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Winchester
Winchester Properties
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7,960 Matches Found
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Recently Updated
$107,000
25 Oliver Street, Winchester, KY
Closed
3BD
1BA
900SF
Last Modified:
6:05pm, August 28, 2025
IDX
$182,500
332 Carolina Avenue, Winchester, KY
Closed
3BD
1BA
1,050SF
Last Modified:
6:05pm, August 28, 2025
IDX
$305,000
2845 Schollsville Road, Winchester, KY
Closed
4BD
1BA
3,149SF
Last Modified:
6:05pm, August 28, 2025
IDX
$135,000
35 Wheeler Avenue, Winchester, KY
Closed
3BD
2BA
1,069SF
Last Modified:
6:05pm, August 28, 2025
IDX
$230,000
16 Apache Trail, Winchester, KY
Closed
5BD
2BA
1,831SF
Last Modified:
6:05pm, August 28, 2025
IDX
$479,000
12 Moundale Avenue, Winchester, KY
Closed
4BD
3BA
3,236SF
Last Modified:
6:05pm, August 28, 2025
IDX
$20,000
46 Hughes Avenue, Winchester, KY
Closed
2BD
1BA
679SF
Last Modified:
6:05pm, August 28, 2025
IDX
$107,500
541 Constitution Drive, Winchester, KY
Closed
3BD
2BA
1,440SF
Last Modified:
6:02pm, August 28, 2025
IDX
$240,000
328 S Burns Avenue, Winchester, KY
Closed
3BD
2BA
Last Modified:
6:02pm, August 28, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
Commute
Health Care
Park & Recreation
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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.