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  • Listed by: The Haven Group • Cheyanne Pugliese
    $2,700,000

    494-564 Goodaleville Road, Jamaica, VT 05343

    9beds
    4,996sqft
    : 
    $21,316/mo
    Get pre-qualified
    Single Family Residence
    Built in 1860
    13.66 Acres Lot
    $-- Zestimate®
    $540/sqft
    $-- HOA

    What's special

    Open fieldsScreened porchTwo sunroomsHigh ceilingsExceptional craftsmanshipRestored vintage barnRestored floors
    10 MINUTES TO STRATTON RESORT | TWO HOMES | 1BR BARN APARTMENT | RESTORED VINTAGE BARN | 13+ ACRES. A rare Vermont multi-residence estate offering two beautifully renovated homes, a separate 1BR barn apartment, restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, the property blends authentic character, exceptional craftsmanship, and modern four-season comfort. One residence is a restored 4BR farmhouse once used as the summer home of renowned art historian Meyer Schapiro, with wide-plank floors, antique doors, an expanded kitchen with soapstone counters, updated baths, and custom built-ins. Schapiro’s former art studio now serves as a self-contained 1BR apartment with SMEG appliances, screened porch, and heated storage below. The second home is a reimagined historic schoolhouse with a timber-frame addition, high ceilings, generous windows, two sunrooms, restored floors, and warm architectural detail throughout. Private hot tubs and inviting outdoor living spaces complement all three residences. Extensive improvements across the property include standing-seam roofs, new Marvin windows, updated electrical and plumbing, modern insulation, mini-split heating and cooling, high-efficiency systems, new appliances, generators, and EV chargers. The 13+ acres include open fields, woods, apple trees, gardens, extensive stonework, patios, decks, and opportunities for trails, recreation, and equestrian use. Set along the Winhall River with direct access to the West River Rail Trail for walking, biking, swimming, and exploring. In the heart of ski country, just minutes from Stratton, Bromley, and Magic Mountain. An exceptional family estate, multi-generational retreat, or investment opportunity. Offered furnished and ready to enjoy, with additional acreage also available. All the hard work has been done--move in and start enjoying Vermont. Properties also offered individually as MLS #5101688 and #5101689.
    7 hours
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    Zillow last checked:

    Listing updated:

    Listed by:

    Cheyanne Pugliese,

    The Haven Group 802-548-1000

    Source: PrimeMLS,MLS#: 5107418MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 9
      • Bathrooms: 7
      • Full bathrooms: 4
      • 3/4 bathrooms: 3
      Heating
      • Propane, Baseboard, Radiant, Radiant Floor, Mini Split, Boiler
      Cooling
      • Mini Split
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
      Features
      • In-Law/ADU, Primary BR w/ BA
      • Flooring: Carpet, Tile, Wood
      • Basement: Finished,Interior Entry
      • Number of fireplaces: 1
      • Fireplace features: Gas, 1 Fireplace
      Interior area
      • Total structure area: 4,996
      • Total interior livable area: 4,996 sqft
      • Finished area above ground: 3,947
      • Finished area below ground: 1,049
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Gravel
      • Garage spaces: 1
      Features
      • Levels: 3
      • Stories: 3
      • Patio & porch: Patio, Covered Porch, Screened Porch
      • Exterior features: Storage
      • Has spa: Yes
      • Spa features: Heated
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Body of water: Winhall River
      Lot
      • Size: 13.66 Acres
      • Features: Country Setting, Landscaped, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Near Skiing, Rural
      Details
      • Additional structures: Barn(s), Guest House
      • Zoning description: None
      • Other equipment: Standby Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Post and Beam
      • Foundation: Concrete
      • Roof: Standing Seam
      Condition
      • New construction: No
      • Year built: 1860

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Septic Tank
      • Utilities for property: Cable Available

      Community & HOA

      Location
      • Region: Jamaica

      Financial & listing details

      • Price per square foot: $540/sqft
      • Annual tax amount: $19,076
      • Date on market: 8/31/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/31/2026Listed for sale$2,700,000$540/sqft
        Source: PrimeMLS #5107418 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: 05343

        Getting around

        10 / 100
        Car-Dependent
        1 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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