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Winchester
Winchester Properties
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7,961 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$85,500
20 3rd Street, Winchester, KY
Closed
4BD
1BA
1,710SF
Last Modified:
5:34am, August 29, 2025
IDX
$560,000
140 Lana Lane, Winchester, KY
Closed
4BD
5BA
3,457SF
Last Modified:
5:34am, August 29, 2025
IDX
$230,000
23 Lakeview Drive, Winchester, KY
Closed
3BD
2BA
1,440SF
Last Modified:
5:34am, August 29, 2025
IDX
$464,900
275 Runnymeade Drive, Winchester, KY
Closed
3BD
3BA
2,495SF
Last Modified:
5:34am, August 29, 2025
IDX
$175,000
4 Elm Street, Winchester, KY
Closed
3BD
2BA
1,200SF
Last Modified:
5:34am, August 29, 2025
IDX
$284,000
141 Ashley Drive, Winchester, KY
Closed
2BD
3BA
1,694SF
Last Modified:
5:34am, August 29, 2025
IDX
$207,500
122 Sunset Heights, Winchester, KY
Closed
3BD
2BA
1,715SF
Last Modified:
5:34am, August 29, 2025
IDX
$189,000
29 Locust Drive Drive, Winchester, KY
Closed
3BD
1BA
1,015SF
Last Modified:
5:33am, August 29, 2025
IDX
$140,000
134 Central Avenue, Winchester, KY
Closed
3BD
2BA
1,946SF
Last Modified:
5:33am, August 29, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
Commute
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.