OFF MARKET

Listed by Scott Mcchesney • McChesney RE, Inc. Bought with Four Corner Properties LLC.

Off Market Mar 2023 for $225K

$327,783

•

2,542

sq ft

5932 VT Route 153, Rupert, VT 05768

About this home

Set on 2A in Rupert Vt. we have just listed this spacious (2500sf)Timber frame center hall colonial. Well maintained but in need of some aesthetic updating, this home could be a gem with generously proportioned rooms including an eat-in kitchen(with laundry), a large formal dining room complemented by a 3 season porch, a large living room with brick hearth and water jacketed wood stove, a bedroom or office, and full bath completing the main floor. Upstairs are 3 to 5 bedrooms/office space, and a second full bath. Amenities include oak and pine floors, a magnificent walk up attic(impressive timber frame), oil baseboard hot water heat, a 3 season porch, replacement thermopane windows throughout. .. Mettawee School pre -k thru 6, school choice 7-12

Single-familyProperty Type

1850Year Built

2 acresLot Size

$129Est. Price/Sq.Ft.

Listed by Scott Mcchesney • McChesney RE, Inc.

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

Bought with Lori Hurley • Four Corner Properties LLC

Redfin checked: a minute ago

•Source:PrimeMLS #4909605

Redfin Estimate

$327,783

$103K since sold in March 2023$45K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.2% higher than the average sale price ($303K) of 6 comparable homes.

SOLD SEP 4, 2026
$215,000
A
4 beds2 baths2,152 sq ft
55 Archibald St, Salem, NY 12865
Listing by Coldwell Banker Prime Properties
SOLD AUG 6, 2026
$249,500
B
3 beds1 bath1,668 sq ft
1384 Route 153, West Rupert, VT 05776
SOLD JUN 29, 2026
$650,000
C
4 beds2.5 baths2,769 sq ft
1851 Route 30, Pawlet, VT 05761
SOLD AUG 7, 2026
$328,600
D
3 beds2 baths3,224 sq ft
172 S Main St, Salem, NY 12865
Listing by Barkley Real Estate, LLC
SOLD DEC 3, 2025
$249,000
E
4 beds2 baths1,964 sq ft
2792 VT Route 153, Pawlet, VT 05775
SOLD SEP 14, 2026
$125,000
F
3 beds2 baths1,204 sq ft
5 Pacific St, Granville, NY 12832
Listing by Luxe Key Realty

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Earn from this home

Rent

$2,231/mo

Redfin rental estimate

List your home for rent

Market trends in 05775, VT

Last updated August 2026

Sale-to-List Price

100.0%

0.0% MoM

Median sale price

$279K

$121 MoM

Avg. days on market

67d

0 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 5932 VT Route 153

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Bennington County

APN

53716910019

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 26, 2023.

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

Property details

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2

Basement Information
Basement: Yes
Basement Access: Walk-up
Bulkhead, Dirt, Unfinished, Interior Access, Exterior Access, Stairs - Basement

Other Interior Features
# of Rooms: 8
Flooring: Hardwood, Softwood
Water Heater: Domestic, Free Standing, Gas - Liquid Propane Bottle, Owned
In-Law Apartment, Wood Stove Hook-up, Laundry - 1st Floor

Accessibility Information
1st Floor Bedroom, 1st Floor Full Bathroom

Equipment & Appliance Information
Dryer, Oven - Wall, Range - Gas, Washer
Stove-Wood

Room 1 Information
Kitchen
Kitchen
Dimensions: 16 x 14
Level: 1

Room 2 Information
Dining Room
Dimensions: 15.4 x 16
Level: 1

Room 3 Information
Porch
Dimensions: 12 x 12
Level: 1

Room 4 Information
Living Room
Dimensions: 16 x 12
Level: 1

Room 5 Information
Bedroom
Dimensions: 10.7 x 15.3
Level: 1

Room 6 Information
Bedroom
Bedroom
Dimensions: 9 x 10.10
Level: 2

Room 7 Information
Bedroom
Dimensions: 12 x 13
Level: 2

Room 8 Information
Bedroom
Dimensions: 16 x 16
Level: 2

Room 9 Information
Bedroom
Dimensions: 12.4 x 15.9
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2542
Approximate Sq. Ft. Total: 3963
Color: White
Garden Space, Porch, Porch - Enclosed, Shed, Windows - Double Pane
Construction: Post and Beam
Foundation: Stone
Roof: Metal, Slate
Exterior: Asbestos, Shingle

Driveway
Gravel

Lot, Zoning, & Easement Information
Country Setting, Sloping, View, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1850

Financial

Tax Information
Tax Year: 2021
Gross Amount Tax: 3903.92
SPAN Number: 53716910019

Other Tax Information
Page Deed: 258

Utilities

Heating & Cooling Information
Heat: Baseboard, Stove - Wood
Heat Fuel: Oil, Wood

Sewer Information
On-Site Septic Exists

Electric Information
Electric Company: Green Mountain Power
Circuit Breaker(s)

Water Information
Drilled Well, Private

Other Utilities Information
Fuel Company: Sam's USave
DSL, Telephone At Site

Location

School Information
School District: Rupert School District
Elementary School: Mettowee Community School
Elementary School: Mettowee Community School
Middle/Jr School: Choice

Neighborhood Information
Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 1065
Paved, Public

Other Location Information
Directions: From Route 30 in Pawlet, head north 2.8 miles. Turn left on to River Road. Turn left on Route 153. Destination is on the left +/- 6 miles. From Dorset: Rte 30 North to left on rte 315. Follow to Rupert village. Right on rte 153 toward West Pawlet. a few miles and house will be on your right

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Bennington County
APN: 53716910019

Home facts updated by county records on May 26, 2023

Around this home

Schools

Mettawee Community School Unified School District #47

Public PreK-6 • Assigned • 6.2mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 91° 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

Estimated sale price

$312,000 – $377,000

Sell confidently with a local market expert in Rupert. 3 minutes to get started.

Nearby similar homes

$925,000

3 beds2 baths2,403 sq ft

99 Holly's Way, West Rupert, VT 05776

$565,000

3 beds3 baths2,372 sq ft

289 Lamb Hill Rd, Wells, VT 05774

$450,000

2 beds1 bath963 sq ft

653 Saw Mill Hill Rd, Wells, VT 05774

$599,000

4 beds3 baths2,886 sq ft

209 Kelley Hill Rd, Danby, VT 05739

$649,000

3 beds2.5 baths3,018 sq ft

111 Eagle Rise Rd #22, MANCHESTR CTR, VT 05255

$2,285,000

5 beds4.5 baths4,647 sq ft

543 Lower Hollow Rd, Dorset, VT 05251

Home values near 5932 VT Route 153

Data from public records.

Address	Redfin Estimate
99 Holly's Way, West Rupert, VT 3 Beds \| 2 Baths \| 2403 Sq. Ft.	—
253 Perkins Road, Rupert, VT 4 Beds \| 2 Baths \| 2768 Sq. Ft.	—

Address	Redfin Estimate
91 Rykowski Lane, Granville, NY 1 Beds \| - Baths \| 768 Sq. Ft.	$157,783
2984 VT Route 153, Pawlet, VT 3 Beds \| 1 Baths \| 1500 Sq. Ft.	$120,898

Address	Redfin Estimate
57 Ike Wright Road Trail, Rupert, VT 3 Beds \| 2.5 Baths \| 1800 Sq. Ft.	$937,442
166 McKeighan Road, West Rupert, VT 4 Beds \| 4 Baths \| 5956 Sq. Ft.	$1,999,676

Property information provided by PrimeMLS when last listed in 2022. This data may not match . Learn more.

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