Recently Sold Winchester, KY Homes

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  /2

  $59,000

  Sold Dec 16, 2025

  7340 Ecton Rd, Winchester, KY 40391

  • Land
  • 1.69 Acres
  • $34,911 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 3 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  7340 Ecton Rd, Winchester, KY 40391
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  /40

  $215,000

  Sold Dec 08, 2025

  5620 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,699 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $127/SF
  • 13 Days On Market

  Current Estimated Value $224,875

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  5620 Ironworks Rd, Winchester, KY 40391
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  /36

  $320,000

  Sold Oct 02, 2025

  510 Kimberly Dr, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,430 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $132/SF
  • 3 Days On Market

  Current Estimated Value $313,024

  Last Listing Agent Ashley Barreto Indigo & Co

  510 Kimberly Dr, Winchester, KY 40391
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  /19

  $281,000

  Sold Aug 22, 2025

  223 Cross Brook Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $165/SF
  • 11 Days On Market

  Current Estimated Value $281,628

  Last Listing Agent Dwight Donaldson Murphy Realty Group

  223 Cross Brook Ln, Winchester, KY 40391
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  /14

  $240,000

  Sold Oct 24, 2025

  3020 Dry Fork Creek Rd, Winchester, KY 40391

  Last Sold Summary

  • 9% Below List Price
  • 14 Days On Market

  Current Estimated Value $248,025

  Last Listing Agent Ellie Hatton The Brokerage

  3020 Dry Fork Creek Rd, Winchester, KY 40391
• 

  

  /23

  $250,000

  Sold Jan 23, 2026

  208 Watercrest Way, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,416 Sq Ft
  • Built 1999

  Last Sold Summary

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

  Current Estimated Value $255,333

  Last Listing Agent Chad Bowman The Brokerage

  208 Watercrest Way, Winchester, KY 40391
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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 $230,992

  Last Listing Agent Garry Milton Milton and Associates Real Estate

  646 Laura Dr, Winchester, KY 40391
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  /34

  $219,900

  Sold Jul 17, 2026

  339 S Main St, Winchester, KY 40391

  • 4 Beds
  • 1.5 Baths
  • 1,848 Sq Ft
  • Built 1950

  Last Sold Summary

  • $119/SF
  • 16 Days On Market

  Current Estimated Value $218,146

  Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

  339 S Main St, 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 $265,180

  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 $241,834

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  210 Moss Ct, Winchester, KY 40391
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  /21

  $242,000

  Sold Jun 18, 2026

  407 Pueblo Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,244 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Above List Price
  • $195/SF
  • 3 Days On Market

  Current Estimated Value $240,001

  Last Listing Agent Joseph Miller Keller Williams Legacy Group

  407 Pueblo 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 $315,728

  Last Listing Agent Kasey McCarty 5.23 Real Estate

  213 Orchid Ct, 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 $250,516

  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 $214,114

  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 $153,712

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  435 Fairholme Way, Winchester, KY 40391
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  /15

  $185,000

  Sold May 14, 2026

  310 Essex Ct, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 1,188 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $156/SF
  • 3 Days On Market

  Current Estimated Value $185,844

  Last Listing Agent Lisa Sosa Keller Williams Commonwealth

  310 Essex Ct, Winchester, KY 40391
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  /26

  $350,000

  Sold Jul 01, 2026

  614 Colby Ridge Blvd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 2020

  Last Sold Summary

  • 5% Below List Price
  • $167/SF
  • 36 Days On Market

  Current Estimated Value $352,517

  Last Listing Agent Stacey Dunaway HomeLand Real Estate Inc - Mt Sterling

  614 Colby Ridge Blvd, 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 $346,647

  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 $213,806

  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 $197,097

  Last Listing Agent Robert Bratton Bluegrass Sotheby's International Realty

  116 Linden Ave, 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 $231,372

  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 $314,060

  Last Listing Agent Keith Wilson Coldwell Banker McMahan

  314 Hanover Dr, Winchester, KY 40391
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  /40

  $202,000

  Sold May 15, 2026

  2366 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $132/SF
  • 3 Days On Market

  Current Estimated Value $207,887

  Last Listing Agent Carlos Elliott Tru Life Real Estate

  2366 Ironworks Rd, 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 $284,111

  Last Listing Agent Shane Underwood Keller Williams Commonwealth

  407 Corinne Ct, 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 $263,660

  Last Listing Agent Jason Crask THRIVE Realty

  407 Walnut St, 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 $247,400

  Last Listing Agent Joshua Warren Freedom Realty & Property Management

  6 Hart Ave, Winchester, KY 40391
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  /25

  $249,900

  Sold May 18, 2026

  1407 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1955

  Last Sold Summary

  • 4% Below List Price
  • $163/SF
  • 34 Days On Market

  Current Estimated Value $247,186

  Last Listing Agent Michael Hilario The Agency

  1407 Ironworks Rd, 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 $650,289

  Last Listing Agent Melissa Brown Keller Williams Legacy Group

  4455 Colby Rd, Winchester, KY 40391
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  /24

  $218,000

  Sold Jul 16, 2026

  450 Jameson Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $150/SF
  • 2 Days On Market

  Current Estimated Value $226,744

  Last Listing Agent Tyler I Back The Brokerage

  450 Jameson Way, 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 $292,960

  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 $267,706

  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 $187,873

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  20 Heather Ln, 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 $386,587

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  3988 Trapp-Goffs Corner Rd, 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 $207,893

  Last Listing Agent Laura C Jackson Thwaites Realtors LLC

  47 Watts Rd, Winchester, KY 40391
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  /50

  $225,000

  Sold Jul 07, 2026

  217 Short St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 10 Days On Market

  Current Estimated Value $205,183

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  217 Short 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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  /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 $277,502

  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 $543,576

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  130 Winterberry Cir, 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

Showing Results 361 - 400, Page 10 of 12