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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.

More Info

Tax Information

  • Tax Year2026

Location

  • Building Number494-564
  • StreetGoodaleville Road
  • TownJamaica
  • StateVT
  • Zip05343
  • CountyWindham
  • Flood Zone Y/NLand Only
  • Address494-564 Goodaleville Road

Property

  • Acreage13.66
  • Lot DescriptionCountry Setting, Landscaped, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Near Skiing, Rural
  • AreaVT-Windham
  • DrivewayGravel
  • RoadsPublic, Public Maintained Road

Utilities

  • Heat SystemPropane, Baseboard, Radiant, Radiant Floor, Mini Split, Boiler
  • WaterDrilled Well
  • SewerSeptic
  • ElectricCircuit Breaker(s)
  • UtilitiesCable Available

Other

  • SeasonalNo
  • Page547-550
  • Date Listed08/31/2026

Parking

  • Parking Spaces1
  • GarageYes

Building

  • Year Built1860
  • Building ConstructionPost and Beam
  • ConstructionExisting
  • Property StyleContemporary, Farmhouse
  • Bedrooms9
  • Bathroom7
  • Total Baths7
  • 3/4 Baths3
  • Total Rooms19
  • Square Feet4,996
  • BasementFinished
  • FoundationConcrete

Exterior

  • Exterior FeaturesBarn, Guest House, Hot Tub, Patio, Covered Porch, Screened Porch, Storage
  • Exterior ColorWhite
  • RoofStanding Seam

Water Body

  • Water Body NameWinhall River
  • Water Body TypeStream
  • Water AccessOwned
  • Water ViewYes
  • Water Access DetailsOther

Rooms

  • Full Bath4

Basic Information

  • MLS Number5107418
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$2,700,000
  • Listing Agent NameCheyanne Pugliese
  • Broker NameThe Haven Group

Interior

  • Interior FeaturesGas Fireplace,1 Fireplace, Hot Tub, In-Law/ADU, Primary BR w/ BA
  • FloorsCarpet, Tile, Wood
  • Stories3

Amenities

  • AmenitiesAir Conditioner, Dehumidifier, Standby Generator, Whole BldgVentilation
  • PricePerSqFt684.06

Map Location

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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 August 31, 2026 2:22 AM UTC

 

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