
KY/Clark/Winchester/4039140391
KY/Clark/Winchester/4039140391
40391 Real Estate and Homes for Sale
244 homes available
402 McDowell Drive, Winchester, KY 40391
ContingentVirtual Tour
$299,500
4beds
2.5bath
2,136sqft
0.24acres
House for Sale
402 McDowell Drive, Winchester, KY 40391
Listing by: Redfin
113 Mimosa Drive, Winchester, KY 40391
$95,000
3beds
2bath
750sqft
0.11acres
House for Sale
113 Mimosa Drive, Winchester, KY 40391
Listing by: WEICHERT REALTORS - ABG Properties
4305 Old Boonesboro Road, Winchester, KY 40391
$425,000
3beds
2bath
1,512sqft
2.04acres
House for Sale
4305 Old Boonesboro Road, 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
870 Pilot View Road, Winchester, KY 40391
$430,000
3beds
2bath
1,568sqft
39.5acres
House for Sale
870 Pilot View Road, Winchester, KY 40391
Listing by: McCallie Real Estate
104 Colby Hills Drive, Winchester, KY 40391
$435,000
4beds
2bath
1,950sqft
0.6acres
House for Sale
104 Colby Hills Drive, Winchester, KY 40391
Listing by: Milton and Associates Real Estate
149 Winn Ave, Winchester, KY 40391
$290,000
12beds
4bath
4,010sqft
0.41acres
House for Sale
149 Winn Ave, Winchester, KY 40391
Listing by: Marshall Lane Real Estate - Lexington
122 Callaway Street SE Callaway Street, Winchester, KY 40391
$129,900
2beds
1bath
876sqft
0.06acres
House for Sale
122 Callaway Street SE Callaway Street, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
115 Jacob Court, Winchester, KY 40391
$110,000
0.32acres
Land for Sale
115 Jacob Court, 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
345 Providence Lane, Winchester, KY 40391
$1,250,000
–beds
–sqft
120acres
Farm for Sale
345 Providence Lane, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
139 Jacob Court, Winchester, KY 40391
$110,000
0.47acres
Land for Sale
139 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
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
120 Sunset Heights, Winchester, KY 40391
$275,000
3beds
2bath
1,440sqft
0.2acres
House for Sale
120 Sunset Heights, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
42 Mockingbird Valley Road, Winchester, KY 40391
$452,500
3beds
2.5bath
2,961sqft
0.33acres
House for Sale
42 Mockingbird Valley Road, Winchester, KY 40391
Listing by: McCallie Real Estate
213 Orchid Court, Winchester, KY 40391
Contingent
$325,000
4beds
3bath
1,776sqft
0.36acres
House for Sale
213 Orchid Court, Winchester, KY 40391
Listing by: 5.23 Real Estate
41 7th Street, Winchester, KY 40391
Contingent
$189,900
3beds
2bath
1,116sqft
0.29acres
House for Sale
41 7th Street, Winchester, KY 40391
Listing by: Re/Max Elite Realty - Hamburg
446 Tremont Lane, Winchester, KY 40391
Pending
$367,000
4beds
2.5bath
2,811sqft
0.18acres
House for Sale
446 Tremont Lane, Winchester, KY 40391
Listing by: The Agency
3614 Stamper Drive, Winchester, KY 40391
$259,500
3beds
2bath
1,247sqft
0.13acres
House for Sale
3614 Stamper Drive, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
142 Sturbridge Lane, Winchester, KY 40391
Pending
$249,500
3beds
2bath
1,220sqft
0.11acres
House for Sale
142 Sturbridge Lane, Winchester, KY 40391
Listing by: Mink Realty
297 S Main Street, Winchester, KY 40391
$335,000
6beds
4bath
3,544sqft
0.19acres
House for Sale
297 S Main Street, Winchester, KY 40391
Listing by: Tru Life Real Estate
20 Bon-Haven Avenue, Winchester, KY 40391
$275,000
4beds
3bath
1,850sqft
0.22acres
House for Sale
20 Bon-Haven Avenue, Winchester, KY 40391
Listing by: Lifstyl Real Estate
146 W Lexington Avenue, Winchester, KY 40391
$269,900
7beds
3bath
3,393sqft
0.16acres
House for Sale
146 W Lexington Avenue, Winchester, KY 40391
Listing by: KB Realty Group
9 Linden Avenue, Winchester, KY 40391
$139,000
2beds
1bath
886sqft
0.17acres
House for Sale
9 Linden Avenue, Winchester, KY 40391
Listing by: CENTURY 21 Advantage Realty
146 W Lexington Avenue, Winchester, KY 40391
$269,900
7beds
3bath
3,393sqft
0.16acres
House for Sale
146 W Lexington Avenue, Winchester, KY 40391
Listing by: KB Realty Group
125 Casa Landa Way, Winchester, KY 40391
$550,000
4beds
3.5bath
3,848sqft
0.4acres
House for Sale
125 Casa Landa Way, Winchester, KY 40391
Listing by: Napier Realtors
33-41 Winn Avenue, Winchester, KY 40391
$550,000
1.53acres
Land for Sale
33-41 Winn Avenue, Winchester, KY 40391
Listing by: eXp Realty, LLC
420 Willowbrook Road, Winchester, KY 40391
ContingentVirtual Tour
$295,000
3beds
3bath
1,738sqft
0.33acres
House for Sale
420 Willowbrook Road, Winchester, KY 40391
Listing by: RE/MAX Creative, Winchester
424 Waycross Drive, Winchester, KY 40391
Pending
$289,900
4beds
3bath
1,944sqft
0.21acres
House for Sale
424 Waycross Drive, Winchester, KY 40391
Listing by: EXP Realty, LLC
313 S Burns Avenue, Winchester, KY 40391
$240,000
3beds
2bath
1,518sqft
0.15acres
House for Sale
313 S Burns Avenue, Winchester, KY 40391
Listing by: RE/MAX Creative, Winchester
2721 Pretty Run Road, Winchester, KY 40391
Contingent
$215,000
3beds
2bath
1,456sqft
5acres
House for Sale
2721 Pretty Run Road, Winchester, KY 40391
Listing by: RE/MAX Creative, Winchester
35 Cherokee Court, Winchester, KY 40391
$265,000
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
$825,000
2beds
1.5bath
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
6595 Mt Sterling Road, Winchester, KY 40391
Contingent
$609,900
5beds
4bath
4,515sqft
2.59acres
House for Sale
6595 Mt Sterling Road, Winchester, KY 40391
Listing by: RO&CO Real Estate
394 S Main Street, Winchester, KY 40391
Pending
$229,000
4beds
2bath
1,858sqft
0.18acres
House for Sale
394 S Main Street, Winchester, KY 40391
Listing by: Tom Goebel & Company
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Nearby County

2250 Regency Road Lexington, KY 40503
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