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Winchester Real Estate & Winchester, KY Homes For Sale | Page 4

234 Homes
 
124 Gadwall Ln, Winchester, KY 40391
  • $645,000
  • 6Bd
  • 5Ba
  • 5,124 Sq Ft
107 Kittison Dr, Winchester, KY 40391
  • $179,000
  • 3Bd
  • 2Ba
  • 1,725 Sq Ft
702 Princeton Dr, Winchester, KY 40391
  • $125,000
  • 3Bd
  • 3Ba
  • 2,051 Sq Ft
203 Steve Cir, Winchester, KY 40391
  • $384,900
  • 3Bd
  • 3Ba
  • 1,976 Sq Ft
208 Buffalo Trce, Winchester, KY 40391
  • $149,000
  • 2Bd
  • 3Ba
  • 2,080 Sq Ft
5638 Ironworks Rd, Winchester, KY 40391
  • $130,000
  • 3Bd
  • 1Ba
  • 1,431 Sq Ft
654 Pine Rdg, Winchester, KY 40391
  • $275,000
  • 4Bd
  • 2Ba
  • 1,680 Sq Ft
48 Bon-haven Ave, Winchester, KY 40391
  • $249,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
127 Lindberg Ave, Winchester, KY 40391
  • $280,000
  • 4Bd
  • 3Ba
  • 1,967 Sq Ft
119 Winterberry Cir, Winchester, KY 40391
  • $439,900
  • 3Bd
  • 2Ba
  • 2,276 Sq Ft
285 Rose Dr, Winchester, KY 40391
  • $434,000
  • 3Bd
  • 2Ba
  • 1,928 Sq Ft
323 Skylark Dr, Winchester, KY 40391
  • $424,500
  • 5Bd
  • 4Ba
  • 3,674 Sq Ft
280 Ford Hampton Rd, Winchester, KY 40391
  • $255,000
  • 3.55 Acre
214 Center Dr, Winchester, KY 40391
  • $197,000
  • 3Bd
  • 1Ba
  • 1,193 Sq Ft
2550 Kiddville Rd, Winchester, KY 40391
  • $335,000
  • 3Bd
  • 2Ba
  • 1,836 Sq Ft
326 W Lexington Ave, Winchester, KY 40391
  • $225,000
  • 3Bd
  • 1Ba
  • 2,244 Sq Ft
1477 Sewell Shop Rd, Winchester, KY 40391
  • $675,000
  • 4Bd
  • 4Ba
  • 2,659 Sq Ft
102 Quail Ridge Rd, Winchester, KY 40391
  • $239,000
  • 3Bd
  • 3Ba
  • 1,856 Sq Ft
1509 Boonesboro Rd, Winchester, KY 40391
  • $1,850,000
  • 17.87 Acre
$150K
Photos coming soon
  • $269,000
  • 3Bd
  • 2Ba
  • 2,592 Sq Ft
287 Ecton Rd, Winchester, KY 40391
  • $194,900
  • 2Bd
  • 1Ba
  • 1,149 Sq Ft
5 S Burns Ave, Winchester, KY 40391
  • $139,000
  • 3Bd
  • 1Ba
  • 1,842 Sq Ft
119 Tower Ln, Winchester, KY 40391
  • $220,000
  • 3Bd
  • 1Ba
  • 1,272 Sq Ft
6699 Boonesboro Rd, Winchester, KY 40391
  • $195,000
  • —Bd
  • —Ba
424 Alexis Way, Winchester, KY 40391
  • $625,000
  • 3Bd
  • 3Ba
  • 2,405 Sq Ft
414 Alexis Way, Winchester, KY 40391
  • $665,000
  • 3Bd
  • 3Ba
  • 2,643 Sq Ft
425 Alexis Way, Winchester, KY 40391
  • $785,000
  • 4Bd
  • 3Ba
  • 2,476 Sq Ft
422 Alexis Way, Winchester, KY 40391
  • $635,000
  • 4Bd
  • 3Ba
  • 2,537 Sq Ft
107 Bella Shae Way, Winchester, KY 40391
  • $550,000
  • 3Bd
  • 3Ba
  • 2,200 Sq Ft
415 Alexis Way, Winchester, KY 40391
  • $700,000
  • 3Bd
  • 2Ba
  • 2,400 Sq Ft
113 Bella Shae Way, Winchester, KY 40391
  • $670,000
  • 3Bd
  • 2Ba
  • 2,261 Sq Ft
106 Bella Shae Way, Winchester, KY 40391
  • $645,000
  • 4Bd
  • 3Ba
  • 2,526 Sq Ft
111 Bella Shae Way, Winchester, KY 40391
  • $825,000
  • 3Bd
  • 3Ba
  • 2,995 Sq Ft
225 Jacob Ct, Winchester, KY 40391
  • $100,000
  • 0.37 Acre
135 Jacob Ct, Winchester, KY 40391
  • $110,000
  • 0.32 Acre
111 Jacob Ct, Winchester, KY 40391
  • $100,000
  • 0.32 Acre
165 Duclair Dr, Winchester, KY 40391
  • $100,000
  • 0.32 Acre
150 Duclair Dr, Winchester, KY 40391
  • $110,000
  • 0.35 Acre
160 Duclair Dr, Winchester, KY 40391
  • $110,000
  • 0.29 Acre
200 Duclair Dr, Winchester, KY 40391
  • $110,000
  • 0.38 Acre
141 Duclair Dr, Winchester, KY 40391
  • $100,000
  • 0.32 Acre
215 Duclair Dr, Winchester, KY 40391
  • $100,000
  • 0.31 Acre
120 Duclair Dr, Winchester, KY 40391
  • $110,000
  • 0.38 Acre
260 Duclair Dr, Winchester, KY 40391
  • $110,000
  • 0.5 Acre
139 Jacob Ct, Winchester, KY 40391
  • $110,000
  • 0.47 Acre
120 Knox Ct, Winchester, KY 40391
  • $150,000
  • 2.16 Acre
100 Duclair Dr, Winchester, KY 40391
  • $100,000
  • 0.68 Acre
125 Jacob Ct, Winchester, KY 40391
  • $110,000
  • 0.27 Acre
204 Wigeon Ct, Winchester, KY 40391
  • $49,500
  • 0.98 Acre
990 Craig Crossing Rd, Winchester, KY 40391
  • $175,000
  • 6.59 Acre
$20K
151 - 200 of 234 Homes for sale in Winchester, KY
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Winchester, KY real estate market trends

Statistics as of November 2026
$299K
Avg. list price
$167/Sqft
Avg. price/sqft
171
Homes for sale
1,848 Sqft
Avg. home size
101 Days
Avg. days on market
Movoto makes it easy to track market trends in Winchester, KY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winchester, KY?
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