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Winchester
Winchester Properties
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7,960 Matches Found
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Year Built
Square Footage
Recently Updated
$320,000
2385 Clintonville Road, Winchester, KY
Closed
3BD
4BA
3,050SF
Last Modified:
7:14pm, August 28, 2025
IDX
$130,000
454 Trapp Goff's Corner Road, Winchester, KY
Closed
3BD
1BA
1,300SF
Last Modified:
7:02pm, August 28, 2025
IDX
$320,000
3232 Old Ruckerville Road, Winchester, KY
Closed
3BD
2BA
1,424SF
Last Modified:
6:59pm, August 28, 2025
IDX
$225,000
108 Mallard Lane, Winchester, KY
Closed
4BD
1BA
1,754SF
Last Modified:
6:59pm, August 28, 2025
IDX
$169,000
5 Kentucky Street, Winchester, KY
Closed
2BD
1BA
1,634SF
Last Modified:
6:58pm, August 28, 2025
IDX
$256,000
11 Harris Drive, Winchester, KY
Closed
3BD
1BA
1,740SF
Last Modified:
6:57pm, August 28, 2025
IDX
$225,000
445 Chaucer Court, Winchester, KY
Closed
3BD
2BA
1,266SF
Last Modified:
6:57pm, August 28, 2025
IDX
$45,000
205 E Washington Street, Winchester, KY
Closed
3BD
1BA
1,670SF
Last Modified:
6:57pm, August 28, 2025
IDX
$351,500
314 Briarwood Lane, Winchester, KY
Closed
4BD
4BA
3,968SF
Last Modified:
6:57pm, August 28, 2025
IDX
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Nearby Areas
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Education
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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.