$3,091,500
5 Beds
5 Baths
5,808 sqft (on 91.40 acres)
54 Upton Road, West Dover, VT 05356
Est. Refi. Payment $20,574/mo*
Refinance Your HomeCurrently Off Market - Sold May 8, 2026 for $3,150,000 (5% below list price)
Home Value
Trulia Estimate
$3.09MSince last month
Decreased$2K (-0.1%)Since last year
Increased$47K (+1.6%)Since last sale
Decreased$66K (-2.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +221% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $3.08M |
| July 2026 | $3.09M |
| June 2026 | $3.09M |
| May 2026 | $3.16M |
| April 2026 | $3.11M |
| March 2026 | $3.11M |
| February 2026 | $2.93M |
| January 2026 | $2.85M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.37 | Single-Family Home | $20,000 | 01/09/26 | 5 | 5 | 3,644 | |
0.54 | Single-Family Home | $270,000 | 09/19/25 | 3 | 1.5 | 1,386 | |
1.02 | Single-Family Home | $488,000 | 05/30/26 | 3 | 2 | 2,000 | |
2.09 | Single-Family Home | $2,700,000 | 11/19/25 | 5 | 5.5 | 5,413 | |
1.69 | Single-Family Home | $780,000 | 04/29/26 | 6 | 3 | 2,900 | |
1.64 | Single-Family Home | $480,000 | 11/03/25 | 4 | 3 | 2,800 | |
1.71 | Single-Family Home | $650,000 | 11/14/25 | 3 | 3.5 | 2,250 | |
2.22 | Single-Family Home | $950,000 | 07/17/26 | 4 | 4 | 4,200 | |
2.08 | Single-Family Home | $610,000 | 11/07/25 | 5 | 3 | 4,226 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.37 | $356,500 | 3 | 1.5 | 1,207 | Off Market | |
0.39 | $619,400 | 6 | 4 | 2,764 | Off Market | |
0.37 | $20,000 | 5 | 5 | 3,644 | Recently Sold | |
0.42 | $440,800 | 4 | 3 | 1,920 | Off Market | |
0.39 | $332,700 | 2 | 1 | 1,164 | Off Market | |
0.54 | $283,000 | 3 | 1.5 | 1,386 | Off Market | |
0.52 | $555,300 | 3 | 3 | 1,699 | Off Market | |
0.52 | $1,309,700 | 4 | 3 | 4,803 | Off Market | |
0.68 | $609,800 | 3 | 2 | 2,160 | Off Market | |
0.68 | $568,800 | 3 | 3 | 2,412 | Off Market | |
0.72 | $547,000 | 3 | 2 | 2,016 | Off Market |
Local Information
- Map ViewExplore the area around 54 Upton Road.
- Schools2 Preschool Schools2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2004
Lot Size
91.4 acres
Living Area
5,808 sqft
Price/Sqft
$542/sqft
Parking
Garage
Last check for updates: about 2 hours ago
Listed by T Story Jenks
LandVest, Inc/Woodstock, (802) 457-4977
Dia Jenks
LandVest, Inc/Woodstock, (802) 457-4977
Bought with: Erica Reynolds, Southern Vermont Realty Group, (802) 464-2585
Source: PrimeMLS, MLS#5078620
About this House
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.
54 Upton Road, West Dover, VT 05356 is a 5 bedroom, 5 bathroom, 5,808 sqft single-family home built in 2004. It last sold for $3,150,000 on May 8, 2026 (5% below the $3,300,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,091,500, with a rent estimate of $6,312/month.
Home Details for 54 Upton Road
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MLS Status: Closed |
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Interior Details Basement: Finished,Interior EntryNumber of Rooms: 9 |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 5808 Square Feet |
Appliances & Utilities Utilities: Phone, Satellite, Telephone at Site, Satellite InternetAppliances: Propane Water Heater |
Heating & Cooling Heating: Propane,RadiantNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood Burning, 1 FireplaceHas a Fireplace |
Gas & Electric Electric: On-SiteHas Electric on Property |
Windows, Doors, Floors & Walls Flooring: Hardwood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Hardwood |
View Has a ViewView: Mountain(s) |
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Exterior Home Features Roof: MetalFoundation: Concrete |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Gravel,Attached |
Frontage Road Frontage: Other |
Water & Sewer Sewer: Mound Septic, On-Site Septic Exists |
Farm & Range Frontage Length: Road frontage: 787 |
Finished Area Finished Area (above surface): 3776 Square FeetFinished Area (below surface): 2032 Square Feet |
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Year Built Year Built: 2004 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Post and BeamArchitecture: Post and Beam |
Building Construction Materials: Post and Beam, Timber Frame, Wood Frame, Stone Exterior, Wood ExteriorNot a New Construction |
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Price List Price: $3,300,000Price Per Sqft: $542/sqft |
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Direction & Address City: Dover |
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Building Area Building Area: 5808 Square Feet |
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Lot Area: 91.4 Acres |
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BasementMls Number: 5078620Above Grade Unfinished Area: 3776Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet |
Price and Tax history
| Date | Event | Price |
|---|---|---|
May 8, 2026 Source: PrimeMLS #5078620 | Sold | $3,150,000 |
Mar 9, 2026 Source: PrimeMLS #5078620 | Listed For Sale | $3,300,000 |
Dec 11, 2020 Source: PrimeMLS #4828571 | Sold | $2,825,000 |
Sep 14, 2020 Source: Agent Provided | Listed For Sale | $2,900,000 |
Dec 18, 2000 Source: N/A | Sold | $30,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | Unavailable | $2,078,470 |
Home facts updated by county records
Market trends in Dover
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
1MoM
Around this home
What Locals Say about Dover
At least 7 Trulia users voted on each feature.
100 % Say parking is easy
92 % Say people would walk alone at night
92 % Say it's quiet
89 % Say it's dog friendly
88 % Say car is needed
73 % Say there's wildlife
44 % Say streets are well-lit
44 % Say there's holiday spirit
43 % Say kids play outside
43 % Say yards are well-kept
42 % Say they plan to stay for at least 5 years
39 % Say neighbors are friendly
38 % Say it's walkable to grocery stores
33 % Say there are sidewalks
33 % Say there are community events
30 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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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 2026-08-30 07:09:50 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
Frequently asked questions about 54 Upton Road
- What is 54 Upton Road estimated to be worth?Trulia's estimated value for 54 Upton Road in West Dover, VT is $3,091,500.
- What is the price history for 54 Upton Road?54 Upton Road in West Dover, VT last sold for $3,150,000 in May 2026.
- Is West Dover a buyer's or seller's market?West Dover is currently a buyer's market, based on recent for-sale activity.
- What do residents say about West Dover?Residents describe West Dover, VT as easy to park in, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in West Dover, VT.
- How big is the lot at 54 Upton Road?The lot at 54 Upton Road in West Dover, VT is about 91.4 acres.
- Does 54 Upton Road have a garage?Yes, 54 Upton Road in West Dover, VT has a garage.
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