54 Upton Road, Dover, VT 05356
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
54 Upton Road,Dover, VT 05356
$3,300,000
- 5 Beds
- 5 Baths
- 5,808 sq. ft.
- Single family
- Active
Listed by: t story jenks, dia jenks
Office: landvest, inc/woodstock802-457-4977
MLS#:5078620
Source:PrimeMLS
Price summary
- Price:$3,300,000
- Price per sq. ft.:$568.18
About this home
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....
Contact an agent
Home facts
- Year built:2004
- Listing ID #:5078620
- Added:45 day(s) ago
- Updated:April 24, 2026 at 10:26 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:5
- Rooms Total:9
- Flooring:Hardwood
- Basement Description:Finished, Interior
- Living area:5,808 sq. ft.
Heating and cooling
- Heating:Radiant
Structure and exterior
- Roof:Metal
- Year built:2004
- Building area:5,808 sq. ft.
- Lot area:91.4 Acres
- Levels:2 Story
Utilities
- Sewer:Mound, On Site Septic Exists
Finances and disclosures
- Price:$3,300,000
- Price per sq. ft.:$568.18
- Tax amount:$52,612 (2025)
Features and amenities
- Amenities:On-Site
Parking
- Parking description:Gravel Driveway
- Garage spaces:2
New listings near 54 Upton Road
- Open Sat, 9am to 5pmNew
$525,000Active2 beds 3 baths3,074 sq. ft.4B Newfane Circle, Dover, VT 05356
MLS# 5085134Listed by: WWW.HOMEZU.COM - New
$394,000Active2 beds 2 baths1,250 sq. ft.9F Brumms Way, Dover, VT 05356
MLS# 5084298Listed by: DEERFIELD VALLEY REAL ESTATE - New
$52,000Active2 beds 2 baths1,098 sq. ft.274/76Qtr. 1 Grand Summit Way, Dover, VT 05356
MLS# 5083825Listed by: SOUTHERN VERMONT REALTY GROUP - New
$52,000Active2 beds 2 baths1,098 sq. ft.274/76Qtr. 2 Grand Summit Way, Dover, VT 05356
MLS# 5083826Listed by: SOUTHERN VERMONT REALTY GROUP - New
$52,000Active2 beds 2 baths1,098 sq. ft.274/76Qtr. 4 Grand Summit Way, Dover, VT 05356
MLS# 5083827Listed by: SOUTHERN VERMONT REALTY GROUP - New
$789,000Active4 beds 4 baths2,856 sq. ft.15 Sawmill Village Way, Dover, VT 05356
MLS# 5083633Listed by: VERMONT REAL ESTATE COMPANY
$18,500Active1 beds 1 baths673 sq. ft.302 Qtr 2 Grand Summit Way #302, Qtr 2, Dover, VT 05356
MLS# 5083183Listed by: SKIHOME REALTY
$499,000Active3 beds 2 baths2,250 sq. ft.36 Buckboard Drive, Dover, VT 05356
MLS# 5083164Listed by: SOUTHERN VERMONT REALTY GROUP
$99,000Pending10.05 Acres78 Captain Copeland Road #Lot 2, Dover, VT 05341
MLS# 5082385Listed by: WINHALL REAL ESTATE
$24,500Active1 beds 2 baths869 sq. ft.328, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
MLS# 5082148Listed by: SKIHOME REALTY