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Courtesy of The Nancy Jenkins Team of Nancy Jenkins Real Estate: .

34 School Street

Chester, VT 05143
  • $465,000
  • STATUS: Active
  • ON SITE: 9 Days
  • MLS #: 5097413
$465,000
  • 0
    BEDS
  • 0.07
    ACRES
  • 0
    BATHS
  • 0
    1/2 BATHS
Neighborhood:
Type:
Commercial
Built:
1880
County:
Area:

School Ratings & Info

Description

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.

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© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-07-10T00:05:39.56.
www.livingvermont.com/homes/178302719
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34 School Street Chester, VT 05143

  • Price: $465,000
  • Status: Active
  • On Site: 9 Days
  • MLS #: 5097413
0
Beds
0
Baths
0
½ Baths
0.07
Acres
1880
Built
Neighborhood:
Chester
County:
Windsor
Area:
Chester
Property Description
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.
Exterior Features

Construction Materials Wood Frame Parking Off Street Road Frontage TBD Roof Slate

Interior Features

Basement Yes Basement Access Type Interior Basement Description Unfinished Cooling None Foundation Stone Heating BaseboardPropaneOil Sq Ft Total Building 3940

Property Features

Business Type BusinessMulti-FamilyOfficeRetail Covenants Unknown Electric Circuit Breaker(s) Electric Company GMP Flood Zone No Foreclosed / Bank Owned / REO No Fuel Company Irving Gross Income 57060 Net Income 37428 Pre Construction No Sale Includes Building Only Seasonal No Sewer Public Span Number 144-045-11612 Surveyed Unknown Tax Gross Amount 6454.07 Tax Year 2025 Taxes Tbd No Utilities Cable Available Vacant Land No Water Source Public Zoning Commercial

Courtesy of The Nancy Jenkins Team of Nancy Jenkins Real Estate: .


© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-07-10T00:05:39.56.
 
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553 Roosevelt highway suite 200
Colchester VT, 05446