Winchester, KY Office Spaces for Sale

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10 properties

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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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Updated: Jun 30

Renovated Medical Office with Exam Rooms

308 W Lexington Avenue, Winchester, KY 40391

$799,000

3,570 sqft 0.57 AC lot

3,570‑square‑foot medical office building renovated for clinical use
Five exam rooms plus reception, private office, file room, and kitchen
Two rear suites can operate separately or connect to the main office
Unfinished basement offers additional office adaptation potential
0.57‑acre site with a sizable parking area and rear alley access

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Office Building with Auxiliary Space

1600 W Lexington Avenue, Winchester, KY 40391

$1,950,000

16,134 sqft 2.15 AC lot

B-3-zoned office property with two buildings, public sewer, and central air conditioning.

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See hot listings in Winchester

Scored against comparables nationwide. These are worth a look.

Cap Rate available after sign in

Est. NOI available after sign in

Local Demand available after sign in

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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Office Building with B-3 Zoning

1320 Fulton Road, Winchester, KY 40391

$450,000

2,530 sqft 0.22 AC lot

The property includes heat-pump heating and cooling within a commercial office setting in Winchester.

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Two-Story Mixed-Use Building

218 S Maple Street, Winchester, KY 40391

$699,000

6,110 sqft 0.70 AC lot

Office, apartment, basement, garage, and parking components support multiple commercial and residential functions.

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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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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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Renovated Medical Office Property

308 W Lexington Avenue, Winchester, KY 40391

Contact for pricing

3,570 sqft

Configured with reception, exam, office, file, kitchen, and separately usable suite areas.

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Winchester Land for Sale

529 Bullion Blvd, Winchester, KY 40391

$575,000

1.00 AC lot

Land for sale in Winchester, Kentucky, near major retailers.

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Based on your search, we've compiled 21 Potential Opportunities for your consideration. Besides 10 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 3 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Flex Space with Apartment

311 Main Street, N Middletown, KY 40357

$159,000

770 sqft 0.24 AC lot

Flexible commercial building combining automotive workspace, office areas, and an upstairs residential apartment.

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Flex Space Suite

1850 Bryant Road, Lexington, KY 40509

Contact for pricing

6,000 sqft 7.10 AC lot

Light industrial suite within a larger office and warehouse complex on a multi-acre site.

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Flex Space with Apartment

311 Main St N, N Middletown, KY 40357

$159,000

770 sqft

Garage, office, and upper-level residential accommodations support a flexible live-work configuration.

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Hamburg Area Condo Office Suite

1795 Alysheba Way Ste 1004, Lexington, KY 40509

$99,000

1,000 sqft

Office suite for lease in a vibrant, visible development.

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Commercial Land with Bypass Access

1 Tighlman Way, Mt Sterling, KY 40353

$105,000

1.59 AC lot

Commercially positioned lot near professional offices, retail, and a high school with direct bypass access.

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Commercial Land with Bypass Access

1 Tighlman Way, Mt Sterling, KY 40353

$105,000

1.59 AC lot

Commercial development parcel near professional offices, retail, and a high school with direct access to the bypass.

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Commercial Land Out Parcel

2072 Merchant Drive, Richmond, KY 40475

$1,400,000

1.71 AC lot

1.71-acre commercial site with utilities available and access from the Robert Martin Bypass.

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B-3 Commercial Development Land

999 Dr Robert R Martin Bypass, Richmond, KY 40475

$2,758,800

13.79 AC lot

Commercial land with B-3 zoning positioned among established retail, office, and residential development.

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Off-Market Properties in Winchester, KY

Consider similar Off-Market properties in Winchester, KY. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

Office Units

10 Court St, Winchester, KY 40391

Estimated value: by Request

1,800 sqft

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OFFICE BUILDING

1129 Lexington Ave, Winchester, KY 40391-1134

Estimated value: by Request

2,310 sqft 0.17 AC lot

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PROFESSIONAL BUILDING

175 Hospital Dr, Winchester, KY 40391-9591

Estimated value: by Request

45,000 sqft 30.26 AC lot

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Winchester, KY Office Spaces Market Trends and Statistics

Explore 13 office spaces for sale in Winchester, KY, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 66,578 square feet of properties for sale, with an estimated market value of $7,871,000.

Sale prices for office spaces in Winchester, KY start at $450,000, averaging $874,555, and reaching up to $1,950,000 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

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	$697.6K

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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