Recently Sold Winchester, KY Homes

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  /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

  Last Listing Agent Donna Thwaites Thwaites Realtors LLC

  37 Lynnway Dr, Winchester, KY 40391
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  /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
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  /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 $200,283

  Last Listing Agent Brittany Beer EXP Realty, LLC

  202 Custer Ct, Winchester, KY 40391
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  /15

  $176,000 Sold Oct 17, 2025

  7575 Irvine Rd, Winchester, KY 40391

  Last Sold Summary

  • 6% Below List Price
  • 2 Days On Market

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  7575 Irvine Rd, Winchester, KY 40391
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  /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 $418,273

  Last Listing Agent Melissa Brown Keller Williams Legacy Group

  109 Monet Blvd, Winchester, KY 40391
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  /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 $331,177

  Last Listing Agent Janine Shackelford LPT Realty

  210 Cabin Creek Rd, Winchester, KY 40391
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  /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 $205,817

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

  7 Pocahontas Trail, Winchester, KY 40391
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  /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 $469,986

  Last Listing Agent Tyson Walters Kassie & Associates

  275 Runnymeade Dr, Winchester, KY 40391
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  /26

  $163,000 Sold Dec 27, 2024

  235 W Broadway St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $113/SF
  • 35 Days On Market

  Current Estimated Value $177,280

  Last Listing Agent Nena Honaker Tom Goebel & Company

  235 W Broadway St, Winchester, KY 40391
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  /2

  $180,000 Sold Jul 01, 2025

  23 Meadowbrook Dr, Winchester, KY 40391

  • 4 Beds
  • 4 Baths
  • 2,250 Sq Ft
  • Built 1953

  Last Sold Summary

  • $80/SF

  Current Estimated Value $190,453

  Last Listing Agent A. Rebecca Woods Woods Realty Group

  23 Meadowbrook Dr, Winchester, KY 40391
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  /7

  $55,000 Sold Nov 06, 2025

  76 Clay St, Winchester, KY 40391

  • 1,768 Sq Ft
  • Built 1945

  Last Sold Summary

  • $31/SF
  • 2 Days On Market

  Last Listing Agent Brian Lewis Guide Realty, Inc.

  76 Clay St, Winchester, KY 40391
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  /18

  $99,000 Sold Jun 17, 2025

  27 Oliver St, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1940

  Last Sold Summary

  • 7% Below List Price
  • $80/SF
  • 8 Days On Market

  Current Estimated Value $104,206

  Last Listing Agent Daniel Ellis Metro Max Realty

  27 Oliver St, Winchester, KY 40391
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  /65

  $275,000 Sold Aug 15, 2025

  151 Hilltop Dr, Winchester, KY 40391

  • 4 Beds
  • 1.5 Baths
  • 1,873 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $147/SF
  • 130 Days On Market

  Current Estimated Value $268,029

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  151 Hilltop Dr, Winchester, KY 40391
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  /35

  $248,000 Sold May 22, 2025

  206 Moss Cir, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft
  • Built 1997

  Last Sold Summary

  • 6% Below List Price
  • $140/SF
  • 20 Days On Market

  Current Estimated Value $251,292

  Last Listing Agent David Baesler Kentucky Dreams Realty

  206 Moss Cir, Winchester, KY 40391
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  /4

  $125,000 Sold Jan 09, 2025

  2292 Athens Boonesboro Rd, Winchester, KY 40391

  • Land
  • 4 Acres
  • $31,250 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 8 Days On Market

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  2292 Athens Boonesboro Rd, Winchester, KY 40391
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  /3

  $554,651 Sold Jul 10, 2025

  426 Alexis Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Above List Price
  • $231/SF
  • 21 Days On Market

  Current Estimated Value $577,744

  Last Listing Agent Shane Underwood Keller Williams Commonwealth

  426 Alexis Way, Winchester, KY 40391
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  /48

  $341,500 Sold Jun 27, 2025

  401 Cedar Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Above List Price
  • $186/SF
  • 2 Days On Market

  Current Estimated Value $342,693

  Last Listing Agent Geneva Wilder Selling the South Realty

  401 Cedar Ct, Winchester, KY 40391
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  /51

  $290,000 Sold Mar 12, 2025

  28 Edgewood Dr, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 1,962 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $148/SF
  • 11 Days On Market

  Current Estimated Value $313,219

  Last Listing Agent Robin Jones Keller Williams Legacy Group

  28 Edgewood Dr, Winchester, KY 40391
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  /2

  $39,500 Sold Mar 05, 2025

  418 Fairholme Way, Winchester, KY 40391

  • Land
  • 0.38 Acre
  • $103,947 per Acre

  Last Sold Summary

  • 14% Above List Price
  • 1,594 Days On Market

  Current Estimated Value $89,929

  Last Listing Agent Garnett Davis Tom Goebel & Company

  418 Fairholme Way, Winchester, KY 40391
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  /2

  $610,000 Sold Aug 29, 2025

  4560 Pine Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1905

  Last Sold Summary

  • $330/SF
  • 1 Day On Market

  Current Estimated Value $612,763

  Last Listing Agent Natalie Avant Berkshire Hathaway HomeServices Foster Realtors

  4560 Pine Ridge Rd, Winchester, KY 40391
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  /32

  $263,000 Sold Sep 05, 2025

  2 Chickadee Ln, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,397 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $188/SF
  • 2 Days On Market

  Current Estimated Value $262,252

  Last Listing Agent Ashley Spencer Keller Williams Commonwealth

  2 Chickadee Ln, Winchester, KY 40391
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  /35

  $325,000 Sold Nov 21, 2025

  130 Hibiscus Ln, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 2000

  Last Sold Summary

  • 7% Below List Price
  • $171/SF
  • 19 Days On Market

  Last Listing Agent Ashley Barreto Indigo & Co

  130 Hibiscus Ln, Winchester, KY 40391
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  /2

  $110,750 Sold Feb 07, 2025

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 906 Sq Ft
  • Built 1995

  Last Sold Summary

  • $122/SF

  Current Estimated Value $160,261

  Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

  Unlisted Address
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  /23

  $244,895 Sold Jun 10, 2025

  244 Bay Hill Ct, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,536 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $97/SF
  • 10 Days On Market

  Current Estimated Value $262,334

  Last Listing Agent Destiny Darby Keller Williams Commonwealth

  244 Bay Hill Ct, Winchester, KY 40391
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  /51

  $340,000 Sold Oct 30, 2025

  356 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $106/SF
  • 30 Days On Market

  Last Listing Agent Elizabeth Hodge Lifstyl Real Estate

  356 Boone Ave, Winchester, KY 40391
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  /2

  $110,750 Sold Feb 07, 2025

  Unlisted Address

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1979

  Last Sold Summary

  • $110/SF

  Current Estimated Value $171,017

  Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

  Unlisted Address
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  /3

  $40,000 Sold Feb 11, 2025

  Unlisted Address

  • Land
  • 0.19 Acre
  • $210,526 per Acre

  Last Sold Summary

  Current Estimated Value $362,344

  Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

  Unlisted Address
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  /2

  $110,750 Sold Feb 07, 2025

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 906 Sq Ft
  • Built 1995

  Last Sold Summary

  • $122/SF

  Current Estimated Value $160,350

  Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

  Unlisted Address
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  /4

  $315,000 Sold Jun 30, 2025

  4550 Schollsville Rd Unit 40391, Winchester, KY 40391

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC

  4550 Schollsville Rd Unit 40391, Winchester, KY 40391
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  /2

  $175,000 Sold Jan 30, 2025

  27 N Burns Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $73/SF
  • 0 Days On Market

  Current Estimated Value $202,989

  Last Listing Agent Kim Caywood The Real Estate Co.

  27 N Burns Ave, Winchester, KY 40391
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  /29

  $215,000 Sold Feb 21, 2025

  167 E Washington St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,763 Sq Ft

  Last Sold Summary

  • $122/SF
  • 5 Days On Market

  Current Estimated Value $233,368

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  167 E Washington St, Winchester, KY 40391
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  /33

  $270,000 Sold Mar 28, 2025

  129 Ashley Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft
  • Built 1993

  Last Sold Summary

  • $143/SF
  • 8 Days On Market

  Current Estimated Value $284,942

  Last Listing Agent Audra Tate National Real Estate

  129 Ashley Dr, Winchester, KY 40391
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  /3

  $94,000 Sold Aug 22, 2025

  2010 Athens Boonesboro Rd, Winchester, KY 40391

  • Land
  • 4.02 Acres
  • $23,383 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 140 Days On Market

  Current Estimated Value $276,625

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  2010 Athens Boonesboro Rd, Winchester, KY 40391
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  /21

  $199,500 Sold May 09, 2025

  445 Colby Ridge Blvd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,539 Sq Ft
  • Built 1998

  Last Sold Summary

  • $130/SF
  • 3 Days On Market

  Current Estimated Value $203,914

  Last Listing Agent Mary Layton FC Tucker Bluegrass

  445 Colby Ridge Blvd, Winchester, KY 40391
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  /17

  $269,000 Sold Jan 31, 2025

  129 S Highland St, Winchester, KY 40391

  • 6 Beds
  • 4 Baths
  • 3,608 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Below List Price
  • $75/SF
  • 86 Days On Market

  Current Estimated Value $290,744

  Last Listing Agent Joshua Lynch The Brokerage

  129 S Highland St, Winchester, KY 40391
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  /79

  $849,900 Sold May 23, 2025

  3714 Wades Mill Rd, Winchester, KY 40391

  • 5 Beds
  • 3.5 Baths
  • 3,818 Sq Ft
  • Built 2001

  Last Sold Summary

  • $223/SF
  • 55 Days On Market

  Current Estimated Value $872,719

  Last Listing Agent Nora Williams Keller Williams Commonwealth

  3714 Wades Mill Rd, Winchester, KY 40391
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  /51

  $560,000 Sold Jun 10, 2025

  520 Gay Evans Rd, Winchester, KY 40391

  • 3 Beds
  • 4 Baths
  • 3,160 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 11 Days On Market

  Current Estimated Value $567,569

  Last Listing Agent Robin Jones Keller Williams Legacy Group

  520 Gay Evans Rd, Winchester, KY 40391
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  /17

  $30,000 Sold Jun 30, 2025

  12591 Ironworks Rd, Winchester, KY 40391

  • Land
  • 1.72 Acres
  • $17,442 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 51 Days On Market

  Current Estimated Value $114,582

  Last Listing Agent Cathleen Gedeon CENTURY 21 Advantage Realty

  12591 Ironworks Rd, Winchester, KY 40391
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  /34

  $260,000 Sold Apr 17, 2025

  597 Marseille Blvd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $166/SF
  • 63 Days On Market

  Current Estimated Value $278,538

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  597 Marseille Blvd, Winchester, KY 40391
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  /62

  $384,000 Sold Apr 10, 2025

  890 Miller Hunt Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 1965

  Last Sold Summary

  • $269/SF
  • 5 Days On Market

  Current Estimated Value $393,714

  Last Listing Agent Daniel Mullins ERA Select Real Estate

  890 Miller Hunt Rd, Winchester, KY 40391

Showing Results 81 - 120, Page 3 of 13