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Winchester
Winchester Properties
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7,958 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$240,000
458 Wellington Way, Winchester, KY
Closed
3BD
3BA
1,628SF
Last Modified:
6:44am, August 29, 2025
IDX
$252,000
27 Cherokee Court, Winchester, KY
Closed
3BD
2BA
1,750SF
Last Modified:
6:44am, August 29, 2025
IDX
$240,000
2417 Old Boonesboro Road, Winchester, KY
Closed
3BD
1BA
1,732SF
Last Modified:
6:44am, August 29, 2025
IDX
$350,000
21 Colby Hills Drive, Winchester, KY
Closed
4BD
3BA
3,095SF
Last Modified:
6:44am, August 29, 2025
IDX
$190,000
110 Quail Ridge Road, Winchester, KY
Closed
3BD
2BA
1,617SF
Last Modified:
6:43am, August 29, 2025
IDX
$275,000
117 Buckingham Lane, Winchester, KY
Closed
3BD
2BA
1,260SF
Last Modified:
6:43am, August 29, 2025
IDX
$165,000
430 Country Club Drive, Winchester, KY
Closed
2BD
2BA
1,260SF
Last Modified:
6:43am, August 29, 2025
IDX
$170,000
20 3rd Street, Winchester, KY
Closed
3BD
2BA
1,710SF
Last Modified:
6:43am, August 29, 2025
IDX
$245,000
454-500 Trapp Goffs Corner, Winchester, KY
Closed
3BD
1BA
1,160SF
Last Modified:
6:43am, August 29, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
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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.