NEW 10 HRS AGO

Listed by Scott Mcchesney • McChesney RE, Inc.

For sale

$279,500

Est. $1,886/mo —

•

1,128

sq ft

257 Watrous Rd, Rupert, VT 05768

About this home

Charming Vermont Chalet on 3 Pastoral Acres Backing Up to Merck Forest! Embrace the ultimate Vermont lifestyle with this versatile 1970s chalet on +/-3 pristine acres of open pasture and woods. Located on a quiet country road bordering the 3,000+ acre Merck Forest & Farmland Center, this property offers incredible privacy and direct outdoor access. Perfectly suited as a year-round home, ski getaway, or mini-farm, it features some recent updates, including a propane furnace and electric hot water heater (both under 10 years old). The home does need some TLC, including new windows and a new sliding glass door, providing a great opportunity to build equity. Property Highlights: 3-Level Chalet Layout: Ground Floor: Mudroom/utility entry, open-concept kitchen and dining family room area with patio access, and a full bath. Main (2nd) Level: Light-filled living room with cathedral ceilings, wood stove, and deck access. Primary suite including a 3/4 bath plus a flexible space for an office or walk-in closet. Third Level: Top-floor loft bedroom, ideal for guests or additional living space. Land & Outbuildings: 3 Acres: Mix of pasture and woods, ideal for gardening or homesteading. Detached 2-Car Garage: Ample room for vehicles, gear, or a workshop. Livestock-Ready: Includes a run-in shed for horses, sheep, or goats. Prime Location: 5-7 minutes to historic Dorset Village; 15–20 minutes to Manchester shopping, dining, and nearby ski resorts.

Single-familyProperty Type

1970Year Built

2.98 acresLot Size

$248Price/Sq.Ft.

2 car garageParking

Listed by Scott Mcchesney • McChesney RE, Inc.

Listed by Robin Chesnut-Tangerman • McChesney RE, Inc.

Listing updated: Sep 26, 2026 at 02:27am

Redfin checked: 2 minutes ago

•Source:PrimeMLS #5111601

Payment calculator

$1,886 per month

Principal and interest$1,544

Property taxes

$291

HOA dues

Home insurance

$51

Utilities

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Nearby open houses (1)

Around this home

Schools

K - 12
Preschool & daycare

Mettawee Community School Unified School District #47

Public PreK-6 • Assigned • 8.0mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

257 Watrous Rd · $279,500

DAYS ON MARKET

The average home goes pending in 71 days.

SALE-TO-LIST

Most homes are selling 3% below list price.

LIST PRICE

Median sale price in this area is $358,823. (28% higher than this home)

PRICE DROP

14% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Five total rooms
Slab foundation

Bedrooms
Master bedroom on level 2 (12 x 12)

Bathrooms
One full bath
One 3/4 bath

Kitchen
Kitchen (11 x 11)

Laundry & utility
Utility room (6 x 8)

Flooring
Slate/stone flooring
Softwood flooring

Heating & cooling
Propane heating
Hot air heating

Sale and tax history for 257 Watrous Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$2,489 (+0.2%)

$48,300 + $97,500

$145,800

2024

$2,484 (+14.1%)

$48,300 + $97,500

$145,800

2023

$2,176 (−23.1%)

$48,300 + $97,500

$145,800

2022

$2,830 (+2.0%)

$48,300 + $97,500

$145,800

2021

$2,774 (−3.8%)

$48,300 + $97,500

$145,800

2020

$2,884 (+4.0%)

$48,300 + $97,500

$145,800

2019

$2,774 (+11.4%)

$48,300 + $97,500

$145,800

2018

$2,490 (−2.8%)

$74,900 + $88,300

$163,200

2017

$2,562 (−0.6%)

$74,900 + $88,300

$163,200

2016

$2,577 (−3.8%)

$74,900 + $88,300

$163,200

2015

$2,680

$74,900 + $88,300

$163,200

2013

$92,400 + $106,900

$199,300

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2.98 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Bennington County

APN

53716910002

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Rural Residential District

The intent of this district is to allow for rural residential and resource-based uses in areas that are generally accessible from town roads, close to existing development, not characterized by significant natural constraints to development, and/or less well-suited for productive use. Clustering of residential development on smaller lots is strongly encouraged to protect rural character, retain open space and preserve working lands. The purpose of this district is to implement the goals and policies of the Rupert Town Plan. Specifically the town plan calls for these regulations to: Allow for new residential development in areas served by existing roads; Support the efficient use of land; Allow for resource-based industries in appropriate locations – to include an adequate land base for farming and forestry, needed support services and value-added production; and Allow home-based businesses in suitable rural locations.

Permitted uses

Include but are not limited to:

Agriculture
Housing-Group
Housing-Single unit
Housing-Multiple units
Mixed use
Timberland

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

1/10 Heat Factor

7 days above 88° expected this year, 16 days in 30 years

2/10 Wind Factor

4% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Rupert, VT • 05768

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 257 Watrous Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $155,000 and $365,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $155K to $365K.

SOLD AUG 28, 2026
$255,000 Last sold price
2 beds1 bath1,458 sq ft
2650 Rupert Rd, Sandgate, VT 05250
$73/sq ft
larger lot
29 years newer
SOLD MAY 29, 2026
$219,000 Last sold price
3 beds1 bath1,116 sq ft
7016 Route 30, Pawlet, VT 05761
$52/sq ft
smaller lot
70 years older
SOLD AUG 28, 2026
$365,000 Last sold price
1 bed1.5 baths891 sq ft
75 Hebron Moors Way, Granville, NY 12832
Listing by Schermerhorn Realty Group LLC
$162/sq ft
larger lot
33 years newer
SOLD JUL 10, 2026
$155,000 Last sold price
2 beds1 bath960 sq ft
433 Blind Buck Rd, Salem, NY 12865
Listing by PennyDot Realty
$87/sq ft
smaller lot
17 years newer
SOLD SEP 11, 2026
$339,625 Last sold price
3 beds1.5 baths1,161 sq ft
35 Hulett Rd, Granville, NY 12832
Listing by Miranda Real Estate Group Inc
$45/sq ft
larger lot
18 years newer
SOLD AUG 31, 2026
$290,000 Last sold price
1 bed1 bath1,700 sq ft
772 Kelley Hill Rd, Pawlet, VT 05761-9707
$77/sq ft
larger lot
8 years older

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Early Access listings

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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

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About this home

Payment calculator

See this home in person

Nearby open houses (1)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 257 Watrous Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 257 Watrous Rd

Early Access listings

Nearby similar homes

More real estate resources