by RH Advisors

See Home Value
Windham
54 Upton
Listed by: T Story Jenks, LandVest, Inc/Woodstock, 802-457-4977 Selling Office: Southern Vermont Realty Group, Listing Courtesy of Prime MLS
$3,300,000
● House - Off Market

54 Upton

Dover, VT 05356
bedrooms
5 Beds
bathrooms
5 Baths
square feet
5,808 Ft²
$20,588
Est. Monthly

About This Property

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.
Unit Size
5,808 Ft²
Days on Market
-
Land Size
91.40 acres
Price per sqft
$568
Property Type
House
Property Taxes
$4,384
HOA Dues
-
Year Built
2004

Payment Calculator (Computations Provided by RealtyHop)

Cap Rate Calculator

Last updated: 6 months ago (Prime MLS #5078620)

Price History

Date / Event Date Event Price
May 8, 2026 Sold
Sold
Mar 31, 2026 In contract -
In contract
Mar 9, 2026 Listed by LandVest, Inc/Woodstock $3,300,000
Listed by LandVest, Inc/Woodstock
Dec 11, 2020 Sold
Sold
Sep 14, 2020 Listed by LandVest, Inc/Woodstock $2,900,000
Listed by 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 100+ 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 with the highest quality appliances. 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. 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. Near Mount Snow, the Hermitage & Stratton. Under 2 hours to CT BDL airport, 3 hours to Boston and 4 hours to NYC.

Property Highlights

Garage
Fireplace

Building Info

Overview

    General

  • Year Built: 2004
  • Effective Year Built: 2004
  • Building Count: 1
  • Total Rooms: 9
  • Bedroom Count: 5
  • Bathroom Count: 5
  • Full Bathrooms: 5
  • Partial Bathrooms: 5
  • Building Condition: 3
  • Building Quality: 0
  • Construction Type: 6
  • Building Style: 21
  • Exterior Walls Type: 18
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 5
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 2
  • Basement Area: 2,032
  • Garage Type: 1
  • Parking Space Count: 1
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 4,512,816
  • Total Building Area: 3,776
  • Building Area: 3,776
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 0
  • Heating: 13
  • Heated Square Feet: 3,776
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000103600
  • Standard Land Use Code: 1001
  • County Land Use Code: 101
  • Legal Description 1: ONE FAMILY (>6AC)

Neighborhood

  • School District Name: Windham Central Supervisory Union
  • Census Tract: 967900

Geography

  • Parcel: (058) UR001
  • Municipality: DOVER
  • Latitude: 42.9839
  • Longitude: -72.8723

    Address

  • Full Address: 54 Upton Rd
  • Address - House Number: 54
  • Address - Street Name: Upton
  • Address - Suffix Type: Rd
  • State: VT
  • City Name: West Dover
  • Carrier Code: R777
  • 4-Digit Zip Code: 8821
  • Zip Code: 05356

Valuation

    Tax

  • Tax Year: 2022
  • Tax Amount: $1,575,572
  • Initial Tax Delinquent Year: 2022
  • Tax Rate Code Area: 058

    Appraisal Valuation

  • Standard Deviation: 0.2223
  • Valuation Date: Apr 26, 2023
  • Confidence Score: 55
  • Final Value: 3,054,519
  • High Value: 3,733,671
  • Low Value: 2,375,366

    Assessments Valuation

  • Assessed Year: 2022
  • Assessed Total Value: $2,078,470

    Sales

  • Current Sale Contract Date: Dec 11, 2020
  • Current Sale Recording Date: Dec 15, 2020
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Current Sale Input Document Number: DK 892403584
  • Previous Sale Recording Date: Dec 18, 2000
  • Previous Sale Contract Date: Dec 15, 2000
  • Previous Sale Amount: $30,000
  • Previous Sale Document Type: 36
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

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Frequently Asked Questions

When was property at 54 Upton Road built and last sold?
The property at 54 Upton Road was built in 2004 and last sold on Dec 11, 2020 for $2,825,000.
How much is this home worth?
The estimated value of the home located at 54 Upton Road is $0.
What are some comparable homes to 54 Upton Road?
There are currently no comparable homes to 54 Upton Road.