40 Upper Highlands Loop, West Dover, VT 05356
OFF MARKET
Listed by Jacki J Murano, Southern Vermont Realty Group, (802) 464-2585 . Bought with Southern Vermont Realty Group

40 Upper Highlands Loop
West Dover, VT 05356

  • 5 Beds
  • 3 Baths
  • 1,954 sqft (on 0.74 acres)

$581,700

Trulia Estimate
as of Jun 24, 2026

$581,700

Trulia Estimate
as of Jun 24, 2026
5 Beds
3 Baths
1,954 sqft
(on 0.74 acres)

Local Information

  • Map ViewExplore the area around 40 Upper Highlands Loop.
  • Schools2 Preschool Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination
Last check for updates: about 18 hours ago
Listed by Jacki J Murano
Southern Vermont Realty Group, (802) 464-2585
Bought with: Erica Reynolds, Southern Vermont Realty Group, (802) 464-2585
Source: PrimeMLS, MLS#5008288

Description

$25,000 Price Improvement just in time for the season! The snow is here, the mountain is open and this special property is just a 1/2 mile from the Mount Snow Resort north entrance! This 5 bedroom, 3 bath renovated chalet is your home base for adventure. Spacious, warm and cozy atmosphere for the winter season and an inviting outdoor space with decks and a nice backyard for summer- a perfect four-season vacation home. Tastefully updated with modern finishes for convenience and style with just enough of the original finishes to retain that rustic charm of a classic ski chalet. The main living area of the home is open with a great sized kitchen, lots of storage, all new appliances and eat in area. Full dining area opening out to deck space looking out of a forest of pines, a cozy living room and a primary suite large enough for a sitting area as well. On the lower level ( which is all above grade!) 4 more bedrooms and 2 more full baths plus laundry, mudroom and airlocked entry way. You’ll also enjoy quick access to top ski destinations: Mount Snow, Stratton Mountain is 15 miles away, Bromley 23 miles, and Magic Mountain is 27 miles. Snowmobile trails, national forest, multiple lakes and endless outdoor recreation options are also nearby. Seize this opportunity to make this property yours and enjoy a premier ski location and the quintessential ski lodge for epic vacations this season.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 19, 2025

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 40 Upper Highlands Loop

Active Status

MLS Status: Closed

Interior Features

Interior Details
Number of Rooms: 6
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1954 Square Feet
Appliances & Utilities
Utilities: Cable at Site
Heating & Cooling
Heating: ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Electric
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 2Levels: Two
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleFoundation: Concrete
Parking & Garage
No GarageParking: Gravel
Frontage
Road Surface Type: Dirt
Water & Sewer
Sewer: Septic Tank
Farm & Range
Frontage Length: Road frontage: 136
Finished Area
Finished Area (above surface): 1954 Square Feet

Property Information

Year Built
Year Built: 1979
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $599,000

Location

Direction & Address
City: Dover
School Information
Elementary School: Dover Elementary SchoolElementary School District: Windham CentralJr High / Middle School: ChoiceJr High / Middle School District: Windham CentralHigh School: ChoiceHigh School District: Windham Central

Building

Building Area
Building Area: 1954 Square Feet

Lot Information

Lot Area: 0.74 acres

Miscellaneous

Mls Number: 5008288Above Grade Unfinished Area: 1954Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet

Price History for 40 Upper Highlands Loop

DatePriceEventSource
03/18/2025$562,500Sold
PrimeMLS #5008288
12/05/2024$599,000PriceChange
PrimeMLS #5008288
11/05/2024$624,900PriceChange
PrimeMLS #5008288
08/05/2024$649,000Listed For SalePrimeMLS #5008288
10/13/2015$180,000Sold
N/A

Market trends in Dover

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
63
1MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$239,610
Home facts updated by county records

Comparable Sales for 40 Upper Highlands Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
592 RT 100, Stratton, VT
0.87
Single-Family Home
$510,000
07/30/25
6
3.5
2,352
233 Blue Brook Road, West Dover, VT
0.77
Single-Family Home
$170,000
07/25/25
6
4
2,764
16 Nutmeg Lane, West Dover, VT
0.81
Single-Family Home
$488,000
05/30/26
3
2
2,000
204 Blue Brook Road, West Dover, VT
1.02
Single-Family Home
$270,000
09/19/25
3
1.5
1,386
261 Handle Road, West Dover, VT
1.34
Single-Family Home
$780,000
04/29/26
6
3
2,900
15 View Point Road, West Dover, VT
0.56
Single-Family Home
$20,000
01/09/26
5
5
3,644
20 Challenger Hill, West Dover, VT
1.68
Single-Family Home
$480,000
11/03/25
4
3
2,800
4 Sunnyside Road, West Dover, VT
1.73
Single-Family Home
$525,000
10/29/25
3
2.5
1,824
23 Joans Ridge, West Dover, VT
2.02
Single-Family Home
$540,000
08/28/25
3
2.5
1,882
34 Mountainview Loop, West Dover, VT
1.69
Single-Family Home
$363,000
09/19/25
3
2
1,584

Nearby homes

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Assigned Schools

These are the assigned schools for 40 Upper Highlands Loop.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Dover

At least 7 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 92 % Say it's quiet

  • 92 % Say people would walk alone at night

  • 89 % Say it's dog friendly

  • 88 % Say car is needed

  • 73 % Say there's wildlife

  • 44 % Say streets are well-lit

  • 43 % Say kids play outside

  • 43 % Say yards are well-kept

  • 42 % Say they plan to stay for at least 5 years

  • 40 % Say neighbors are friendly

  • 38 % Say it's walkable to grocery stores

  • 38 % Say there's holiday spirit

  • 33 % Say it's walkable to restaurants

  • 33 % Say there are sidewalks

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Darva K.
    "I have a residence here, love to come whenever possible. Great people, great place. "
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Off Market Homes Near 40 Upper Highlands Loop

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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 2026-06-23 11:50:38 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.
40 Upper Highlands Loop, West Dover, VT 05356 is a 5 bedroom, 3 bathroom, 1,954 sqft single-family home built in 1979. This property is not currently available for sale. 40 Upper Highlands Loop was last sold on Mar 18, 2025 for $562,500 (6% lower than the asking price of $599,000). The current Trulia Estimate for 40 Upper Highlands Loop is $581,700.