486

Recently Sold Winchester, KY Homes

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  • /43

    $430,000 Sold Jun 16, 2025

    1128 Lafayette Blvd, Winchester, KY 40391

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Below List Price
    • $124/SF
    • 47 Days On Market

    Current Estimated Value $454,230

    Last Listing Agent Alyssa Ryan Marshall Lane Real Estate - Lexington

    1128 Lafayette Blvd, Winchester, KY 40391
  • /41

    $272,000 Sold Jun 26, 2025

    205 Beaumont Place, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Above List Price
    • $194/SF
    • 4 Days On Market

    Current Estimated Value $278,733

    Last Listing Agent Terry Billiter Premier Property Consultants

    205 Beaumont Place, Winchester, KY 40391
  • /75

    $315,000 Sold Jun 27, 2025

    408 Calmes Blvd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1991

    Last Sold Summary

    • 6% Below List Price
    • $170/SF
    • 46 Days On Market

    Current Estimated Value $326,101

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    408 Calmes Blvd, Winchester, KY 40391
  • /31

    $88,500 Sold Aug 08, 2025

    15 Sycamore St, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1945

    Last Sold Summary

    • 12% Below List Price
    • $77/SF
    • 28 Days On Market

    Current Estimated Value $103,139

    Last Listing Agent Rony Jo Ballou Power House Realty

    15 Sycamore St, Winchester, KY 40391
  • /21

    $288,300 Sold Jan 31, 2025

    318 Hanover Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 2002

    Last Sold Summary

    • $218/SF
    • 2 Days On Market

    Current Estimated Value $290,593

    Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

    318 Hanover Dr, Winchester, KY 40391
  • /35

    $308,000 Sold Oct 03, 2025

    329 Hanover Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,903 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $162/SF
    • 5 Days On Market

    Last Listing Agent Bradley Warford Century 21 Pinnacle

    329 Hanover Dr, Winchester, KY 40391
  • /70

    $424,900 Sold Jun 02, 2025

    4353 Boonesboro Rd, Winchester, KY 40391

    • 4 Beds
    • 3 Baths
    • 2,952 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $144/SF
    • 5 Days On Market

    Last Listing Agent M Gail Cleaver United Real Estate Bluegrass

    4353 Boonesboro Rd, Winchester, KY 40391
  • /81

    $599,500 Sold Aug 18, 2025

    2615 Crowe Ridge Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 2,222 Sq Ft
    • Built 2018

    Last Sold Summary

    • $270/SF
    • 1 Day On Market

    Current Estimated Value $581,173

    Last Listing Agent ROBIN TRIMBLE HomeFirst Real Estate

    2615 Crowe Ridge Rd, Winchester, KY 40391
  • /35

    $265,000 Sold Jun 18, 2025

    606 Laura Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Below List Price
    • $118/SF
    • 82 Days On Market

    Current Estimated Value $271,810

    Last Listing Agent Bradley Morgan The Local Agents

    606 Laura Dr, Winchester, KY 40391
  • /24

    $277,500 Sold Aug 21, 2025

    10 Howard Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft
    • Built 1961

    Last Sold Summary

    • 3% Below List Price
    • $175/SF
    • 0 Days On Market

    Current Estimated Value $277,747

    Last Listing Agent Holly Goeing The Agency

    10 Howard Dr, Winchester, KY 40391
  • /19

    $170,000 Sold Apr 28, 2025

    223 Blair Ave, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft

    Last Sold Summary

    • 8% Below List Price
    • $166/SF
    • 82 Days On Market

    Current Estimated Value $176,921

    Last Listing Agent Jordan James Lifstyl Real Estate

    223 Blair Ave, Winchester, KY 40391
  • /14

    $320,000 Sold Oct 17, 2025

    3431 Colby Rd, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 5,237 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $61/SF
    • 7 Days On Market

    Last Listing Agent Holly Goeing The Agency

    3431 Colby Rd, Winchester, KY 40391
  • /41

    $265,000 Sold Nov 12, 2025

    130 Village Ct, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 1,988 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $133/SF
    • 4 Days On Market

    Last Listing Agent Joyce Ratliff Tom Goebel & Company

    130 Village Ct, Winchester, KY 40391
  • /27

    $288,000 Sold Jan 13, 2025

    2296 Trapp-Goffs Corner Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Below List Price
    • $171/SF
    • 199 Days On Market

    Current Estimated Value $311,426

    Last Listing Agent Kathy Burton Coldwell Banker McMahan

    2296 Trapp-Goffs Corner Rd, Winchester, KY 40391
  • /37

    $207,000 Sold May 23, 2025

    632 Laura Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1974

    Last Sold Summary

    • $185/SF
    • 41 Days On Market

    Current Estimated Value $209,520

    Last Listing Agent Dale Hatton Dream Maker Realty, LLC

    632 Laura Dr, Winchester, KY 40391
  • /31

    $231,000 Sold Jun 30, 2025

    619 Laura Dr, Winchester, KY 40391

    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1980

    Last Sold Summary

    • $165/SF
    • 17 Days On Market

    Current Estimated Value $234,329

    Last Listing Agent Kevin Bradley KB Realty Group

    619 Laura Dr, Winchester, KY 40391
  • /64

    $929,000 Sold Sep 05, 2025

    1110 Craig Crossing, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,670 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $348/SF
    • 23 Days On Market

    Current Estimated Value $944,210

    Last Listing Agent Michael Hilario The Agency

    1110 Craig Crossing, Winchester, KY 40391
  • /34

    $250,000 Sold Jan 03, 2025

    2925 Irvine Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $149/SF
    • 71 Days On Market

    Current Estimated Value $257,771

    Last Listing Agent Joseph D Lybrook The Local Agents

    2925 Irvine Rd, Winchester, KY 40391
  • /6

    $225,000 Sold Apr 22, 2025

    845 Gay Evans Rd, Winchester, KY 40391

    • Land
    • 8.59 Acres
    • $26,193 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 35 Days On Market

    Last Listing Agent Holly Goeing The Agency

    845 Gay Evans Rd, Winchester, KY 40391
  • /2

    $299,900 Sold Aug 08, 2025

    Unlisted Address

    • 3 Beds
    • 3 Baths
    • 2,054 Sq Ft
    • Built 1970

    Last Sold Summary

    • $146/SF

    Current Estimated Value $299,614

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    Unlisted Address
  • /21

    $207,000 Sold May 12, 2025

    513 Acadia Way, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $154/SF
    • 35 Days On Market

    Current Estimated Value $214,018

    Last Listing Agent Tyler I Back The Brokerage

    513 Acadia Way, Winchester, KY 40391
  • /33

    $332,000 Sold Oct 14, 2025

    1831 Kiddville Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $189/SF
    • 82 Days On Market

    Last Listing Agent Joshua Davis The Agency

    1831 Kiddville Rd, Winchester, KY 40391
  • /32

    $283,000 Sold Apr 03, 2025

    193 Prescott Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Built 2004

    Last Sold Summary

    • $172/SF
    • 3 Days On Market

    Current Estimated Value $283,386

    Last Listing Agent Justin Satterwhite SimpliHOM

    193 Prescott Ln, Winchester, KY 40391
  • /25

    $223,000 Sold Nov 04, 2025

    204 Crawford Ct, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 1,636 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $136/SF
    • 1 Day On Market

    Last Listing Agent Tisha Monte Bluegrass Properties Group

    204 Crawford Ct, Winchester, KY 40391
  • /29

    $227,500 Sold Sep 11, 2025

    301 Cabin Creek Heights, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,220 Sq Ft
    • Built 1970

    Last Sold Summary

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

    Current Estimated Value $228,544

    Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

    301 Cabin Creek Heights, Winchester, KY 40391
  • /2

    $125,000 Sold May 23, 2025

    265 Duclair Dr, Winchester, KY 40391

    • Land
    • 1.01 Acres
    • $123,762 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent John Wilson Bluegrass Properties Group

    265 Duclair Dr, Winchester, KY 40391
  • /41

    $279,900 Sold Aug 12, 2025

    225 Prescott Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft
    • Built 2006

    Last Sold Summary

    • $155/SF
    • 8 Days On Market

    Current Estimated Value $285,368

    Last Listing Agent Teresa Richmond Freedom Realty & Property Management

    225 Prescott Ln, Winchester, KY 40391
  • /32

    $235,000 Sold Jan 31, 2025

    603 Westmeade Dr, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 1,866 Sq Ft
    • Built 1977

    Last Sold Summary

    • 13% Below List Price
    • $126/SF
    • 49 Days On Market

    Current Estimated Value $263,205

    Last Listing Agent W Patrick Arvin Keller Williams Commonwealth

    603 Westmeade Dr, Winchester, KY 40391
  • /49

    $442,500 Sold Apr 18, 2025

    321 Frontier Way, Winchester, KY 40391

    • 6 Beds
    • 3.5 Baths
    • 3,882 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $114/SF
    • 134 Days On Market

    Current Estimated Value $442,056

    Last Listing Agent Olivia White Deborah Ball Realty

    321 Frontier Way, Winchester, KY 40391
  • /24

    $185,000 Sold Jun 23, 2025

    605 Dixiana Dr, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,044 Sq Ft
    • Built 1990

    Last Sold Summary

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

    Current Estimated Value $191,478

    Last Listing Agent Dale Hatton Dream Maker Realty, LLC

    605 Dixiana Dr, Winchester, KY 40391
  • /58

    $850,000 Sold Jun 27, 2025

    2158 Venable Rd, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,980 Sq Ft
    • Built 1988

    Last Sold Summary

    • $285/SF
    • 1 Day On Market

    Current Estimated Value $825,778

    Last Listing Agent Emily Miller Bluegrass Sotheby's International Realty

    2158 Venable Rd, Winchester, KY 40391
  • /39

    $340,000 Sold Oct 10, 2025

    219 Hampton Ave, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,929 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $116/SF
    • 48 Days On Market

    Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

    219 Hampton Ave, Winchester, KY 40391
  • /38

    $221,700 Sold Feb 10, 2025

    104 Caudill Dr, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,952 Sq Ft

    Last Sold Summary

    • 15% Below List Price
    • $114/SF
    • 63 Days On Market

    Current Estimated Value $256,310

    Last Listing Agent Joshua Brown Mike Brown Real Estate & Auction Co, LLC

    104 Caudill Dr, Winchester, KY 40391
  • /69

    $282,500 Sold Sep 30, 2025

    227 Cross Brook Ln, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $187/SF
    • 9 Days On Market

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    227 Cross Brook Ln, Winchester, KY 40391
  • /15

    $165,000 Sold Jan 03, 2025

    432 Country Club Dr, Winchester, KY 40391

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1982

    Last Sold Summary

    • $131/SF
    • 19 Days On Market

    Current Estimated Value $171,022

    Last Listing Agent Brian England Keller Williams Bluegrass Realty

    432 Country Club Dr, Winchester, KY 40391
  • /75

    $289,900 Sold Aug 11, 2025

    126 Ashley Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft
    • Built 1992

    Last Sold Summary

    • $203/SF
    • 0 Days On Market

    Current Estimated Value $286,530

    Last Listing Agent Jennifer Guyton White Realty, LLC

    126 Ashley Dr, Winchester, KY 40391
  • /58

    $345,000 Sold Nov 14, 2025

    205 Chardonnay Ct, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,179 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $158/SF
    • 59 Days On Market

    Last Listing Agent Janna Smith United Real Estate Bluegrass

    205 Chardonnay Ct, Winchester, KY 40391
  • /27

    $210,000 Sold Sep 04, 2025

    305 Geronimo Ct, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $183/SF
    • 1 Day On Market

    Current Estimated Value $211,199

    Last Listing Agent Aaron Kendall Lifstyl Real Estate

    305 Geronimo Ct, Winchester, KY 40391
  • /44

    $320,000 Sold Nov 21, 2025

    104 Teakwood Ct, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 1,970 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Below List Price
    • $162/SF
    • 24 Days On Market

    Last Listing Agent Jessica Noto Century 21 Advantage Realty - Georgetown

    104 Teakwood Ct, Winchester, KY 40391
  • /2

    $195,000 Sold May 15, 2025

    Unlisted Address

    • 4 Beds
    • 2 Baths
    • 1,822 Sq Ft
    • Built 1980

    Last Sold Summary

    • $107/SF

    Current Estimated Value $204,644

    Last Listing Agent Null Non-Member Non-Member Office

    Unlisted Address

Showing Results 1 - 40, Page 1 of 13

Frequently Asked Questions

What is the average home price in Winchester, KY?
Homes for sale in Winchester, KY have an average home price of $328,951.
What is the average time to sell a house in Winchester, KY?
The houses for sale in Winchester, KY spend an average of 31 days on the market.
What is the number of active homes for sale in Winchester, KY?
There are 81 active homes for sale in Winchester, KY.
How many homes have sold over the last 12 months in Winchester, KY?
333 homes have sold in Winchester, KY over the last 12 months.

Home Trends in Winchester, KY

Housing Trends

Median Sale Price
$249,900
Median Single Family Sale Price
$262,500
Median Townhouse Sale Price
$194,500
Average Price Per Sq Ft
$161
Number of Homes for Sale
81
Last 12 months Home Sales
333
Months of Supply
2.90
Median List Price
$269,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
6%
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