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  • Listed by: Kelley Real Estate, Inc. • Tyleen Murray
    Price cut: $40K (9/4)
    $399,000

    2055 & 2071 Main & 28 Pleasant Street, Cavendish, VT 05142

    7beds
    2,496sqft
    : 
    $3,201/mo
    Get pre-qualified
    Single Family Residence
    Built in 1860
    0.71 Acres Lot
    $375,600 Zestimate®
    $160/sqft
    $-- HOA

    What's special

    Slate work doneSoffit and fascia paintedMany windows reglazed
    Three properties are being sold together with some owner terms possible. Investors, Dreamers, Skiers, Business Owners...Many possibilities and much potential. Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? Lots of flexibility with no zoning. Renovations can continue or property can be sold as it is. In the past, the Okemo Shuttle has stopped across the street at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street could be used as a single family or two units. The town currently lists 7 bedrooms. The upper level is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit or make into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the bay window area installed, some support work and vapor barrier added in basement, many windows reglazed, soffit and fascia painted, etc. The cosmetic work in the upper unit is done with the bathroom in progress. The barn that is on 2071 Main Street has had work done to the roof (sheathing boards, slate, and ridge cap). The upper level is an impressive open space. The lower workshop area of the barn needs flooring work. 2055 Main Street was once a large building built around 1880 and was the Fletcher Library. It was most recently a 4-unit apartment building with office space on the lower level. After a fire, the newer concrete foundation at the back of the structure was capped and covered for a future use. This property also has a large barn which has had work done to the roof. 28 Pleasant Street is behind the Main Street properties and has a separate access off Pleasant Street. Schedule your tour today! One of the owners is a licensed real estate broker.
    46 days
    412
    16

    Zillow last checked:

    Listing updated:

    Listed by:

    Tyleen Murray,

    Kelley Real Estate, Inc. 802-228-5333

    Source: PrimeMLS,MLS#: 5102974MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Oil, Baseboard, Boiler
      Cooling
      • None
      Features
      • Basement: Unfinished,Interior Entry
      Interior area
      • Total structure area: 3,090
      • Total interior livable area: 2,496 sqft
      • Finished area above ground: 2,496
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Gravel, Paved
      Features
      • Levels: 2.5
      • Stories: 2.5
      • Frontage length: Road frontage: 338
      Lot
      • Size: 0.71 Acres
      • Features: Sidewalks, Neighborhood
      Details
      • Zoning description: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame
      • Foundation: Brick, Concrete, Stone
      • Roof: Membrane,Slate
      Condition
      • New construction: No
      • Year built: 1860

      Utilities & green energy

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

      Community & HOA

      Location
      • Region: Cavendish

      Financial & listing details

      • Price per square foot: $160/sqft
      • Annual tax amount: $2,703
      • Date on market: 8/3/2026
      • Road surface type: Paved

        Estimated market value

        $375,600

        $357,000 - $394,000

        Not available

        Price history

        DateEventPrice
        9/4/2026Price change$399,000-9.1%$160/sqft
        Source: PrimeMLS #5102974 Report a problem
        7/19/2026Listed for sale$439,000$176/sqft
        Source: PrimeMLS #5100125 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: 05142

        Getting around

        9 / 100
        Car-Dependent
        46 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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