Recently Sold Winchester, KY Homes

/41
$650,000 Sold Jun 23, 2025

357 Wades Mill Rd, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 3,007 Sq Ft
- Built 2002
Last Sold Summary
- 6% Below List Price
- $216/SF
- 15 Days On Market
Current Estimated Value $666,598

Last Listing Agent Emily Belcher Rector Hayden Realtors

357 Wades Mill Rd, Winchester, KY 40391
/23
$210,000 Sold May 12, 2025

202 Washington Square, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1998
Last Sold Summary
- 11% Above List Price
- $175/SF
- 1 Day On Market
Current Estimated Value $206,801

Last Listing Agent Aaron Kendall Lifstyl Real Estate

202 Washington Square, Winchester, KY 40391
/44
$206,500 Sold May 21, 2025

206 W Clark Dr, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,107 Sq Ft
- Built 1962
Last Sold Summary
- 6% Below List Price
- $187/SF
- 23 Days On Market
Current Estimated Value $210,505

Last Listing Agent Peggy Baldridge HomeFirst Real Estate

206 W Clark Dr, Winchester, KY 40391
/2
$165,000 Sold May 30, 2025

Unlisted Address
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1988
Last Sold Summary
- $138/SF
Current Estimated Value $170,361

Last Listing Agent Null Non-Member Non-Member Office

Unlisted Address
/44
$467,500 Sold Jan 06, 2025

143 Teal Ln, Winchester, KY 40391
- 5 Beds
- 3 Baths
- 2,737 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $171/SF
- 17 Days On Market
Current Estimated Value $484,648

Last Listing Agent Robin Gibson KY Real Estate Professionals, LLC

143 Teal Ln, Winchester, KY 40391
/44
$310,000 Sold Jun 27, 2025

2482 Mina Station Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,756 Sq Ft
- Built 1962
Last Sold Summary
- $177/SF
- 24 Days On Market
Current Estimated Value $303,561

Last Listing Agent Stephanie Hacker Kentucky Residential Real Estate, LLC

2482 Mina Station Rd, Winchester, KY 40391
/54
$1,546,482 Sold Apr 02, 2025

118 Bella Shae Way, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,220 Sq Ft
- Built 2024
Last Sold Summary
- 62% Above List Price
- $480/SF
- 0 Days On Market
Current Estimated Value $948,420

Last Listing Agent Shane Underwood Keller Williams Commonwealth

118 Bella Shae Way, Winchester, KY 40391
/12
$75,000 Sold Jun 17, 2025

120 Jacob Ct, Winchester, KY 40391
- Land
- 0.55 Acre
- $136,364 per Acre
Last Sold Summary
- 32% Below List Price
- 210 Days On Market
Current Estimated Value $79,158

Last Listing Agent Keith Wilson Coldwell Banker McMahan

120 Jacob Ct, Winchester, KY 40391
/51
$428,000 Sold Sep 04, 2025

17 Hampton Ave, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 3,181 Sq Ft
- Built 1960
Last Sold Summary
- 4% Below List Price
- $135/SF
- 34 Days On Market
Current Estimated Value $421,953

Last Listing Agent Craig Bridgewater Bridgewater Real Estate

17 Hampton Ave, Winchester, KY 40391
/19
$175,000 Sold Apr 18, 2025

11 Shelley Dr, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,188 Sq Ft
- Built 1970
Last Sold Summary
- 3% Below List Price
- $147/SF
- 5 Days On Market
Current Estimated Value $186,590

Last Listing Agent Tonya Morrow KY Local

11 Shelley Dr, Winchester, KY 40391
/26
$239,500 Sold Jul 15, 2025

129 Bay Hill Dr, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 2,017 Sq Ft
- Built 1998
Last Sold Summary
- 2% Below List Price
- $119/SF
- 26 Days On Market
Current Estimated Value $244,430

Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

129 Bay Hill Dr, Winchester, KY 40391
/34
$380,000 Sold Nov 21, 2025

110 Hampton Avenue Exd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,516 Sq Ft
Last Sold Summary
- 1% Above List Price
- $151/SF
- 5 Days On Market
Last Listing Agent Erin Lewis Christies International Real Estate Bluegrass

110 Hampton Avenue Exd, Winchester, KY 40391
/30
$289,100 Sold Nov 03, 2025

223 Bartram Ct, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,606 Sq Ft
- Built 2004
Last Sold Summary
- $180/SF
- 46 Days On Market
Last Listing Agent Jennifer Parsons RE/MAX Elite Lexington

223 Bartram Ct, Winchester, KY 40391
/18
$485,000 Sold Dec 27, 2024

6425 Muddy Creek Rd, Winchester, KY 40391
Last Sold Summary
- 19% Below List Price
- 102 Days On Market
Current Estimated Value $433,729

Last Listing Agent Megan McCoy Keller Williams Legacy Group

6425 Muddy Creek Rd, Winchester, KY 40391
/42
$400,000 Sold Dec 05, 2025

210 College St, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 2,718 Sq Ft
- Built 1895
Last Sold Summary
- 5% Below List Price
- $147/SF
- 59 Days On Market
Last Listing Agent Erin Lewis Christies International Real Estate Bluegrass

210 College St, Winchester, KY 40391
/64
$360,000 Sold Oct 17, 2025

309 Gallahadion Ct, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,920 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $188/SF
- 60 Days On Market
Last Listing Agent Josh Wood Freedom Realty & Property Management

309 Gallahadion Ct, Winchester, KY 40391
/23
$130,000 Sold Apr 24, 2025

103 Gary Ct, Winchester, KY 40391
- 2 Beds
- 1.5 Baths
- 1,008 Sq Ft
Last Sold Summary
- 7% Below List Price
- $129/SF
- 13 Days On Market
Current Estimated Value $142,021

Last Listing Agent Dawn Wheeler United Real Estate Bluegrass

103 Gary Ct, Winchester, KY 40391
/23
$225,000 Sold Aug 21, 2025

26 Stefanie Ct, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,080 Sq Ft
- Built 1972
Last Sold Summary
- $208/SF
- 12 Days On Market
Current Estimated Value $223,744

Last Listing Agent Alyssa M Boley Coldwell Banker McMahan

26 Stefanie Ct, Winchester, KY 40391
/50
$465,000 Sold Aug 11, 2025

701 Lisletown Ln, Winchester, KY 40391
- 2 Beds
- 2.5 Baths
- 2,784 Sq Ft
- Built 2008
Last Sold Summary
- $167/SF
- 2 Days On Market
Current Estimated Value $468,926

Last Listing Agent Robin Jones Keller Williams Legacy Group

701 Lisletown Ln, Winchester, KY 40391
/29
$408,000 Sold Sep 12, 2025

4732 Old Boonesboro Rd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,361 Sq Ft
- Built 1945
Last Sold Summary
- 18% Below List Price
- $173/SF
- 285 Days On Market
Current Estimated Value $440,350

Last Listing Agent W Patrick Arvin Keller Williams Commonwealth

4732 Old Boonesboro Rd, Winchester, KY 40391
/43
$165,000 Sold May 20, 2025

12005 Irvine Rd, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,130 Sq Ft
- Built 1980
Last Sold Summary
- 13% Below List Price
- $146/SF
- 96 Days On Market
Current Estimated Value $174,103

Last Listing Agent W Patrick Arvin Keller Williams Commonwealth

12005 Irvine Rd, Winchester, KY 40391
/22
$88,000 Sold May 08, 2025

423 E Broadway St, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 2,363 Sq Ft
- Built 1878
Last Sold Summary
- 76% Above List Price
- $37/SF
- 23 Days On Market
Current Estimated Value $183,507

Last Listing Agent Tanya McKee Bluegrass Auction, Appraisal & Realty, LLC

423 E Broadway St, Winchester, KY 40391
/44
$315,000 Sold Jun 27, 2025

43 Skylark Dr, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 2,459 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $128/SF
- 70 Days On Market
Current Estimated Value $333,163

Last Listing Agent Chad Bowman The Brokerage

43 Skylark Dr, Winchester, KY 40391
/28
$265,000 Sold Jul 02, 2025

609 Clintonville Rd, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,305 Sq Ft
- Built 1980
Last Sold Summary
- 2% Above List Price
- $203/SF
- 2 Days On Market
Current Estimated Value $268,069

Last Listing Agent Craig Bridgewater Bridgewater Real Estate

609 Clintonville Rd, Winchester, KY 40391
/2
$350,000 Sold Aug 14, 2025

Unlisted Address
- 4 Beds
- 2.5 Baths
- 3,672 Sq Ft
- Built 1960
Last Sold Summary
- $95/SF
Current Estimated Value $344,919

Last Listing Agent Null Non-Member Non-Member Office

Unlisted Address
/12
$9,000 Sold Sep 18, 2025

406 W Washington St, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,428 Sq Ft
- Built 1945
Last Sold Summary
- 10% Below List Price
- $6/SF
- 19 Days On Market
Current Estimated Value $149,803

Last Listing Agent Jack Rookard Rookard Real Estate Consultants

406 W Washington St, Winchester, KY 40391
/21
$189,000 Sold Feb 28, 2025

17 Elizabeth St, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- Built 1950
Last Sold Summary
- $130/SF
- 24 Days On Market
Current Estimated Value $194,614

Last Listing Agent Holly Goeing The Agency

17 Elizabeth St, Winchester, KY 40391
/55
$520,000 Sold May 15, 2025

427 Calmes Blvd, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 4,659 Sq Ft
- Built 1995
Last Sold Summary
- 4% Below List Price
- $112/SF
- 61 Days On Market
Current Estimated Value $504,165

Last Listing Agent Kymberly McCreary EXP Realty, LLC

427 Calmes Blvd, Winchester, KY 40391
/3
$165,000 Sold Mar 10, 2025

785 Ecton Rd, Winchester, KY 40391
- Land
- 2.67 Acres
- $61,798 per Acre
Last Sold Summary
- 6% Below List Price
- 579 Days On Market
Current Estimated Value $174,445

Last Listing Agent Lara Thornbury Block + Lot Real Estate

785 Ecton Rd, Winchester, KY 40391
/2
$1,475,000 Sold Feb 21, 2025

300 Moundale Ct, Winchester, KY 40391
- 32 Beds
- 32 Baths
- 12,704 Sq Ft
- Built 1970
Last Sold Summary
- 2% Above List Price
- $116/SF
Current Estimated Value $1,582,876

Last Listing Agent Will Campbell Ben H Campbell Appraiser, Inc

300 Moundale Ct, Winchester, KY 40391
/25
$375,000 Sold Aug 29, 2025

317 Hanover Dr, Winchester, KY 40391
- 5 Beds
- 3.5 Baths
- 3,111 Sq Ft
- Built 2001
Last Sold Summary
- 1% Below List Price
- $121/SF
- 8 Days On Market
Current Estimated Value $372,615

Last Listing Agent Mike Wheatley Bluegrass Properties Group

317 Hanover Dr, Winchester, KY 40391
/60
$545,000 Sold Oct 31, 2025

445 Lynnway Dr, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 3,649 Sq Ft
- Built 1993
Last Sold Summary
- $149/SF
- 4 Days On Market
Last Listing Agent Janna Smith United Real Estate Bluegrass

445 Lynnway Dr, Winchester, KY 40391
/15
$182,000 Sold Feb 19, 2025

514 Cs-1383, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 2001
Last Sold Summary
- 1% Above List Price
- $162/SF
- 5 Days On Market
Current Estimated Value $189,218

Last Listing Agent Craig Bridgewater Bridgewater Real Estate

514 Cs-1383, Winchester, KY 40391
/54
$360,000 Sold Jan 17, 2025

1455 Irvine Rd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,901 Sq Ft
- Built 1940
Last Sold Summary
- 6% Below List Price
- $124/SF
- 35 Days On Market
Current Estimated Value $390,939

Last Listing Agent Shari Frasure Keller Williams Commonwealth

1455 Irvine Rd, Winchester, KY 40391
/27
$380,000 Sold Nov 10, 2025

5705 Mount Sterling Rd, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,980 Sq Ft
- Built 1971
Last Sold Summary
- 5% Below List Price
- $128/SF
- 50 Days On Market
Last Listing Agent Dale Hatton Dream Maker Realty, LLC

5705 Mount Sterling Rd, Winchester, KY 40391
/102
$525,000 Sold Dec 22, 2025

1953 Cabin Creek Rd, Winchester, KY 40391
- 6 Beds
- 4.5 Baths
- 3,846 Sq Ft
- Built 1980
Last Sold Summary
- 4% Below List Price
- $137/SF
- 9 Days On Market
Last Listing Agent Josh Wood Freedom Realty & Property Management

1953 Cabin Creek Rd, Winchester, KY 40391
/28
$345,000 Sold Jun 19, 2025

512 Boone Ave, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,149 Sq Ft
- Built 1950
Last Sold Summary
- 14% Below List Price
- $110/SF
- 58 Days On Market
Current Estimated Value $360,650

Last Listing Agent Jordan James Lifstyl Real Estate

512 Boone Ave, Winchester, KY 40391
/65
$380,000 Sold Jun 19, 2025

399 Stonecrest Rd, Winchester, KY 40391
- 3 Beds
- 4 Baths
- 4,572 Sq Ft
- Built 1976
Last Sold Summary
- 4% Below List Price
- $83/SF
- 3 Days On Market
Current Estimated Value $399,836

Last Listing Agent ROBIN TRIMBLE HomeFirst Real Estate

399 Stonecrest Rd, Winchester, KY 40391
/28
$220,000 Sold Jan 13, 2025

1112 Ironworks Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $187/SF
- 116 Days On Market
Current Estimated Value $240,788

Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

1112 Ironworks Rd, Winchester, KY 40391
/114
$635,000 Sold Sep 30, 2025

315 The Woods Ln, Winchester, KY 40391
- 5 Beds
- 4.5 Baths
- 5,524 Sq Ft
- Built 1995
Last Sold Summary
- 2% Below List Price
- $115/SF
- 63 Days On Market
Last Listing Agent Terri McGraw FC Tucker Bluegrass

315 The Woods Ln, Winchester, KY 40391

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