Set along a quiet back road on the Winhall River, this beautifully reimagined former schoolhouse blends timeless Vermont character with thoughtful modern updates. Built around the historic Goodaleville Road schoolhouse with a timber-frame addition and renovated by Vermont Country Builders, the home reflects exceptional craftsmanship, energy efficiency, and enduring design. Just 10 minutes from Stratton Mountain Resort, the location offers easy access to the mountain, local favorites, and the best of southern Vermont living. High ceilings, generous windows, and two sunrooms fill the interior with natural light, while radiant heat on all three levels adds warmth and comfort throughout. Recent improvements include a standing-seam metal roof, new Marvin windows, mini-split heating and cooling, new appliances, a large new deck, a new drilled well, a whole-house generator, an EV charger, restored floors and fir doors, updated tile, and custom built-ins. The property has a deep connection to the surrounding land. Beautiful landscaping and stonework complement an open field, apple orchard, raised garden beds built with hemlock milled from the property, and a useful storage shed. The large, private deck with hot tub creates an inviting place to relax and take in the serene setting. Situated along the Winhall River with direct access to the West River Rail Trail, the property makes it easy to walk, bike, swim, and enjoy the outdoors right from home. A five-bedroom septic system provides flexibility for future expansion. This is the Vermont home you have been looking for--full of character, warmth, and history, yet updated with the level of care and quality that makes ownership easy from day one. A trusted local builder has already done the hard work. Make this your Vermont address. Seller is the listing broker. Neighboring property also available: 494-498 Goodaleville Road, MLS #5101688.

Listing Tools

More Info

Tax Information

  • Tax Year2026

Parking

  • Parking Spaces
  • GarageNo

Rooms

  • Full Bath2

Basic Information

  • MLS Number5101689
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$1,115,000
  • Listing Agent NameCheyanne Pugliese
  • Broker NameThe Haven Group

Location

  • Building Number564
  • StreetGoodaleville Road
  • TownJamaica
  • StateVT
  • Zip05343
  • CountyWindham
  • Flood Zone Y/NLand Only
  • Address564 Goodaleville Road

Building

  • Year Built2009
  • Building ConstructionPost and Beam
  • ConstructionExisting
  • Property StyleContemporary
  • Bedrooms4
  • Bathroom3
  • Total Baths3
  • 3/4 Baths1
  • Total Rooms7
  • Square Feet2,022
  • FoundationPoured Concrete

Property

  • Acreage2.31
  • Lot DescriptionCountry Setting, Field/Pasture, Landscaped, Orchards, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Rural
  • AreaVT-Windham
  • DrivewayGravel
  • RoadsPublic Maintained Road

Interior

  • Interior FeaturesCathedral Ceiling, Gas Fireplace,1 Fireplace, Natural Light
  • FloorsTile, Wood
  • Stories3

Exterior

  • Exterior FeaturesDeck, Garden Space, Hot Tub
  • RoofStanding Seam

Utilities

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

Amenities

  • PricePerSqFt551.43

Water Body

  • Water Body NameWinhall River
  • Water Body TypeRiver
  • Water AccessShared
  • Water ViewYes
  • Water Access DetailsOther

Other

  • SeasonalNo
  • Page221-222
  • Date Listed07/24/2026
  • View Count13

Map Location

Listed by Cheyanne Pugliese of The Haven Group
Broker Reciprocity 

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 September 8, 2026 11:11 AM UTC

 

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