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  • Listed by: Nancy Jenkins Real Estate • The Nancy Jenkins Team
    $340,000

    145 South Main Street, Chester, VT 05143

    3beds
    2baths
    3,608sqft
    : 
    $2,795/mo
    Get pre-qualified
    Multi Family
    Built in 1880
    -- sqft lot
    $-- Zestimate®
    $94/sqft
    $-- HOA

    What's special

    Large barnAmple parkingTwo residential apartments
    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.
    10 days
    492
    16

    Zillow last checked:

    Listing updated:

    Listed by:

    The Nancy Jenkins Team,

    Nancy Jenkins Real Estate 802-846-4888

    Source: PrimeMLS,MLS#: 5107814MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      Heating
      • Propane, Oil, Baseboard, Hot Air
      Cooling
      • None
      Features
      • Basement: Unfinished,Interior Entry
      Interior area
      • Total structure area: 4,704
      • Total interior livable area: 3,608 sqft
      • Finished area above ground: 3,608
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Paved
      Features
      • Levels: 2.5
      Lot
      • Size: 0.8 Acres
      • Features: In Town
      Details
      • Zoning description: Residential/Commercial

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Wood Frame
      • Foundation: Other
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1880

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available

      Community & HOA

      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $94/sqft
      • Annual tax amount: $7,811
      • Date on market: 9/2/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/2/2026Listed for sale$340,000$94/sqft
        Source: PrimeMLS #5107814 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Chester-Chester Depot

        Getting around

        44 / 100
        Car-Dependent
        31 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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