Jamaica, VT | 494-564 Goodaleville Road

Christie's International Real Estate
$2,700,000
MLS#: 5107418
4,996
Sq Ft
13.66
Acres
7
Baths
9
Bedrooms
General Property Information
Property Status
Active
Price
$2, 700, 000
Property Type
Single Family
County
VT-Windham
Agency / Brokerage
Cheyanne Pugliese
The Haven Group
List Date
8/29/2026 8:00 PM
Acres
13.66
Year Built
1860
Bedrooms
9
Total Baths
7
Sq. Ft. (Total)
4,996
Tax Year
2026
Taxes
$19,076

Description

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.

Map

Interior Features
# Of Stories
3
Sq. Ft. (Total)
4,996
Sq. Ft. (Above Ground)
3,947
Sq. Ft. (Below Ground)
1,049
Rooms
19
Bedrooms
9
Baths
7
Interior Desc
Gas Fireplace, 1 Fireplace, Hot Tub, In-Law/ADU, Primary BR w/ BA
Appliances Included
Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
Flooring
Carpet, Tile, Wood
Heating
Propane, Baseboard, Radiant, Radiant Floor, Mini Split, Boiler
Basement Desc
Finished

Town Market Snapshot

Source: Data provided by PrimeMLS, graph generated by Pall Spera Company

Exterior Features
Style of Residence
Contemporary, Farmhouse
House Color
White
Time Share
No
Exterior Details
Barn, Guest House, Hot Tub, Patio, Covered Porch, Screened Porch, Storage
Land Desc.
Country Setting, Landscaped, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Near Skiing, Rural
Roof Desc.
Standing Seam
Driveway Desc.
Gravel
Foundation Desc.
Concrete
Sewer Desc.
Septic
Garage / Parking
Yes
Garage Spaces
1
Road Frontage
0
Zoning
None

Affordability Estimate

Quick payment estimate for this listing. Not a loan offer — rates and terms vary.

Est. monthly principal & interest

  • Loan amount:
  • Down payment:

Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.

You May Also Like

View more nearby