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.
Active
Listed by: The Haven Group • Cheyanne Pugliese
$2,700,000
494-564 Goodaleville Road, Jamaica, VT 05343
9beds
4,996sqft
Single Family Residence
Built in 1860
13.66 Acres Lot
$-- Zestimate®
$540/sqft
$-- HOA
What's special
Open fieldsScreened porchTwo sunroomsHigh ceilingsExceptional craftsmanshipRestored vintage barnRestored floors
- 7 hours
- 79
- 6
Zillow last checked:
Listing updated:
Listed by:
Cheyanne Pugliese,
The Haven Group 802-548-1000
Source: PrimeMLS,MLS#: 5107418
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 7
- Full bathrooms: 4
- 3/4 bathrooms: 3
Heating
- Propane, Baseboard, Radiant, Radiant Floor, Mini Split, Boiler
Cooling
- Mini Split
Appliances
- Included: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
Features
- In-Law/ADU, Primary BR w/ BA
- Flooring: Carpet, Tile, Wood
- Basement: Finished,Interior Entry
- Number of fireplaces: 1
- Fireplace features: Gas, 1 Fireplace
Interior area
- Total structure area: 4,996
- Total interior livable area: 4,996 sqft
- Finished area above ground: 3,947
- Finished area below ground: 1,049
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Gravel
- Garage spaces: 1
Features
- Levels: 3
- Stories: 3
- Patio & porch: Patio, Covered Porch, Screened Porch
- Exterior features: Storage
- Has spa: Yes
- Spa features: Heated
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Body of water: Winhall River
Lot
- Size: 13.66 Acres
- Features: Country Setting, Landscaped, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Near Skiing, Rural
Details
- Additional structures: Barn(s), Guest House
- Zoning description: None
- Other equipment: Standby Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Post and Beam
- Foundation: Concrete
- Roof: Standing Seam
Condition
- New construction: No
- Year built: 1860
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Septic Tank
- Utilities for property: Cable Available
Community & HOA
Location
- Region: Jamaica
Financial & listing details
- Price per square foot: $540/sqft
- Annual tax amount: $19,076
- Date on market: 8/31/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/31/2026 | Listed for sale | $2,700,000$540/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment






