Listed by John Wetmore • Wetmore Real Estate.

For sale

$749,000

Est. $4,883/mo —

•

7,428

sq ft

52 Upper Rd, Bridgewater, VT 05035

About this home

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!

Single-familyProperty Type

1900Year Built

1.5 acresLot Size

$101Price/Sq.Ft.

Listed by John Wetmore • Wetmore Real Estate

Listing updated: Jun 16, 2026 at 11:01pm

Redfin checked: 3 minutes ago

•Source:PrimeMLS #5077095

Payment calculator

$4,883 per month

Principal and interest$3,738

Property taxes

$1,020

HOA dues

Home insurance

$125

Utilities

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Open houses

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Nearby open houses (1)

Around this home

Schools

K - 12
Preschool & daycare

Woodstock Elementary School

Public PreK-6 • Assigned • 7.0mi

9/10

Woodstock Senior Uhsd #4

Public 7-12 • Assigned • 5.6mi

9/10

Provided by GreatSchools

About Bridgewater

Corners

Bridgewater Corners, located between Woodstock Village and Killington, is a rural and historic West Woodstock neighborhood with a river-valley setting and a working-landscape feel. The character concentrates at the Bridgewater Corners Store on U.S. Route 4, where a classic country market, porch-side conversations, and passing cyclists set the tempo. Long Trail Brewing Company and the Bridgewater Mill anchor local culture with pints, live events, and a restored mill backdrop. Farmhouses and barns line rolling fields, while the Ottauquechee River shapes views and seasonal rhythms. Route 4 keeps the scene connected, yet the streetscape stays low-key and Vermont-scaled.

Provided by Walk Score and Local Logic

Offer insights

52 Upper Rd · $749,000

Strong offer

$744K and above

75% chance or better to win

Why $744K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 64 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
22 total rooms
Utility room
Mudroom
Office/Study
Den
Living/Dining area

Bedrooms
Multiple bedrooms on second level, including several 'bedroom with bath' suites
Additional bedrooms on second level

Bathrooms
1 full bathroom
6 three-quarter bathrooms
2 half bathrooms

Kitchen
Kitchen(s) included
Stove - Gas
Refrigerator
Dishwasher
Exhaust hood / vented exhaust fan

Laundry & utility
Washer
Dryer
Water heater (domestic)
Basement utility room
Sump pump

Flooring
Wood flooring
Tile flooring

Heating & cooling
Propane heating
Baseboard heating
Forced air heating
Hot water heating
Wall A/C units

Sale and tax history for 52 Upper Rd

Sale History
Tax History

Public record

Beds

—

Baths

—

Stories

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Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

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Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Windsor County

APN

08402610333

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 8, 2023.

Climate risks

Flood Factor

We're working on getting current and accurate flood risk information for this home.

Fire Factor

We're working on getting current and accurate fire risk information for this home.

2/10 Heat Factor

8 hot days expected this year, 19 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Bridgewater, VT • 05035

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

80/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.9 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 52 Upper Rd

$705,423

$44K under list price of $749K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $445K to $1.1M.

SOLD MAY 29, 2026
$716,250 Last sold price
7 beds7 baths4,581 sq ft
7137 US Route 4, Bridgewater, VT 05034
$55/sq ft
smaller lot
60 years older
SOLD NOV 14, 2025
$745,000 Last sold price
4 beds2 baths2,496 sq ft
410 Upper Rd, Bridgewater Corners, VT 05035
$197/sq ft
larger lot
8 years older
SOLD AUG 7, 2026
$737,500 Last sold price
5 beds3.5 baths3,284 sq ft
2605 Cox District Rd, Woodstock, VT 05091
$124/sq ft
larger lot
75 years newer
SOLD AUG 14, 2026
$445,000 Last sold price
3 beds2 baths1,700 sq ft
7429 US Route 4, Bridgewater, VT 05034
$161/sq ft
smaller lot
100 years older
SOLD MAY 27, 2026
$1,100,000 Last sold price
4 beds2.5 baths2,668 sq ft
513 Deer Brook Way, Woodstock, VT 05091
$311/sq ft
larger lot
97 years newer
SOLD DEC 2, 2025
$549,900 Last sold price
2 beds1 bath1,008 sq ft
2179 US Route 4 W, Bridgewater, VT 05034
$445/sq ft
larger lot
121 years newer

Rental earnings

Est. $2,715 per month, based on comparable rentals

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Details provided by PrimeMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Mortgage resources

See this home in person

Nearby open houses (1)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 52 Upper Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 52 Upper Rd

Nearby similar homes

More real estate resources