Listing provided courtesy of Hoisington Realty, Inc. Bought with Hoisington Realty, Inc.

Off Market May 2010 for $181K

$382,900

•

1,700

sq ft

3945 Route 153, Rupert, VT 05768

About this home

Antique Gem thought to be the oldest house in Rupert, VT dating from the early 1700s. House is in superb condition with modern conveniences and updates(lots of closets, storage space, newer heating system, windows, appliances, air condi- tioning, etc)but retaining its original charm & character. House can be sold fully furnished at buyers' discretion including many antiques and Glenwood cookstove which is centerpiece of large country kitchen. Rural country setting on 5 peaceful acres w/ mtn views.

Single-familyProperty Type

1800Year Built

5 acresLot Size

$225Est. Price/Sq.Ft.

Listed by • Hoisington Realty, Inc.

Bought with Rita (Ricky) Brody • Hoisington Realty, Inc.

Redfin checked: 2 minutes ago

•Source:PrimeMLS #3072484

Redfin Estimate

$382,900

$202K since sold in May 2010$51K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 49.4% higher than the average sale price ($256K) of 6 comparable homes.

SOLD AUG 6, 2026
$249,500
A
3 beds1 bath1,668 sq ft
1384 Route 153, West Rupert, VT 05776
SOLD MAR 30, 2026
$290,000
B
3 beds2 baths1,404 sq ft
5545 County Route 30, Granville, NY 12832
Listing by Preble Realty LLC
SOLD JUL 17, 2026
$299,500
C
2 beds1.5 baths1,710 sq ft
6821 Route 30, Pawlet, VT 05761
SOLD JUL 24, 2026
$315,000
D
3 beds1.5 baths1,296 sq ft
47 Halterman Rd, Granville, NY 12832
Listing by KW Platform
SOLD MAY 15, 2026
$333,333
E
3 beds2 baths1,712 sq ft
103 Beecher Rd, Granville, NY 12832
Listing by Preble Realty LLC
SOLD JUN 29, 2026
$50,001
F
4 beds1 bath1,856 sq ft
37 Center Ln, Salem, NY 12865
Listing by eXp Realty

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Rent

$2,220/mo

Redfin rental estimate

List your home for rent

Market trends in 05776, VT

Last updated August 2026

Sale-to-List Price

102.5%

+2.4% MoM

Median sale price

$405K

$127K MoM

Avg. days on market

10d

36 days MoM

Recently sold homes

1 MoM

Provided by Redfin

Sale history for 3945 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

—

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 12, 2023.

Resource Management District

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 resource-based industries in appropriate locations – to include an adequate land base for farming and forestry, needed support services and value-added production; Support the efficient use of land; Allow home-based businesses in suitable rural locations; Incorporate standards that minimize the fragmentation of important agricultural land and forested wildlife habitat; and Require the designation of development envelopes on proposed subdivision plats, along with maximum area and siting requirements, to ensure that new development will be located to avoid adverse impacts to important natural and scenic resources and environmentally sensitive areas.

Permitted uses

Include but are not limited to:

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

Property details

Parking

Parking & Garage
None

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2

Basement Information
Basement Access: Walkout
Full, Other, Stairs - Interior, Sump Pump

Other Interior Features
# of Rooms: 6
Flooring: Carpet, Hardwood, Vinyl
Water Heater: Electric, Owned
Kitchen/Dining, Walk-in Closet, Walk-in Pantry, Laundry - 1st Floor

Equipment & Appliance Information
Dryer, Microwave, Range - Gas, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 28'4"x13'
Level: 1

Room 2 Information
Dining Room

Room 3 Information
Living Room
Dimensions: 15'7"x12'
Level: 1

Room 4 Information
Foyer

Room 7 Information
Master Bedroom
Dimensions: 15'3" x12
Level: 1

Room 8 Information
Bedroom
Dimensions: 17' x12'6
Level: 2

Room 9 Information
Bedroom
Dimensions: 17' x 12"
Level: 2

Room 16 Information
Full Bath
Level: 1

Room 17 Information
Full Bath
Level: 2

Room 18 Information
1/2 Bath
Level: 3

Room 19 Information
1/2 Bath
Level: 3

Room 20 Information
1/2 Bath

Room 21 Information
1/2 Bath
Level: 3

Room 22 Information
1/2 Bath
Level: 3

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 1700
Color: grey
Fence - Partial, Porch - Screened
Foundation: Stone
Roof: Metal
Exterior: Clapboard

Driveway
Gravel

Lot, Zoning, & Easement Information
Common Land Acres: 0
Lot: 537169
Mountain View, Trail/Near Trail

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1800

Financial

Tax Information
Tax Year: 2008
Gross Amount Tax: 3493

Other Tax Information
Page Deed: 489

Financing Information
Conventional, FHA

Utilities

Heating & Cooling Information
Cooling: Central AC
Heat: Hot Air
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Septic

Electric Information
Electric Company: CVPS
Circuit Breaker(s)

Water Information
Drilled Well

Other Utilities Information
Fuel Company: Haskins

Location

School Information
Elementary School: Mettawee Community School
Elementary School: Mettawee Community School
Middle/Jr School: Assigned

Neighborhood Information
Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 342

Other Location Information
Directions: From Dorset Rte 30N,left onto Rte 315. Right onto Rte 153. Continue approx.1 mile to house on left. See sign.
Development / Subdivision: None (Rup)

Public facts

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

Home facts updated by county records on Apr 12, 2023

Other

Documents & Disclosures
Documents Available: Deed, Plot Plan, Property Disclosure

Around this home

Schools

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

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 90° 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

$364,000 – $441,000

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

Nearby similar homes

$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

$565,000

3 beds3 baths2,372 sq ft

289 Lamb Hill Rd, Wells, VT 05774

$925,000

3 beds2 baths2,403 sq ft

99 Holly's Way, West Rupert, VT 05776

$165,000

5 beds1.5 baths2,067 sq ft

2689 VT Route 153, West Pawlet, VT 05775

VIDEO TOUR

$2,850,000

2 beds3.5 baths5,731 sq ft

2334 Morse Hill Rd, Dorset, VT 05251

Home values near 3945 Route 153

Data from public records.

Address	Redfin Estimate
4145 VT-153, Rupert, VT 5 Beds \| 4 Baths \| 3700 Sq. Ft.	$1,374,504
3831 Pawlet, Vt, Pawlet, VT 3 Beds \| 1 Baths \| 1320 Sq. Ft.	$251,412

Address	Redfin Estimate
96 Lewis Road, Rupert, VT 6 Beds \| 5 Baths \| 5767 Sq. Ft.	$1,827,151
3762 VT Route 153, Rupert, VT 3 Beds \| 1 Baths \| 1000 Sq. Ft.	$252,731

Address	Redfin Estimate
189 Lewis Road, Rupert, VT 3 Beds \| 2 Baths \| 3200 Sq. Ft.	$548,450
926 Hebron Road, Rupert-T, VT 5 Beds \| 5.5 Baths \| 4950 Sq. Ft.	$1,335,968

Property information provided by PrimeMLS when last listed in 2009. This data may not match . Learn more.

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