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Recently Sold Single Family Homes in Winchester, KY

324 homes

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SOLD
JAN 29, 2026
$188,000
3 Beds
2 Baths
1,653 sqft
27 Ashland Ave,
Winchester, KY 40391
Marshall Lane Real Estate - Lexington, Imagine MLS
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SOLD
JAN 26, 2026
$285,000
3 Beds
2 Baths
1,979 sqft
8 Village Dr,
Winchester, KY 40391
Coldwell Banker McMahan, Imagine MLS
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SOLD
JAN 23, 2026
$110,000
4 Beds
2.5 Baths
2,131 sqft
205 E Washington St,
Winchester, KY 40391
Keller Williams Commonwealth, Imagine MLS
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SOLD
JAN 23, 2026
$250,000
3 Beds
2.5 Baths
1,416 sqft
208 Watercrest Way,
Winchester, KY 40391
The Brokerage, Imagine MLS
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SOLD
JAN 22, 2026
$255,000
3 Beds
2.5 Baths
1,342 sqft
120 Jackson St,
Winchester, KY 40391
Coldwell Banker McMahan, Imagine MLS
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SOLD
JAN 20, 2026
$230,000
3 Beds
1 Bath
1,134 sqft
19 Cherokee Ct,
Winchester, KY 40391
Freedom Realty & Property Management, Imagine MLS
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SOLD
JAN 20, 2026
$49,900
2 Beds
1 Bath
875 sqft
515 Pearl St,
Winchester, KY 40391
SOLD
JAN 16, 2026
$555,000
4 Beds
3.5 Baths
3,585 sqft
184 Casa Landa Way,
Winchester, KY 40391
RE/MAX Creative, Winchester, Imagine MLS
SOLD
JAN 16, 2026
$156,000
3 Beds
1 Bath
1,274 sqft
146 Cook Ave,
Winchester, KY 40391
National Real Estate, Imagine MLS
SOLD
JAN 16, 2026
$303,000
3 Beds
2 Baths
1,913 sqft
22 N Bloomfield Rd,
Winchester, KY 40391
Marshall Lane Real Estate - Lexington, Imagine MLS
SOLD
JAN 16, 2026
$247,500
3 Beds
2 Baths
1,333 sqft
125 Summerhill Way,
Winchester, KY 40391
Bluegrass Sotheby's International Realty, Imagine MLS
SOLD
JAN 16, 2026
$30,000
Studio
231 Pendleton St,
Winchester, KY 40391
SOLD
JAN 14, 2026
$200,000
3 Beds
1 Bath
1,074 sqft
245 Ecton Rd,
Winchester, KY 40391
ListWithFreedom.com, Imagine MLS
SOLD
JAN 12, 2026
$199,500
3 Beds
1 Bath
1,325 sqft
11 Virginia Ave,
Winchester, KY 40391
SOLD
JAN 9, 2026
$419,000
4 Beds
3 Baths
5,600 sqft
1115 Midway Rd,
Winchester, KY 40391
SOLD
JAN 9, 2026
$255,000
3 Beds
1.5 Baths
2,188 sqft
357 Crescent Ave,
Winchester, KY 40391
National Real Estate, Imagine MLS
SOLD
JAN 5, 2026
$248,000
4 Beds
2 Baths
1,890 sqft
404 Calmes Blvd,
Winchester, KY 40391
SOLD
JAN 5, 2026
$302,500
3 Beds
2.5 Baths
1,800 sqft
202 Dubuy Dr,
Winchester, KY 40391
Keller Williams Bluegrass Realty, Imagine MLS
SOLD
JAN 2, 2026
$282,900
3 Beds
2 Baths
1,454 sqft
165 Hilltop Dr,
Winchester, KY 40391
Kassie & Associates, Imagine MLS
SOLD
DEC 29, 2025
$439,000
4 Beds
3 Baths
2,844 sqft
129 Lana Ln,
Winchester, KY 40391
Keller Williams Bluegrass Realty, Imagine MLS
SOLD
DEC 29, 2025
$175,000
3 Beds
2 Baths
1,124 sqft
200 Madison Ave,
Winchester, KY 40391
Tru Life Real Estate, Imagine MLS
SOLD
DEC 29, 2025
$310,000
2 Beds
1 Bath
1,055 sqft
1996 White Conkwright Rd,
Winchester, KY 40391
United Real Estate Bluegrass, Imagine MLS
SOLD
DEC 27, 2025
$295,000
3 Beds
2 Baths
1,839 sqft
115 College St,
Winchester, KY 40391
Keller Williams Legacy Group, Imagine MLS
SOLD
DEC 23, 2025
$379,000
3 Beds
2 Baths
2,022 sqft
122 Lee Ann Ln,
Winchester, KY 40391
SOLD
DEC 23, 2025
$252,500
3 Beds
2 Baths
1,306 sqft
110 Albany Ln,
Winchester, KY 40391
Kentucky Residential Real Estate, LLC, Imagine MLS
SOLD
DEC 22, 2025
$345,000
4 Beds
3 Baths
2,520 sqft
145 Shanahan Ln,
Winchester, KY 40391
Freedom Realty & Property Management, Imagine MLS
SOLD
DEC 22, 2025
$192,565
3 Beds
2 Baths
1,092 sqft
246 Geronimo Ct,
Winchester, KY 40391
The Brokerage, Imagine MLS
SOLD
DEC 22, 2025
$525,000
6 Beds
4.5 Baths
3,846 sqft
1953 Cabin Creek Rd,
Winchester, KY 40391
Freedom Realty & Property Management, Imagine MLS
SOLD
DEC 19, 2025
$392,000
4 Beds
3.5 Baths
2,637 sqft
397 Calmes Blvd,
Winchester, KY 40391
Tru Life Real Estate, Imagine MLS
SOLD
DEC 19, 2025
$354,000
4 Beds
2.5 Baths
2,244 sqft
213 Hood Ave,
Winchester, KY 40391
RE/MAX Elite Lexington, Imagine MLS
SOLD
DEC 18, 2025
$335,000
3 Beds
2.5 Baths
1,730 sqft
2198 Goshen Rd,
Winchester, KY 40391
EXIT TOWN & COUNTRY REALTORS, Imagine MLS
SOLD
DEC 16, 2025
$524,000
3 Beds
2.5 Baths
4,933 sqft
160 Agawam Rd,
Winchester, KY 40391
Keller Williams Legacy Group, Imagine MLS
SOLD
DEC 11, 2025
$385,000
4 Beds
3 Baths
2,111 sqft
1731 Ford Hampton Rd,
Winchester, KY 40391
RE/MAX Creative, Winchester, Imagine MLS
SOLD
DEC 11, 2025
$250,000
3 Beds
2 Baths
1,109 sqft
308 English Miss Ct,
Winchester, KY 40391
SOLD
DEC 10, 2025
$203,900
3 Beds
1 Bath
925 sqft
25 Hiawatha Trl,
Winchester, KY 40391
Keller Williams Commonwealth, Imagine MLS
SOLD
DEC 10, 2025
$500
3 Beds
1 Bath
950 sqft
2 Pocahontas Trl,
Winchester, KY 40391
SOLD
DEC 10, 2025
$750,000
6 Beds
4 Baths
4,843 sqft
3900 Mount Sterling Rd,
Winchester, KY 40391
Freedom Realty & Property Management, Imagine MLS
SOLD
DEC 10, 2025
$660,000
4 Beds
2.5 Baths
2,770 sqft
420 Alexis Way,
Winchester, KY 40391
McCormick Realty Inc., Imagine MLS
SOLD
DEC 9, 2025
$300,000
3 Beds
2 Baths
1,844 sqft
13 Robyn Dr,
Winchester, KY 40391
Kentucky Residential Real Estate, LLC, Imagine MLS
SOLD
DEC 8, 2025
$131,250
3 Beds
2 Baths
1,109 sqft
324 English Miss Ct,
Winchester, KY 40391

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.