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Single Family Homes For Sale in Winchester, KY | Page 3

158 Homes
 
520 College St, Winchester, KY 40391
  • $199,900
  • 3Bd
  • 1Ba
  • 1,272 Sq Ft
2550 Kiddville Rd, Winchester, KY 40391
  • $335,000
  • 3Bd
  • 2Ba
  • 1,836 Sq Ft
8 Monroe Ave, Winchester, KY 40391
  • $299,900
  • 3Bd
  • 2Ba
  • 1,444 Sq Ft
19 Victory Ave, Winchester, KY 40391
  • $285,000
  • 3Bd
  • 2Ba
  • 1,780 Sq Ft
1255 The Ridings, Winchester, KY 40391
  • $775,000
  • 6Bd
  • 4Ba
  • 3,789 Sq Ft
6590 Ironworks Rd, Winchester, KY 40391
  • $125,000
  • 1Bd
  • 1Ba
  • 779 Sq Ft
33 Bon-haven Ave, Winchester, KY 40391
  • $249,000
  • 3Bd
  • 2Ba
  • 1,386 Sq Ft
117 Mallard Ln, Winchester, KY 40391
  • $389,900
  • 4Bd
  • 3Ba
  • 2,676 Sq Ft
118 College St, Winchester, KY 40391
  • $309,900
  • 3Bd
  • 2Ba
  • 2,138 Sq Ft
Photos coming soon
  • $269,000
  • 3Bd
  • 2Ba
  • 2,592 Sq Ft
377 Crescent Ave, Winchester, KY 40391
  • $239,900
  • 3Bd
  • 2Ba
  • 1,533 Sq Ft
244 Prescott Ln, Winchester, KY 40391
  • $264,900
  • 3Bd
  • 2Ba
  • 1,323 Sq Ft
327 Primrose Ln, Winchester, KY 40391
  • $369,900
  • 4Bd
  • 2Ba
  • 1,636 Sq Ft
358 Hanover Dr, Winchester, KY 40391
  • $329,000
  • 3Bd
  • 2Ba
  • 1,480 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
225 Buffalo Trce, Winchester, KY 40391
  • $189,900
  • 3Bd
  • 2Ba
  • 915 Sq Ft
522 Acadia Way, Winchester, KY 40391
  • $225,000
  • 4Bd
  • 2Ba
  • 1,400 Sq Ft
215 Robyn Dr, Winchester, KY 40391
  • $249,900
  • 3Bd
  • 1Ba
  • 1,250 Sq Ft
330 Vanover Way, Winchester, KY 40391
  • $219,900
  • 3Bd
  • 3Ba
  • 1,416 Sq Ft
123 Winterberry Cir, Winchester, KY 40391
  • $519,900
  • 4Bd
  • 3Ba
  • 3,792 Sq Ft
528 Estes Dr, Winchester, KY 40391
  • $229,900
  • 3Bd
  • 2Ba
  • 1,904 Sq Ft
2195 Pretty Run Rd, Winchester, KY 40391
  • $460,000
  • 3Bd
  • 2Ba
  • 2,062 Sq Ft
148 Hidden Grove Ln, Winchester, KY 40391
  • $169,000
  • 2Bd
  • 2Ba
  • 1,100 Sq Ft
13 Long Ave, Winchester, KY 40391
  • $219,000
  • 3Bd
  • 2Ba
  • 1,297 Sq Ft
132 Lana Ln, Winchester, KY 40391
  • $699,000
  • 4Bd
  • 5Ba
  • 4,255 Sq Ft
406 Lynnway Dr, Winchester, KY 40391
  • $410,000
  • 4Bd
  • 2Ba
  • 2,435 Sq Ft
224 W Hickman St, Winchester, KY 40391
  • $300,000
  • 4Bd
  • 2Ba
  • 2,479 Sq Ft
227 Leslie Dr, Winchester, KY 40391
  • $234,900
  • 3Bd
  • 2Ba
  • 1,108 Sq Ft
267 Runnymeade Dr, Winchester, KY 40391
  • $529,900
  • 4Bd
  • 3Ba
  • 2,732 Sq Ft
2379 Big Stoner Rd, Winchester, KY 40391
  • $259,900
  • 3Bd
  • 1Ba
  • 2,444 Sq Ft
32 Jackson St, Winchester, KY 40391
  • $189,000
  • 3Bd
  • 1Ba
  • 1,152 Sq Ft
6699 Boonesboro Rd, Winchester, KY 40391
  • $195,000
  • —Bd
  • —Ba
128 Cherokee Dr, Winchester, KY 40391
  • $299,900
  • 5Bd
  • 2Ba
  • 2,082 Sq Ft
491 Hidden Hills Way, Winchester, KY 40391
  • $209,500
  • 3Bd
  • 2Ba
  • 1,200 Sq Ft
608 Colby Rd, Winchester, KY 40391
  • $360,000
  • 3Bd
  • 3Ba
  • 1,803 Sq Ft
119 Gibson Way, Winchester, KY 40391
  • $344,900
  • 4Bd
  • 3Ba
  • 2,325 Sq Ft
665 Lillies Ferry Rd, Winchester, KY 40391
  • $545,000
  • —Bd
  • —Ba
600 Boone Ave, Winchester, KY 40391
  • $519,900
  • 4Bd
  • 5Ba
  • 4,173 Sq Ft
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
205 Providence Ln, Winchester, KY 40391
  • $269,900
  • 3Bd
  • 1Ba
  • 1,644 Sq Ft
500 Hidden Hills Way, Winchester, KY 40391
  • $204,900
  • 3Bd
  • 2Ba
  • 1,120 Sq Ft
101 - 150 of 158 Houses for sale in Winchester, KY
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Winchester, KY real estate market trends

Statistics as of October 2026
$304K
Avg. list price
$173/Sqft
Avg. price/sqft
166
Homes for sale
1,828 Sqft
Avg. home size
102 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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