
KY/Clark/WinchesterWinchester
KY/Clark/WinchesterWinchester
Winchester Real Estate and Homes for Sale
289 homes available
114 Sunset Heights, Winchester, KY 40391
Pending
$195,000
3beds
1bath
1,059sqft
0.2acres
House for Sale
114 Sunset Heights, Winchester, KY 40391
Listing by: Rector Hayden Realtors
2085 Hancock Valley Drive, Winchester, KY 40391
$639,900
3beds
3bath
2,927sqft
4.91acres
House for Sale
2085 Hancock Valley Drive, Winchester, KY 40391
Listing by: Premier Property Consultants
435 Fairholme Way, Winchester, KY 40391
$69,000
0.42acres
Land for Sale
435 Fairholme Way, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
1108 West Lexington Avenue, Winchester, KY 40391
Pending
$800,000
4.87acres
Land for Sale
1108 West Lexington Avenue, Winchester, KY 40391
Listing by: Kentucky Residential Real Estate, LLC
1110 Craig Crossing, Winchester, KY 40391
Pending
$989,000
4beds
2.5bath
2,670sqft
2.5acres
House for Sale
1110 Craig Crossing, Winchester, KY 40391
Listing by: The Agency
1150 Craig Crossing, Winchester, KY 40391
$975,000
5beds
3.5bath
2,842sqft
2.54acres
House for Sale
1150 Craig Crossing, Winchester, KY 40391
Listing by: Kentucky Residential Real Estate, LLC
706 Williamsburg Drive, Winchester, KY 40391
$115,000
3beds
2bath
924sqft
0.11acres
House for Sale
706 Williamsburg Drive, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
8129 Wades Mill Road, Winchester, KY 40391
$829,900
2beds
3bath
12,900sqft
4.28acres
House for Sale
8129 Wades Mill Road, Winchester, KY 40391
Listing by: The Agency
363 South Main Street, Winchester, KY 40391
Pending
$239,000
3beds
2bath
2,142sqft
0.49acres
House for Sale
363 South Main Street, Winchester, KY 40391
Listing by: HomeLand Real Estate Inc
Winchester, KY 40391
$206,000
7.77acres
Land for Sale
Winchester, KY 40391
Listing by: Keller Williams Commonwealth
109 Spring Street, Winchester, KY 40391
$129,000
2beds
1bath
637sqft
0.06acres
House for Sale
109 Spring Street, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
270 Evergreen Drive, Winchester, KY 40391
$380,000
3beds
2bath
1,677sqft
1acres
House for Sale
270 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
265 Evergreen Drive, Winchester, KY 40391
$430,000
3beds
2bath
1,855sqft
1acres
House for Sale
265 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
250 Evergreen Drive, Winchester, KY 40391
$430,000
3beds
2bath
1,855sqft
1acres
House for Sale
250 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
230 Evergreen Drive, Winchester, KY 40391
$380,000
3beds
2bath
1,677sqft
1acres
House for Sale
230 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
225 Evergreen Drive, Winchester, KY 40391
$345,000
3beds
2bath
1,677sqft
1acres
House for Sale
225 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
220 Evergreen Drive, Winchester, KY 40391
$430,000
3beds
2bath
1,855sqft
1.03acres
House for Sale
220 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
215 Evergreen Drive, Winchester, KY 40391
$345,000
3beds
2bath
1,800sqft
1acres
House for Sale
215 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
205 Evergreen Drive, Winchester, KY 40391
Contingent
$395,000
3beds
2bath
1,855sqft
1acres
House for Sale
205 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
200 Evergreen Drive, Winchester, KY 40391
$380,000
3beds
2bath
1,677sqft
1.11acres
House for Sale
200 Evergreen Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
148 Gibson Way, Winchester, KY 40391
Contingent
$372,500
4beds
2.5bath
2,456sqft
0.13acres
House for Sale
148 Gibson Way, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
155 Spring Ridge Way, Winchester, KY 40391
$240,000
12.1acres
Farm for Sale
155 Spring Ridge Way, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
113 Mayfair Court, Winchester, KY 40391
$40,000
0.19acres
Land for Sale
113 Mayfair Court, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
108 Dorset Lane, Winchester, KY 40391
$42,500
0.2acres
Land for Sale
108 Dorset Lane, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
407 Fairholme Way, Winchester, KY 40391
Contingent
$334,900
3beds
2bath
1,805sqft
0.17acres
House for Sale
407 Fairholme Way, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
9 Linden Avenue, Winchester, KY 40391
Contingent
$149,000
2beds
1bath
886sqft
0.17acres
House for Sale
9 Linden Avenue, Winchester, KY 40391
Listing by: CENTURY 21 Advantage Realty
24 Fairview Avenue, Winchester, KY 40391
Pending
$189,000
3beds
2bath
1,238sqft
0.08acres
House for Sale
24 Fairview Avenue, Winchester, KY 40391
Listing by: Tom Goebel & Company
1778 Elkin Station Road, Winchester, KY 40391
Pending
$530,000
3beds
2.5bath
2,020sqft
8.83acres
House for Sale
1778 Elkin Station Road, Winchester, KY 40391
Listing by: Pacesetters Real Estate
1775 Irvine Road, Winchester, KY 40391
$699,000
3beds
4bath
4,123sqft
5.13acres
House for Sale
1775 Irvine Road, Winchester, KY 40391
Listing by: Lifstyl Real Estate
3505 Basin Springs Road, Winchester, KY 40391
$1,300,000
73.81acres
Farm for Sale
3505 Basin Springs Road, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
360 North Middletown Road, Winchester, KY 40391
Pending
$329,500
3beds
2bath
1,792sqft
–acres
House for Sale
360 North Middletown Road, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
374 North Middletown Road, Winchester, KY 40391
Pending
$329,500
3beds
2bath
1,719sqft
10acres
House for Sale
374 North Middletown Road, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
133 South Burns Avenue, Winchester, KY 40391
$239,900
4beds
2bath
3,295sqft
0.12acres
Sale
133 South Burns Avenue, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
3235 Colby Road, Winchester, KY 40391
Pending
$175,000
2.4acres
Land for Sale
3235 Colby Road, Winchester, KY 40391
Listing by: Steven D Adams Real Estate Services, LLC
133 South Burns Avenue, Winchester, KY 40391
$239,900
4beds
2bath
3,295sqft
0.12acres
House for Sale
133 South Burns Avenue, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
Winchester
Median Sale Price
$ 239,900
-0.0 % year-over-year
# of Homes Sold
340
-26.7 % year-over-year
Median Days On Market
25
-37.3 % year-over-year
Nearby City
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Nearby Zip Code
40312 Homes For Sale40353 Homes For Sale40357 Homes For Sale40361 Homes For Sale40385 Homes For Sale40391 Homes For Sale40475 Homes For Sale40509 Homes For Sale40515 Homes For Sale40516 Homes For Sale
Nearby County

2250 Regency Road Lexington, KY 40503
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