
KY/Clark/WinchesterWinchester
KY/Clark/WinchesterWinchester
Winchester, Undefined Real Estate and Homes for Sale
282 homes available
Sort:
113 Mimosa Drive, Winchester, KY 40391

$70,000
3beds
2bath
750sqft
0.11acres
House for Sale
113 Mimosa Drive, Winchester, KY 40391
Listing by: WEICHERT REALTORS - ABG Properties
104 Bella Shae Way, Winchester, KY 40391
Pending

$591,650
3beds
2.5bath
2,200sqft
0.31acres
House for Sale
104 Bella Shae Way, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
4305 Old Boonesboro Road, Winchester, KY 40391

$375,000
3beds
2bath
1,512sqft
2.04acres
House for Sale
4305 Old Boonesboro Road, Winchester, KY 40391
Listing by: WEICHERT REALTORS - ABG Properties
122 Callaway Street SE Callaway Street, Winchester, KY 40391
Price Reduced $5,400 Apr 30

$124,500
2beds
1bath
876sqft
0.06acres
House for Sale
122 Callaway Street SE Callaway Street, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
139 Jacob Court, Winchester, KY 40391
$110,000
0.47acres
Land for Sale
139 Jacob Court, Winchester, KY 40391
Listing by: Bluegrass Properties Group
250 Duclair Drive, Winchester, KY 40391
$110,000
0.32acres
Land for Sale
250 Duclair Drive, Winchester, KY 40391
Listing by: Bluegrass Properties Group
125 Knox Court, Winchester, KY 40391
$150,000
2.11acres
Land for Sale
125 Knox Court, Winchester, KY 40391
Listing by: Bluegrass Properties Group
120 Knox Court, Winchester, KY 40391
$150,000
2.16acres
Land for Sale
120 Knox Court, Winchester, KY 40391
Listing by: Bluegrass Properties Group
100 Duclair Drive, Winchester, KY 40391
$100,000
0.68acres
Land for Sale
100 Duclair Drive, Winchester, KY 40391
Listing by: Bluegrass Properties Group
125 Jacob Court, Winchester, KY 40391
$110,000
0.27acres
Land for Sale
125 Jacob Court, Winchester, KY 40391
Listing by: Bluegrass Properties Group
260 Duclair Drive, Winchester, KY 40391
$110,000
0.5acres
Land for Sale
260 Duclair Drive, Winchester, KY 40391
Listing by: Bluegrass Properties Group
115 Jacob Court, Winchester, KY 40391
$110,000
0.32acres
Land for Sale
115 Jacob Court, Winchester, KY 40391
Listing by: Bluegrass Properties Group
313 S Burns Avenue, Winchester, KY 40391
PendingVirtual Tour

$215,000
3beds
2bath
1,518sqft
0.15acres
House for Sale
313 S Burns Avenue, Winchester, KY 40391
Listing by: RE/MAX Creative, Winchester
33-41 Winn Avenue, Winchester, KY 40391

$490,000
1.53acres
Land for Sale
33-41 Winn Avenue, Winchester, KY 40391
Listing by: eXp Realty, LLC
35 Cherokee Court, Winchester, KY 40391
Contingent

$255,000
4beds
2bath
2,332sqft
0.3acres
House for Sale
35 Cherokee Court, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
455 Davis Lane, Winchester, KY 40391
Virtual TourPrice Reduced $49,100 May 4

$775,900
2beds
2.5bath
2,361sqft
85.48acres
House for Sale
455 Davis Lane, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
204 Jett Drive, Winchester, KY 40391

$369,900
3beds
2bath
1,558sqft
0.21acres
House for Sale
204 Jett Drive, Winchester, KY 40391
Listing by: Ensor Real Estate, LLC
217 S Highland Street, Winchester, KY 40391

$209,000
4beds
2bath
2,683sqft
0.19acres
House for Sale
217 S Highland Street, Winchester, KY 40391
Listing by: The Agency
233 Cunningham Lane, Winchester, KY 40391
Contingent

$429,900
3beds
2.5bath
2,258sqft
6.7acres
House for Sale
233 Cunningham Lane, Winchester, KY 40391
Listing by: Berkshire Hathaway HomeServices Foster Realtors
3049 Ironworks Road, Winchester, KY 40391

$2,999,000
6beds
5bath
3,693sqft
150acres
House for Sale
3049 Ironworks Road, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
1783 Gay Evans Road, Winchester, KY 40391
Contingent

$775,000
5beds
3.5bath
2,904sqft
7.27acres
House for Sale
1783 Gay Evans Road, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
3049 Ironworks Road, Winchester, KY 40391

$2,999,000
6beds
5bath
3,693sqft
150acres
Farm for Sale
3049 Ironworks Road, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
595 Earlymeade Drive, Winchester, KY 40391
Contingent

$499,000
5beds
3.5bath
3,823sqft
0.31acres
House for Sale
595 Earlymeade Drive, Winchester, KY 40391
Listing by: Bridgewater Real Estate
590 Craig Crossing, Winchester, KY 40391

$159,900
2.66acres
Land for Sale
590 Craig Crossing, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
102 Augusta Drive, Winchester, KY 40391

$29,000
0.46acres
Land for Sale
102 Augusta Drive, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
3208 Ford Hampton Road, Winchester, KY 40391

$139,000
2beds
1bath
807sqft
0.5acres
House for Sale
3208 Ford Hampton Road, Winchester, KY 40391
Listing by: WEICHERT REALTORS - ABG Properties
12541 Ironworks Road, Winchester, KY 40391

$70,000
1.72acres
Land for Sale
12541 Ironworks Road, Winchester, KY 40391
Listing by: National Real Estate
368 Flanagan Station Road, Winchester, KY 40391
Pending

$199,500
7.77acres
Land for Sale
368 Flanagan Station Road, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
Lot 1 - 7 Plantations Drive, Winchester, KY 40391

$882,000
3.93acres
Land for Sale
Lot 1 - 7 Plantations Drive, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
Lot 3 Plantations Drive, Winchester, KY 40391

$78,500
0.22acres
Land for Sale
Lot 3 Plantations Drive, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
Lot 4 Plantations Drive, Winchester, KY 40391

$78,500
0.22acres
Land for Sale
Lot 4 Plantations Drive, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
Lot 5 Plantations Drive, Winchester, KY 40391

$78,500
0.22acres
Land for Sale
Lot 5 Plantations Drive, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
3166 Colby Road, Winchester, KY 40391

$1,695,000
3beds
2.5bath
4,518sqft
32.87acres
House for Sale
3166 Colby Road, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
1503 Schollsville Road, Winchester, KY 40391
Contingent

$399,900
5beds
3bath
3,718sqft
5acres
House for Sale
1503 Schollsville Road, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
101 S Burns Avenue 1,2,3,4, Winchester, KY 40391
Contingent

$600,000
8beds
4bath
5,046sqft
0.14acres
House for Sale
101 S Burns Avenue 1,2,3,4, Winchester, KY 40391
Listing by: Big Blue Realty
218 E Washington Street, Winchester, KY 40391

$210,000
4beds
1bath
1,743sqft
0.11acres
House for Sale
218 E Washington Street, Winchester, KY 40391
Listing by: Rector Hayden Realtors
404 Wellington Way, Winchester, KY 40391
Contingent

$275,700
3beds
2bath
1,682sqft
0.13acres
House for Sale
404 Wellington Way, Winchester, KY 40391
Listing by: Bridgewater Real Estate
204 Wigeon Court, Winchester, KY 40391

$49,500
0.98acres
Land for Sale
204 Wigeon Court, Winchester, KY 40391
Listing by: RE/MAX Creative, Winchester
7950 Four Mile Road, Winchester, KY 40391
$123,000
11.47acres
Land for Sale
7950 Four Mile Road, Winchester, KY 40391
Listing by: RE/MAX Creative Realty
75 4th Street, Winchester, KY 40391
Contingent

$10,000
0.06acres
Land for Sale
75 4th Street, Winchester, KY 40391
Listing by: eXp Realty, LLC
Nearby City
Nearby Zip Code
Nearby County

2250 Regency Road Lexington, KY 40503
© 2026 Imagine MLS
Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.








