Recently Sold Homes in 40391

/33
$450,000 Sold Jun 06, 2025

210 Candlewood Dr, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,046 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $148/SF
- 49 Days On Market
Current Estimated Value $451,269

Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

210 Candlewood Dr, Winchester, KY 40391
/16
$65,000 Sold Feb 19, 2025

233 E Washington St, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 873 Sq Ft
- Built 1940
Last Sold Summary
- $74/SF
- 71 Days On Market
Current Estimated Value $100,465

Last Listing Agent Keith Wilson Coldwell Banker McMahan

233 E Washington St, Winchester, KY 40391
/38
$335,000 Sold Apr 29, 2025

204 Abbeywood Dr, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,700 Sq Ft
- Built 2004
Last Sold Summary
- $124/SF
- 6 Days On Market
Current Estimated Value $336,234

Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

204 Abbeywood Dr, Winchester, KY 40391
/37
$379,000 Sold Dec 22, 2025

122 Le Ann Ln, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,587 Sq Ft
- Built 1978
Last Sold Summary
- $147/SF
- 7 Days On Market
Last Listing Agent Tracey Goebel Tom Goebel & Company

122 Le Ann Ln, Winchester, KY 40391
/21
$173,000 Sold Aug 15, 2025

222 Buffalo Trace, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 964 Sq Ft
- Built 1998
Last Sold Summary
- $179/SF
- 2 Days On Market
Current Estimated Value $176,272

Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty

222 Buffalo Trace, Winchester, KY 40391
/2
$247,000 Sold Jul 31, 2025

724 Terry Dr, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 2,250 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $110/SF
- 6 Days On Market
Last Listing Agent Samantha Gray National Real Estate

724 Terry Dr, Winchester, KY 40391
/2
$88,000 Sold Mar 19, 2025

226 Athens Boonesboro Rd, Winchester, KY 40391
- 2 Beds
- 1.5 Baths
- 2,482 Sq Ft
Last Sold Summary
- 30% Below List Price
- $35/SF
- 26 Days On Market
Current Estimated Value $102,657

Last Listing Agent Damon Ballinger C Roger Lewis Agency

226 Athens Boonesboro Rd, Winchester, KY 40391
/33
$270,000 Sold Mar 07, 2025

137 Summerhill Way, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,284 Sq Ft
- Built 2003
Last Sold Summary
- 2% Below List Price
- $210/SF
- 6 Days On Market
Current Estimated Value $290,268

Last Listing Agent Keith Wilson Coldwell Banker McMahan

137 Summerhill Way, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025

Unlisted Address
- 2 Beds
- 2 Baths
- 906 Sq Ft
Last Sold Summary
- $122/SF
Current Estimated Value $160,635

Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

Unlisted Address
/26
$195,000 Sold Nov 06, 2025

388 Colby Ridge Blvd, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,224 Sq Ft
- Built 2000
Last Sold Summary
- 9% Below List Price
- $159/SF
- 31 Days On Market
Last Listing Agent Joyce Ratliff Tom Goebel & Company

388 Colby Ridge Blvd, Winchester, KY 40391
/46
$365,000 Sold Oct 27, 2025

7875 Bybee Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,616 Sq Ft
- Built 2021
Last Sold Summary
- 9% Below List Price
- $226/SF
- 79 Days On Market
Last Listing Agent Joyce Ratliff Tom Goebel & Company

7875 Bybee Rd, Winchester, KY 40391
/34
$205,000 Sold Jun 30, 2025

42 Wheeler Ave, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,013 Sq Ft
- Built 1950
Last Sold Summary
- 16% Below List Price
- $202/SF
- 13 Days On Market
Current Estimated Value $209,272

Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

42 Wheeler Ave, Winchester, KY 40391
/67
$470,000 Sold Dec 02, 2025

415 David Ln, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 3,989 Sq Ft
- Built 1999
Last Sold Summary
- 19% Below List Price
- $118/SF
- 58 Days On Market
Last Listing Agent Craig Bridgewater Bridgewater Real Estate

415 David Ln, Winchester, KY 40391
/23
$196,400 Sold Mar 21, 2025

112 Quail Ridge Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- Built 1994
Last Sold Summary
- 6% Below List Price
- $135/SF
- 114 Days On Market
Current Estimated Value $223,181

Last Listing Agent Destiny Darby Keller Williams Commonwealth

112 Quail Ridge Rd, Winchester, KY 40391
/11
$205,000 Sold Oct 10, 2025

322 Buffalo Trace, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,110 Sq Ft
- Built 2001
Last Sold Summary
- 5% Above List Price
- $185/SF
- 1 Day On Market
Last Listing Agent Sondra Clark Taylor Real Estate, LLC

322 Buffalo Trace, Winchester, KY 40391
/33
$333,500 Sold Aug 20, 2025

543 S Maple St, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,527 Sq Ft
- Built 1946
Last Sold Summary
- 5% Below List Price
- $218/SF
- 38 Days On Market
Current Estimated Value $332,735

Last Listing Agent Lucy Martin Jenkins United Real Estate Bluegrass

543 S Maple St, Winchester, KY 40391
/82
$475,000 Sold Oct 23, 2025

102 Camelot Dr, Winchester, KY 40391
- 5 Beds
- 3.5 Baths
- 3,679 Sq Ft
- Built 1987
Last Sold Summary
- 12% Above List Price
- $129/SF
- 3 Days On Market
Last Listing Agent Scott Fryar Keller Williams Bluegrass Realty

102 Camelot Dr, Winchester, KY 40391
/68
$460,000 Sold Oct 10, 2025

946 Pine Ridge Rd, Winchester, KY 40391
- 4 Beds
- 4 Baths
- 3,523 Sq Ft
- Built 2003
Last Sold Summary
- 8% Below List Price
- $131/SF
- 8 Days On Market
Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

946 Pine Ridge Rd, Winchester, KY 40391
/34
$252,000 Sold Jul 30, 2025

216 Connie Ln, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 2017
Last Sold Summary
- $202/SF
- 2 Days On Market
Current Estimated Value $251,459

Last Listing Agent Elizabeth Hodge Lifstyl Real Estate

216 Connie Ln, Winchester, KY 40391
/21
$259,900 Sold Jul 10, 2025

302 April Way, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,321 Sq Ft
- Built 2002
Last Sold Summary
- $197/SF
- 12 Days On Market
Current Estimated Value $259,578

Last Listing Agent Michael Hilario The Agency

302 April Way, Winchester, KY 40391
/30
$185,000 Sold Jun 18, 2025

308 Essex Ct, Winchester, KY 40391
- 2 Beds
- 2.5 Baths
- 1,188 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $156/SF
- 3 Days On Market
Current Estimated Value $201,314

Last Listing Agent Lisa Sosa Keller Williams Commonwealth

308 Essex Ct, Winchester, KY 40391
/22
$600,000 Sold Aug 19, 2025

1203 Irvine Rd, Winchester, KY 40391
- Land
- 12.38 Acres
- $48,465 per Acre
Last Sold Summary
- 37% Below List Price
- 125 Days On Market
Current Estimated Value $930,902

Last Listing Agent Josh Wood Freedom Realty & Property Management

1203 Irvine Rd, Winchester, KY 40391
/48
$255,000 Sold Apr 30, 2025

305 Skylark Dr, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 2,358 Sq Ft
- Built 1965
Last Sold Summary
- $108/SF
- 45 Days On Market
Current Estimated Value $272,767

Last Listing Agent Melodie Lincavage RE/MAX Elite Realty

305 Skylark Dr, Winchester, KY 40391
/47
$350,000 Sold May 01, 2025

206 Honeysuckle Ln, Winchester, KY 40391
- 5 Beds
- 3 Baths
- 2,117 Sq Ft
- Built 1999
Last Sold Summary
- $165/SF
- 3 Days On Market
Current Estimated Value $356,211

Last Listing Agent Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

206 Honeysuckle Ln, Winchester, KY 40391
/76
$690,000 Sold Feb 24, 2025

775 Sugar Ridge Rd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,860 Sq Ft
- Built 1996
Last Sold Summary
- 1% Below List Price
- $241/SF
- 2 Days On Market
Current Estimated Value $658,554

Last Listing Agent Cassie Foley CENTURY 21 Advantage Realty

775 Sugar Ridge Rd, Winchester, KY 40391
/23
$197,000 Sold Mar 31, 2025

42 Park Ave, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,129 Sq Ft
Last Sold Summary
- 14% Below List Price
- $174/SF
- 54 Days On Market
Current Estimated Value $199,949

Last Listing Agent Jonathan McMahan Coldwell Banker McMahan

42 Park Ave, Winchester, KY 40391
/42
$249,000 Sold Oct 22, 2025

9 Apache Trail, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 1,750 Sq Ft
- Built 1960
Last Sold Summary
- 6% Below List Price
- $142/SF
- 117 Days On Market
Last Listing Agent Joyce Ratliff Tom Goebel & Company

9 Apache Trail, Winchester, KY 40391
/92
$364,900 Sold Jul 31, 2025

31 Mockingbird Valley Rd, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 2,520 Sq Ft
- Built 1962
Last Sold Summary
- 6% Below List Price
- $145/SF
- 209 Days On Market
Current Estimated Value $374,626

Last Listing Agent Josh Wood Freedom Realty & Property Management

31 Mockingbird Valley Rd, Winchester, KY 40391
/14
$155,000 Sold Feb 06, 2025

411 Jameson Way, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1990
Last Sold Summary
- 3% Below List Price
- $155/SF
- 19 Days On Market
Current Estimated Value $170,290

Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

411 Jameson Way, Winchester, KY 40391
/2
$216,450 Sold Apr 30, 2025

408 Paisley Ct, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,628 Sq Ft
- Built 2005
Last Sold Summary
- $133/SF
- 0 Days On Market
Current Estimated Value $221,781

Last Listing Agent John Wilson Bluegrass Properties Group

408 Paisley Ct, Winchester, KY 40391
/23
$335,000 Sold Aug 27, 2025

413 Lyon Dr, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,936 Sq Ft
- Built 1986
Last Sold Summary
- 4% Below List Price
- $114/SF
- 8 Days On Market
Current Estimated Value $331,038

Last Listing Agent Ray Rush Rush Real Estate

413 Lyon Dr, Winchester, KY 40391
/17
$390,000 Sold Apr 16, 2025

3750 Becknerville Rd, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,854 Sq Ft
- Built 1983
Last Sold Summary
- 9% Below List Price
- $210/SF
- 73 Days On Market
Current Estimated Value $431,917

Last Listing Agent Holly Goeing The Agency

3750 Becknerville Rd, Winchester, KY 40391
/17
$86,008 Sold Jul 30, 2025

977 Muddy Creek Rd, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,030 Sq Ft
- Built 1940
Last Sold Summary
- 28% Below List Price
- $84/SF
- 37 Days On Market
Current Estimated Value $101,710

Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

977 Muddy Creek Rd, Winchester, KY 40391
/27
$199,900 Sold Jul 15, 2025

139 W Hickman St, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,348 Sq Ft
- Built 1940
Last Sold Summary
- $148/SF
- 18 Days On Market
Current Estimated Value $203,057

Last Listing Agent Clay David Sutherland ERA Select Real Estate

139 W Hickman St, Winchester, KY 40391
/82
$275,000 Sold May 23, 2025

111 S Burns Ave, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,994 Sq Ft
- Built 1920
Last Sold Summary
- 19% Below List Price
- $92/SF
- 202 Days On Market
Current Estimated Value $293,628

Last Listing Agent Melodie Lincavage RE/MAX Elite Realty

111 S Burns Ave, Winchester, KY 40391
/37
$354,000 Sold Dec 19, 2025

213 Hood Ave, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,244 Sq Ft
- Built 1970
Last Sold Summary
- 8% Below List Price
- $158/SF
- 21 Days On Market
Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

213 Hood Ave, Winchester, KY 40391
/36
$177,500 Sold May 13, 2025

406 Pepperwood Ct, Winchester, KY 40391
- 2 Beds
- 2.5 Baths
- 1,259 Sq Ft
- Built 1998
Last Sold Summary
- 1% Below List Price
- $141/SF
- 3 Days On Market
Current Estimated Value $186,983

Last Listing Agent Peggy Baldridge HomeFirst Real Estate

406 Pepperwood Ct, Winchester, KY 40391
/63
$1,325,000 Sold May 15, 2025

6755 Boonesboro Rd, Winchester, KY 40391
- 5 Beds
- 8 Baths
- 5,736 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $231/SF
- 72 Days On Market
Current Estimated Value $1,361,935

Last Listing Agent Jennifer Ray RE/MAX Elite Lexington

6755 Boonesboro Rd, Winchester, KY 40391
/47
$396,500 Sold May 19, 2025

520 Bailey Ln, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
- Built 1980
Last Sold Summary
- 12% Below List Price
- $165/SF
- 51 Days On Market
Current Estimated Value $402,675

Last Listing Agent Paul Waddelow Hand in Hand Realty Central KY

520 Bailey Ln, Winchester, KY 40391
/73
$799,000 Sold Aug 18, 2025

1183 the Ridings Rd, Winchester, KY 40391
- 5 Beds
- 3 Baths
- 3,664 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $218/SF
- 64 Days On Market
Current Estimated Value $818,241

Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington

1183 the Ridings Rd, Winchester, KY 40391

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