List Price: $3,300,000 | $568 per sq.ft. | 5 Bedroom | 5 Bathroom | 2 Story Single Family Home Under Contract
Listed Monday Mar 9, 2026 | MLS# 5078620
54 Upton Road Dover VT
Listed by T Story Jenks LandVest, Inc/Woodstock
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.
Flooring: Hardwood
Total Rooms: 9
Total Baths: 5
Full Baths: 5
Total Bedrooms: 5
Basement: Finished
Year Built: 2004
Type: Post and Beam | Timber Frame | Wood Frame | Stone Exterior | Wood Exterior

Building Info
Finished Sq.Ft.: 5808
Above Grade Sq.Ft.: 3776
Below Grade Sq.Ft.: 2032
Apx Below Grade Unfinished Sq.Ft.: 0

Exterior Info
Style: Post and Beam
Roof: Metal

Utilities
Electric: On-Site
Water: Drilled Well | On-Site Well Exists | Private
Sewer: Mound | On-Site Septic Exists

Land Description:
Field/Pasture | Mountain View | Orchards | Sloping | View | Walking Trails | Wooded
Lot size: 91.4 acres
Zoned: residential
Surveyed: Yes
Flood Zone: No
Seasonal: No
Road Frontage: 787
Driveway: Gravel



Taxes $52,612
Assesed Value Not Reported
Schools

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