Winchester, KY Commercial Real Estate for Sale

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Two-Building Flex Property
Updated: Aug 27
Two-Building Flex Property

26 N Highland Street, Winchester, KY 40391

$499,000
8,000 sqft 0.34 AC lot
8,000‑square‑foot flex property on a 0.34‑acre parcel
Two separate buildings with office and warehouse configurations
Front building includes tall ceilings and exposed metal trusses above the drop ceiling
Rear building contains two separate warehouse spaces with concrete flooring
Private parking lot and rear alley access
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Renovated Medical Office Space
Updated: Jun 30
Renovated Medical Office Space

308 W Lexington Avenue, Winchester, KY 40391

$825,000
3,570 sqft 0.57 AC lot
3,570 SF medical office property on 0.57 acres
Recently renovated for medical office use
Five exam rooms plus reception, office, file room, and kitchen areas
Two rear suites can operate separately or join the main office
Unfinished basement offers additional build‑out area
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Multi-Structure Office Building
Multi-Structure Office Building

1600 W Lexington Avenue, Winchester, KY 40391

$1,950,000
16,134 sqft 2.15 AC lot

Main office building with a separate rear office and storage building, located across from Clark County Hospital.

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See what stands out in Clark County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

Cap Rate available after sign in
NOI available after sign in
Local Demand available after sign in
Manufacturing Building with Yard
Manufacturing Building with Yard

950 Rolling Hills Ln, Winchester, KY 40391

$1,500,000
12,960 sqft 1.70 AC lot

I-1 manufacturing facility with finished offices, covered storage, and paved outdoor work areas.

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Office Building
Office Building

1320 Fulton Road, Winchester, KY 40391

$450,000
2,530 sqft 0.22 AC lot

B-3-zoned office property with heat-pump heating and cooling in Winchester.

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Flex Space with Shop/Warehouse
Flex Space with Shop/Warehouse

506 N Main Street, Winchester, KY 40391

$249,900
550 sqft 0.08 AC lot

B-3-zoned property combining finished office space with practical shop and warehouse areas.

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One-Level Religious Facility
One-Level Religious Facility

3150 Waterworks Road, Winchester, KY 40391

$250,000
2,591 sqft 0.81 AC lot

One-level facility with two bathrooms and an approximately six-year-old roof, offered for sale as-is.

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Restaurant Building Near Retail Anchors
Restaurant Building Near Retail Anchors

8 Carol Rd, Winchester, KY 40391

$615,492
3,444 sqft

Located across from Winchester Plaza with nearby Lowe’s, Kroger, Walmart, and CHI St. Joseph Medical Center.

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I-1 Industrial Parcel with Warehouse
I-1 Industrial Parcel with Warehouse

101 Jefferson Street, Winchester, KY 40391

$1,200,000
7,744 sqft 3.87 AC lot

I-1 zoned industrial parcel with a 7,744 SF warehouse on 3.87 acres, featuring high ceilings and power garage doors.

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Brick Triplex with Commercial Space
Brick Triplex with Commercial Space

502 W Lexington Avenue, Winchester, KY 40391

$340,000
4,798 sqft 0.18 AC lot

Mixed-use property with Lexington Avenue frontage, two upstairs apartments, and a flexible commercial area on the main level.

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Two-Building Flex Property
Two-Building Flex Property

26 N Highland Street, Winchester, KY 40391

$499,000
8,000 sqft

Versatile commercial layout combines upgraded offices, warehouse areas, private parking, and rear alley access.

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Equipped Bar and Pub
Equipped Bar and Pub

137 East Broadway Street, Winchester, KY 40391

$350,000
1,536 sqft 0.17 AC lot

Established downtown business with furnishings, entertainment equipment, inventory, and updated cooling infrastructure included.

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Car Wash with Multiple Bays
Car Wash with Multiple Bays

126 Shoppers Drive, Winchester, KY 40391

$780,000
3,080 sqft 0.79 AC lot

Car wash facility features three drive-in bays plus an automatic wash, with an included two-bay oil change operation.

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Office Property with Secondary Building
Office Property with Secondary Building

1600 W Lexington Ave, Winchester, KY 40391

$1,950,000
16,134 sqft

Two-building office asset across from Clark County Hospital.

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B-1 Commercial Land
B-1 Commercial Land

106 McClure Road, Winchester, KY 40391

$219,900
0.51 AC lot

Roadway-accessible parcel near planned retail development in Winchester.

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Commercial Land
Commercial Land

1320 Fulton Road, Winchester, KY 40391

$450,000
0.22 AC lot

The parcel carries B-3 zoning in Winchester, Kentucky.

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Storefront Property with Two-Level Tenants
Storefront Property with Two-Level Tenants

1 N Main St, Winchester, KY 40391

$225,000
1,900 sqft

Recently updated storefront on a highly visible corner with upstairs and downstairs units occupied by tenants.

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Prime Commercial Land on Colby
Prime Commercial Land on Colby

1025 Colby Road, Winchester, KY 40391

$575,000
1.71 AC lot

1.7+/- acre commercial land with high traffic frontage.

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Flex Space with Warehouse
Flex Space with Warehouse

506 N Main St, Winchester, KY 40391

$249,900
550 sqft

Combined office and shop space with overhead doors, updated finishes, and dedicated blacktop parking.

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Winchester Retail Investment Opportunity
Winchester Retail Investment Opportunity

722 Colby Road, Winchester, KY 40391

$1,800,000
4.36 AC lot

Prime commercial land for retail development in Winchester, Kentucky.

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Flexible Mixed-Use Commercial Building
Flexible Mixed-Use Commercial Building

1320 Fulton Rd, Winchester, KY 40391

$450,000
2,530 sqft

Adaptable commercial space with roadway access for business, operational, or investment use.

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Winchester Retail Investment Opportunity
Winchester Retail Investment Opportunity

722 Colby Road, Winchester, KY 40391

$600,000
6.13 AC lot

Prime commercial land for retail development in Winchester, Kentucky.

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Industrial Warehouse with Loading Doors
Industrial Warehouse with Loading Doors

599 BLT Wy, Winchester, KY 40391

$1,599,900
20,252 sqft

Open-span industrial space includes dedicated offices, employee amenities, multiple loading points, and installed warehouse racking.

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Mixed-Use Property with Income Home
Mixed-Use Property with Income Home

35-37 Hays Street, Winchester, KY 40391

$470,000
1,440 sqft 0.13 AC lot

Mixed-use building with a kitchen and laundry area plus a separate 3-bedroom residence leased through 2027.

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Winchester, KY Commercial Real Estate Market Trends and Statistics

Explore 93 commercial real estate for sale in Winchester, KY, showcased through 93 active listings on our real estate platform. These investment opportunities span a total of 5,439,925 square feet of properties for sale, with an estimated market value of $47,509,590.

Sale prices for business properties in Winchester, KY start at $42,500, averaging $754,120, and reaching up to $3,450,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Demographics Overview

Population 37K
Population Growth (5Y) +3.5%
Median Household Income $67,910
College Educated 15.1%

High-Yield Neighborhoods for Investment

Identify Winchester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
40391 $711.7K

Taxes & Financing

Tax Rate (average for all types) 0.91%
Property Tax per SF $10.57 per SF
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Clark County

New Delisted

Total CRE Inventory on Market (SF)

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