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2090 Pretty Run Road Property Photo 1
11
Kentucky Prime Realty, LLC Logo
Listing Provided By: Kentucky Prime Realty, LLC
$5,795,000
2090 Pretty Run Road 
Winchester, KY 40391
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built0
4664 Lexington Road Property Photo 1
118
Kirkpatrick & Company Logo
Listing Provided By: Kirkpatrick & Company
$3,500,000
4664 Lexington Road 
Winchester, KY 40391
  • Beds8
  • Baths 8 Total 8 Total
  • SqFt12,70212.7k
  • Built1997
4664 Lexington Road Property Photo 1
118
Kirkpatrick & Company Logo
Listing Provided By: Kirkpatrick & Company
$3,500,000
4664 Lexington Road 
Winchester, KY 40391
  • Beds8
  • Baths 8 Total 8 Total
  • SqFt13,52113.5k
  • Built1997
1395 Two Mile Road Property Photo 1
1
Tom Goebel & Company Logo
Listing Provided By: Tom Goebel & Company
$2,500,000
1395 Two Mile Road 
Winchester, KY 40391
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
100 Moundale Property Photo 1
48
Block + Lot Real Estate Logo
Listing Provided By: Block + Lot Real Estate
$2,199,000
100 Moundale 
Winchester, KY 40391
  • Beds9
  • Baths 6 Total 6 Total
  • SqFt11,23011.2k
  • Built1904
2070 Boonesboro Road Property Photo 1
22
Noel Auctioneers and Real Estate Advisors Logo
Listing Provided By: Noel Auctioneers and Real Estate Advisors
$1,750,000
2070 Boonesboro Road 
Winchester, KY 40391
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
275 Gentry Lane Property Photo 1
63
Kirkpatrick & Company Logo
Listing Provided By: Kirkpatrick & Company
$1,695,000
275 Gentry Lane 
Winchester, KY 40391
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt3,5933.6k
  • Built2022
275 Gentry Lane Property Photo 1
63
Kirkpatrick & Company Logo
Listing Provided By: Kirkpatrick & Company
$1,695,000
275 Gentry Lane 
Winchester, KY 40391
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt6,9086.9k
  • Built2022
621 Boone Avenue Property Photo 1
101
Listing Provided By: Coldwell Banker McMahan
$1,200,000
621 Boone Avenue 
Winchester, KY 40391
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt5,4985.5k
  • Built1965
2819 Combs Ferry Road Property Photo 1
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Listing Provided By: Coldwell Banker McMahan
$1,200,000
2819 Combs Ferry Road 
Winchester, KY 40391
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,6404.6k
  • Built2011
511 Boone Avenue Property Photo 1
53
Block + Lot Real Estate Logo
Listing Provided By: Block + Lot Real Estate
$975,000
511 Boone Avenue 
Winchester, KY 40391
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt4,6984.7k
  • Built1885
2180 Big Stoner Road Property Photo 1
53
Keller Williams Legacy Group Logo
Listing Provided By: Keller Williams Legacy Group
$859,900
2180 Big Stoner Road 
Winchester, KY 40391
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,7352.7k
  • Built2022
420 Alexis Way Property Photo 1
77
McCormick Realty Inc. Logo
Listing Provided By: McCormick Realty Inc.
$850,000
420 Alexis Way 
Winchester, KY 40391
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,7702.8k
  • Built2022
509 Combs Ferry Road Property Photo 1
84
NEW
Bluegrass Sotheby's International Realty Logo
Listing Provided By: Bluegrass Sotheby's International Realty
$825,000
509 Combs Ferry Road 
Winchester, KY 40391
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt3,8893.9k
  • Built2004
5810 Van Meter Road Property Photo 1
72
Turf Town Properties Logo
Listing Provided By: Turf Town Properties
$799,500
5810 Van Meter Road 
Winchester, KY 40391
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,1434.1k
  • Built1975
5810 Van Meter Road Property Photo 1
72
Turf Town Properties Logo
Listing Provided By: Turf Town Properties
$799,500
5810 Van Meter Road 
Winchester, KY 40391
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,1434.1k
  • Built1975
1275 Old Log Lick Road Property Photo 1
24
Bluegrass Properties Group Logo
Listing Provided By: Bluegrass Properties Group
$775,000
1275 Old Log Lick Road 
Winchester, KY 40391
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,3921.4k
  • Built1982
422 Alexis Way Property Photo 1
5
National Real Estate Appalachia Logo
Listing Provided By: National Real Estate Appalachia
$760,000
422 Alexis Way 
Winchester, KY 40391
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt3,0533.1k
  • Built2024
1199 Mcclure Road Property Photo 1
142
NEW
Freedom Realty & Property Management Logo
Listing Provided By: Freedom Realty & Property Management
$729,900
1199 McClure Road 
Winchester, KY 40391
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,6654.7k
  • Built1993
240 Duclair Drive Property Photo 1
8
Bluegrass Properties Group Logo
Listing Provided By: Bluegrass Properties Group
$725,000
240 Duclair Drive 
Winchester, KY 40391
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt2,8502.9k
  • Built2024
1063 Wades Mill Road Property Photo 1
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NEW
Rector Hayden Realtors Logo
Listing Provided By: Rector Hayden Realtors
$724,900
1063 Wades Mill Road 
Winchester, KY 40391
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt3,9974.0k
  • Built2000
1039 Cole Road Property Photo 1
105
Freedom Realty & Property Management Logo
Listing Provided By: Freedom Realty & Property Management
$719,000
1039 Cole Road 
Winchester, KY 40391
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,5572.6k
  • Built1977
439 Lynnway Drive Property Photo 1
51
Dream Maker Realty, LLC Logo
Listing Provided By: Dream Maker Realty, LLC
$664,900
439 Lynnway Drive 
Winchester, KY 40391
  • Beds6
  • Baths 4 Total 4 Total
  • SqFt5,2265.2k
  • Built1993
414 Alexis Way Property Photo 1
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National Real Estate Appalachia Logo
Listing Provided By: National Real Estate Appalachia
$625,000
414 Alexis Way 
Winchester, KY 40391
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,6432.6k
  • Built2024
1395 Two Mile Road Property Photo 1
1
Tom Goebel & Company Logo
Listing Provided By: Tom Goebel & Company
$603,750
1395 Two Mile Road 
Winchester, KY 40391
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
140 Lana Lane Property Photo 1
81
Bluegrass Property Exchange Logo
Listing Provided By: Bluegrass Property Exchange
$599,900
140 Lana Lane 
Winchester, KY 40391
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt3,4573.5k
  • Built1992
427 Calmes Boulevard Property Photo 1
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Keller Williams Commonwealth Logo
Listing Provided By: Keller Williams Commonwealth
$579,500
427 Calmes Boulevard 
Winchester, KY 40391
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,6594.7k
  • Built1995
31 Bonnie Brook Lane Property Photo 1
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Listing Provided By: Coldwell Banker McMahan
$575,000
31 Bonnie Brook Lane 
Winchester, KY 40391
  • Beds5
  • Baths 4 Total 4 Total
  • SqFt4,0914.1k
  • Built1958
427 Alexis Way Property Photo 1
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National Real Estate Appalachia Logo
Listing Provided By: National Real Estate Appalachia
$535,000
427 Alexis Way 
Winchester, KY 40391
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt2,1992.2k
  • Built2024
1395 Two Mile Road Property Photo 1
1
Tom Goebel & Company Logo
Listing Provided By: Tom Goebel & Company
$519,500
1395 Two Mile Road 
Winchester, KY 40391
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
104 Bella Shae Way Property Photo 1
12
National Real Estate Appalachia Logo
Listing Provided By: National Real Estate Appalachia
$516,000
104 Bella Shae Way 
Winchester, KY 40391
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt2,2002.2k
  • Built2024
163 Hawthorne Drive Property Photo 1
35
The Agency Logo
Listing Provided By: The Agency
$499,900
163 Hawthorne Drive 
Winchester, KY 40391
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,8302.8k
  • Built2018
4732 Old Boonesboro Road Property Photo 1
29
NEW
Keller Williams Commonwealth Logo
Listing Provided By: Keller Williams Commonwealth
$499,900
4732 Old Boonesboro Road 
Winchester, KY 40391
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,3612.4k
  • Built1945
601 Wades Mill Road Property Photo 1
44
Listing Provided By: Coldwell Banker McMahan
$499,000
601 Wades Mill Road 
Winchester, KY 40391
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,0702.1k
  • Built2000
1026 Crowe Ridge Road Property Photo 1
17
Herald Real Estate Logo
Listing Provided By: Herald Real Estate
$495,000
1026 Crowe Ridge Road 
Winchester, KY 40391
  • Beds3
  • Baths 1 Total 1 Total
  • SqFt1,2001.2k
  • Built9999
111 Teal Lane Property Photo 1
48
NEW
The Jury Group Realtors Logo
Listing Provided By: The Jury Group Realtors
$475,000
111 Teal Lane 
Winchester, KY 40391
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,3682.4k
  • Built2001