Recently Sold Winchester, KY Homes

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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 $317,508

  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 $248,911

  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 $215,629

  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 $73,367

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  435 Fairholme Way, Winchester, KY 40391
• 

  

  

  /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 $192,303

  Last Listing Agent Lisa Sosa Keller Williams Commonwealth

  310 Essex Ct, Winchester, KY 40391
• 

  

  /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 $346,786

  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
• 

  

  /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 $215,033

  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 $200,264

  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 $232,368

  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 $310,732

  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 $222,030

  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 $279,685

  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 $267,698

  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 $199,125

  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 $252,081

  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 $249,700

  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 $645,828

  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 $147,615

  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 $296,282

  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 $289,878

  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 $186,144

  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 $208,659

  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 $349,427

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  3988 Trapp-Goffs Corner Rd, Winchester, KY 40391
• 

  

  /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 $275,446

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  727 Terry Dr, Winchester, KY 40391
• 

  

  /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 $538,204

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  130 Winterberry Cir, Winchester, KY 40391
• 

  

  /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 $293,989

  Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

  16 Taylor Ave, Winchester, KY 40391
• 

  

  /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
• 

  

  /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 $658,637

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  418 David Ln, Winchester, KY 40391
• 

  

  /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 $246,489

  Last Listing Agent Donna Thwaites Thwaites Realtors LLC

  17 Euclid Ave, Winchester, KY 40391
• 

  /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
• 

  

  /22

  $220,000

  Sold Jul 08, 2025

  122 Spruce Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $182/SF
  • 32 Days On Market

  Current Estimated Value $226,201

  Last Listing Agent Christal Browning Four Seasons Realty

  122 Spruce Ct, Winchester, KY 40391
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  /39

  $240,000

  Sold Aug 08, 2025

  172 Ryans Mill Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft
  • Built 2018

  Last Sold Summary

  • 7% Below List Price
  • $194/SF
  • 6 Days On Market

  Current Estimated Value $235,019

  Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty

  172 Ryans Mill Rd, Winchester, KY 40391
• 

  

  /9

  $378,000

  Sold Mar 09, 2026

  140 Gibson Way, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,269 Sq Ft
  • Built 2025

  Last Sold Summary

  • $167/SF
  • 0 Days On Market

  Current Estimated Value $381,771

  Last Listing Agent Amanda Stewart Stewart & Co Realty LLC

  140 Gibson Way, Winchester, KY 40391
• 

  

  /31

  $335,000

  Sold Nov 10, 2025

  536 S Maple St, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 1,832 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $183/SF
  • 17 Days On Market

  Current Estimated Value $329,922

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC

  536 S Maple St, Winchester, KY 40391
• 

  

  /25

  $250,000

  Sold Sep 23, 2025

  816 Stratton Ln, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,024 Sq Ft
  • Built 1986

  Last Sold Summary

  • 23% Below List Price
  • $83/SF
  • 7 Days On Market

  Current Estimated Value $302,607

  Last Listing Agent Haley Rollins Dream Maker Realty, LLC

  816 Stratton Ln, Winchester, KY 40391
• 

  

  /20

  $189,900

  Sold Jul 14, 2025

  2342 Ironworks Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1970

  Last Sold Summary

  • $180/SF
  • 2 Days On Market

  Current Estimated Value $199,288

  Last Listing Agent Dylan Justice GSP Homes

  2342 Ironworks Rd, Winchester, KY 40391
• 

  /2

  $363,000

  Sold Oct 30, 2025

  614 S Maple St Unit B3, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 1,734 Sq Ft
  • Built 1985

  Last Sold Summary

  • $209/SF
  • 0 Days On Market

  Current Estimated Value $325,148

  Last Listing Agent Holly Goeing The Agency

  614 S Maple St Unit B3, Winchester, KY 40391
• 

  

  /13

  $75,000

  Sold Jul 01, 2025

  2431 Pine Ridge Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,113 Sq Ft
  • Built 1920

  Last Sold Summary

  • 25% Below List Price
  • $67/SF
  • 74 Days On Market

  Current Estimated Value $78,656

  Last Listing Agent A. Rebecca Woods Woods Realty Group

  2431 Pine Ridge Rd, Winchester, KY 40391

Showing Results 361 - 400, Page 10 of 12