Dover, VT | 54 Upton Road

$3,300,000
MLS#: 5078620
5808
SQ. Feet
91.40
Acres
5
Baths
5
Bedrooms
1 of 38

General Property Information

Property Status:
Active
Price:
$3, 300, 000
Assessed:
$0
Assessed Year:
County:
VT-Windham
Acres:
91.40
Property Type:
Single Family
Year Built:
2004
Agency/Brokerage:
T Story Jenks
LandVest, Inc./New Hampshire
Bedrooms:
5
Total Baths:
5
Sq. Ft. (Total):
5808
Tax Year:
2025
Taxes:
$52, 612
Association Fees:

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.

Interior Features

# Of Stories:
2
Sq. Ft. (Total):
5808
Sq. Ft. (Above Ground):
3776
Sq. Ft. (Below Ground):
2032
Sq. Ft. Unfinished:
0
Rooms:
9
Bedrooms:
5
Baths:
5
Interior Desc:
Cathedral Ceiling, Wood Fireplace, 1 Fireplace, Kitchen/Dining, Primary BR w/ BA, Natural Woodwork, Soaking Tub
Appliances Included:
Propane Water Heater
Flooring:
Hardwood
Heating Cooling Fuel:
Water Heater:
Basement Desc:
Finished

Exterior Features

Style of Residence:
Post and Beam
House Color:
Time Share:
No
Resort:
Exterior Desc:
Exterior Details:
Amenities/Services:
Land Desc.:
Field/Pasture, Mountain View, Orchards, Sloping, View, Walking Trails, Wooded
Suitable Land Usage:
Roof Desc.:
Metal
Driveway Desc.:
Gravel
Foundation Desc.:
Concrete
Sewer Desc.:
Mound, On-Site Septic Exists
Garage/Parking:
Yes
Garage Spaces:
2
Road Frontage:
787

Other Information

Source: Data provided by PrimeMLS, graph generated by Pall Spera Company
List Date:
2026-03-09
Last Updated:

Stowe Office

Joni Gaines

(P) 802.253.9771
(F) 802.253.9993
email

Ask About this Property
Your Name:


Your Email Address:


Message: