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Homes Under $650K Price For Sale in Winchester, KY | Page 2

206 Homes
 
405 Nick Ln, Winchester, KY 40391
  • $280,000
  • 2Bd
  • 1Ba
  • 1,344 Sq Ft
New 21 Hours
546 Constitution Dr, Winchester, KY 40391
  • $65,000
  • 2Bd
  • 2Ba
  • 924 Sq Ft
New 45 Hours
128 Cherokee Dr, Winchester, KY 40391
  • $299,900
  • 5Bd
  • 2Ba
  • 2,082 Sq Ft
New 3 Days
528 Estes Dr, Winchester, KY 40391
  • $219,900
  • 3Bd
  • 2Ba
  • 1,904 Sq Ft
New 5 Days
209 Boone Ave, Winchester, KY 40391
  • $255,000
  • 3Bd
  • 3Ba
  • 2,260 Sq Ft
New 7 Days
101 Alabama St, Winchester, KY 40391
  • $155,900
  • 1Bd
  • 2Ba
  • 1,056 Sq Ft
New 7 Days
443 S Maple St, Winchester, KY 40391
  • $325,000
  • 4Bd
  • 2Ba
  • 3,261 Sq Ft
$15K
563 Constitution Dr, Winchester, KY 40391
  • $99,500
  • 2Bd
  • 2Ba
  • 924 Sq Ft
$5.4K
59 Hillcrest Dr, Winchester, KY 40391
  • $249,000
  • 4Bd
  • 2Ba
  • 1,996 Sq Ft
$1K
175 Magnolia St, Winchester, KY 40391
  • $169,000
  • 3Bd
  • 1Ba
  • 1,046 Sq Ft
$10K
38 Mackay Ave, Winchester, KY 40391
  • $204,900
  • 3Bd
  • 1Ba
  • 1,128 Sq Ft
30 Virginia Ave, Winchester, KY 40391
  • $229,000
  • 3Bd
  • 1Ba
  • 1,050 Sq Ft
$10K
13 Maryland Ave, Winchester, KY 40391
  • $155,000
  • 2Bd
  • 1Ba
  • 1,472 Sq Ft
$4K
1780 Stoner-ephesus Rd, Winchester, KY 40391
  • $488,000
  • 4Bd
  • 3Ba
  • 2,496 Sq Ft
$10K
4305 Old Boonesboro Rd, Winchester, KY 40391
  • $275,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
$20K
11 Stoney Brook Dr, Winchester, KY 40391
  • $355,000
  • 3Bd
  • 2Ba
  • 1,990 Sq Ft
$4K
1320 Fulton Rd, Winchester, KY 40391
  • $435,000
  • 0.22 Acre
$15K
3 Nunnelly Ct, Winchester, KY 40391
  • $205,000
  • 3Bd
  • 2Ba
  • 1,319 Sq Ft
$10K
24 Spring St, Winchester, KY 40391
  • $160,000
  • 3Bd
  • 1Ba
  • 1,173 Sq Ft
$15K
16 Denny Ave, Winchester, KY 40391
  • $58,500
  • 3Bd
  • 1Ba
  • 1,152 Sq Ft
$20K
127 Bay Hill Dr, Winchester, KY 40391
  • $249,000
  • 3Bd
  • 3Ba
  • 1,664 Sq Ft
$5.9K
606 College St, Winchester, KY 40391
  • $199,000
  • 2Bd
  • 1Ba
  • 1,154 Sq Ft
$6.4K
15 Kittison Dr, Winchester, KY 40391
  • $265,000
  • 3Bd
  • 2Ba
  • 1,776 Sq Ft
$5K
527 Hidden Hills Way, Winchester, KY 40391
  • $219,500
  • 3Bd
  • 2Ba
  • 1,130 Sq Ft
$10K
380 Howard Creek Rd, Winchester, KY 40391
  • $326,000
  • 48.54 Acre
$1K
130 Winterberry Cir, Winchester, KY 40391
  • $544,900
  • 5Bd
  • 4Ba
  • 3,741 Sq Ft
$5K
2725 Goshen Rd, Winchester, KY 40391
  • $385,000
  • 3Bd
  • 2Ba
  • 1,344 Sq Ft
443 Oxford Dr, Winchester, KY 40391
  • $495,000
  • 2Bd
  • 2Ba
  • 1,054 Sq Ft
$34K
322 Calmes Blvd, Winchester, KY 40391
  • $379,000
  • 3Bd
  • 3Ba
  • 2,204 Sq Ft
$10K
351 Boone Ave, Winchester, KY 40391
  • $379,000
  • 4Bd
  • 2Ba
  • 3,306 Sq Ft
$16K
1024 Flanagan Station Rd, Winchester, KY 40391
  • $419,000
  • 3Bd
  • 2Ba
  • 2,942 Sq Ft
$10K
2395 Paris Rd, Winchester, KY 40391
  • $100,000
  • 0.52 Acre
$21.5K
275 Runnymeade Dr, Winchester, KY 40391
  • $524,900
  • 3Bd
  • 3Ba
  • 2,514 Sq Ft
187 Hawthorne Dr, Winchester, KY 40391
  • $415,000
  • 3Bd
  • 2Ba
  • 2,027 Sq Ft
$5K
3686 Crowe Ridge Rd, Winchester, KY 40391
  • $219,900
  • 23.83 Acre
107 Hibiscus Ln, Winchester, KY 40391
  • $369,900
  • 4Bd
  • 3Ba
  • 1,978 Sq Ft
$9.1K
4095 Basin Springs Rd, Winchester, KY 40391
  • $350,000
  • 7.31 Acre
$50K
65 Fitch Ave, Winchester, KY 40391
  • $139,900
  • 3Bd
  • 2Ba
  • 1,680 Sq Ft
$4K
309 Gallahadion Ct, Winchester, KY 40391
  • $357,000
  • 3Bd
  • 3Ba
  • 1,945 Sq Ft
$2K
750 Craig Xing, Winchester, KY 40391
  • $154,900
  • 2.53 Acre
955 Right Angle Rd, Winchester, KY 40391
  • $258,900
  • 2Bd
  • 1Ba
  • 849 Sq Ft
$10K
14 Cook Ave, Winchester, KY 40391
  • $209,000
  • 3Bd
  • 2Ba
  • 1,261 Sq Ft
$10K
0 Fairholme Way, Winchester, KY 40391
  • $399,000
  • 11.3 Acre
287 Logan Lick Rd, Winchester, KY 40391
  • $435,000
  • 3Bd
  • 2Ba
  • 1,680 Sq Ft
$30K
502 W Lexington Ave, Winchester, KY 40391
  • $340,000
  • 4Bd
  • 5Ba
  • 4,798 Sq Ft
$10K
38 N Burns Ave, Winchester, KY 40391
  • $310,000
  • 4Bd
  • 3Ba
  • 2,310 Sq Ft
$10K
229 S Highland St, Winchester, KY 40391
  • $160,000
  • 4Bd
  • 3Ba
  • 3,462 Sq Ft
$5K
3385 Colby Rd, Winchester, KY 40391
  • $150,000
  • 2.77 Acre
110 White Conkwright Rd, Winchester, KY 40391
  • $490,000
  • 5Bd
  • 3Ba
  • 3,102 Sq Ft
$25K
404 Mount Vernon Dr, Winchester, KY 40391
  • $124,000
  • 2Bd
  • 2Ba
  • 1,360 Sq Ft
$10.9K
51 - 100 of 206 Homes 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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