Agent profile image in chat bubble
Agent profile image in chat header

Adam Dow

| The Dow Group | #1 Real Estate Team in New Hampshire

Agent profile image in message

494-564 Goodaleville Rd , Jamaica, VT 05343
$2,430,000
Est. Payment: $5,400.00/mo
9 Bed
7 Bath
4996 Sqft
Status: Active | Days on site: 7
Get Pre-Qualified
6743 - 620976
By proceeding and clicking the sign up button, you consent to receive calls and texts (SMS/MMS) including marketing and promotional communications, from , its affiliates, and agents or vendors acting on their behalf. These communications may be delivered using an automatic telephone dialing system or by using an artificial or prerecorded voice. Message and data rates may apply. To opt out of text messages, reply STOP. Your consent is not required as a condition of any purchase. By continuing, you also agree to our Terms of Use and Privacy Policy.

House 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. 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.

Highlights

Listed by Cheyanne Pugliese , 802-548-6320 The Haven Group , 802-548-1000.

Property Type

Residential

Lot/Acreage
13.66

Year Built

1860

County

Windham

Listing ID

5107418

Questions about this listing?

Contact Agent

Interior Features

Bedrooms and Bathrooms
  • Bedrooms:9
  • Bathrooms:7
  • Full Bathrooms:4
  • 3/4 Bathrooms:3
Appliances:Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
Air Cond:Mini Split
Fireplaces:
Floor:Carpet,Tile,Wood
Above Ground Sq Ft:3947
Basement:Yes,Finished
Other:
  • Additional:Gas Fireplace, 1 Fireplace, Hot Tub, In-Law/ADU, Primary BR w/ BA

Exterior Features

Lot:Existing,Waterfront,Winhall River, Waterbody Type: Stream, Waterbody Access: Exclusively Owned
Zoning:None
Roof:Standing Seam
Others:
  • Additional:Barn, Guest House, Hot Tub, Patio, Covered Porch, Screened Porch, Storage
Sewer:Septic
Principal Interest
$5,400
Taxes
$1,590

Home Price

$2,430,000

Loan Details

30 yrs
%

Down Payment

20%
$486,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$5,400.00

Principal

Taxes

Principal Taxes HOA Total
Monthly $5,400.00 $1,589.67 $0.00 $6,989.67
Yearly $64,800.00 $19,076.00 $0.00 $83,876.00
Total $1,944,000.00 $572,280.00 $0.00 $2,516,280.00

Today's Rates

30 Year

0%

20 Year

0%

15 Year

0%

Never Miss a Property

Be the first to know when a property hits the market.

Current Listings

Last 30 Days
N/A
Sep 2026

Average Price

All Price Ranges
N/A
Sep 2026

Average Days on Market

All Price Ranges
N/A
Sep 2026
Market insight data is pulled from the same city as the listing being viewed (Jamaica, VT).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.