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Executive Summary

Northeast Private Client is pleased to exclusively present “The Fife ‘n Drum Restaurant and Inn”, positioned in the heart of downtown Kent, CT. This offering consists of two adjacent parcels located at 53 and 59 North Main Street.
A beloved Kent institution for more than 50 years, The Fife ’n Drum has been family-owned and operated since its inception and remains one of the town’s most recognized destinations. The restaurant is renowned for its upscale dining experience and award-winning Wine Cellar, attracting both loyal locals and visitors from across the region. Continuous reinvestment over the years has preserved the property’s quality and reputation, including the addition of the elegant “Glass Room” in 2003 and upgraded mechanical systems.
This turnkey operation is prominently situated on North Main Street and generated over $1.5 million in gross revenue in 2024. There is also a One (1) bedroom apartment located on the second floor of 53 N Main Street. Adjacent to the restaurant, The Fife ’n Drum Country Inn and Gift Shop offers ten guest rooms alongside a charming retail space occupying much of the first floor. As one of the few lodging options in downtown Kent, the inn presents a compelling opportunity for a new owner to modernize the guest accommodations and reposition the property for enhanced revenue. The existing Gift Shop could be reimagined as an additional guest suite, a lobby, or an inviting amenity space to support the hospitality component.
Kent is one of Connecticut’s most picturesque and affluent towns, celebrated for its scenic beauty, vibrant arts community, and upscale dining. The area attracts both full-time residents and weekend visitors from across the Northeast seeking a refined small-town experience. The property is located less than one mile from The Kent School, one of New England’s most prestigious boarding schools, and is within walking distance to Kent’s charming downtown shops, art galleries, and museums. The south Kent School and Marvelwood School are also located in Kent.

Property Facts

Sale Type Investment
Status Active
Number of Properties 2
Individually For Sale 0
Total Building Size 8,315 SF
Total Land Area 0.54 AC

Properties

Property Name / Address Property Type Size Year Built Individual Price
Fife ‘n Drum Country Inn
59 N Main St, Kent, CT 06757
Hospitality 4,156 SF 1973 -
53 N Main St, Kent, CT 06757 Retail 4,159 SF - -
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  • Listing ID: 40583675

  • Date on Market: 5/19/2026

  • Last Updated:

  • Address: Fife'n Drum, Kent, CT

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