Recently Sold Winchester, KY Homes

• 

  

  

  /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
• 

  

  

  /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 $218,414

  Last Listing Agent Brooke Otis Mullins RO&CO Real Estate

  310 Sarah Ct, Winchester, KY 40391
• 

  

  /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 $319,641

  Last Listing Agent Joey Hamilton EXP Realty LLC

  848 Stratton Ln, Winchester, KY 40391
• 

  

  /6

  $140,000

  Sold Feb 19, 2026

  550 Bullion Blvd, Winchester, KY 40391

  • Land
  • 35,283 Sq Ft
  • $172,840 per Acre

  Last Sold Summary

  • 63% Below List Price
  • 97 Days On Market

  Last Listing Agent Greg Leveridge Block + Lot Homes

  550 Bullion Blvd, Winchester, KY 40391
• 

  

  /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 $248,164

  Last Listing Agent Sydney Pennington In House Real Estate

  331 Newcastle Ln, Winchester, KY 40391
• 

  

  /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 $260,101

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  110 Albany Ln, Winchester, KY 40391
• 

  

  /59

  $335,000

  Sold May 22, 2026

  201 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,513 Sq Ft
  • Built 1909

  Last Sold Summary

  • $133/SF
  • 7 Days On Market

  Current Estimated Value $332,804

  Last Listing Agent Donna Woeste Rector Hayden Realtors

  201 Boone Ave, Winchester, KY 40391
• 

  

  /27

  $155,500

  Sold Apr 06, 2026

  233 E Washington St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Below List Price
  • $143/SF
  • 26 Days On Market

  Current Estimated Value $154,323

  Last Listing Agent Lukas Owens The Brokerage

  233 E Washington St, Winchester, KY 40391
• 

  /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
• 

  

  /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
• 

  

  /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 $262,931

  Last Listing Agent Susan Colwell Colwell Realty Professionals, Inc.

  113 Olde Potomac Ave, Winchester, KY 40391
• 

  

  /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
• 

  

  /55

  $405,000

  Sold May 04, 2026

  6504 Combs Ferry Rd, Winchester, KY 40391

  • 5 Beds
  • 3.5 Baths
  • 2,564 Sq Ft
  • Built 1976

  Last Sold Summary

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

  Current Estimated Value $416,317

  Last Listing Agent Lucy Martin Jenkins United Real Estate Bluegrass

  6504 Combs Ferry Rd, Winchester, KY 40391
• 

  

  /37

  $880,000

  Sold Apr 10, 2026

  700 Nick Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2022

  Last Sold Summary

  • 30% Below List Price
  • $367/SF
  • 40 Days On Market

  Current Estimated Value $930,951

  Last Listing Agent Darrell Tackett Dream Maker Realty, LLC

  700 Nick Ln, Winchester, KY 40391
• 

  

  /53

  $250,000

  Sold Apr 06, 2026

  174 Hidden Grove Ln, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $164/SF
  • 138 Days On Market

  Current Estimated Value $251,637

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  174 Hidden Grove Ln, Winchester, KY 40391
• 

  

  /31

  $200,000

  Sold May 20, 2026

  60 Hiawatha Trail, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • Built 1968

  Last Sold Summary

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

  Current Estimated Value $205,971

  Last Listing Agent Christina Bucher Keller Williams Legacy Group

  60 Hiawatha Trail, Winchester, KY 40391
• 

  

  /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 $637,703

  Last Listing Agent Reagan Rainey Dream Maker Realty, LLC

  439 Lynnway Dr, Winchester, KY 40391
• 

  

  /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 $344,828

  Last Listing Agent Carlos Elliott Tru Life Real Estate

  103 Mayfair Ct, Winchester, KY 40391
• 

  

  /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
• 

  

  /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 $279,726

  Last Listing Agent Keith Wilson Coldwell Banker McMahan

  8 Village Dr, Winchester, KY 40391
• 

  

  /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 $252,938

  Last Listing Agent Destiny Darby Keller Williams Commonwealth

  231 Leslie Dr, Winchester, KY 40391
• 

  

  /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 $287,971

  Last Listing Agent Kymberly McCreary eXp Realty, LLC

  424 Waycross Dr, Winchester, KY 40391
• 

  

  /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 $201,157

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  2858 Ford Hampton Rd, Winchester, KY 40391
• 

  

  /10

  $165,000

  Sold May 28, 2026

  4784 Van Meter Rd, Winchester, KY 40391

  • Land
  • 5.01 Acres
  • $32,967 per Acre

  Last Sold Summary

  • 1 Day On Market

  Current Estimated Value $269,706

  Last Listing Agent Steve Adams Steven D Adams Real Estate Services, LLC

  4784 Van Meter Rd, Winchester, KY 40391
• 

  

  /88

  $821,000

  Sold Mar 20, 2026

  1701 Gay Evans Rd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 4,345 Sq Ft
  • Built 2003

  Last Sold Summary

  • $189/SF
  • 3 Days On Market

  Current Estimated Value $814,193

  Last Listing Agent Nora Williams Keller Williams Commonwealth

  1701 Gay Evans Rd, Winchester, KY 40391
• 

  

  /30

  $344,000

  Sold Feb 06, 2026

  212 Woodbine Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,475 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Below List Price
  • $139/SF
  • 72 Days On Market

  Current Estimated Value $338,366

  Last Listing Agent Kathy Burton Coldwell Banker McMahan

  212 Woodbine Ct, Winchester, KY 40391
• 

  

  /15

  $192,565

  Sold Dec 22, 2025

  246 Geronimo Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1998

  Last Sold Summary

  • 12% Below List Price
  • $176/SF
  • 16 Days On Market

  Current Estimated Value $204,430

  Last Listing Agent Devon Ramage The Brokerage

  246 Geronimo Ct, Winchester, KY 40391
• 

  

  /61

  $480,000

  Sold Feb 09, 2026

  5515 Van Meter Rd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,940 Sq Ft
  • Built 1993

  Last Sold Summary

  • 14% Below List Price
  • $163/SF
  • 175 Days On Market

  Current Estimated Value $466,003

  Last Listing Agent Robyn Bradley Woods Realty Group

  5515 Van Meter Rd, Winchester, KY 40391
• 

  

  /34

  $215,000

  Sold Apr 08, 2026

  12 Linden Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1945

  Last Sold Summary

  • 10% Below List Price
  • $205/SF
  • 112 Days On Market

  Current Estimated Value $215,132

  Last Listing Agent Roni Porter RE/MAX Creative Realty

  12 Linden Ave, Winchester, KY 40391
• 

  

  /23

  $220,000

  Sold Mar 27, 2026

  508 Acadia Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $157/SF
  • 4 Days On Market

  Current Estimated Value $224,147

  Last Listing Agent Tyler I Back The Brokerage

  508 Acadia Way, Winchester, KY 40391
• 

  

  /36

  $179,000

  Sold Jul 23, 2025

  218 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft
  • Built 1999

  Last Sold Summary

  • $175/SF
  • 11 Days On Market

  Current Estimated Value $192,193

  Last Listing Agent Sandy Statom Team Realtors

  218 Buffalo Trace, Winchester, KY 40391
• 

  

  /30

  $175,000

  Sold May 27, 2026

  432 Country Club Dr, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1982

  Last Sold Summary

  • $139/SF
  • 0 Days On Market

  Current Estimated Value $177,042

  Last Listing Agent Ryan Sigler Rector Hayden Realtors

  432 Country Club Dr, Winchester, KY 40391
• 

  

  /46

  $195,000

  Sold Jul 29, 2025

  115 Georgia St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,167 Sq Ft
  • Built 1940

  Last Sold Summary

  • 15% Below List Price
  • $167/SF
  • 66 Days On Market

  Current Estimated Value $198,453

  Last Listing Agent Darrell Tackett Dream Maker Realty, LLC

  115 Georgia St, Winchester, KY 40391
• 

  

  /25

  $255,000

  Sold Jan 22, 2026

  120 Jackson St, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,342 Sq Ft
  • Built 2022

  Last Sold Summary

  • 3% Above List Price
  • $190/SF
  • 12 Days On Market

  Current Estimated Value $252,605

  Last Listing Agent Hannah Toole Coldwell Banker McMahan

  120 Jackson St, Winchester, KY 40391
• 

  

  /59

  $700,000

  Sold Jun 15, 2026

  1775 Irvine Rd, Winchester, KY 40391

  • 3 Beds
  • 4 Baths
  • 4,008 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Above List Price
  • $175/SF
  • 24 Days On Market

  Current Estimated Value $695,944

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC

  1775 Irvine Rd, Winchester, KY 40391
• 

  

  /19

  $413,000

  Sold Oct 23, 2025

  410 Lyon Dr, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,806 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Above List Price
  • $109/SF
  • 7 Days On Market

  Current Estimated Value $403,318

  Last Listing Agent Natalie Nohel CENTURY 21 Advantage Realty

  410 Lyon Dr, Winchester, KY 40391
• 

  

  /57

  $260,000

  Sold Sep 09, 2025

  7934 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,633 Sq Ft
  • Built 1945

  Last Sold Summary

  • 12% Below List Price
  • $159/SF
  • 4 Days On Market

  Current Estimated Value $267,879

  Last Listing Agent Greg Wood Freedom Realty & Property Management

  7934 Ironworks Rd, Winchester, KY 40391

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