Exceptional mixed-use opportunity with strong visibility on South Main Street in downtown Chester. This versatile property features two residentialapartments-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 addstremendous upside with the potential for additional units or expanded uses, subject to local approvals. Positioned in the heart of one of Southern Vermont's mostcharming 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, orcapitalize on future development potential, this well-located property offers the ideal blend of cash flow, visibility, and long-term opportunity. 3D Virtual Tour availableupon request.

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 September 3, 2026 7:38 AM UTC

Name

Your Email Address

Phone

Message Send me the deed for 145 South Main Street Chester VT 05143 (ID#:5107814)

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Name

Your Email Address

Phone

Message Send me the survey or tax map for 145 South Main Street Chester VT 05143 (ID#:5107814)

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Name

Your Email Address

Phone

Message I would like more information for 145 South Main Street Chester VT 05143 (ID#:5107814)

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Listing Tools

Property Details of 145 South Main Street

Property Details

Basic Information

Building

Location

Finance

Interior Features

Bathrooms

Map Location

Diamond Realty

Hi there! How can we help you?

Listing Tools

$/month over payments

Hi there! How can we help you?

Send to a friend

Property Details of 145 South Main Street

Property Details

Basic Information

Building

Location

Finance

Interior Features

Bathrooms

Map Location

Hi there! How can we help you?

Hi there! How can we help you?

Hi there! How can we help you?

Diamond Realty