Recently Sold Winchester, KY Homes

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  /40

  $206,000 Sold Apr 29, 2025

  194 Spruce Ct, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,053 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $196/SF
  • 25 Days On Market

  Current Estimated Value $209,265

  Last Listing Agent Peggy Baldridge HomeFirst Real Estate

  194 Spruce Ct, Winchester, KY 40391
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  /31

  $240,200 Sold Oct 28, 2025

  203 Inverness Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,935 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $124/SF
  • 16 Days On Market

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  203 Inverness Ln, Winchester, KY 40391
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  /13

  $38,700 Sold May 20, 2025

  11 Spring St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1945

  Last Sold Summary

  • 3% Below List Price
  • $35/SF
  • 33 Days On Market

  Current Estimated Value $43,685

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  11 Spring St, Winchester, KY 40391
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  /36

  $345,000 Sold Jun 02, 2025

  1173 Lafayette Blvd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $181/SF
  • 36 Days On Market

  Current Estimated Value $363,559

  Last Listing Agent Janna Smith United Real Estate Bluegrass

  1173 Lafayette Blvd, Winchester, KY 40391
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  /28

  $195,000 Sold Feb 11, 2025

  916 Muddy Creek Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1943

  Last Sold Summary

  • 13% Below List Price
  • $195/SF
  • 39 Days On Market

  Current Estimated Value $213,700

  Last Listing Agent Janet Jones RE/MAX Elite Lexington

  916 Muddy Creek Rd, Winchester, KY 40391
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  /18

  $240,000 Sold Mar 14, 2025

  110 Buckingham Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 2001

  Last Sold Summary

  • $194/SF
  • 8 Days On Market

  Current Estimated Value $267,755

  Last Listing Agent Jonathan Wood HomeLand Real Estate Inc - Mt Sterling

  110 Buckingham Ln, Winchester, KY 40391
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  /36

  $472,500 Sold Sep 09, 2025

  208 Royal Oak Dr, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,593 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Above List Price
  • $182/SF
  • 1 Day On Market

  Current Estimated Value $472,771

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  208 Royal Oak Dr, Winchester, KY 40391
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  /6

  $51,000 Sold May 14, 2025

  214 Ashton Oak Way, Winchester, KY 40391

  • Land
  • 0.25 Acre
  • $204,000 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 325 Days On Market

  Current Estimated Value $53,897

  Last Listing Agent Melia Hord Keller Williams Legacy Group

  214 Ashton Oak Way, Winchester, KY 40391
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  /23

  $135,000 Sold Jul 02, 2025

  2100 Old Log Lick Rd, Winchester, KY 40391

  • Land
  • 5 Acres
  • $27,000 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 69 Days On Market

  Current Estimated Value $138,270

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  2100 Old Log Lick Rd, Winchester, KY 40391
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  /20

  $217,500 Sold Sep 30, 2025

  511 Acadia Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $155/SF
  • 28 Days On Market

  Last Listing Agent Tyler I Back The Brokerage

  511 Acadia Way, Winchester, KY 40391
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  /2

  $99,500 Sold Dec 01, 2025

  1295 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 8.39 Acres
  • $11,859 per Acre

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  1295 Sewell Shop Rd, Winchester, KY 40391
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  /2

  $39,500 Sold Mar 05, 2025

  410 Fairholme Way, Winchester, KY 40391

  • Land
  • 0.4 Acre
  • $98,750 per Acre

  Last Sold Summary

  • 14% Above List Price
  • 1,599 Days On Market

  Current Estimated Value $212,208

  Last Listing Agent Garnett Davis Tom Goebel & Company

  410 Fairholme Way, Winchester, KY 40391
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  /13

  $140,000 Sold Nov 24, 2025

  220 Pendleton St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  Last Sold Summary

  • 24% Below List Price
  • $155/SF
  • 37 Days On Market

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

  220 Pendleton St, Winchester, KY 40391
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  /20

  $243,000 Sold Mar 24, 2025

  235 Dubuy Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • $158/SF
  • 56 Days On Market

  Current Estimated Value $271,221

  Last Listing Agent Melissa Combs Keller Williams Commonwealth

  235 Dubuy Dr, Winchester, KY 40391
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  /21

  $285,000 Sold Jul 29, 2025

  219 Bartram Ct, Winchester, KY 40391

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

  Last Sold Summary

  • 1% Below List Price
  • $168/SF
  • 8 Days On Market

  Current Estimated Value $289,314

  Last Listing Agent Nora Williams Keller Williams Commonwealth

  219 Bartram Ct, Winchester, KY 40391
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  /43

  $354,000 Sold Jul 02, 2025

  485 Mccullough Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1950

  Last Sold Summary

  • 21% Below List Price
  • $167/SF
  • 38 Days On Market

  Current Estimated Value $376,837

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  485 Mccullough Ln, Winchester, KY 40391
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  /78

  $660,000 Sold Dec 10, 2025

  420 Alexis Way, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Below List Price
  • $238/SF
  • 26 Days On Market

  Last Listing Agent Edwin Burden McCormick Realty Inc.

  420 Alexis Way, Winchester, KY 40391
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  /31

  $172,500 Sold Jan 17, 2025

  366 Colby Ridge Blvd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,180 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $146/SF
  • 2 Days On Market

  Current Estimated Value $194,604

  Last Listing Agent Tiffany Jarvis ERA Select Real Estate

  366 Colby Ridge Blvd, Winchester, KY 40391
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  /49

  $390,000 Sold Jun 30, 2025

  1094 Ford Hampton Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 26 Days On Market

  Current Estimated Value $387,704

  Last Listing Agent Tom D. Thomas The Real Estate Co.

  1094 Ford Hampton Rd, Winchester, KY 40391
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  /61

  $545,000 Sold Jul 15, 2025

  1063 Wades Mill Rd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,958 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Below List Price
  • $138/SF
  • 180 Days On Market

  Current Estimated Value $558,324

  Last Listing Agent Joseph Smallwood Christies International Real Estate Bluegrass

  1063 Wades Mill Rd, Winchester, KY 40391
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  /65

  $290,000 Sold Jun 18, 2025

  13 Robyn Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,844 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $157/SF
  • 1 Day On Market

  Current Estimated Value $291,319

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  13 Robyn Dr, Winchester, KY 40391
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  /32

  $360,000 Sold Aug 14, 2025

  418 Skylark Dr, Winchester, KY 40391

  • 5 Beds
  • 2.5 Baths
  • 2,746 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Above List Price
  • $131/SF
  • 12 Days On Market

  Current Estimated Value $351,689

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  418 Skylark Dr, Winchester, KY 40391
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  /79

  $204,000 Sold Oct 30, 2025

  133 S Burns Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,295 Sq Ft
  • Built 1915

  Last Sold Summary

  • 18% Below List Price
  • $62/SF
  • 20 Days On Market

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  133 S Burns Ave, Winchester, KY 40391
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  /28

  $246,000 Sold Nov 06, 2025

  204 Moss Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,430 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $172/SF
  • 1 Day On Market

  Last Listing Agent Brooke Martin RO&CO Real Estate

  204 Moss Ct, Winchester, KY 40391
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  /2

  $39,500 Sold Mar 05, 2025

  414 Fairholme Way, Winchester, KY 40391

  • Land
  • 0.37 Acre
  • $106,757 per Acre

  Last Sold Summary

  • 14% Above List Price
  • 1,596 Days On Market

  Last Listing Agent Garnett Davis Tom Goebel & Company

  414 Fairholme Way, Winchester, KY 40391
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  /58

  $232,500 Sold Jul 12, 2025

  114 Holiday Rd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,161 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 235 Days On Market

  Current Estimated Value $238,067

  Last Listing Agent Karen Smith Emmerich Muzic Realty

  114 Holiday Rd, Winchester, KY 40391
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  /28

  $234,500 Sold Jul 29, 2025

  108 Sturbridge Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $195/SF
  • 45 Days On Market

  Current Estimated Value $239,149

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  108 Sturbridge Ln, Winchester, KY 40391
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  /22

  $334,327 Sold Jul 01, 2025

  136 Gibson Way, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,997 Sq Ft
  • Built 2024

  Last Sold Summary

  • $167/SF
  • 219 Days On Market

  Current Estimated Value $339,996

  Last Listing Agent Neshia Gaines Christies International Real Estate Bluegrass

  136 Gibson Way, Winchester, KY 40391
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  /6

  $50,000 Sold Mar 17, 2025

  221 Ashton Oak Way, Winchester, KY 40391

  • Land
  • 0.39 Acre
  • $128,205 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 264 Days On Market

  Current Estimated Value $62,939

  Last Listing Agent Melia Hord Keller Williams Legacy Group

  221 Ashton Oak Way, Winchester, KY 40391
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  /37

  $275,000 Sold Sep 10, 2025

  279 Ascot Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,247 Sq Ft
  • Built 2000

  Last Sold Summary

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

  Current Estimated Value $287,871

  Last Listing Agent Chase Pennington Team Pannell Real Estate

  279 Ascot Ave, Winchester, KY 40391
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  /24

  $198,000 Sold Jul 18, 2025

  113 Colonial Park Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Above List Price
  • $184/SF
  • 0 Days On Market

  Current Estimated Value $209,059

  Last Listing Agent Janet Baldwin Kentucky Land and Home

  113 Colonial Park Dr, Winchester, KY 40391
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  /2

  $415,000 Sold Mar 03, 2025

  1480 White Turley Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,470 Sq Ft

  Last Sold Summary

  • $168/SF
  • 0 Days On Market

  Last Listing Agent Hannah Porter DEE'S REAL ESTATE SERVICE

  1480 White Turley Rd, Winchester, KY 40391
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  /28

  $370,000 Sold Sep 03, 2025

  220 Spring Valley Dr, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,078 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Below List Price
  • $120/SF
  • 3 Days On Market

  Current Estimated Value $381,306

  Last Listing Agent Tracey Goebel Tom Goebel & Company

  220 Spring Valley Dr, Winchester, KY 40391
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  /29

  $180,000 Sold Aug 11, 2025

  217 Blair Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft
  • Built 1970

  Last Sold Summary

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

  Current Estimated Value $181,228

  Last Listing Agent Ashley Barreto Indigo & Co

  217 Blair Ave, Winchester, KY 40391
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  /30

  $254,000 Sold Dec 02, 2025

  312 Forest Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $164/SF
  • 52 Days On Market

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  312 Forest Ave, Winchester, KY 40391
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  /30

  $382,000 Sold Feb 28, 2025

  1186 Lafayette Blvd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,580 Sq Ft
  • Built 1997

  Last Sold Summary

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

  Current Estimated Value $401,967

  Last Listing Agent Jason Caudill RE/MAX Creative Realty

  1186 Lafayette Blvd, Winchester, KY 40391
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  /50

  $380,000 Sold Jan 21, 2025

  33 Hampton Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,580 Sq Ft
  • Built 1958

  Last Sold Summary

  • 13% Below List Price
  • $106/SF
  • 16 Days On Market

  Current Estimated Value $404,156

  Last Listing Agent Robert Coburn Kentucky Realty Group, LLC

  33 Hampton Ave, Winchester, KY 40391
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  /75

  $410,000 Sold Nov 21, 2025

  291 Log Lick Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $158/SF
  • 3 Days On Market

  Last Listing Agent Joyce Ratliff Tom Goebel & Company

  291 Log Lick Rd, Winchester, KY 40391
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  /4

  $101,000 Sold Jul 14, 2025

  2058 Athens Boonesboro Rd, Winchester, KY 40391

  • Land
  • 4.02 Acres
  • $25,124 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 86 Days On Market

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  2058 Athens Boonesboro Rd, Winchester, KY 40391
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  /16

  $225,000 Sold Apr 25, 2025

  39 Hillcrest Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft
  • Built 1968

  Last Sold Summary

  • $239/SF
  • 2 Days On Market

  Current Estimated Value $224,522

  Last Listing Agent Tracey Goebel Tom Goebel & Company

  39 Hillcrest Dr, Winchester, KY 40391

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