$3,300,000
UNDER CONTRACT

54 C Upton Rd Dover, VT 05356

Estimated payment $22,001/month

Total Views 1,407
5 Beds
5 Baths
5,808 Sq Ft
$568 Price per Sq Ft

Highlights

  • 91.4 Acre Lot
  • Orchard
  • Post and Beam
  • Mountain View
  • Wooded Lot
  • Cathedral Ceiling

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 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.

Listing Agent

Story Jenks

LandVest, Inc/Woodstock License #081.0045630 Listed on: 03/09/2026

Co-Listing Agent

Dia Jenks

LandVest, Inc/Woodstock License #082.0132376

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $52,612

Year Built

  • Built in 2004

Lot Details

  • 91.4 Acre Lot
  • Property fronts a private road
  • Sloped Lot
  • Orchard
  • Wooded Lot

Parking

  • 2 Car Attached Garage
  • Gravel Driveway

Home Design

  • Post and Beam
  • Concrete Foundation
  • Wood Frame Construction
  • Metal Roof
  • Wood Siding
  • Stone Siding

Interior Spaces

  • Property has 2 Levels
  • Woodwork
  • Cathedral Ceiling
  • Wood Burning Fireplace
  • Mud Room
  • Combination Kitchen and Dining Room
  • Wood Flooring
  • Mountain Views
  • Finished Basement
  • Interior Basement Entry

Bedrooms and Bathrooms

  • 5 Bedrooms
  • En-Suite Bathroom
  • 5 Full Bathrooms
  • Soaking Tub

Farming

  • Pasture

Utilities

  • No Cooling
  • Radiant Heating System
  • Heating System Uses Propane
  • Private Water Source
  • Well
  • Drilled Well
  • Propane Water Heater
  • Mound Septic
  • Septic Tank
  • Internet Available
  • Phone Connected
  • Satellite Dish

Community Details

  • Trails

Home Details

Home Type

Single Family

Est. Annual Taxes

$52,612

Year Built

Built in 2004

Lot Details

91.4 Acres

Parking

2

Listing Details

  • Seasonal: No
  • Property Type: Residential
  • Year Built: 2004
  • Display On Internet: Satellite Internet
  • Architectural Style: Post and Beam
  • ResoLotFeatures: Pasture, Mountain View, Orchard(s), Sloping, Views, Walking Trails, Wooded
  • Road Frontage Type: Other
  • PropertySubType: Single Family Residence
  • Co List Office Mls Id: 1143-01
  • MLS Status: (31) Under Contract - Active Under Contract
  • Above Grade Finished Sq Ft: 3776.0
  • Reso Interior Features: Cathedral Ceiling(s), Wood Fireplace, 1 Fireplace, Kitchen/Dining, Master BR w/ BA, Natural Woodwork, Soaking Tub
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Interior
  • Special Features: 4224
  • Property Sub Type: Detached

Interior Features

  • Appliances: Propane Water Heater
  • Total Bedrooms: 5
  • Flooring: Hardwood
  • Basement: Finished
  • Basement YN: Yes
  • Full Bathrooms: 5
  • Below Grade Sq Ft: 2032.0

Exterior Features

  • Driveway: Gravel
  • Roof: Metal
  • Construction Type: Post and Beam, Timber Frame, Wood Frame, Stone, Wood
  • Foundation Details: Concrete

Garage/Parking

  • Garage Spaces: 2.0
  • Attached Garage: Yes
  • Parking Features: Attached

Utilities

  • Electric: On-Site
  • Sewer: Mound Septic, On-Site Septic Exists
  • Heating: Propane, Radiant
  • Cooling: None
  • Utilities: Phone Connected, Phone, Satellite
  • Water Source: Drilled Well, On-Site Well Exists, Private

Lot Info

  • Surveyed: Yes
  • Zoning: residential
  • Lot Size Acres: 91.4
  • Lot Size Sq Ft: 3981384.0

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 52612.32

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $51,317 $0 $0 $0
2023 $27,784 $2,078,470 $0 $0
2022 $41,877 $2,078,470 $0 $0
2021 $41,470 $2,078,470 $0 $0
2020 $27,784 $1,361,300 $0 $0
2019 $26,579 $1,361,300 $0 $0
2018 $26,524 $1,361,300 $0 $0
2017 -- $1,361,300 $0 $0
2016 $25,101 $1,343,180 $0 $0
2015 -- $13,188 $0 $0
2014 -- $13,188 $0 $0
2013 -- $13,188 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
03/09/2026 03/09/26 For Sale $3,300,000 +16.8% $568 / Sq Ft
12/11/2020 12/11/20 Sold $2,825,000 -2.6% $486 / Sq Ft View Prior Sale
11/17/2020 11/17/20 Pending -- -- --
09/14/2020 09/14/20 For Sale $2,900,000 -- $499 / Sq Ft
Source: PrimeMLS

Source: PrimeMLS

MLS Number: 5078620

PrimeMLS

APN: 183-058-12606

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