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Land with Home for Sale in Dover, Vermont

54 Upton Rd, Dover, VT 05356

$3,300,000
91.4 acres
Active
ago
Est $20,212/mo

Rare in Vermont ski country is a large property with great privacy, huge views, and a wonderful house. Located on a very private 91.4 acres close to Mount Snow, Stratton and the Hermitage, Sleepy Bear Farm is sited on one of the highest built elevations in Vermont. The custom Wadsworth timber frame home is designed to take advantage of the unparalleled views of Mount Snow and the Hermitage and is ideal for gathering of friends and family and outdoor recreation. The great room’s expanse of windows frame the view and sunsets to the Southwest. A double-sided stone fireplace, rises up 2 ½ stories, warms the interior, while doors open to a stone patio for summer suppers. On the other side of the fireplace is the dining room and kitchen. The kitchen is equipped to easily handle a hungry crowd. A guest bedroom, bathroom and mudroom round out the first floor. Upstairs are two primary suites, a bedroom with a loft and three bathrooms. On the lower level, a media/game room and wine room complete the apres-ski amenities and an additional six double beds in the bunk room are ready for sleepy bears. The patina of a copper roof, 100% radiant heat, custom iron work and reclaimed wood exude understated quality throughout. Hike, bike, ski, snowshoe, and cross-country ski from the house via glades, wilderness trails and the VAST Trail. In the summer, cool off in the brook with a waterfall and swimming hole and pick fruit for breakfast or pies from the apple trees and blueberry bushes. Attached garage with 2 bays. 1.5 miles to Mount Snow (Epic pass), 5 miles to the Hermitage, 14 miles to Stratton (Ikon pass). Under 2 hours to Bradley International Airport, less than 3 hours to Boston and just over 4 hours to New York.

5,808
Sq feet
5
Beds
5
Full baths
2004
Built

Location

Street address
54 Upton Rd
Elevation
2,487 feet
Coordinates
42.9814, -72.8722

Property details

Acreage
91.4 acres
Zoning
residential
MLS #
NNEREN 5078620
Posted

Property taxes

2025
$52,612

Resources

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Exterior

Parking Spaces
2
Parking
Garage

Structure

Basement
Yes
Heating
Propane, Radiant
Roof
Metal

Interior

Room Count
9
Rooms
Basement, Bathroom x 5, Bedroom x 5
Flooring
Hardwood

Property utilities

CategoryTypeStatus
GasPropaneConnected

Listing history

DateEventPriceChangeSource
Mar 9, 2026New listing$3,300,000NNEREN
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This 91.4-acre property is located at 54 Upton Rd in Dover, VT 05356. The property is available for sale for $3,300,000. It has a 5,808 sq ft 5 bedroom, 5 bath house built in 2004.

Checked 2 hours ago — Updated

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