Property Attributes
- MLS#5101689
- TypeSingle Family
- Listing Status Active
- CountyWINDHAM
- CityJamaica
- AreaWindham
- NeighborhoodWinhall River
- Zip05343
- StyleContemporary
- Year Built2009
- Price$ 1,115,000
- Bedrooms4
- Full Bathrooms3
- Half Bathrooms0
- Sqr Footage2022
- Lot Size2.31 Acres
Data Source:
PrimeMLS
Property 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.
| Price History | |
|---|---|
| 7/25/2026 | Listed $1,250,000 |
| 9/6/2026 | 11$1,115,000 |
General Features
| Road Frontage | TBD |
|---|---|
| Sewer | Septic Shared |
| Heating | Propane,Radiant,Radiant Floor,Mini Split |
| Cooling | Mini Split |
| Utilities | Cable Available |
| Roof | Standing Seam |
| Appliances | Dishwasher,Dryer,Electric Range,Refrigerator,Washer,Gas Stove,Induction Cooktop |
| Easements | Yes |
| Garage | No |
| Flood Zone | Land Only |
| Zoning | None |
| 3/4 Baths | 1 |
| Full Baths | 2 |
| Bathrooms | 3 |
| Year Built | 2009 |
| Electric | Circuit Breaker(s) |
| Style | Contemporary |
| Stories Count | 3 |
| Type | Single Family |
| Property Condition | Existing |
| Tax Year | 2026 |
| Covenants | No |
| Construction Materials | Post and Beam |
| Directions | From Honeypie at the intersection of Route 30 and Route 100,head south on Route 100 for approximately 0.2 miles. Turn left onto Goodaleville Road. Continue for approximately 0.5 miles. 564 Goodalevil |
| City | Jamaica |
| Property Class | Residential |
| Seasonal | No |
| DOM | 47 |
| Price Per Sq Ft Total AG | 551.43 |
| Last Updated | 09/06/2026 13:36:09 |
Interior Features
| Interior Amenities | Cathedral Ceiling,Gas Fireplace,1 Fireplace,Natural Light |
|---|---|
| Basement | No |
| Flooring | Tile,Wood |
| Beds | 4 |
| Total Rooms | 7 |
| Internet | Cable Internet |
| Total Finished Area | 2022 |
Exterior Features
| Lot Features | Country Setting,Field/Pasture,Landscaped,Orchards,Ski Area,Trail/Near Trail,Walking Trails,Near Paths,Rural |
|---|---|
| Exterior Amenities | Deck,Garden Space,Hot Tub |
| Driveway | Gravel |
| Water View | Yes |
| Lot Size Area | 2.31 |
| Water Source | Drilled Well |
| Water Body Name | Winhall River |
| Foundation | Poured Concrete |
| Waterfront Property | Yes |
| Road Frontage Type | Public Maintained Road |
| Surveyed | Yes |
| Water Body Type | River |
| Lot Size Square Feet | 100624 |
| Water Body Access | Yes |
| Water Access Details | Other |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 05343
Statistics provided by Inside Real Estate
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. Data last updated September 12, 2026 6:45 PM UTC