OFF MARKET

Listed by David Citron • RE/MAX Four Seasons. Bought with Four Seasons Sotheby's Int'l Realty.

Off market jan 2020 for $560K

$1,268,207

•

5,541

sq ft

195 Derby Hill Rd, West Rupert, VT 05768

About this home

A truly special property with loads of room including the 3700 square foot main house with 5 bedrooms, 1800 square foot 2 bedroom guest cottage, 1700 square foot party barn, two detached garages, additional outbuildings, flowing multi-level deck with long views down the valley, leading to the in-ground pool. Numerous features including wide pine floors, natural woodwork, spa-like bathrooms, sauna, radiant heat, multiple fireplaces and more. Must be seen to be appreciated, the possibilities are endless.

Single-familyProperty Type

1960Year Built

18.11 acresLot Size

$229Est. Price/Sq.Ft.

5 car garageParking

Listed by David Citron • RE/MAX Four Seasons

Listed by Julie Citron • RE/MAX Four Seasons

Bought with Andy Reed • Four Seasons Sotheby's Int'l Realty

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4732648

Redfin Estimate

$1,268,207

$708K since sold in January 2020$7,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 33.7% higher than the average sale price ($949K) of 6 comparable homes.

SOLD JUL 24, 2026
$825,000
A
4 beds3.5 baths3,237 sq ft
1731 Three Maple Dr, Manchester Center, VT 05255
SOLD AUG 4, 2026
$776,000
B
4 beds3.5 baths4,282 sq ft
267 Eagle Rdg, Dorset, VT 05251
SOLD JUL 31, 2026
$1,700,000
C
5 beds4.5 baths3,218 sq ft
5491 VT Route 315, Rupert, VT 05776
SOLD JUL 17, 2026
$1,075,000
D
4 beds4.5 baths3,584 sq ft
5173 Route 30, Dorset, VT 05251
SOLD JUN 15, 2026
$650,000
E
4 beds4 baths3,161 sq ft
413 Dutch Hill Rd, Danby, VT 05739
SOLD SEP 22, 2026
$665,000
F
5 beds5 baths5,083 sq ft
2677 Route 30, Dorset, VT 05251

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Earn from this home

Rent

$2,576/mo

Redfin rental estimate

List your home for rent

Market trends in 05768, VT

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

97.5%

0.0% MoM

Median sale price

$390K

$0 MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 195 Derby Hill Rd

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 May 2, 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
Garage Capacity: 5
Location: Detached

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 5
# of Baths (3/4): 3
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Interior
Finished, Walkout

Other Interior Features
# of Rooms: 20
Flooring: Carpet, Softwood, Tile
Water Heater: Owned, Tank
Cathedral Ceiling, Ceiling Fan, Dining Area, Fireplace - Wood, Fireplaces - 3+, Kitchen Island, Kitchen/Dining, Master Bedroom With Bath, Natural Light, Natural Woodwork, Sauna, Soaking Tub, Walk-in Closet, Walk-in Pantry, Wet Bar, Laundry - 1st Floor

Equipment & Appliance Information
Cooktop - Gas, Dishwasher, Dryer, Freezer, Microwave, Oven - Double, Refrigerator, Washer, Ice Maker-Stand Alone

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 5541
Approximate Sq. Ft. Total: 5541
Basketball Court, Deck, Guest House, Outbuilding, Patio, Pool - In Ground, Shed
Construction: Wood Frame
Foundation: Concrete
Roof: Shingle - Asphalt
Exterior: Wood

Driveway
Gravel

Lot, Zoning, & Easement Information
Country Setting, Mountain View, Secluded, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1960

Financial

Tax Information
Tax Year: 2018
Gross Amount Tax: 19923.26
SPAN Number: 53716910273

Other Tax Information
Page Deed: 559

Financing Information
Foreclosed/Bank-Owned/REO

Utilities

Heating & Cooling Information
Heat: Baseboard, Radiant
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Septic

Electric Information
Circuit Breaker(s)

Water Information
Drilled Well

Other Utilities Information
Gas - LP/Bottle

Location

Road Information
Road Frontage: Yes
Road Frontage Length: 1385
Public

Other Location Information
Directions: From Route 30 head west on Route 315, turn right on Derby Hill Rd, property will be on your left

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 May 2, 2023

Around this home

Schools

Mettawee Community School Unified School District #47

Public PreK-6 • Assigned • 7.6mi

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

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

West 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 8.4 hours in June and 3.4 hours in December, placing it below the U.S. average for solar exposure.

8.4 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.21M – $1.46M

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

Nearby similar homes

$559,000

3 beds3 baths2,372 sq ft

289 Lamb Hill Rd, Wells, VT 05774

$599,000

4 beds3 baths2,886 sq ft

209 Kelley Hill Rd, Danby, VT 05739

$800,000

3 beds2 baths2,403 sq ft

99 Holly's Way, West Rupert, VT 05776

$595,000

4 beds3 baths3,272 sq ft

1174 N Main St, Danby, VT 05739

$165,000

5 beds1.5 baths2,067 sq ft

2689 VT Route 153, West Pawlet, VT 05775

$995,000

4 beds3 baths2,614 sq ft

3269 Route 30, Dorset, VT 05251

Home values near 195 Derby Hill Rd

Data from public records.

Address	Redfin Estimate
15 Derby Hill Road, Rupert, VT 2 Beds \| 2 Baths \| 1580 Sq. Ft.	$405,108
4563 Route 315, Pawlet, VT 3 Beds \| 2 Baths \| 1119 Sq. Ft.	$546,856

Address	Redfin Estimate
4743 Route 315, Pawlet, VT 4 Beds \| 2.5 Baths \| 2800 Sq. Ft.	$897,699
4171 Route 315, Pawlet, VT 3 Beds \| 3 Baths \| 2200 Sq. Ft.	$1,060,094

Address	Redfin Estimate
4171 Vermont 315, Rupert, VT 3 Beds \| 3 Baths \| 2200 Sq. Ft.	$272,588

Property information provided by PrimeMLS when last listed in 2019. This data may not match . Learn more.

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