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Peyton Seaver
REALTOR®
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54 Upton Road, Dover, VT 05356

$3,300,000
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New to the Market Active
BEDS5 BATHS5 full SQUARE FEET5,808 MLS#5078620
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: LandVest, Inc/Woodstock
Agency Phone: 802-457-4977
Associate Name: T Story Jenks
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Property Description

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 1/2 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.

54 Upton Road | MLS# 5078620

This single family home located at 54 Upton Road, Dover, VT 05356 is currently listed for sale with an asking price of $3,300,000. This property was built in 2004 and has 5 bedrooms and 5 full baths with 5808 sq. ft. Search Dover real estate on peytonseaver.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished
Cooling: None
Garage: 2 car attached
Heating: Propane, Radiant
Home Style: Post and Beam
Lot Size: 91.40 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $52,612
Year Built: 2004

Amenities

Cathedral Ceiling
Wood Fireplace
1 Fireplace
Kitchen/Dining
Primary BR w/ BA
Natural Woodwork
Soaking Tub

Feature Descriptions

Appliances: Propane Water Heater
Baths Full: 5
Construction: Post and Beam, Timber Frame, Wood Frame, Stone Exterior, Wood Exterior
Construction Status: Existing
Days on Site: 6
Driveway: Gravel
Electric: On-Site
Exterior: Post and Beam, Timber Frame, Wood Frame, Stone Exteri
Flood Zone: No
Flooring: Hardwood
Foundation: Concrete
Lot: Field/Pasture, Mountain View, Orchards, Sloping, View, Walking Trails, Wooded
Number of Rooms: 9
Parking: Attached
Road Frontage: 787
Roads: Other
Sewer: Mound, On-Site Septic Exists
Sq. Ft. Above Grade Finished: 3776
Sq. Ft. Below Grade Finished: 2032
Sq. Ft. Total Finished: 5808
Total Stories: 2
Water: Drilled Well, On-Site Well Exists, Private
Zoning: residential

Listed By / Shown By

Listed By

Agency Name: LandVest, Inc/Woodstock
Agency Phone: 802-457-4977
Agent Name: T Story Jenks

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Estimated Payment

$ 12,691.20 per month $7,344.37 Principal & Interest $4,384.33 Property Tax $962.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/15/2026. The listing information on this page last changed on 03/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 03/15/2026 3:52:02 AM EST) or MLSPIN MLS (last updated Sat 03/14/2026 11:38:22 PM EST) or Prime MLS (last updated Sat 03/14/2026 11:33:12 PM EST) or MREIS (last updated Sun 03/15/2026 2:05:20 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-03-14 23:33:12

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