Skip to content
Bean Group
← Back to search
Offered at $2,430,000Active
beds
9
baths
7
sq ft
4,996
Built
1860

494-564 Goodaleville Road

Jamaica, VT 05343

About this home

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. Schapiro’s 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.

Listing last checked: Listing updated:

Listed by Cheyanne Pugliese · The Haven Group · MLS #5107418

Request property information

Select a document to start a request. You can add others in the form. Availability varies.

Details at a glance

Interior4 property facts
Rooms
19
Heating
Baseboard, Radiant, Propane, Radiant Floor
Flooring
Carpet, Tile, Wood
Basement
Yes · Finished
Building4 property facts
Style
Single Family Residence
Year built
1860
Garage
1
Parking
1
Land & utilities6 property facts
Lot size
13.66 acres
Water
Well
Sewer
Septic Tank
Waterfront
Y
Pool
Not reported
Zoning
None
Financial2 property facts
Annual taxes
$19,076
Assessment year
2026

Location

Estimated monthly cost

Explore costs at the $2,430,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$13,877 / monthAdjust
Principal & interest
$12,287
Property tax
$1,590
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $19,076. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Explore more of Jamaica

Continue your search in Jamaica.

Need help making sense of this home?

About 494-564 Goodaleville Road

Can I request a private showing?

Request a tour of 494-564 Goodaleville Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.