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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
$149,900
114 Holly Avenue, Winchester, KY
Closed
4BD
2BA
1,520SF
Last Modified:
6:18pm, August 28, 2025
IDX
$245,000
203 Orchid Court, Winchester, KY
Closed
3BD
2BA
1,344SF
Last Modified:
6:18pm, August 28, 2025
IDX
$264,900
810 Howards Creek Road, Winchester, KY
Closed
3BD
2BA
1,260SF
Last Modified:
6:18pm, August 28, 2025
IDX
$244,900
857 Stratton Lane, Winchester, KY
Closed
3BD
2BA
1,507SF
Last Modified:
6:16pm, August 28, 2025
IDX
$329,900
214 Honeysuckle Lane, Winchester, KY
Closed
5BD
3BA
2,219SF
Last Modified:
6:16pm, August 28, 2025
IDX
$342,812
120 Gibson Way, Winchester, KY
Closed
4BD
3BA
2,719SF
Last Modified:
6:16pm, August 28, 2025
IDX
$663,500
1909 Gay Evans Road, Winchester, KY
Closed
4BD
3BA
3,200SF
Last Modified:
6:16pm, August 28, 2025
IDX
$121,500
413 Country Club Drive, Winchester, KY
Closed
2BD
2BA
1,100SF
Last Modified:
6:16pm, August 28, 2025
IDX
$185,000
21 Vine Street, Winchester, KY
Closed
3BD
1BA
1,080SF
Last Modified:
6:15pm, August 28, 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.