52 Upper Rd

Bridgewater, VT 05035

$799,000
Price
7
Beds
7,428 Sq. Ft.
$108 / Sq. Ft.
7,428
Sq. Ft.
$108
per Sq. Ft.
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Description

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...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!
  1. Listed by John Wetmore • Wetmore Real Estate

Property Details for 52 Upper Road

Waterfront Property
No
Zoning
None
LISTING UPDATED: 02/19/2026 07:36 PM

Property Details for 52 Upper Road

StatusActive
MLS #5077095
Days on Market20
Taxes$12,239 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1900
Lot Size1.50 AC / 65,340 SF
CountyWindsor County
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Location

Listing Courtesy of Wetmore Real Estate
Add your commute

Building Information for 52 Upper Road

Stories2Year Built1900Building Size-Lot Size1.50 AC / 65,340 SF

Payment Calculator

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$4,914 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,894

Property Taxes

$1,020

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 52 Upper Road

Summary
Location and General Information
  • City: Bridgewater
  • County: VT-Windsor
  • Directions: From Woodstock Village travel west on Route 4 for approximately 6 miles. The property will be on the right hand side. Alternatively, travel east on Route 4 from the junction of Route 100A and Route 4. The property will be on the left side in about 1000 feet.
  • Latitude: 43.587578542252054
  • Longitude: -72.651973253967284
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05035
Taxes and HOA Information
  • SPAN Number: 084-026-10333
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Landscaped, Open, Trail/Near Trail, View, Near Shopping, Near Skiing
  • Lot Size Acres: 1.5
  • Road Frontage Length: 290.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Resort: No
  • Suitable Use: Bed and Breakfast, Commercial, Development Potential, Mixed Use, Residential
  • Surveyed: Unknown
  • Year Built: 1900
Utilities
  • Electric: 200+ Amp Service, Circuit Breaker(s)
  • Sewer: Leach Field, Private, Septic
  • Water Source: Drilled Well, Private
  • Utilities: Cable Available, Propane, Telephone at Site
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Membrane, Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Refrigerator, Washer, Gas Stove, Domestic Water Heater, Exhaust Fan, Vented Exhaust Fan
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete, Concrete Floor, Interior Stairs, Sump Pump, Unfinished, Interior Access, Basement Stairs
  • Rooms: Level 1: Level 1: Dining Room, Level 1: Kitchen, Level 1: Living/Dining, Level 1: Mudroom, Level 1: Office/Study
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Den
  • Rooms: Level B: Level B: Utility Room
  • Flooring: Tile, Wood
  • Heating: Propane, Baseboard, Forced Air, Hot Water
  • Cooling: Wall AC Units
  • Total Stories: 2
Room Information
Room 1
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Level: 2
  • Room Type: Bedroom with Bath
Room 4
  • Room Level: 2
  • Room Type: Bedroom with Bath
Room 5
  • Room Level: 2
  • Room Type: Bedroom with Bath
Room 6
  • Room Level: 2
  • Room Type: Bedroom with Bath
Room 7
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Level: 1
  • Room Type: Dining Room
Room 10
  • Room Level: 2
  • Room Type: Den
Room 11
  • Room Level: 1
  • Room Type: Living/Dining
Room 12
  • Room Level: 1
  • Room Type: Kitchen
Room 13
  • Room Level: 1
  • Room Type: Office/Study
Room 14
  • Room Level: 1
  • Room Type: Mudroom
Room 15
  • Room Level: Basement
  • Room Type: Utility Room

Property History for 52 Upper Road

DateEvent & SourcePriceAppreciation
Feb 19, 2026

Expired

New England Real Estate Network #4985674

—
Feb 19, 2026

Listed (Active)

New England Real Estate Network #5077095

$799,000—
Jan 29, 2026

Active Under Contract

New England Real Estate Network #4985674

—
May 2, 2025

Price Change

New England Real Estate Network #4985674

$799,000—
Mar 3, 2025

Price Change

New England Real Estate Network #4985674

$849,000—
Sep 26, 2024

Price Change

New England Real Estate Network #4985674

$899,000—
Jul 2, 2024

Price Change

New England Real Estate Network #4985674

$949,000—
Feb 21, 2024

Listed (Active)

New England Real Estate Network #4985674

$1,090,000—
Mar 17, 2018

Expired

New England Real Estate Network #4666025

—
Mar 16, 2017

Listed (Active)

New England Real Estate Network #4666025

$574,900—
Aug 11, 2010

Sold (Public Record)

Public Record #297936853

$140,000—
DateEvent & SourcePrice
02/19/2026

Expired

New England Real Estate Network #4985674

—
02/19/2026

Listed (Active)

New England Real Estate Network #5077095

$799,000
01/29/2026

Active Under Contract

New England Real Estate Network #4985674

—
05/02/2025

Price Change

New England Real Estate Network #4985674

$799,000
03/03/2025

Price Change

New England Real Estate Network #4985674

$849,000
09/26/2024

Price Change

New England Real Estate Network #4985674

$899,000
07/02/2024

Price Change

New England Real Estate Network #4985674

$949,000
02/21/2024

Listed (Active)

New England Real Estate Network #4985674

$1,090,000
03/17/2018

Expired

New England Real Estate Network #4666025

—
03/16/2017

Listed (Active)

New England Real Estate Network #4666025

$574,900
08/11/2010

Sold (Public Record)

Public Record #297936853

$140,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 52 Upper Road

Taxable ValueLand$219,400Additions$523,700Total$743,100
Tax Record2024$12,365 ($1,030 / month)
Home Facts
Total Finished SqFt5,028 SqFtAbove Grade Finished SqFt5,028 SqFtStories2Lot Size65,340 SqFtStyleHotel / MotelYear Built1900CountyWINDSORAPN(026) 06-001

Schools near 52 Upper Road

This home is within Windsor Central Unified Union School District.
Rating
School
Type
Grades
Distance
The Prosper Valley School
Public - 5 to 6
Woodstock Senior Uhsd #4
Public - 7 to 12
Rating
School
Distance
The Prosper Valley School
Public5 to 6

Woodstock Senior Uhsd #4
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 52 Upper Road, Bridgewater, VT 05035

52 Upper Road is a single family home for sale in Bridgewater, VT 05035. This property was listed for sale on February 19, 2026 by Wetmore Real Estate, it's currently listed at $799,000. It has been on the market for a total of 20 days and was last sold on August 11, 2010. This listing's school district is Windsor Central Unified Union School District. Nearby schools include The Prosper Valley School and Woodstock Senior Uhsd #4. 52 Upper Road is a 7-bed, 9-bath, 7,428 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Wetmore Real Estate

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 03/12/2026 04:42 AM