363 S Main Street, Winchester, Kentucky, 40391


Listing Courtesy of HomeLand Real Estate Inc, Zachary Otis

Active
$225,000
Single Family / Detached
3 bds
2 ba
25502680



Built in the 1940s, this 3-bedroom, 2-bath home blends timeless character with thoughtful updates. Enjoy original wood floors, a spiral staircase, a gorgeous fireplace, and an updated kitchen with ample storage. Flexible nooks, a huge master closet, and mudroom add convenience. Outdoor living shines with a covered front porch, oversized back deck, and private backyard. Walk to downtown shops, restaurants, farmers market, and local festivals! Inspection report and details of recent seller updates are available upon request—move in with confidence and enjoy all this home has to offer!

Property Details

Status Active
Price $225,000
Property Type Single Family / Detached
Property Size 2,142 Sqft
Lot Size 0.49 Acre
Bedrooms 3 bds
Bathrooms 2 ba
Courtesy of HomeLand Real Estate Inc, Zachary Otis
Provided By ImagineMLS
Last checked on ImagineMLS 11/5/2025 2:30:07 PM
Last Update from ImagineMLS 11/5/2025 2:35:19 PM
Year built 1940

Address & Directions

Address 363 S Main Street
City Winchester
State Kentucky
County Clark
Postal Code 40391
Directions From I-64, turn onto 627 Paris Road to Winchester, after 1.6 miles turn left onto W Lexington Avenue. Finally, turn right onto South Main and the home will be on your left after half a mile.

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Above Grade Finished Area: 2142
Below Grade Finished Area: 0
Fireplace Features: Great Room
Fireplaces Total : 1
Appliances : Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range
Flooring : Carpet, Hardwood, Tile
Levels : One
Cooling: Electric
Heating : Natural Gas
Construction Materials: Vinyl Siding
Parking Features: Driveway
Utilities : Electricity Connected, Sewer Connected, Water Connected
Water Source : Public
Sewer Source : Public Sewer
Other Structures: Shed(s)

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I agree to be contacted by the United Real Estate Bluegrass office for real estate services via call, email and/or text. Message frequency varies. To opt out, you can reply "stop" at any time or click the unsubscribe link in the emails. Message and data rates may apply. Reply HELP for help. View Terms of Service and Privacy Policy. If you'd like to unsubscribe click here.