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Winchester
Winchester Properties
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8,003 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$140,000
118 Kittison Drive, Winchester, KY
Closed
3BD
2BA
1,588SF
Last Modified:
5:06pm, November 25, 2025
IDX
$140,000
220 Pendleton Street, Winchester, KY
Closed
2BD
1BA
902SF
Last Modified:
3:49pm, November 25, 2025
IDX
$265,000
174 Hidden Grove Lane, Winchester, KY
Active
2BD
2BA
1,521SF
Last Modified:
3:21pm, November 25, 2025
IDX
$525,000
808 Bypass Road, Winchester, KY
Active
2BD
2BA
5,054SF
Last Modified:
9:24pm, November 24, 2025
IDX
$525,000
808 Bypass Road, Winchester, KY
Active
5,054SF
Last Modified:
9:23pm, November 24, 2025
IDX
$785,000
425 Alexis Way, Winchester, KY
Active
4BD
3BA
2,476SF
Last Modified:
7:22pm, November 24, 2025
IDX
$670,000
113 Bella Shae Way, Winchester, KY
Active
3BD
2BA
2,261SF
Last Modified:
7:21pm, November 24, 2025
IDX
$700,000
415 Alexis Way, Winchester, KY
Active
3BD
2BA
2,400SF
Last Modified:
7:21pm, November 24, 2025
IDX
$635,000
422 Alexis Way, Winchester, KY
Active
4BD
3BA
2,537SF
Last Modified:
7:19pm, November 24, 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.