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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
$288,300
318 Hanover Drive, Winchester, KY
Closed
3BD
2BA
1,320SF
Last Modified:
6:11am, August 29, 2025
IDX
$330,000
150 Privacy Lane, Winchester, KY
Closed
3BD
3BA
2,784SF
Last Modified:
6:11am, August 29, 2025
IDX
$270,000
129 Ashley Drive, Winchester, KY
Closed
3BD
3BA
1,884SF
Last Modified:
6:11am, August 29, 2025
IDX
$95,000
305 W Hickman Street, Winchester, KY
Closed
3BD
3BA
1,584SF
Last Modified:
6:11am, August 29, 2025
IDX
$197,000
106 Inverness Lane, Winchester, KY
Closed
3BD
3BA
1,340SF
Last Modified:
6:10am, August 29, 2025
IDX
$287,000
403 Corinne Court, Winchester, KY
Closed
3BD
2BA
1,613SF
Last Modified:
6:10am, August 29, 2025
IDX
$233,000
426 Verna Drive, Winchester, KY
Closed
3BD
2BA
1,848SF
Last Modified:
6:10am, August 29, 2025
IDX
$100,000
29 Holly Avenue, Winchester, KY
Closed
3BD
1BA
1,911SF
Last Modified:
6:10am, August 29, 2025
IDX
$162,000
37 Jackson Street, Winchester, KY
Closed
3BD
1BA
1,400SF
Last Modified:
6:10am, August 29, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
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.