Retail for Sale in Downtown Winchester
16 N Main St, Winchester, KY 40391

Overview
The building may be old, but everything about it is new! That includes a new roof, 4 new skylights, exposed beams, new hardwood floors throughout, plumbed for 4 bathrooms, laundry room and back office with a window looking into the main space. All of the electrical and plumbing has been done as well.
This property boasts the largest back parking lot in the Downtown area making parking for customers and staff a dream. There are numerous grants available as well for this property. Winchester wants your business! 7 new, high-end apartments are going in across the street, there are 5 delicious restaurants on this block, and numerous shops, and the Leeds Center for the Arts is also across the street.
Property Highlights:
-Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical.
-Winchester First is offering numerous new business grants to kick-start your new business.
-The property is located directly across from a brand-new apartment building and is surrounded by retail and restaurants.
-The property boasts the largest back parking lot in the downtown area, a bonus for staff and customer accessibility.
-Downtown Winchester, KY is booming - everyone wants to be Downtown, introducing shops, restaurants, and new apartment living options.
Winchester, KY is conveniently situated just 18 miles east of Lexington and, with proximity to I-64, provides quick access to the larger city’s amenities. Downtown Winchester is home to a variety of beloved local establishments, including the historic Leeds Center for the Arts, Engine House Pizza, La Trattoria, Loma’s, The Hall Coffee & Social Club, and several small shops. Over 30 new, high-end apartments are coming to Downtown Winchester - residents and tourists want to be Downtown!
Attachments
For Sale
Secondary Uses: Free Standing
- Sale Price
- $299,999
- Price Per SF
- $129.9/SF
- Building Size
- 2,310 SF
- Acres
- 0.18 ac
- Zoning
- B-2
- Number of Buildings
- 1
- Floors
- 1
- Construction Siding
- Brick
- Construction Type
- Masonry
- Property Status
- Existing
- Lot Size
- 33' wide
- County
- Clark
- Created
- 01/30/2025
- Updated
- 10/29/2025
- Listing ID
- 6817846d
- Parcel APN
- 054-3209-015-00















