold Sep 08, 2025

  576 Marseille Blvd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,991 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $131/SF
  • 24 Days On Market

  Current Estimated Value $397,797

  Last Listing Agent James Turek Bluegrass Sotheby's International Realty

  576 Marseille Blvd, Winchester, KY 40391
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  /27

  $190,000

  Sold Apr 30, 2026

  29 Euclid Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 1943

  Last Sold Summary

  • $127/SF
  • 6 Days On Market

  Current Estimated Value $191,655

  Last Listing Agent Autumn Johannes National Real Estate

  29 Euclid Ave, Winchester, KY 40391
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  /34

  $215,000

  Sold Mar 18, 2026

  37 7th St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1970

  Last Sold Summary

  • 9% Below List Price
  • $128/SF
  • 25 Days On Market

  Current Estimated Value $222,963

  Last Listing Agent Andrew Fugitt KY Property Hunters

  37 7th St, Winchester, KY 40391
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  /41

  $60,000

  Sold Oct 24, 2025

  145 Riverbend Ln, Winchester, KY 40391

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft
  • Built 1984

  Last Sold Summary

  • 20% Below List Price
  • $81/SF
  • 6 Days On Market

  Current Estimated Value $68,514

  Last Listing Agent Darrell Tackett Dream Maker Realty, LLC

  145 Riverbend Ln, Winchester, KY 40391
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  /47

  $475,000

  Sold May 29, 2026

  595 Earlymeade Dr, Winchester, KY 40391

  • 5 Beds
  • 3.5 Baths
  • 3,823 Sq Ft
  • Built 2005

  Last Sold Summary

  • 5% Below List Price
  • $124/SF
  • 155 Days On Market

  Current Estimated Value $493,748

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  595 Earlymeade Dr, Winchester, KY 40391
• 

  

  /49

  $392,000

  Sold Jul 18, 2025

  228 Moundale Ave, Winchester, KY 40391

  • 3 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $122/SF
  • 261 Days On Market

  Current Estimated Value $418,557

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  228 Moundale Ave, Winchester, KY 40391
• 

  

  /43

  $129,900

  Sold Jul 31, 2025

  44 Watts Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 858 Sq Ft
  • Built 1959

  Last Sold Summary

  • $151/SF
  • 3 Days On Market

  Current Estimated Value $140,592

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  44 Watts Rd, Winchester, KY 40391
• 

  

  /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 $276,050

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  137 Sturbridge Ln, Winchester, KY 40391
• 

  

  /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 $268,979

  Last Listing Agent Andrea Coughtry Lifstyl Real Estate

  58 Fitch Ave, Winchester, KY 40391
• 

  

  /15

  $580,000

  Sold May 29, 2026

  101 S Burns Ave Unit 1,2,3,4, Winchester, KY 40391

  • 8 Beds
  • 4 Baths
  • 5,046 Sq Ft
  • Built 1912

  Last Sold Summary

  • 14% Below List Price
  • $115/SF
  • 165 Days On Market

  Current Estimated Value $588,827

  Last Listing Agent Priya Patel-Rossetti Big Blue Realty

  101 S Burns Ave Unit 1,2,3,4, Winchester, KY 40391
• 

  

  /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 $363,383

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  616 Colby Ridge Blvd, Winchester, KY 40391
• 

  

  /32

  $344,000

  Sold May 14, 2026

  538 S Maple St, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,628 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $211/SF
  • 84 Days On Market

  Current Estimated Value $335,455

  Last Listing Agent Heather Kuykendoll Bluegrass Properties Group

  538 S Maple St, Winchester, KY 40391
• 

  

  /12

  $189,900

  Sold Sep 12, 2025

  220 Pretty Run Rd, Paris, KY 40361

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Skyler Lewis Dream Maker Realty, LLC

  220 Pretty Run Rd, Paris, KY 40361
• 

  

  /62

  $399,900

  Sold Apr 15, 2026

  601 Gilbert Ct, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,475 Sq Ft
  • Built 1992

  Last Sold Summary

  • $162/SF
  • 2 Days On Market

  Current Estimated Value $403,901

  Last Listing Agent Brooke Otis Mullins RO&CO Real Estate

  601 Gilbert Ct, Winchester, KY 40391
• 

  

  /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 $350,419

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  145 Shanahan Ln, Winchester, KY 40391
• 

  

  /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 $267,856

  Last Listing Agent Terra Long Keller Williams Commonwealth

  315 Newcastle Ln, Winchester, KY 40391
• 

  

  /13

  $69,000

  Sold Feb 09, 2026

  1751 Little Stoner Rd, Winchester, KY 40391

  • Land
  • 2.14 Acres
  • $32,258 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 7 Days On Market

  Current Estimated Value $73,444

  Last Listing Agent Kymberly McCreary eXp Realty, LLC

  1751 Little Stoner Rd, Winchester, KY 40391
• 

  

  /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 $206,772

  Last Listing Agent Chris Johnson Plum Tree Realty

  120 E Lexington Ave, Winchester, KY 40391
• 

  

  /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 $387,606

  Last Listing Agent Rebakah Goodpaster Keller Williams Legacy Group

  113 Shala Mar Rue, Winchester, KY 40391
• 

  

  /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 $327,883

  Last Listing Agent Joyce Ratliff Tom Goebel & Company

  35 Mockingbird Valley Rd, Winchester, KY 40391
• 

  

  /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 $226,168

  Last Listing Agent Serena Cassidy Coldwell Banker McMahan

  140 Cherokee Dr, Winchester, KY 40391
• 

  

  /70

  $325,000

  Sold Apr 09, 2026

  297 S Main St, Winchester, KY 40391

  • 6 Beds
  • 4 Baths
  • 3,544 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $92/SF
  • 60 Days On Market

  Current Estimated Value $325,202

  Last Listing Agent Silvia Torres Tru Life Real Estate

  297 S Main St, Winchester, KY 40391
• 

  /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
• 

  

  /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 $164,777

  Last Listing Agent Kathy Burton Coldwell Banker McMahan

  2317 Muddy Creek Rd, Winchester, KY 40391

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