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Exceptional mixed-use opportunity with strong visibility on South Main Street in downtown Chester. This versatile property features two residential apartments-a 2-bedroom, 1-bath unit and a 1-bedroom, 1-bath unit-alongside two commercial spaces, creating a diverse and stable income stream. A large barn adds tremendous upside with the potential for additional units or expanded uses, subject to local approvals. Positioned in the heart of one of Southern Vermont's most charming villages, the property benefits from excellent exposure and convenient access to Chester's vibrant downtown, local shops, restaurants, and year-round events. Ample parking provides added convenience for residents, customers, and tenants alike. Whether you're looking to expand your portfolio, establish a business presence, or capitalize on future development potential, this well-located property offers the ideal blend of cash flow, visibility, and long-term opportunity. 3D Virtual Tour available upon request.

Property Details of 145 South Main Street

Property Details

Interior Features

Nearest Landvest Office

Woodstock, VT

Woodstock, VT

802-457-4977
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 August 24, 2026 6:38 AM UTC

 

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