business@luxorkyhomes.com
+1 (859) 300-6508
Home
About Us
Neighborhoods
Lexington
Nicholasville
Winchester
Frankfort
Georgetown
Richmond
Versailles
Midway
Contact Us
Responsive Menu
Home
About Us
Neighborhoods
▼
Lexington
Nicholasville
Winchester
Frankfort
Georgetown
Richmond
Versailles
Midway
Contact Us
Winchester
Winchester Properties
Sign up or log in
Open Map
7,952 Matches Found
Listings Per Page
5
10
15
20
25
Sort by
List price (High to Low)
List price (Low to High)
# Bedrooms
# Bathrooms
Year Built
Square Footage
Recently Updated
New Listing
$269,900
221 S Highland Street, Winchester, KY
Active
5BD
3BA
3,007SF
Last Modified:
9:30pm, October 29, 2025
IDX
New Listing
$439,900
17 W Lexington Avenue, Winchester, KY
Active
8BD
8BA
4,000SF
Last Modified:
9:20pm, October 29, 2025
IDX
$374,900
110 Hampton Ave Exd, Winchester, KY
Contingent
4BD
3BA
2,516SF
Last Modified:
6:43pm, October 29, 2025
IDX
$325,000
118 Strawberry Lane, Winchester, KY
Pending
4BD
3BA
2,008SF
Last Modified:
5:35pm, October 29, 2025
IDX
$325,000
1508 Ford Hampton Road, Winchester, KY
Active
2BD
1BA
1,531SF
Last Modified:
3:57pm, October 29, 2025
IDX
$240,200
203 Inverness Lane, Winchester, KY
Closed
3BD
3BA
1,935SF
Last Modified:
3:18pm, October 29, 2025
IDX
$299,999
16 N Main Street, Winchester, KY
Active
2,310SF
Last Modified:
3:11pm, October 29, 2025
IDX
$429,000
1857 Ironworks Road, Winchester, KY
Contingent
5BD
3BA
2,924SF
Last Modified:
1:57am, October 29, 2025
IDX
$580,000
670 Lillies Ferry Road, Winchester, KY
Active
3BD
2BA
2,053SF
Last Modified:
12:04am, October 29, 2025
IDX
Previous
1
2
3
4
5
6
7
8
9
10
...
884
Next
Information deemed reliable but not guaranteed.
Search powered by FBS Products
Nearby Areas
Explore popular things to do in the areas.
Education
Commute
Health Care
Park & Recreation
Crime & Saftey
Two kids: assigned school quality, extracurriculars, after-school care, and safe walk/bus routes.
Working parents: drop-off logistics and before/after-school options.
Working parents:
daily time cost and reliability of commutes.
Kids:
longer travel times for school activities and after-school logistics.
Elder:
slightly longer travel for Lexington specialists.
Kids:
local pediatric coverage and urgent care access in Winchester.
Retired elder:
proximity to Clark Regional for emergencies and reliable route to Lexington for specialists.
Measure drive time to Clark Regional Medical Center and the fastest route to Lexington hospitals you’d use.
Call local primary-care/pediatric offices and home-health agencies to check patient acceptance and wait times.
If specific specialties are needed (cardiology, neurology, geriatric), confirm how often those clinics run in Winchester vs. require Lexington visits.
Kids:
sports fields, playgrounds, pool/rec programming.
Retired elder:
short walks, benches, senior programs and community events.
Visit Lykins Park, College Park, and neighborhood parks at different times to check crowding/noise.
Confirm sidewalks and safe walking routes from the street to parks/schools.
Check Parks & Rec program schedules (youth leagues, adult/senior classes).
Kids:
safe routes to school and parks.
Working parents:
secure home/garage and safe evening travel.
Retired elder:
good street lighting and reliable emergency response.