Price Reduction
Address
494-564 Goodaleville Road, Jamaica, VT
Price
$ 2,430,000
Property Attributes
- MLS#5107418
- TypeSingle Family
- Listing Status Active
- CountyWINDHAM
- CityJamaica
- AreaWindham
- NeighborhoodWinhall River
- Zip05343
- StyleContemporary,Farmhouse
- Year Built1860
- Price$ 2,430,000
- Bedrooms9
- Full Bathrooms7
- Half Bathrooms0
- Sqr Footage4996
- Lot Size13.66 Acres
Data Source:
PrimeMLS
Property Description
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, a restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, Winhall River Farm 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. Schapiroâs former art studio now serves as a self-contained 1BR apartment with SMEG appliances, a 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 & #5101689. Seller is the listing broker.
| Price History | |
|---|---|
| 8/31/2026 | Listed $2,700,000 |
| 9/6/2026 | 10$2,430,000 |
General Features
| Road Frontage | TBD |
|---|---|
| Sewer | Septic |
| Heating | Propane,Baseboard,Radiant,Radiant Floor,Mini Split,Boiler |
| Cooling | Mini Split |
| Utilities | Cable Available |
| Roof | Standing Seam |
| Appliances | Dishwasher,Dryer,Microwave,Electric Range,Refrigerator,Washer,Gas Stove,Induction Cooktop |
| Garage | Yes |
| Flood Zone | Land Only |
| Zoning | None |
| 3/4 Baths | 3 |
| Full Baths | 4 |
| Bathrooms | 7 |
| Year Built | 1860 |
| Electric | Circuit Breaker(s) |
| Style | Contemporary,Farmhouse |
| 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. 494-498 Goodal |
| City | Jamaica |
| Property Class | Residential |
| Other Equipment | Air Conditioner,Dehumidifier,Standby Generator,Whole BldgVentilation |
| Seasonal | No |
| Virtual Tour URL Unbranded 2 | https://www.zillow.com/view-imx/7d412874-7f29-4e8c-893f-1e450c01e375?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard |
| DOM | 12 |
| Price Per Sq Ft Total AG | 615.66 |
| Last Updated | 09/06/2026 13:37:55 |
Interior Features
| Basement Description | Finished |
|---|---|
| Interior Amenities | Gas Fireplace,1 Fireplace,Hot Tub,In-Law/ADU,Primary BR w/ BA |
| Basement | Yes |
| Flooring | Carpet,Tile,Wood |
| Beds | 9 |
| Total Rooms | 19 |
| Internet | High Speed Intrnt Avail |
| Total Finished Area | 4996 |
| Basement Access Type | Interior |
Exterior Features
| Lot Features | Country Setting,Landscaped,Ski Area,Trail/Near Trail,Walking Trails,Near Paths,Near Skiing,Rural |
|---|---|
| Exterior Amenities | Barn,Guest House,Hot Tub,Patio,Covered Porch,Screened Porch,Storage |
| Driveway | Gravel |
| Water View | Yes |
| Lot Size Area | 13.66 |
| Water Source | Drilled Well |
| Garage Capacity | 1 |
| Water Body Name | Winhall River |
| Foundation | Concrete |
| Color | White |
| Waterfront Property | Yes |
| Road Frontage Type | Public,Public Maintained Road |
| Surveyed | Yes |
| Water Body Type | Stream |
| Lot Size Square Feet | 595030 |
| 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
Price
Year Built
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this Site comes in part from the IDX Program of PrimeMLS. The information
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not be used for any purpose other than to identify prospective properties
consumers may be interested in purchasing. Data last updated September 14, 2026 11:02 AM UTC
