OFF MARKET

Listed by Willard Watson • Josiah Allen Real Estate, Inc. Bought with Maple Leaf Real Estate.

Off Market Apr 2020 for $203K

$1,386,977

•

4,844

sq ft

1086 Mad Tom Rd, East Dorset, VT 05253-0715

About this home

Fifty years age an Irishman had the idea of converting a barn into a unique and charming ski house for him and his young family. That idea turned into a wonderful full time home with a studio apartment, a swimming pond and tennis court all with stunning mountain views. As the children grew and went their separate ways part of the main home was converted to an additional one bedroom apartment. It is now time for a new owner to enjoy as is or use their imagination to transform this wonderful property into their dream home.

Single-familyProperty Type

1973Year Built

13.6 acresLot Size

$286Est. Price/Sq.Ft.

Listed by Willard Watson • Josiah Allen Real Estate, Inc.

Bought with Lillian West • Maple Leaf Real Estate

Redfin checked: a few seconds ago

•Source:PrimeMLS #4721093

Redfin Estimate

$1,386,977

$1.2M since sold in April 2020$30K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.1% lower than the average sale price ($1.65M) 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 15, 2026
$2,200,000
C
4 beds3.5 baths4,265 sq ft
7537 Main St, Manchester Center, VT 05255
SOLD DEC 19, 2025
$2,068,000
D
5 beds4.5 baths4,483 sq ft
743 Green Peak Orchard Rd, Manchester Center, VT 05255
SOLD MAY 21, 2026
$1,374,000
E
4 beds3.5 baths5,397 sq ft
12 Sunny Hill Rd, Winhall, VT 05340
SOLD NOV 13, 2025
$2,675,000
F
5 beds4.5 baths6,567 sq ft
564 Overlook Rd, Manchester Center, VT 05255

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

Earn from this home

Rent

$2,743/mo

Redfin rental estimate

List your home for rent

Market trends in 05253, VT

Last updated August 2026

Sale-to-List Price

94.6%

+6.0% MoM

Median sale price

$857K

$242K MoM

Avg. days on market

32d

23 days MoM

Recently sold homes

1 MoM

Provided by Redfin

Sale history for 1086 Mad Tom Rd

Date

Event

Price

PrimeMLS #4721093

Apr 10, 2020

Sold

$203,000

$42/sq ft

Apr 8, 2020

Pending

—

Dec 19, 2019

Contingent

—

Dec 4, 2019

Price Changed

$239,000

$49/sq ft

Nov 30, 2019

Relisted

—

Nov 30, 2019

Delisted

—

Sep 30, 2019

Relisted

—

Sep 12, 2019

Contingent

—

Jun 5, 2019

Price Changed

$289,000

$60/sq ft

Sep 28, 2018

Listed

$339,000

$70/sq ft

PrimeMLS #4324597

Jan 27, 2015

Sold

$175,000

$36/sq ft

Nov 6, 2013

Listed

$198,000

$41/sq ft

This is a lovely historic farmhouse just waiting for the right person to come along and restore it back to its original beauty. In addition, there are 3 outbuildings located on this property. This home is situated on a quiet country road but is convenient to skiing, golf, Manchester and Dorset. The current owners converted this into 3 apartments but this property is not being used as nor being represented as 3 apartments.

Tax history for 1086 Mad Tom Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Bennington County

APN

18005710241

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jan 27, 2025.

Property details

Parking

Parking & Garage
Driveway, On-Site

Interior

Virtual Tour

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

Basement Information
Basement: Yes
Basement Access: Interior
Crawl Space, Dirt Floor, Gravel

Other Interior Features
# of Rooms: 16
Water Heater: Off Boiler

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 4844
Approximate Sq. Ft. Total: 5344
Color: Barn Red
Construction: Post and Beam
Foundation: Concrete, Stone
Roof: Slate
Exterior: Clapboard

Driveway
Crushed Stone, Gravel

Lot, Zoning, & Easement Information
Easements: Unknown
Country Setting, Mountain View, Pond

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1973

Financial

Tax Information
Tax Year: 2019
Gross Amount Tax: 5891.91
SPAN Number: 180-057-10241

Other Tax Information
Page Deed: 16-17

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Water, Multi Zone, Stove - Wood
Heat Fuel: Oil, Wood

Sewer Information
Leach Field - Conventionl, Leach Field - Existing, Leach Field - On-Site, On-Site Septic Exists, Private

Electric Information
Electric Company: GMP
100 Amp, Circuit Breaker(s)

Water Information
Drilled Well, On-Site Well Exists, Private

Other Utilities Information
Cable - At Site, Internet - Cable

Location

School Information
School District: Bennington/Rutland
Elementary School: The Dorset School
Elementary School: The Dorset School
Middle/Jr School: The Dorset School

Road Information
Gravel, Public, Unpaved

Other Location Information
Directions: From Manchester Center take Route 7 or 7A north to East Dorset, right onto Mad Tom Road across from the Jiffy Mart. Just before Luge Run on the right is the driveway for 1086 Mad Tom Road follow to the end.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Bennington County
APN: 18005710241

Home facts updated by county records on Jan 26, 2025

Other

Water Body Information
Flood Zone: Unknown

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Taconic and Green Regional School District website to verify.

Dorset Elementary School

Public PreK-8 • 3.9mi

6/10

Red Fox Community School

Private K-5 • 4.6mi

Northshire Christian Academy

Private K-6 • 4.8mi

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

8 days above 85° expected this year, 18 days in 30 years

3/10 Wind Factor

5% 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

East Dorset, VT • 05253-0715

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

8.3 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.32M – $1.60M

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

Nearby similar homes

NEW 17 HRS AGO3D & VIDEO TOUR

$975,000

4 beds3 baths3,548 sq ft

259 Beechnut Dr, Peru, VT 05152

$1,475,000

5 beds4 baths4,491 sq ft

866 E Manchester Rd, Manchester Center, VT 05255

$1,375,000

5 beds4.5 baths4,376 sq ft

39 Eagle Rdg, Dorset, VT 05251

$579,000

3 beds1.5 baths2,048 sq ft

560 New Ireland Rd, Manchester Center, VT 05255

$1,399,999

6 beds4 baths3,800 sq ft

121 High Meadow Rd, Winhall, VT 05340-9999

$895,000

4 beds5.5 baths4,502 sq ft

3373 Main St, Manchester, VT 05254

Home values near 1086 Mad Tom Rd

Data from public records.

Address	Redfin Estimate
1329 Mad Tom Rd, East Dorset, VT 4 Beds \| 3 Baths \| 2968 Sq. Ft.	$870,994
1348 Mad Tom Rd, East Dorset, VT 3 Beds \| 1 Baths \| 1144 Sq. Ft.	$600,796

Address	Redfin Estimate
1254 Mad Tom Rd, East Dorset, VT 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$665,028
885 Mad Tom Rd, East Dorset, VT 2 Beds \| 2 Baths \| 2020 Sq. Ft.	$405,979

Address	Redfin Estimate
848 Mad Tom Rd, East Dorset, VT 3 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$709,539
647 Mad Tom Rd, Dorset, VT 2 Beds \| 1 Baths \| 900 Sq. Ft.	$255,100

Property information provided by PrimeMLS when last listed in 2018. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Killington homes for sale
Londonderry homes for sale
Stratton homes for sale
Dover homes for sale
Jamaica homes for sale

Houses for sale near me	Burlington, VT homes for sale	South Burlington, VT homes for sale
Land for sale near me	Stowe, VT homes for sale	Rutland, VT homes for sale
Open Houses near me	Woodstock, VT homes for sale	East Dorset Property Records
Condos for sale near me	Montpelier, VT homes for sale	VT New Listings
Agents near me	Brattleboro, VT homes for sale	East Dorset Housing Market

05251 homes for sale
05253 homes for sale
05255 homes for sale

Manchester homes for sale
Dorset homes for sale
Ludlow homes for sale