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Winchester
Winchester Properties
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7,952 Matches Found
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Square Footage
Recently Updated
$240,000
3020 Dry Fork Creek Road, Winchester, KY
Closed
Last Modified:
2:25pm, October 26, 2025
IDX
$300,000
407 Corinne Court, Winchester, KY
Active
3BD
2BA
1,352SF
Last Modified:
6:33am, October 26, 2025
IDX
$1,750
316 Silverton Way, Winchester, KY
Closed
3BD
2BA
1,727SF
Last Modified:
1:41pm, October 25, 2025
IDX
$217,000
140 Cherokee Drive, Winchester, KY
Closed
3BD
1BA
1,134SF
Last Modified:
5:18am, October 25, 2025
IDX
$245,000
231 Leslie Drive, Winchester, KY
Closed
3BD
2BA
1,438SF
Last Modified:
11:48pm, October 24, 2025
IDX
$320,000
104 Teakwood Court, Winchester, KY
Contingent
4BD
3BA
1,970SF
Last Modified:
9:15pm, October 24, 2025
IDX
$379,000
121 Fitch Avenue, Winchester, KY
Active
4BD
3BA
2,100SF
Last Modified:
8:31pm, October 24, 2025
IDX
$375,000
23 1/2 Wheeler Avenue, Winchester, KY
Active
8BD
4BA
3,706SF
Last Modified:
6:40pm, October 24, 2025
IDX
$209,900
222 HOLIDAY Road, Winchester, KY
Pending
3BD
1BA
1,100SF
Last Modified:
6:30pm, October 24, 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.