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277 E High Street, Lexington, KY 40507

Downtown · Fayette County

Key Facts

12,684Sq Ft
1975Year Built
0.39Lot (acres)
3Stories

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 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.

Property Information

Property Type

Commercial Sale

Sub-Type

Business

Year Built

1975

Stories

3

Living Area

12,684 sq ft

Lot Size

0.39 acres

Parking Spaces

34

Zoning

Other

MLS® Listing#

26008699

Property Features

Appliances

Electric Water HeaterWater Heater

Cooling

ElectricHeat PumpZoned

Heating

ElectricHeat PumpZoned

Basement

FinishedWalk-Up Access

Parking

On SitePaved

Construction

BrickConcreteStucco

Roof

Shingle

Utilities

Cable AvailableElectricity ConnectedPhone ConnectedSewer ConnectedWater Connected

Financial Details

Parcel Number

14636600

Directions

High Street cross over Rose Street. Building is on your right.

Affordability Calculator

$758,000

Estimated monthly payment

$20,172/mo

Principal $3,032,000 · Est. interest $4,229,910 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Lexington, KY

$440,000
Median Listing Price
42
Median Days on Market
2,177
Median Sq Ft
$208
Median Price / Sq Ft
606
Active Listings
  • This home’s price is 761% above the area median.
  • Its price per sq ft is 43% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Lexington, KY.

Location

Map showing the location of 277 E High Street, Lexington, KY 40507

Points of Interest in Lexington, KY

Showing the Lexington area map.

Nearby Schools

  • St Peter & Paul School

    Secondary · 0.3 mi away

  • Sayre School

    Secondary · 0.4 mi away

  • Maxwell Elementary School

    Elementary · 0.4 mi away

  • Bluegrass Montessori School

    Elementary · 0.4 mi away

  • Good Shepherd Day School

    Elementary · 0.5 mi away

  • Lexington Traditional Magnet School

    Secondary · 0.6 mi away

  • Fayette County Public Schools

    Elementary · 0.6 mi away

  • Edythe J Hayes Middle School

    School · 0.6 mi away

  • Central Alternative School

    School · 0.7 mi away

  • Montessori High School

    Secondary · 0.7 mi away

  • Harrison Elementary School

    Elementary · 0.8 mi away

  • Ashland Elementary School

    Elementary · 0.8 mi away

  • William Wells Brown Elementary School

    Elementary · 0.9 mi away

  • Lexington Montessori School

    Elementary · 1.0 mi away

  • Harmony Day Montessori School

    Elementary · 1.0 mi away

  • Mini Movers

    School · 1.0 mi away

  • Lexington Bartending School

    Secondary · 1.1 mi away

  • Providence Montessori Middle School

    Elementary · 1.1 mi away

  • Cassidy Elementary School

    Elementary · 1.2 mi away

  • Morton Middle School

    Secondary · 1.3 mi away

Commute Calculator

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Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
601 Delong Road, Lexington, KY$2,795,000575,746
1633 Ashwood Road, Lexington, KY$2,950,000578,480
1601 Sahalee Drive, Lexington, KY$2,975,0005811,747
1601 Sahalee Drive, Lexington, KY$2,975,0005811,747
1261 Todds Station, Lexington, KY$2,995,0004510,348
1020 Monarch Street, Lexington, KY$3,100,00022,536

Moving Cost Estimate

EXIT Agents in Lexington

Imagine MLS logo

Listing Courtesy: Bluegrass Sotheby's International Realty - 8592680099

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by IDX brokerage firms other than EXIT Realty, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright ©2026 Bluegrass REALTORS®. All Rights Reserved.

Last Updated: 2026-04-22

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by Imagine MLS (Bluegrass REALTORS®). MLS® Listing#26008699. © 2026EXIT Realty®. All rights reserved.