564 Goodaleville Road,Jamaica, VT 05343
Jamaica, VT 05343
Description
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.
Details
| MLS # | 5101689 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (10) Active - Active |
| Year | 2009 |
| Days On Site | 80 |
| Listing Provided By | The Haven Group | Cheyanne Pugliese |
Features
| Bed(s) | 4 |
|---|---|
| Bath(s) | 3 Total |
| Story(s) | 3 |
| Zoning | None |
| Acreage | 2.31 |
| Water Front | Yes |
Interior
| Rooms Total | 7 |
|---|---|
| Cooling | Mini Split |
| Heating | Propane, Radiant, Radiant Floor, Mini Split |
| Interior Features | Cathedral Ceiling(s), Gas Fireplace, 1 Fireplace, Natural Light |
| Appliances | Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop |
Exterior
| Exterior Features | Deck, Garden, Hot Tub |
|---|---|
| Roof | Standing Seam |
| Construction Materials | Post and Beam |
| Foundation Details | Poured Concrete |
| Lot Features | Country Setting, Pasture, Landscaped, Orchard(s), Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Rural |
Parking
| Garage Yes / No | No |
|---|
Utilities
| Utilities | Cable Available |
|---|---|
| Electric | Circuit Breakers |
| Sewer | Shared Septic |
Taxes
| Tax Annual Amount | 7945 |
|---|---|
| Tax Year | 2026 |
Area Information
| State | VT |
|---|---|
| County | Windham |
| City | Jamaica |
| Zip Code | 05343 |
| Area | VT Windham |
| Listing VS Median (in 05343) | |
Price: $1,115,000 low | high Med: $2,399,000 On site: 80 low | high Med: 1108 | |
Market Activity 05343
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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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.
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Learn More About This Property
| State | VT |
|---|---|
| County | Windham |
| City | Jamaica |
| Zip Code | 05343 |
| Area | VT Windham |
| Listing VS Median (in 05343) | |
Price: $1,115,000 low | high Med: $2,399,000 On site: 80 low | high Med: 1108 | |
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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.
