1086 Mad Tom Road

Closed 4/10/20
Closed 4/10/20
Gallery Image 1
Sold
Last Sold Price
$203,000
6 beds4,844 sqft$42/sqft
1086 Mad Tom Rd, Dorset, VT 05253
Single FamilyProperty Type
13.6 acresLot Size
1973Year Built
$42/sq ftPrice per sq ft

Description

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...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.

    Sold By Maple Leaf Realty

    • Listed by: Willard Watson • Josiah Allen Real Estate, Inc.
    Listing closed: 04/10/2020 12:00 AM • Source: New England Real Estate Network, MLS#: 4721093

    Recent comparable sales

    Median sold price

    $1,100,000

    Avg days on market

    71

    Sale-to-list ratio

    94.2%

    Dorset, VT

    9 comparable properties found

    $3,025,000 | 73 Pine Road, Dorset, VT 05251
    1/49
    1

    $3,025,000

    Sold 08/08/25

    6
    Bedrooms
    3,250
    Square Feet
    6.21
    Acres

    73 Pine Road, Dorset, VT 05251

    $1,250,000 | 7 Timberbrook North, Dorset, VT 05251
    1/38
    2

    $1,250,000

    Sold 11/21/25

    5
    Bedrooms
    4,686
    Square Feet
    4.7
    Acres

    7 Timberbrook North, Dorset, VT 05251

    $939,000 | 3478 Highway 30, Dorset, VT 05251
    1/40
    3

    $939,000

    Sold 10/11/24

    5
    Bedrooms
    4,452
    Square Feet
    0.45
    Acres

    3478 Highway 30, Dorset, VT 05251

    $875,000 | 81 Windward Hill, Dorset, VT 05251
    1/39
    4

    $875,000

    Sold 12/19/25

    4
    Bedrooms
    4,650
    Square Feet
    5.8
    Acres

    81 Windward Hill, Dorset, VT 05251

    $1,100,000 | 227 Birchstone Lane, Dorset, VT 05253
    1/54
    5

    $1,100,000

    Sold 08/13/26

    3
    Bedrooms
    2,797
    Square Feet
    8.70
    Acres

    227 Birchstone Lane, Dorset, VT 05253

    $776,000 | 267 Eagle Ridge, Dorset, VT 05251
    1/15
    6

    $776,000

    Sold 08/04/26

    4
    Bedrooms
    4,282
    Square Feet
    5.92
    Acres

    267 Eagle Ridge, Dorset, VT 05251

    $1,369,000 | 393 Red Tail Lane, Dorset, VT 05251
    1/60
    7

    $1,369,000

    Sold 09/04/25

    3
    Bedrooms
    3,967
    Square Feet
    11.52
    Acres

    393 Red Tail Lane, Dorset, VT 05251

    $615,000 | 848 Mad Tom Road, Dorset, VT 05253
    1/59
    8

    $615,000

    Sold 06/25/26

    3
    Bedrooms
    2,400
    Square Feet
    4
    Acres

    848 Mad Tom Road, Dorset, VT 05253

    $1,390,000 | 92 Barrows Heights, Dorset, VT 05251
    1/46
    9

    $1,390,000

    Sold 08/20/25

    5
    Bedrooms
    3,165
    Square Feet
    3.89
    Acres

    92 Barrows Heights, Dorset, VT 05251

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    $1,523 per month

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    $1,032

    Property Taxes

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    Property Information for 1086 Mad Tom Road

    Property Details
    • Taxes: $5,892 / year
    • MLS Type: Residential / Single Family
    • County: Bennington County
    • Parking: Driveway, On-Site
    • Zoning: RR
    Building Information
    • Stories: 2
    • Year Built: 1973
    • Lot Size: 13.60 AC / 592,416 SF
    Summary
    Location and General Information
    • City: Dorset
    • County: VT-Bennington
    • 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.
    • Latitude: 43.246137664426293
    • Longitude: -72.994811711639386
    • Road Frontage: No
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05253-0715
    Taxes and HOA Information
    • SPAN Number: 180-057-10241
    • Tax - Gross Amount: $5,891.91
    • Tax Year: 2019
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Bennington/Rutland
    • School - Elementary: The Dorset School
    • School - Middle/Jr: The Dorset School
    Parking
    • Garage: No
    • Driveway: Crushed Stone, Gravel
    Property
    Lot Information
    • Lot - Sqft: 592416.0
    • Lot Size Acres: 13.6
    • Square Feet Apx Finished Above Grade: 4844.0
    • Square Feet Apx Finished AG Source: Appraiser
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Other
    • Square Feet Apx Total: 5344.0
    • Square Feet Apx Total Finished: 4844.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Other
    • Square Feet Apx Unfinished Below Grade: 500.0
    • Square Feet Apx Unfinished BG Source: Other
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: Unknown
    • Flood Zone: Unknown
    • Foundation: Concrete, Stone
    • PreConstruction: No
    • Resort: No
    • Surveyed: Yes
    • Year Built: 1973
    Utilities
    • Electric Company: GMP
    • Electric: 100 Amp, Circuit Breaker(s)
    • Sewer: Leach Field - Conventionl, Leach Field - Existing, Leach Field - On-Site, On-Site Septic Exists, Private
    • Utilities: Cable - At Site, Internet - Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Barn Red
    • Roads: Gravel, Public, Unpaved
    • Roof: Slate
    Interior Features
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Crawl Space, Dirt Floor, Gravel
    • Baths - Total: 5
    • Baths - Full: 1
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 3
    • Rooms - Total: 16
    • Bedrooms - Total: 6
    • Heat Fuel: Oil, Wood
    • Heating: Baseboard, Hot Water, Multi Zone, Stove - Wood
    • Cooling: None
    • Total Stories: 2.5

    Property History for 1086 Mad Tom Road

    DateEvent & SourcePriceAppreciation
    Apr 13, 2020

    Sold (Public Record)

    Public Record #667659167

    		$203,000

    +77.7% / yr

    Apr 10, 2020

    Sold

    New England Real Estate Network #4721093

    		$203,000—
    Apr 8, 2020

    Pending

    New England Real Estate Network #4721093

    		—
    DateEvent & SourcePrice
    04/13/2020

    Sold (Public Record)

    Public Record #667659167

    $203,000

    +77.7% / yr

    04/10/2020

    Sold

    New England Real Estate Network #4721093

    $203,000
    04/08/2020

    Pending

    New England Real Estate Network #4721093

    —

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Public Records for 1086 Mad Tom Road

    Taxable ValueLand$341,000Additions$771,300Total$1,112,300
    Tax Record2025$12,228 ($1,019 / month)
    Home Facts
    Beds1Baths1Total Finished SqFt1,408 SqFtAbove Grade Finished SqFt1,408 SqFtLot Size592,416 SqFtStyleSingle Family ResidenceYear Built1960Year Renovated1960CountyBENNINGTONAPN(057)000199

    Schools near 1086 Mad Tom Road

    This home is within Taconic and Green Regional School District.
    Rating
    School
    Type
    Grades
    Distance
    Dorset Elementary School
    		Public - PK to 8
    Rating
    School
    Distance
    Dorset Elementary School
    PublicPK to 8

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 1086 Mad Tom Road, Dorset, VT 05253
    $203,000
    6
    4,844
    592,416
    61 Luge Run, East Dorset, VT 05253
    –
    –
    –
    –
    141,134
    930 Mad Tom Road, East Dorset, VT 05253
    –
    2
    2
    980
    945,252
    7 Mad Tom Road, East Dorset, VT 05253
    $145,000
    –
    –
    –
    252,648
    5 Luge Run, East Dorset, VT 05253
    $170,000
    –
    –
    –
    201,683
    312 Luge Run, East Dorset, VT 05253
    –
    –
    –
    –
    435,600

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    Listing Courtesy of Josiah Allen Real Estate, Inc.

    Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 09/06/2026 02:48 AM