Winchester, KY Commercial Real Estate

Search commercial property for lease or for sale and view the Market Overview section below for local stats and insights.

25 Listings

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$459,000
109 Ecton Rd
109 Ecton Rd, Winchester, KY
Property Type
Other
Built in 1973

3,500 SF
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$6.00/SF/YR
46,583 SF Industrial Facility w/ ±4 AC Concrete Yard
1285 Enterprise Dr, Winchester, KY
Space Type
Industrial
1 space

46,583 SF
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$1,500,000
For Sale: Standalone Industrial Building With Yard
950 Rolling Hills Ln, Winchester, KY
Property Type
Industrial
Built in 2003

12,960 SF
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Price on request
Winchester Bypass Retail Pad
1730 Bypass Rd, Winchester, KY
Space Type
Land
1 space

45,302 SF
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Price on request
435 E Washington St
435 E. Washington Street, Winchester, KY
Space Type
Industrial, Office
4 spaces

12,052 - 117,013 SF
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$1,850,000
1509 Boonesboro Road
1509 Boonesboro Road, Winchester, KY
Property Type
VacantLand
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$3.75/SF/YR
25,000 - 50,000 SF of Economical Overflow Storage Space
695 N Main St, Winchester, KY
Space Type
Industrial
1 space

25,000 SF
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$2,990,000
Colby Ridge Center
236-272 Redwing Dr, Winchester, KY
Property Type
Retail
Built in 2009

17,400 SF
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$1,586,000
19,825 SF Industrial Facility near I-64
375 Tierney Way, Winchester, KY
Property Type
Industrial
Built in 2000

19,825 SF
Price on request
Bypass Road in Winchester, KY - Lot 1
155 April Way, Winchester, KY
Property Type
VacantLand
Price on request
Winchester Opera House
101 S main street, Winchester, KY
Property Type
Retail
20,548 SF
Price on request
Downtown Mixed Use Retail/Apartment Space
39 S Main St, Winchester, KY
Property Type
Retail
3,538 SF
Price on request
Bypass Road in Winchester, KY - Lot 3A
609 Bullion Blvd, Winchester, KY
Property Type
VacantLand
Price on request
Historic Building in Winchester, KY
31 W Hickman St, Winchester, KY
Property Type
Office
5,328 SF
$1,200.00/SF/YR
184 Shoppers Dr
184 Shoppers Dr, Winchester, KY
Space Type
Office
1 space

1,064 SF
$799,000
920 Bypass Rd
920 Bypass Rd, Winchester, KY
Property Type
Office
Built in 1994

7,200 SF
$780,000
126 Shoppers Dr
126 Shoppers Dr, Winchester, KY
Property Type
Retail
3,080 SF
$16.00/SF/YR
740 Bypass Rd
740 Bypass Rd, Winchester, KY
Space Type
Retail
2 spaces

1,050 SF
Price on request

DAM Holdings
5 Cleveland Avenue
5 Cleveland Avenue #205, 2nd Floor, Winchester, KY
Space Type
Meeting Rooms
Space for 1 to 20 people
Price on request
Retail for Sale in Downtown Winchester
16 N Main St, Winchester, KY
Property Type
Retail
2,310 SF
Price on request
Bypass Land for Sale
205 codella drive, Winchester, KY
Property Type
VacantLand
Price on request
2570 Bypass Road
2570 Bypass Rd, Winchester, KY
Property Type
Office
4,331 SF
Price on request
Bypass Land for Sale
145 Codella Dr, Winchester, KY
Property Type
VacantLand
Price on request
Bypass Road in Winchester, KY - Lot 3B
529 Bullion Blvd, Winchester, KY
Property Type
VacantLand
Subject To Offer
Winchester Village
722 Colby Road, Winchester, KY
Property Type
VacantLand

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Winchester, KY Commercial Real Estate Market Overview: Key Trends & Insights

Winchester has 297,301 square feet of commercial real estate inventory as of 2026. This inventory is distributed across nearly 100 properties.

This overview provides a snapshot of the Winchester commercial sector, highlighting the most important aspects and trends to guide you through the local landscape, whether you are looking to lease or invest in local CRE assets.

Commercial Space for Rent in Winchester, KY

Based on the latest estimates, Winchester, KY offers almost 100 commercial listings for lease, totaling about 297,301 square feet.

Current leasing options comprise 3 office listings, which represent approximately 42.86% out of the total leasing inventory. There are also 3 industrial and warehouse listings, making up 42.86% of the total. Additionally, 1 retail listing makes up 14.29% of the local leasing market. These types are supplemented by 1 listing for lease belonging to other commercial types.

Property type No. of Listings Total Sq. Ft. Avg. Asking Rent

Office 3 18,987 N/A

Retail 1 41,818 N/A

Industrial 3 325,038 N/A

Other 1 45,302 N/A

Commercial Real Estate for Sale in Winchester, KY

As of 2026, Winchester, KY has a total of 18 commercial real estate properties for sale.

This inventory includes 3 office assets, 2 industrial facilities and 5 retail properties available for purchase.

The largest share is held by Retail, with 27.78% out of local properties for sale belonging to this asset type. Office has the next largest share at 16.67%, while Industrial makes up 11.11% of commercial properties for sale in Winchester.

Property type No. of Listings Total Sq. Ft.

Office 3 18,987

Retail 5 41,818

Industrial 2 325,038

Other 8 21,000