Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
Listed by Cheyanne Pugliese with The Haven Group 802-548-1000
9 Beds
7 Baths
4,996 sqft

$2,430,000

494-564 Goodaleville Road, Jamaica VT, 05343

Price per sqft$486.39
Built in1860
Property size4,996 sqft
Property typeResidential

Overview

Active

Listed Aug 30, 2026

Updated 2 weeks ago

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.

$16,167/mo

Est. mortgage payment based on a $2,430,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
5107418

Interior Features

Bedrooms
9
Bathrooms
7
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
13.66 Acres

Other Property Details

Taxes
$19,076
Tax Frequency
Annually
Garage
Yes
View
Yes
Waterfront
Yes
MLS provider logo

Listed by Cheyanne Pugliese with The Haven Group 802-548-1000

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 is refreshed every 3 hours. Listing last updated 2:52 PM UTC on 9/21/2026. 

©2026 PrimeMLS All rights reserved. 

 

 

Powered by Luxury Presence