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Winchester
Winchester Properties
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7,960 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$149,000
15 Madison Avenue, Winchester, KY
Closed
2BD
2BA
960SF
Last Modified:
6:23pm, August 28, 2025
IDX
$225,000
434 Wellington Way, Winchester, KY
Closed
3BD
2BA
1,200SF
Last Modified:
6:23pm, August 28, 2025
IDX
$250,000
564 Trapp Goffs Corner Road, Winchester, KY
Closed
3BD
2BA
1,960SF
Last Modified:
6:22pm, August 28, 2025
IDX
$112,360
540 S Maple Street, Winchester, KY
Closed
4BD
2BA
1,740SF
Last Modified:
6:22pm, August 28, 2025
IDX
$516,000
5078 Trapp Goffs Corner Road, Winchester, KY
Closed
5BD
5BA
4,479SF
Last Modified:
6:22pm, August 28, 2025
IDX
$265,000
108 Carter Drive, Winchester, KY
Closed
3BD
2BA
1,778SF
Last Modified:
6:21pm, August 28, 2025
IDX
$219,000
852 Harkins Drive, Winchester, KY
Closed
3BD
2BA
1,092SF
Last Modified:
6:21pm, August 28, 2025
IDX
$303,000
14 Euclid Avenue, Winchester, KY
Closed
5BD
3BA
3,660SF
Last Modified:
6:21pm, August 28, 2025
IDX
$255,000
1277 Fulton Road, Winchester, KY
Closed
3BD
3BA
1,736SF
Last Modified:
6:20pm, August 28, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
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Health Care
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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.