The ideal property for a SKI CLUB! 7 bedrooms! 6 bathrooms! An immaculate, professionally appointed commercial kitchen! Spacious common rooms and dining areas! A classic and inviting bar/lounge area! An interior with the true Vermont style appeal of exposed beams, wood floors and a stone faced fireplace! This inviting New England style building is perfectly situated midway between world class skiing at Killington and the numerous year round amenities of shopping, dining and cultural events of historic Woodstock Village! The highly visible and well known property is easily accessed year round off a well maintained paved road. Conveniently separated within this highly versatile complex is a comfortable residence well suited for rental income as an apartment or perhaps for use as the residence of an on site property manager. Outside dining/lounging areas add further appeal in the warmer months! With commercial zoning, the possibilities are unlimited for entrepreneurial dreams!

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Tax Information

Tax Year2025

Location

Building Number52
StreetUpper Road
TownBridgewater
StateVT
Zip05035
CountyWindsor
DistrictMountain Views Supervisory Union
Junior HighWoodstock Union Middle Sch
High SchoolWoodstock Senior UHSD #4
Flood Zone Y/NNo
Address52 Upper Road

Interior

Interior FeaturesBar, Dining Area, Wood Fireplace,1 Fireplace, Furnished, Primary BR w/ BA, Natural Light, Natural Woodwork, Indoor Storage, Common Heating/Cooling, Basement Laundry, Walkup Attic
Room 1 TypeKitchen
Room 1 Level1
FloorsTile, Wood
Room 2 TypeDining Room
Room 2 Level1
Room 3 TypeBedroom with Bath
Room 3 Level2
Room 4 TypeBedroom with Bath
Room 4 Level2
Room 5 TypeBedroom with Bath
Room 5 Level2
Stories2
Room 6 TypeBedroom with Bath
Room 6 Level2
Room 7 TypeBedroom
Room 7 Level2
Room 8 TypeBedroom
Room 8 Level2
Room 9 TypeDining Room
Room 9 Level1
Room 10 TypeDen
Room 10 Level2
Room 11 TypeLiving/Dining
Room 11 Level1
Room 12 TypeKitchen
Room 12 Level1
Room 13 TypeOffice/Study
Room 13 Level1
Room 14 TypeMudroom
Room 14 Level1
Room 15 TypeUtility Room
Room 15 LevelBasement

Parking

Parking Spaces
GarageNo

Building

Year Built1900
Building ConstructionWood Frame
ConstructionExisting
Property StyleNew Englander
Bedrooms7
Bathroom9
Total Baths9
3/4 Baths6
Half Bath2
Total Rooms22
Square Feet7,428
APX Unfin Below Grade1108
BasementConcrete, Concrete Floor, Interior Stairs, Sump Pump, Unfinished, Interior Access, Basement Stairs
FoundationConcrete, Fieldstone

Exterior

Exterior FeaturesDeck, Garden Space
RoofMembrane, Metal, Standing Seam

Utilities

Heat SystemPropane, Baseboard, Forced Air, Hot Water
WaterDrilled Well, Private
SewerLeach Field, Private, Septic
Electric200+ Amp Service, Circuit Breaker(s)
UtilitiesCable Available, Propane, Telephone at Site

Other

SeasonalNo
Page71
Date Listed02/19/2026
View Count1

Rooms

Full Bath1

Basic Information

MLS Number5077095
MLS StatusActive
Virtual TourView Tour
StatusACT
Property TypeSingle Family
List Price$799,000
Listing Agent NameJohn Wetmore
Broker NameWetmore Real Estate

Property

Acreage1.5
Lot DescriptionLandscaped, Open, Trail/Near Trail, View, Near Shopping, Near Skiing
AreaVT-Windsor
DrivewayGravel
RoadsPublic Maintained Road
Road Frontage290
Suitable Use Land Type FarmsBed and Breakfast, Commercial, Development Potential, Mixed Use, Residential

Amenities

AmenitiesWindow AC, CO Detector, Smoke Detector
PricePerSqFt107.57

Legal

Taxes$12,238.85
Tax ReductionNo
ZoningNone
Surveyed Y/NUnknown
Docs AvailableAerials, Deed, Plot Plan

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 March 11, 2026 9:23 PM EDT

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