277 E High Street, Lexington, KY 40507

$3,790,000
Property Type: Commercial Sale Square Footage: 12,684 Lot Size (sq. ft.): 16,988 Status: Active
Current Price: $3,790,000 List Date: 4/22/2026 Last Modified: 5/07/2026

Overview

Description

Highly Visible Downtown Office Space or amazing redevelopment opportunity. Position your brand at the center of it all. This iconic office building offers a rare combination of high-profile visibility and unparalleled convenience in the heart of downtown Lexington.Designed for firms that value both prestige and practicality, this property ensures your team and your clients are always exactly where they need to be. Situated on a high-traffic corridor, the building's striking architecture provides a "billboard effect" for your business, capturing the attention of thousands of commuters and pedestrians daily. Onsite Private Parking: Say goodbye to the downtown "parking hunt." This building features a dedicated onsite parking lot, providing seamless access for employees and a premium, stress-free experience for visiting clients.Walkable Urban Lifestyle: Step out the front door and into Lexington's vibrant core. You are minutes away from the District Courts, City Hall, and the city's fines ...

Listing Details MLS# 26008699

Listing Information

Comp Sale YN
No
Property Sub Type
Business

Status Change Information

Status Change Timestamp
2026-04-22

Address

County
Fayette
Street Number
277
Street Direction Prefix
E
Street Name
High
Street Suffix
Street
State
KY
Zip Code
40507
Parcel Number
14636600

Contract

Original List Price
3790000
Start Showing Date
2026-04-22
Listing Contract Date
2026-04-22
Listing Agreement
Exclusive Right To Sell
Occupant Type
Occupied
Office Exclusive YN
No
List Price/SqFt
298.8

Tax Legal

MLS Area Major
003 - Fayette County SE
Subdivision Name
Downtown

Interior

Living Area Units
Square Feet
Building Area Total
12684
Building Area Source
Appraiser
Building Area Units
Square Feet

More Information

Parking Information

Parking Total
34

Building

Basement YN
Yes
Year Built
1975
Stories Total
3
Accessibility Features YN
No

Lot

Lot Size Acres
0.39
Lot Size Square Feet
16988
Road Frontage Feet
160

Utilities

Cooling YN
Yes
Heating YN
Yes
Cable Available
Yes
Electricity Connected
Yes
Phone Connected
Yes
Sewer Connected
Yes
Water Connected
Yes

Remarks

Public Remarks
Highly Visible Downtown Office Space or amazing redevelopment opportunity. Position your brand at the center of it all. This iconic office building offers a rare combination of high-profile visibility and unparalleled convenience in the heart of downtown Lexington.Designed for firms that value both prestige and practicality, this property ensures your team and your clients are always exactly where they need to be. Situated on a high-traffic corridor, the building's striking architecture provides a "billboard effect" for your business, capturing the attention of thousands of commuters and pedestrians daily. Onsite Private Parking: Say goodbye to the downtown "parking hunt." This building features a dedicated onsite parking lot, providing seamless access for employees and a premium, stress-free experience for visiting clients.Walkable Urban Lifestyle: Step out the front door and into Lexington's vibrant core. You are minutes away from the District Courts, City Hall, and the city's finest dining, coffee shops, and banks. Building consists of 24 offices 8 half baths, 2 break areas, 1 training room, Server Room, File room, 2 copy rooms and a reception area. Don't miss the opportunity to occupy one of the most recognizable professional hubs in Central Kentucky. Whether you are a growing tech firm, an established law practice, or a creative agency, this building offers the identity and infrastructure required for your next chapter of growth.

Building and Property Details

Building Expansion Potential YN
Yes
Inground Tank YN
No
Lot Expansion Potential YN
No
Railroad Siding YN
No

Showing Information

Showing Instructions
Call Chris Mitchell 859-321-2898 or Steve Klein 859-983-3468 LA must accompany. Do not disturb business occupying the building.

Tax & Legal

Tax Rate
1.2638
Zoning
Other
Zoning Description
B-2B
Directions
High Street cross over Rose Street. Building is on your right.

Association/Community

Number Of Buildings
1

Basement

Finished
Yes
Walk-Up Access
Yes

Construction Materials

Brick
Yes
Concrete
Yes
Steel Frame
Yes
Stucco
Yes

Cooling

Electric
Yes
Heat Pump
Yes
Zoned
Yes

Heating

Electric
Yes
Heat Pump
Yes
Zoned
Yes

Listing Terms

1031 Exchange
Yes
Cash
Yes
Conventional
Yes

Parking Features

On Site
Yes
Paved
Yes

Possession

Close Of Escrow
Yes
Negotiable
Yes

Roof

Dimensional Style
Yes
Shingle
Yes

Special Listing Conditions

Standard
Yes

Water Heater

Electric
Yes
Water Heater
Yes

Building Features

Fully Carpeted
Yes
Kitchen Facilities
Yes
Tile/Brick Floor
Yes
Vinyl Flooring
Yes

Business Type

Commercial
Yes
Professional Service
Yes

Ceiling

Dropped
Yes
Drywall
Yes

Docks

None
Yes

Electric

200+ Amp Service
Yes

Existing Lease Type

None
Yes

Sale Includes

Building(s)
Yes
Land
Yes

Showing Requirements

Call Listing Agent
Yes
Listing Agent Must Accompany
Yes
Showing Service
Yes

Property Features

Utilities: Cable Available; Electricity Connected; Phone Connected; Sewer Connected; Water Connected; Cable Available; Electricity Connected; Phone Connected; Sewer Connected; Water Connected Basement: Finished; Walk-Up Access Building Features: Fully Carpeted; Kitchen Facilities; Tile/Brick Floor; Vinyl Flooring Business Type: Commercial; Professional Service Ceiling: Dropped; Drywall Construction Materials: Brick; Concrete; Steel Frame; Stucco Cooling: Heat Pump; Zoned Docks: None Electric: 200+ Amp Service Existing Lease Type: None Heating: Electric; Heat Pump; Zoned Listing Terms: 1031 Exchange; Cash; Conventional Parking Features: On Site; Paved Possession: Close Of Escrow; Negotiable Roof: Dimensional Style; Shingle Sale Includes: Building(s); Land Special Listing Conditions: Standard Water Heater: Electric; Water Heater Showing Requirements: Call Listing Agent; Listing Agent Must Accompany; Showing Service
Listing Office: Bluegrass Sotheby's International Realty
Last Updated: May - 07 - 2026
Information deemed reliable but not guaranteed.