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A rare opportunity to acquire one of Southern Vermont's most adaptable residential investment properties. Currently known as the South Shire Inn, this landmark Victorian estate offers investors immediate income potential along with exceptional opportunities for future residential or mixed-use redevelopment. The property includes nine guest accommodations, owner's quarters, expansive common areas, a detached carriage house with additional guest accommodations, a commercial kitchen, and an established Thai restaurant providing existing rental income. Its flexible floor plan and MU1 zoning support a variety of permitted residential and mixed-use possibilities, including multifamily conversion, long-term or short-term rentals, workforce housing, owner occupancy, senior living, residential care, and other redevelopment opportunities, subject to local approvals. Originally built in 1887 by renowned architect William C. Bull, the property has been thoughtfully restored while preserving its architectural character. Located within walking distance of downtown Bennington's shops, restaurants, and cultural attractions, it offers investors a distinctive asset with exceptional long-term flexibility and redevelopment potential. Seller financing and lease-to-own opportunities may be available for qualified buyers.

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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 July 21, 2026 9:53 AM UTC

 

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