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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
$255,000
218 Abbeywood Drive, Winchester, KY
Closed
3BD
2BA
1,400SF
Last Modified:
6:27am, August 29, 2025
IDX
$530,000
281 Rose Drive, Winchester, KY
Closed
4BD
4BA
5,440SF
Last Modified:
6:27am, August 29, 2025
IDX
$260,000
211 Prescott Lane, Winchester, KY
Closed
3BD
3BA
1,461SF
Last Modified:
6:26am, August 29, 2025
IDX
$200,000
327 Maryland Avenue, Winchester, KY
Closed
4BD
1BA
1,907SF
Last Modified:
6:26am, August 29, 2025
IDX
$1,100,000
2819 Combs Ferry Road, Winchester, KY
Closed
4BD
4BA
4,640SF
Last Modified:
6:25am, August 29, 2025
IDX
$215,000
83 Hillcrest Drive, Winchester, KY
Closed
3BD
1BA
2,052SF
Last Modified:
6:25am, August 29, 2025
IDX
$230,000
210 Beaumont Place, Winchester, KY
Closed
3BD
2BA
2,310SF
Last Modified:
6:25am, August 29, 2025
IDX
$300,000
246 Boone Avenue, Winchester, KY
Closed
7BD
4BA
Last Modified:
6:25am, August 29, 2025
IDX
$415,000
1480 White Turley Pike, Winchester, KY
Closed
3BD
2BA
2,470SF
Last Modified:
6:24am, 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.