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Exceptional opportunity to own a landmark mixed-use property in the heart of Charlestown's historic town center. Originally built in 1834, this beautifully restored property blends timeless character with modern upgrades, featuring a fully operational restaurant, event space, and additional income-producing units. The main building is home to a well-established restaurant and bar with seating for 70+ guests, plus seasonal outdoor deck seating. Rich in historic charm, the space showcases original curved walls, preserved mantels, crown molding, ceiling medallions, and a striking eastern winding staircase, complemented by exposed post-and-beam elements and warm wood flooring. The main level includes three public restrooms, while the upper level offers a private event space with its own bar (upgraded in 2020) and dining area. Additional storage is available in the full basement and walk-up attic. Major system upgrades include a 50-year asphalt roof (2011), 9-zone radiant heat with supplemental wall heaters (2011), upgraded 225-amp electrical service (2011), refinished floors (2011), a Bosch Buderus furnace, and a tankless hot water system (2023). The property also benefits from professionally installed spray-foam insulation in the walls and attic, significantly improving energy efficiency and reducing heating costs. The detached outbuilding, renovated in 2022, features a modern oversized studio apartment currently rented at $1,100/month with a stackable washer/dryer, along with a lower-level office/commercial/storage space, offering added flexibility and income potential. With a prime Main Street location and excellent visibility, this property offers a rare opportunity for investors or owner-operators looking for an exceptional asset with multiple revenue streams.

Property Details of 122 Main Street

Property Details

Interior Features

Nearest Landvest Office

Woodstock, VT

Woodstock, VT

Four the Green,
Woodstock, VT 05091

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is 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. Data last updated June 4, 2026 2:54 PM EDT

 

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