16 N Main Street, Winchester, KY 40391
$299,999
Property Type:
Commercial Sale
Square Footage:
2,310
Lot Size (sq. ft.):
7,841
Status:
Active
Current Price:
$299,999
List Date:
8/03/2026
Last Modified:
9/02/2026
Overview
Description
...
(Read more)
An excellent opportunity to own a fully leased, income-producing property in the heart of Downtown Winchester, Kentucky. This beautifully renovated 2,310 SF retail storefront is being offered at a 10% cap rate, making it an attractive turnkey investment from day one. The building may be old, but nearly everything inside is new! Recent improvements include a new roof, four new skylights, exposed beams, new hardwood flooring throughout, updated electrical and plumbing, and HVAC. The space is plumbed for four bathrooms and also includes a laundry room and private back office with a window overlooking the main retail area. This property boasts a large rear parking lot—one of the largest in Downtown Winchester—providing convenient parking for tenants, customers, and employees. The location is surrounded by continued downtown growth. Seven new high-end apartments across the street, while the same block is already home to five restaurants, numerous shops, and the Leeds Center for the Arts. Property Highlights: -Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical. -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, La Trattoria, 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!
Listing Details MLS# 25001584
Listing Information
- Comp Sale YN
- No
- Property Sub Type
- Retail
Status Change Information
- Price Change Timestamp
- 2025-10-29T15:11:25Z
- Status Change Timestamp
- 2026-08-03
- Back on Market Date
- 2026-08-03
Address
- County
- Clark
- Street Number
- 16
- Street Direction Prefix
- N
- Street Name
- Main
- Street Suffix
- Street
- State
- KY
- Zip Code
- 40391
- Parcel Number
- 054-3209-015-00
Contract
- Original List Price
- 324900
- Start Showing Date
- 2025-01-30
- Listing Contract Date
- 2025-01-30
- Listing Agreement
- Exclusive Right To Sell
- Occupant Type
- Vacant
- Office Exclusive YN
- No
- List Price/SqFt
- 129.87
Tax Legal
- MLS Area Major
- 007 - Clark County
- Subdivision Name
- Commercial
Interior
- Living Area
- 2310
- Living Area Units
- Square Feet
- Building Area Total
- 2310
- Building Area Source
- Public Records
- Building Area Units
- Square Feet
More Information
Building
- Year Built
- 9999
- Stories Total
- Yes
- Accessibility Features YN
- Yes
Lot
- Lot Size Acres
- 0.18
- Lot Size Square Feet
- 7841
Remarks
- Public Remarks
- An excellent opportunity to own a fully leased, income-producing property in the heart of Downtown Winchester, Kentucky. This beautifully renovated 2,310 SF retail storefront is being offered at a 10% cap rate, making it an attractive turnkey investment from day one. The building may be old, but nearly everything inside is new! Recent improvements include a new roof, four new skylights, exposed beams, new hardwood flooring throughout, updated electrical and plumbing, and HVAC. The space is plumbed for four bathrooms and also includes a laundry room and private back office with a window overlooking the main retail area. This property boasts a large rear parking lot—one of the largest in Downtown Winchester—providing convenient parking for tenants, customers, and employees. The location is surrounded by continued downtown growth. Seven new high-end apartments across the street, while the same block is already home to five restaurants, numerous shops, and the Leeds Center for the Arts. Property Highlights: -Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical. -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, La Trattoria, 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!
Building and Property Details
- Retail SqFt
- 2310
Property Features
Building Features:
Other Flooring Type; Wood Flooring
Business Type:
Commercial; Retail
Construction Materials:
Brick; Glass
Existing Lease Type:
None
Parking Features:
On Site; Paved
Possession:
Close Of Escrow
Sale Includes:
Building(s); Land
Special Listing Conditions:
Standard
Showing Requirements:
Call Listing Agent
Listing Office:
Block + Lot Homes
Last Updated: September - 02 - 2026
Information deemed reliable but not guaranteed.
