Recently Sold Winchester, KY Homes

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  /11

  $249,000 Sold Apr 01, 2026

  646 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • Built 1980

  Last Sold Summary

  • $162/SF
  • 55 Days On Market

  Current Estimated Value $230,218

  Last Listing Agent Garry Milton Milton and Associates Real Estate

  646 Laura Dr, Winchester, KY 40391
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  /2

  $260,000 Sold Mar 30, 2026

  214 Bartram Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2004

  Last Sold Summary

  • $144/SF

  Current Estimated Value $300,460

  Last Listing Agent Destiny Darby Keller Williams Commonwealth

  214 Bartram Ct, Winchester, KY 40391
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  /31

  $235,000 Sold Sep 26, 2025

  210 Moss Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $196/SF
  • 48 Days On Market

  Current Estimated Value $237,035

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  210 Moss Ct, Winchester, KY 40391
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  /34

  $308,000 Sold Mar 19, 2026

  213 Orchid Ct, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 1,776 Sq Ft
  • Built 1997

  Last Sold Summary

  • 12% Below List Price
  • $173/SF
  • 4 Days On Market

  Current Estimated Value $324,022

  Last Listing Agent Kasey McCarty 5.23 Real Estate

  213 Orchid Ct, Winchester, KY 40391
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  /44

  $225,000 Sold May 22, 2025

  308 Vaught Ct Unit A & B, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,790 Sq Ft
  • Built 1979

  Last Sold Summary

  • $126/SF
  • 0 Days On Market

  Current Estimated Value $226,921

  Last Listing Agent Kim Buckner EXP Realty, LLC

  308 Vaught Ct Unit A & B, Winchester, KY 40391
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  /22

  $90,000 Sold May 12, 2025

  9776 Ironworks Rd, Winchester, KY 40391

  Last Sold Summary

  • 22% Below List Price
  • 50 Days On Market

  Current Estimated Value $98,697

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  9776 Ironworks Rd, Winchester, KY 40391
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  /29

  $256,000 Sold Nov 06, 2025

  306 Snowden Dr, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $161/SF
  • 14 Days On Market

  Current Estimated Value $246,718

  Last Listing Agent Michael Hilario The Agency

  306 Snowden Dr, Winchester, KY 40391
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  /28

  $210,000 Sold Oct 20, 2025

  228 Forest Ct, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,053 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $199/SF
  • 59 Days On Market

  Current Estimated Value $208,711

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  228 Forest Ct, Winchester, KY 40391
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  /11

  $60,000 Sold Sep 19, 2025

  435 Fairholme Way, Winchester, KY 40391

  • Land
  • 18,295 Sq Ft
  • $142,857 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 8 Days On Market

  Current Estimated Value $72,702

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  435 Fairholme Way, Winchester, KY 40391
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  /40

  $331,000 Sold Aug 29, 2025

  13544 Irvine Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Below List Price
  • $166/SF
  • 47 Days On Market

  Current Estimated Value $341,494

  Last Listing Agent Susan Baldwin Threshold Real Estate Services

  13544 Irvine Rd, Winchester, KY 40391
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  /2

  $95,000 Sold Dec 18, 2025

  13015 Irvine Rd Unit Parcel 5, Winchester, KY 40391

  • Land
  • 8.82 Acres
  • $10,771 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 78 Days On Market

  Last Listing Agent Mendel Tipton Natural Bridge Realty

  13015 Irvine Rd Unit Parcel 5, Winchester, KY 40391
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  /22

  $217,000 Sold Aug 15, 2025

  517 Acadia Way, Winchester, KY 40391

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

  Last Sold Summary

  • 1% Below List Price
  • $155/SF
  • 14 Days On Market

  Current Estimated Value $219,269

  Last Listing Agent Tyler I Back The Brokerage

  517 Acadia Way, Winchester, KY 40391
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  /32

  $200,000 Sold Aug 19, 2025

  116 Linden Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1945

  Last Sold Summary

  • 1% Above List Price
  • $172/SF
  • 4 Days On Market

  Current Estimated Value $198,739

  Last Listing Agent Robert Bratton Bluegrass Sotheby's International Realty

  116 Linden Ave, Winchester, KY 40391
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  /20

  $135,000 Sold May 13, 2025

  100 Dallas Aly, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft
  • Built 1920

  Last Sold Summary

  • $113/SF
  • 13 Days On Market

  Current Estimated Value $147,244

  Last Listing Agent Emidio Figueroa Rector Hayden Realtors

  100 Dallas Aly, Winchester, KY 40391
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  /31

  $228,000 Sold Mar 16, 2026

  209 Allan Place, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1998

  Last Sold Summary

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

  Current Estimated Value $232,398

  Last Listing Agent Julie Wiggington RE/MAX Creative, Winchester

  209 Allan Place, Winchester, KY 40391
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  /33

  $305,000 Sold Sep 26, 2025

  314 Hanover Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $173/SF
  • 2 Days On Market

  Current Estimated Value $302,031

  Last Listing Agent Keith Wilson Coldwell Banker McMahan

  314 Hanover Dr, Winchester, KY 40391
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  /31

  $280,000 Sold Feb 03, 2026

  407 Corinne Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 2016

  Last Sold Summary

  • 15% Below List Price
  • $207/SF
  • 66 Days On Market

  Current Estimated Value $281,134

  Last Listing Agent Shane Underwood Keller Williams Commonwealth

  407 Corinne Ct, Winchester, KY 40391
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  /34

  $366,500 Sold Jun 05, 2025

  112 Gibson Way, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $147/SF
  • 56 Days On Market

  Current Estimated Value $374,805

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC

  112 Gibson Way, Winchester, KY 40391
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  /41

  $249,900 Sold Aug 29, 2025

  407 Walnut St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,146 Sq Ft
  • Built 1972

  Last Sold Summary

  • $116/SF
  • 8 Days On Market

  Current Estimated Value $253,360

  Last Listing Agent Jason Crask THRIVE Realty

  407 Walnut St, Winchester, KY 40391
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  /60

  $182,000 Sold Jul 31, 2025

  265 Cunningham Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 2 Days On Market

  Current Estimated Value $193,958

  Last Listing Agent Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

  265 Cunningham Ln, Winchester, KY 40391
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  /30

  $249,000 Sold Apr 14, 2026

  6 Hart Ave, Winchester, KY 40391

  • 4 Beds
  • 1.5 Baths
  • 1,405 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Below List Price
  • $177/SF
  • 9 Days On Market

  Current Estimated Value $258,180

  Last Listing Agent Joshua Warren Freedom Realty & Property Management

  6 Hart Ave, Winchester, KY 40391
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  /56

  $639,000 Sold Sep 06, 2025

  4455 Colby Rd, Winchester, KY 40391

  • 6 Beds
  • 4.5 Baths
  • 4,021 Sq Ft
  • Built 1975

  Last Sold Summary

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

  Current Estimated Value $627,782

  Last Listing Agent Melissa Brown Keller Williams Legacy Group

  4455 Colby Rd, Winchester, KY 40391
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  /19

  $30,000 Sold Jun 30, 2025

  12651 Ironworks Rd, Winchester, KY 40391

  • Land
  • 2.34 Acres
  • $12,821 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 51 Days On Market

  Current Estimated Value $120,450

  Last Listing Agent Cathleen Gedeon CENTURY 21 Advantage Realty

  12651 Ironworks Rd, Winchester, KY 40391
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  /36

  $292,000 Sold Feb 18, 2026

  402 Mcdowell Dr, Winchester, KY 40391

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

  Last Sold Summary

  • 3% Below List Price
  • $137/SF
  • 12 Days On Market

  Current Estimated Value $296,024

  Last Listing Agent Stacey Jones Redfin

  402 Mcdowell Dr, Winchester, KY 40391
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  /36

  $265,000 Sold May 08, 2026

  2225 Old Boonesboro Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Below List Price
  • $133/SF
  • 0 Days On Market

  Current Estimated Value $284,403

  Last Listing Agent Teresa Richmond Freedom Realty & Property Management

  2225 Old Boonesboro Rd, Winchester, KY 40391
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  /55

  $174,900 Sold Sep 05, 2025

  20 Heather Ln, Winchester, KY 40391

  • 2 Beds
  • 1.5 Baths
  • 1,222 Sq Ft
  • Built 1988

  Last Sold Summary

  • $143/SF
  • 26 Days On Market

  Current Estimated Value $184,019

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  20 Heather Ln, Winchester, KY 40391
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  /29

  $200,000 Sold Mar 04, 2026

  47 Watts Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft
  • Built 1958

  Last Sold Summary

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

  Current Estimated Value $243,163

  Last Listing Agent Laura C Jackson Thwaites Realtors LLC

  47 Watts Rd, Winchester, KY 40391
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  /34

  $340,000 Sold Nov 04, 2025

  3988 Trapp-Goffs Corner Rd, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 2,056 Sq Ft
  • Built 2025

  Last Sold Summary

  • $165/SF
  • 2 Days On Market

  Current Estimated Value $342,707

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  3988 Trapp-Goffs Corner Rd, Winchester, KY 40391
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  /28

  $205,000 Sold May 19, 2025

  303 W Washington St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 2023

  Last Sold Summary

  • $190/SF
  • 5 Days On Market

  Current Estimated Value $208,539

  Last Listing Agent Katherine G Pate Bluegrass Properties Group

  303 W Washington St, Winchester, KY 40391
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  /12

  $80,000 Sold Apr 29, 2026

  400 Wexford Dr, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1971

  Last Sold Summary

  • 27% Below List Price
  • $63/SF
  • 1 Day On Market

  Last Listing Agent Katie Allen Keller Williams Legacy Group

  400 Wexford Dr, Winchester, KY 40391
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  /41

  $240,000 Sold May 16, 2025

  860 Harkins Dr, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • Built 1974

  Last Sold Summary

  • $128/SF
  • 16 Days On Market

  Current Estimated Value $251,189

  Last Listing Agent Joseph Miller Keller Williams Legacy Group

  860 Harkins Dr, Winchester, KY 40391
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  /32

  $273,000 Sold Oct 30, 2025

  727 Terry Dr, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,958 Sq Ft
  • Built 1982

  Last Sold Summary

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

  Current Estimated Value $272,440

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  727 Terry Dr, Winchester, KY 40391
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  /75

  $510,000 Sold Sep 12, 2025

  130 Winterberry Cir, Winchester, KY 40391

  • 5 Beds
  • 3.5 Baths
  • 3,741 Sq Ft
  • Built 2005

  Last Sold Summary

  • 5% Below List Price
  • $136/SF
  • 11 Days On Market

  Current Estimated Value $524,293

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  130 Winterberry Cir, Winchester, KY 40391
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  /30

  $262,500 Sold Jul 25, 2025

  16 Taylor Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,808 Sq Ft
  • Built 1947

  Last Sold Summary

  • 5% Below List Price
  • $93/SF
  • 68 Days On Market

  Current Estimated Value $290,997

  Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

  16 Taylor Ave, Winchester, KY 40391
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  /41

  $325,000 Sold Jun 20, 2025

  525 Lasalle Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1980

  Last Sold Summary

  • $172/SF
  • 7 Days On Market

  Current Estimated Value $329,545

  Last Listing Agent Lindsay Barsotti ERA Select Real Estate

  525 Lasalle Ct, Winchester, KY 40391
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  /25

  $216,000 Sold Jun 20, 2025

  138 Linden Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $160/SF
  • 17 Days On Market

  Current Estimated Value $223,334

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

  138 Linden Ave, Winchester, KY 40391
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  /7

  $155,000 Sold Dec 23, 2025

  134 Hud Rd, Winchester, KY 40391

  • Land
  • 18,730 Sq Ft
  • $360,465 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  134 Hud Rd, Winchester, KY 40391
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  /65

  $629,000 Sold Nov 07, 2025

  418 David Ln, Winchester, KY 40391

  • 6 Beds
  • 4.5 Baths
  • 5,302 Sq Ft
  • Built 1993

  Last Sold Summary

  • 12% Below List Price
  • $119/SF
  • 85 Days On Market

  Current Estimated Value $639,972

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  418 David Ln, Winchester, KY 40391
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  /32

  $245,000 Sold May 08, 2026

  17 Euclid Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1914

  Last Sold Summary

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

  Current Estimated Value $246,956

  Last Listing Agent Donna Thwaites Thwaites Realtors LLC

  17 Euclid Ave, Winchester, KY 40391
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  /2

  $74,000 Sold Dec 16, 2025

  7290 Ecton Rd, Winchester, KY 40391

  • Land
  • 3.55 Acres
  • $20,845 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 3 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  7290 Ecton Rd, Winchester, KY 40391

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