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Winchester
Winchester Properties
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7,959 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$239,000
206 Buffalo Trace, Winchester, KY
Closed
3BD
3BA
1,737SF
Last Modified:
6:38am, August 29, 2025
IDX
$61,000
318 W Washington Street, Winchester, KY
Closed
2BD
1BA
800SF
Last Modified:
6:38am, August 29, 2025
IDX
$188,000
44 Buckner Street, Winchester, KY
Closed
3BD
1BA
1,309SF
Last Modified:
6:38am, August 29, 2025
IDX
$245,000
104 Georgia Street, Winchester, KY
Closed
3BD
2BA
1,758SF
Last Modified:
6:37am, August 29, 2025
IDX
$287,500
3479 Stamper Drive, Winchester, KY
Closed
4BD
2BA
2,015SF
Last Modified:
6:37am, August 29, 2025
IDX
$228,000
102 E Clark Drive, Winchester, KY
Closed
3BD
2BA
1,247SF
Last Modified:
6:37am, August 29, 2025
IDX
$150,000
370 E Washington Street, Winchester, KY
Closed
2BD
1BA
1,126SF
Last Modified:
6:36am, August 29, 2025
IDX
$222,000
544 Barlow Drive, Winchester, KY
Closed
3BD
2BA
1,280SF
Last Modified:
6:36am, August 29, 2025
IDX
$192,588
20 Elizabeth Street, Winchester, KY
Closed
3BD
2BA
1,258SF
Last Modified:
6:36am, August 29, 2025
IDX
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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.