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Recently Sold Winchester, KY Homes

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  • /36

    $309,000 Sold May 21, 2025

    172 Buckingham Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,958 Sq Ft
    • Built 1999

    Last Sold Summary

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

    Current Estimated Value $322,143

    Last Listing Agent Mila Ensor Ensor Real Estate, LLC

    172 Buckingham Ln, Winchester, KY 40391
  • /42

    $390,000 Sold Oct 21, 2025

    19 Snowfall Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft
    • Built 1950

    Last Sold Summary

    • 11% Above List Price
    • $240/SF
    • 2 Days On Market

    Current Estimated Value $359,143

    Last Listing Agent Bradford Queen Bluegrass Sotheby's International Realty

    19 Snowfall Dr, Winchester, KY 40391
  • /34

    $369,500 Sold Aug 22, 2025

    148 Gibson Way, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $150/SF
    • 11 Days On Market

    Current Estimated Value $374,553

    Last Listing Agent Patrick Arvin Keller Williams Commonwealth

    148 Gibson Way, Winchester, KY 40391
  • /26

    $200,000 Sold Oct 02, 2025

    34 N Burns Ave, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1945

    Last Sold Summary

    • 11% Below List Price
    • $133/SF
    • 8 Days On Market

    Current Estimated Value $205,581

    Last Listing Agent Ashley Barreto Indigo & Co

    34 N Burns Ave, Winchester, KY 40391
  • /16

    $214,900 Sold Dec 05, 2025

    15 Holly Ave, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $179/SF
    • 52 Days On Market

    Last Listing Agent Nena Honaker Tom Goebel & Company

    15 Holly Ave, Winchester, KY 40391
  • /48

    $550,000 Sold Sep 04, 2025

    594 Earlymeade Dr, Winchester, KY 40391

    • 5 Beds
    • 3 Baths
    • 3,489 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $158/SF
    • 43 Days On Market

    Current Estimated Value $560,975

    Last Listing Agent Alyssa M Boley Coldwell Banker McMahan

    594 Earlymeade Dr, Winchester, KY 40391
  • /28

    $359,900 Sold Jul 30, 2025

    210 Jett Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • $225/SF
    • 311 Days On Market

    Last Listing Agent Mila Ensor Ensor Real Estate, LLC

    210 Jett Dr, Winchester, KY 40391
  • /47

    $330,000 Sold Mar 31, 2025

    150 Privacy Ln, Winchester, KY 40391

    • 3 Beds
    • 3 Baths
    • 2,784 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $119/SF
    • 103 Days On Market

    Current Estimated Value $347,015

    Last Listing Agent Jason Joseph Keller Williams Commonwealth

    150 Privacy Ln, Winchester, KY 40391
  • /22

    $156,000 Sold Jan 16, 2026

    146 Cook Ave, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,274 Sq Ft
    • Built 1940

    Last Sold Summary

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

    Last Listing Agent Autumn Johannes National Real Estate

    146 Cook Ave, Winchester, KY 40391
  • /73

    $325,000 Sold Sep 23, 2025

    407 Fairholme Way, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,805 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $180/SF
    • 123 Days On Market

    Current Estimated Value $328,033

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    407 Fairholme Way, Winchester, KY 40391
  • /55

    $785,000 Sold Feb 25, 2025

    280 Penny Ln, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,885 Sq Ft
    • Built 2014

    Last Sold Summary

    • 1% Below List Price
    • $272/SF
    • 13 Days On Market

    Current Estimated Value $822,804

    Last Listing Agent Nora Williams Keller Williams Commonwealth

    280 Penny Ln, Winchester, KY 40391
  • /40

    $210,000 Sold Sep 11, 2025

    635 Lisletown Ln, Winchester, KY 40391

    • 2 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 1981

    Last Sold Summary

    • 12% Below List Price
    • $129/SF
    • 31 Days On Market

    Current Estimated Value $217,546

    Last Listing Agent Robin Jones Keller Williams Legacy Group

    635 Lisletown Ln, Winchester, KY 40391
  • /43

    $485,000 Sold Jun 23, 2025

    430 Fairholme Way, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 2,414 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $201/SF
    • 55 Days On Market

    Current Estimated Value $489,309

    Last Listing Agent Robyn Bradley Woods Realty Group

    430 Fairholme Way, Winchester, KY 40391
  • /24

    $186,000 Sold May 14, 2025

    205 Arbor Ct, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Above List Price
    • $157/SF
    • 77 Days On Market

    Current Estimated Value $188,185

    Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

    205 Arbor Ct, Winchester, KY 40391
  • /30

    $310,900 Sold Sep 12, 2025

    115 Hampton Ave, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 3,042 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $102/SF
    • 2 Days On Market

    Current Estimated Value $315,253

    Last Listing Agent Lauren Ball Deborah Ball Realty

    115 Hampton Ave, Winchester, KY 40391
  • /82

    $385,000 Sold Nov 07, 2025

    1138 Lafayette Blvd, Winchester, KY 40391

    • 3 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Above List Price
    • $167/SF
    • 1 Day On Market

    Current Estimated Value $381,292

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    1138 Lafayette Blvd, Winchester, KY 40391
  • /17

    $190,000 Sold Sep 10, 2025

    114 Sunset Heights, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,059 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 50 Days On Market

    Current Estimated Value $189,996

    Last Listing Agent Susan Baldwin Threshold Real Estate Services

    114 Sunset Heights, Winchester, KY 40391
  • /48

    $222,500 Sold Jul 28, 2025

    217 Locust Grove Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 2,055 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $108/SF
    • 2 Days On Market

    Current Estimated Value $223,776

    Last Listing Agent Robin Murray The Agency

    217 Locust Grove Rd, Winchester, KY 40391
  • /34

    $342,000 Sold Sep 16, 2025

    3560 Wades Mill Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • Built 1950

    Last Sold Summary

    • 10% Below List Price
    • $262/SF
    • 37 Days On Market

    Current Estimated Value $344,847

    Last Listing Agent Sarah MacHarg Kentucky Land and Home

    3560 Wades Mill Rd, Winchester, KY 40391
  • /32

    $195,700 Sold Mar 10, 2025

    162 French Ave, Winchester, KY 40391

    • 4 Beds
    • 1 Bath
    • 2,327 Sq Ft
    • Built 1920

    Last Sold Summary

    • 11% Below List Price
    • $84/SF
    • 15 Days On Market

    Current Estimated Value $219,512

    Last Listing Agent Dale Hatton Dream Maker Realty, LLC

    162 French Ave, Winchester, KY 40391
  • /5

    $41,500 Sold Sep 15, 2025

    434 Fairholme Way, Winchester, KY 40391

    • Land
    • 0.36 Acre
    • $115,278 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 6 Days On Market

    Current Estimated Value $53,685

    Last Listing Agent Justin Lee JL Realty Group, LLC

    434 Fairholme Way, Winchester, KY 40391
  • /48

    $330,000 Sold May 23, 2025

    113 Holiday Rd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,090 Sq Ft
    • Built 1970

    Last Sold Summary

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

    Current Estimated Value $313,960

    Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

    113 Holiday Rd, Winchester, KY 40391
  • /38

    $173,000 Sold Sep 22, 2025

    44 5th St, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,270 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Above List Price
    • $136/SF
    • 2 Days On Market

    Current Estimated Value $173,905

    Last Listing Agent Tirza Cooper The Howard Realty Co

    44 5th St, Winchester, KY 40391
  • /18

    $200,000 Sold Jan 14, 2026

    245 Ecton Rd, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,074 Sq Ft
    • Built 1940

    Last Sold Summary

    • 9% Below List Price
    • $186/SF
    • 2 Days On Market

    Last Listing Agent Anthony Gigilo ListWithFreedom.com

    245 Ecton Rd, Winchester, KY 40391
  • /52

    $500,000 Sold Aug 25, 2025

    1778 Elkin Rd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $248/SF
    • 103 Days On Market

    Last Listing Agent Vicki VanWinkle ERA Select Real Estate

    1778 Elkin Rd, Winchester, KY 40391
  • /80

    $524,000 Sold Dec 16, 2025

    160 Agawam Rd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 4,933 Sq Ft
    • Built 1978

    Last Sold Summary

    • 9% Below List Price
    • $106/SF
    • 51 Days On Market

    Last Listing Agent Megan McCoy Keller Williams Legacy Group

    160 Agawam Rd, Winchester, KY 40391
  • /28

    $203,900 Sold Dec 10, 2025

    25 Hiawatha Trail, Winchester, KY 40391

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

    Last Sold Summary

    • 3% Below List Price
    • $220/SF
    • 35 Days On Market

    Last Listing Agent Sarah Hess Keller Williams Commonwealth

    25 Hiawatha Trail, Winchester, KY 40391
  • /3

    $220,000 Sold Jul 30, 2025

    412 Paisley Ct, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 2005

    Last Sold Summary

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

    Current Estimated Value $224,516

    Last Listing Agent John Wilson Bluegrass Properties Group

    412 Paisley Ct, Winchester, KY 40391
  • /37

    $228,000 Sold May 02, 2025

    102 E Clark Dr, Winchester, KY 40391

    • 3 Beds
    • 1.5 Baths
    • 1,247 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $183/SF
    • 6 Days On Market

    Current Estimated Value $227,170

    Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

    102 E Clark Dr, Winchester, KY 40391
  • /35

    $185,000 Sold Apr 02, 2025

    125 Magnolia St, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,251 Sq Ft
    • Built 1945

    Last Sold Summary

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

    Current Estimated Value $204,620

    Last Listing Agent Dale Hatton Dream Maker Realty, LLC

    125 Magnolia St, Winchester, KY 40391
  • /61

    $372,500 Sold Mar 28, 2025

    521 Lasalle Ct, Winchester, KY 40391

    • 3 Beds
    • 3 Baths
    • 2,101 Sq Ft
    • Built 1979

    Last Sold Summary

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

    Current Estimated Value $375,011

    Last Listing Agent Keith Wilson Coldwell Banker McMahan

    521 Lasalle Ct, Winchester, KY 40391
  • /41

    $300,300 Sold Nov 07, 2025

    37 Lynnway Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 3,220 Sq Ft
    • Built 1976

    Last Sold Summary

    • $93/SF
    • 58 Days On Market

    Current Estimated Value $309,811

    Last Listing Agent Donna Thwaites Thwaites Realtors LLC

    37 Lynnway Dr, Winchester, KY 40391
  • /41

    $247,000 Sold Sep 19, 2025

    3588 Stamper Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $161/SF
    • 4 Days On Market

    Current Estimated Value $248,114

    Last Listing Agent Zach Johnson The Brokerage

    3588 Stamper Dr, Winchester, KY 40391
  • /20

    $205,000 Sold Aug 19, 2025

    202 Custer Ct, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,113 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Above List Price
    • $184/SF
    • 2 Days On Market

    Current Estimated Value $202,552

    Last Listing Agent Brittany Beer EXP Realty, LLC

    202 Custer Ct, Winchester, KY 40391
  • /15

    $176,000 Sold Oct 17, 2025

    7575 Irvine Rd, Winchester, KY 40391

    Last Sold Summary

    • 6% Below List Price
    • 2 Days On Market

    Current Estimated Value $199,165

    Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

    7575 Irvine Rd, Winchester, KY 40391
  • /40

    $400,000 Sold May 23, 2025

    109 Monet Blvd, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,432 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Below List Price
    • $164/SF
    • 26 Days On Market

    Current Estimated Value $420,819

    Last Listing Agent Melissa Brown Keller Williams Legacy Group

    109 Monet Blvd, Winchester, KY 40391
  • /10

    $325,000 Sold Aug 29, 2025

    210 Cabin Creek Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1999

    Last Sold Summary

    • $205/SF

    Current Estimated Value $331,381

    Last Listing Agent Janine Shackelford LPT Realty

    210 Cabin Creek Rd, Winchester, KY 40391
  • /32

    $160,000 Sold Feb 28, 2025

    7 Pocahontas Trail, Winchester, KY 40391

    • 2 Beds
    • 1 Bath
    • 1,626 Sq Ft
    • Built 1969

    Last Sold Summary

    • 14% Below List Price
    • $98/SF
    • 114 Days On Market

    Current Estimated Value $205,477

    Last Listing Agent Marie Waddell-Pearson RE/MAX Creative Realty

    7 Pocahontas Trail, Winchester, KY 40391
  • /77

    $464,900 Sold Jun 09, 2025

    275 Runnymeade Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,495 Sq Ft
    • Built 2017

    Last Sold Summary

    • $186/SF
    • 21 Days On Market

    Current Estimated Value $469,941

    Last Listing Agent Tyson Walters Kassie & Associates

    275 Runnymeade Dr, Winchester, KY 40391
  • /36

    $261,000 Sold Feb 04, 2026

    433 Wellington Way, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $212/SF
    • 60 Days On Market

    Last Listing Agent Stephen Brashear Real Broker LLC

    433 Wellington Way, Winchester, KY 40391

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