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Winchester
Winchester Properties
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7,960 Matches Found
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Square Footage
Recently Updated
$625,000
1924 Wades Mill Road, Winchester, KY
Closed
4BD
3BA
2,514SF
Last Modified:
5:49pm, August 28, 2025
IDX
$220,000
214 S Burns Avenue, Winchester, KY
Closed
4BD
2BA
2,170SF
Last Modified:
5:49pm, August 28, 2025
IDX
$264,900
400 Cricket Lane, Winchester, KY
Closed
3BD
2BA
1,422SF
Last Modified:
5:49pm, August 28, 2025
IDX
$140,000
25 Hughes Avenue, Winchester, KY
Closed
3BD
1BA
1,092SF
Last Modified:
5:49pm, August 28, 2025
IDX
$185,000
15 MacKay Avenue, Winchester, KY
Closed
4BD
2BA
1,850SF
Last Modified:
5:49pm, August 28, 2025
IDX
$245,000
3282 Old Ruckerville Road, Winchester, KY
Closed
4BD
2BA
2,340SF
Last Modified:
5:49pm, August 28, 2025
IDX
$375,000
2 Stoney Brook Drive, Winchester, KY
Closed
3BD
4BA
4,272SF
Last Modified:
5:49pm, August 28, 2025
IDX
$164,500
282 Winn Avenue, Winchester, KY
Closed
3BD
1BA
1,230SF
Last Modified:
5:49pm, August 28, 2025
IDX
$368,000
505 Colby Road, Winchester, KY
Closed
3BD
3BA
Last Modified:
5:48pm, 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.