27-29 S Main Street
27 S Main St, Winchester, KY 40391

Overview
Located across from the Court House on the high side of Main Street makes this beautiful building an ideal place to start your new business. The downstairs has been completely renovated with a whole new storefront, new HVAC, brick walls exposed, and new flooring laid. The demo work is complete upstairs and a new back deck has been added, walls are up, plaster work is completed and the new back windows are in! The apartment boasts a beautiful staircase, hardwood floors, and abundant natural light. Perfect building to live upstairs and bring your business downstairs. There is a large back parking lot with alley access and this building is in the Opportunity Zone. Winchester First has numerous grants for renovating properties and starting new businesses. Check out winchesterfirst.org. Owner is the agent.
http://winchesterfirst.org - Grant Opportunities
From South Main Street, building is directly across from the Court House.
- Located across from the Court House
- Live upstairs and work downstairs
- Parking
- Winchester Opportunity Zone
Attachments
For Sale
- Sale Price
- $299,000
- Price Per SF
- $95.5/SF
- Building Size
- 3,132 SF
- Acres
- 0.131 ac
- Building Class
- C
- Number of Buildings
- 1
- Floors
- 2
- Construction Siding
- Brick
- Construction Type
- Masonry
- Nearest MSA
- Lexington-Fayette
- Property Status
- Existing
- In Opportunity Zone
- Yes
- County
- Clark
- Created
- 06/02/2020
- Updated
- 01/06/2026
- Listing ID
- 0c9479e3
- Parcel APN
- 054-3217-017-00






