Movoto Real Estate

Winchester Real Estate & Winchester, KY Homes For Sale | Page 2

234 Homes
 
107 Hibiscus Ln, Winchester, KY 40391
  • $369,900
  • 4Bd
  • 3Ba
  • 1,978 Sq Ft
New 18 Hours
16 Denny Ave, Winchester, KY 40391
  • $58,500
  • 3Bd
  • 1Ba
  • 1,152 Sq Ft
New 3 Days
11304 Irvine Rd, Winchester, KY 40391
  • $248,900
  • 3Bd
  • 1Ba
  • 2,249 Sq Ft
New 5 Days
317 Vanover Way, Winchester, KY 40391
  • $249,900
  • 3Bd
  • 2Ba
  • 1,492 Sq Ft
8 Monroe Ave, Winchester, KY 40391
  • $299,900
  • 3Bd
  • 2Ba
  • 1,444 Sq Ft
128 Cherokee Dr, Winchester, KY 40391
  • $296,900
  • 5Bd
  • 2Ba
  • 2,082 Sq Ft
$3K
528 Estes Dr, Winchester, KY 40391
  • $219,900
  • 3Bd
  • 2Ba
  • 1,904 Sq Ft
$10K
330 Spencer Ln, Winchester, KY 40391
  • $769,900
  • 3Bd
  • 3Ba
  • 2,200 Sq Ft
38 Mackay Ave, Winchester, KY 40391
  • $204,900
  • 3Bd
  • 1Ba
  • 1,128 Sq Ft
600 College St, Winchester, KY 40391
  • $215,000
  • 3Bd
  • 2Ba
  • 1,737 Sq Ft
$5K
609 W Barlow Dr, Winchester, KY 40391
  • $375,000
  • 4Bd
  • 2Ba
  • 1,828 Sq Ft
1039 Cole Rd, Winchester, KY 40391
  • $895,000
  • 4Bd
  • 3Ba
  • 3,103 Sq Ft
Open SUN 1-3
335 Newcastle Ln, Winchester, KY 40391
  • $304,900
  • 3Bd
  • 3Ba
  • 1,904 Sq Ft
6 French Ave, Winchester, KY 40391
  • $296,000
  • 4Bd
  • 2Ba
  • 1,953 Sq Ft
$23.9K
4578 Combs Ferry Rd, Winchester, KY 40391
  • $1,500,000
  • 3Bd
  • 2Ba
  • 1,860 Sq Ft
7353 Ironworks Rd, Winchester, KY 40391
  • $390,000
  • 4Bd
  • 1Ba
  • 2,063 Sq Ft
345 Providence Ln, Winchester, KY 40391
  • $875,000
  • 120 Acre
$75K
115 Quail Ridge Rd, Winchester, KY 40391
  • $219,900
  • 3Bd
  • 3Ba
  • 1,522 Sq Ft
$5.1K
1780 Stoner-ephesus Rd, Winchester, KY 40391
  • $488,000
  • 4Bd
  • 3Ba
  • 2,496 Sq Ft
$10K
199 Midway Rd, Winchester, KY 40391
  • $45,000
  • 5.59 Acre
5960 Van Meter Rd, Winchester, KY 40391
  • $855,000
  • 3Bd
  • 3Ba
  • 2,872 Sq Ft
135 E Broadway St, Winchester, KY 40391
  • $350,000
  • 3Bd
  • 3Ba
  • 2,592 Sq Ft
4305 Old Boonesboro Rd, Winchester, KY 40391
  • $275,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
$20K
209 E Washington St, Winchester, KY 40391
  • $159,000
  • 3Bd
  • 1Ba
  • 1,249 Sq Ft
$6K
11 Stoney Brook Dr, Winchester, KY 40391
  • $349,000
  • 3Bd
  • 2Ba
  • 1,990 Sq Ft
$6K
54 Locust Dr, Winchester, KY 40391
  • $244,000
  • 3Bd
  • 2Ba
  • 1,692 Sq Ft
104 Teal Ln, Winchester, KY 40391
  • $629,000
  • 5Bd
  • 4Ba
  • 5,011 Sq Ft
$10K
217 Wades Mill Rd, Winchester, KY 40391
  • $785,000
  • 5Bd
  • 3Ba
  • 4,676 Sq Ft
1400 Craig Xing, Winchester, KY 40391
  • $1,400,000
  • 4Bd
  • 4Ba
  • 5,613 Sq Ft
15 Moundale Ave, Winchester, KY 40391
  • $359,900
  • 3Bd
  • 2Ba
  • 2,269 Sq Ft
204 Jett Dr, Winchester, KY 40391
  • $365,900
  • 3Bd
  • 2Ba
  • 1,558 Sq Ft
206 Jett Dr, Winchester, KY 40391
  • $365,900
  • 3Bd
  • 2Ba
  • 1,635 Sq Ft
1320 Fulton Rd, Winchester, KY 40391
  • $435,000
  • 0.22 Acre
$15K
24 Spring St, Winchester, KY 40391
  • $160,000
  • 3Bd
  • 1Ba
  • 1,173 Sq Ft
$15K
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
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
  • $349,000
  • 4Bd
  • 2Ba
  • 3,306 Sq Ft
$30K
510 612 Quisenberry Ln, Winchester, KY 40391
  • $3,450,000
  • 2Bd
  • 3Ba
  • 2,725 Sq Ft
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
2180 Big Stoner Rd, Winchester, KY 40391
  • $749,900
  • 3Bd
  • 3Ba
  • 2,735 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
4095 Basin Springs Rd, Winchester, KY 40391
  • $350,000
  • 7.31 Acre
$50K
51 - 100 of 234 Homes for sale in Winchester, KY
1 2 3 4 5
By entering my info and clicking Submit, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Explore nearby locations

The prices shown are the median list prices.

Narrow your search

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?
Schools
Winchester, KY Schools. Ratings provided by great school See all…

Frequently Asked Questions about Winchester, KY

Meet with a real estate agent today (844) 417-0593
  • Movoto Logo
  • Download IOS APP Download Android APP
The multiple listing information is provided by Metro Search, Inc.. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search, Inc. Real estate listings held by brokerage firms other than Movoto are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about each listing includes the name of the listing broker. IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Copyright 2026 Metro Search, Inc.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Imagine MLS, Real estate listings held by IDX Brokerage firms other than Movoto's are marked with the IDX Logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. Data deemed reliable but not guaranteed and should be independently verified. ©2026 Imagine MLS. All rights reserved
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.