# 277 E High Street, Lexington, KY 40507 > **TL;DR:** commercial, $3,790,000 ($299/sqft), built 1975, 12,684 sqft. > A/C. Est. $20,269/mo. Listed 9 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $3,790,000 | | Price/sqft | $299 | | Square Feet | 12,684 | | Year Built | 1975 | | Lot Size | 16,988 sqft (0.39 acres) | | Stories | 3 | | Property Type | Commercial (Other) | | Status | Active | | Days on Market | 9 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $19,164 | | Estimated Insurance | $1,105 | | **Total** | **$20,269** | ## Key Amenities - A/C ## Property Highlights - Built in 1975 - 0.39 acre lot - 3 stories - 34 parking spaces ## Description ### Agent 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. ## Location - **Address:** 277 E High Street, Lexington, KY 40507 - **County:** Fayette - **Neighborhood:** Downtown - **Coordinates:** 38.041945, -84.494804 - **Google Maps:** https://www.google.com/maps?q=38.041945,-84.494804 ## Listing Agent - **Name:** Christopher Mitchell - **Brokerage:** Bluegrass Sotheby's International Realty - **Broker Phone:** 2680099 ## Photos ![277 E High Street - Photo 1](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f2094195424r.jpg) ![277 E High Street - Photo 2](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f150242556r.jpg) ![277 E High Street - Photo 3](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f3043655894r.jpg) ![277 E High Street - Photo 4](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f3578419949r.jpg) ![277 E High Street - Photo 5](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f2560836012r.jpg) ![277 E High Street - Photo 6](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f3047842417r.jpg) ![277 E High Street - Photo 7](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f1143643424r.jpg) ![277 E High Street - Photo 8](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f890068352r.jpg) ![277 E High Street - Photo 9](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f3646011798r.jpg) ![277 E High Street - Photo 10](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f2838908077r.jpg) ![277 E High Street - Photo 11](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f3276508785r.jpg) ![277 E High Street - Photo 12](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f1675000037r.jpg) ![277 E High Street - Photo 13](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f1285363531r.jpg) ![277 E High Street - Photo 14](http://lh.rdcpix.com/a9477563044ba88c7d28240f838a82ffl-f3463317108r.jpg) --- **MLS#:** 26029225 | **Updated:** 2026-10-22 **Source:** listhub *Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/277-e-high-street-lexington-ky-40507-9473a129a46840228bd20a453a6733c7) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/277-e-high-street-lexington-ky-40507-9473a129a46840228bd20a453a6733c7#listing", "url": "https://staging.propertysimple.ai/listing/277-e-high-street-lexington-ky-40507-9473a129a46840228bd20a453a6733c7", "name": "277 E High Street, Lexington, KY 40507", "description": "Highly Visible Downtown Office Space or amazing redevelopment opportunity. Position your brand at the center of it all. 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