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Prime mixed-use investment opportunity on the iconic Chester Green, offering strong visibility, multiple income streams, and timeless village charm. Listed at an attractive 8% cap rate, this unique property features two 1-bedroom, 1-bath residential apartments along with three commercial spaces boasting excellent storefront frontage and a prominent presence in the heart of downtown Chester. Surrounded by historic architecture, vibrant shops, restaurants, and year-round community events, the property enjoys one of the most desirable locations in Southern Vermont. The combination of residential and commercial tenants provides diversification and stability, while the highly walkable setting enhances appeal for both businesses and residents. Whether expanding an investment portfolio or seeking a distinctive asset in a thriving village center, this rare Chester Green offering combines character, visibility, and exceptional income potential. 3D Virtual Tours available upon request.

Property Details of 34 School 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 July 5, 2026 1:22 AM UTC

 

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