Last Sold Price
3 beds2,168 sqft$225/sqft
255 Mad Tom Rd, Dorset, VT 05253

Description

Experience quintessential Vermont charm in this beautiful antique home nestled in the heart of East Dorset Village. This well maintained 3-bedroom, 2.5-bathroom residence seamlessly blends historic character with modern comforts. Step through the front door into a warm and inviting den, complete with a convenient half bath for guests. The main level flows effortlessly into an open living and dining area, bathed in natural light, where a cozy 3/4 bath adds convenience. The newly updated kitchen boasts...Experience quintessential Vermont charm in this beautiful antique home nestled in the heart of East Dorset Village. This well maintained 3-bedroom, 2.5-bathroom residence seamlessly blends historic character with modern comforts. Step through the front door into a warm and inviting den, complete with a convenient half bath for guests. The main level flows effortlessly into an open living and dining area, bathed in natural light, where a cozy 3/4 bath adds convenience. The newly updated kitchen boasts an island, new countertops and an eat-in area, while a mudroom/pantry provides extras storage space. Upstairs, discover three generously sized bedrooms, offering comfort and tranquility, along with a full bath and a laundry area for added convenience. An additional room awaits, offering flexibility for a home office, studio, or playroom. Outside, the charm continues with a picturesque barn featuring a pellet stove, currently set up as a delightful game room, perfect for entertaining friends and family. Enjoy the serene surroundings with gatherings around the fire pit, surrounded by lush perennial gardens, or indulge your green thumb in the charming potting shed. Conveniently located near Route 7A, this home offers easy access to the best of Vermont living, including a nearby blueberry farm, apple orchard, and the renowned Vermont Summer Festival grounds. Explore hiking trails in the Green Mountain National Forest or spend sunny days swimming and picnicking at Emerald Lake.
LISTING CLOSED: 07/17/2024 12:00 AM

  1. Listed by Annette Gallo • Four Seasons Sotheby's Int'l Realty

Sold By Four Seasons Sotheby's Int'l Realty

Property Details for 255 Mad Tom Road

Status
MLS #
4997472
Days on Market
3
Taxes
$5,113 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1905
Lot Size
0.36 AC / 15,681 SF
Zoning
Village Residential

Recent comparable sales

Median sold price

$568,000

Avg days on market

49

Sale-to-list ratio

96.1%

Dorset, VT

9 comparable properties found

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

$615,000

Sold 06/25/26

3
Bedrooms
2,400
Square Feet
4
Acres
$675,000 | 201 Owls Head Hill Lane, Dorset, VT 05251
1/23
2

$675,000

Sold 05/01/26

3
Bedrooms
2,400
Square Feet
2.2
Acres
$715,000 | 343 Kelleher Road, Dorset, VT 05251
1/39
3

$715,000

Sold 09/29/25

3
Bedrooms
2,120
Square Feet
1.75
Acres
$510,000 | 1525 Old Kyle Road, Dorset, OH 44032
1/51
4

$510,000

Sold 07/15/25

3
Bedrooms
2,019
Square Feet
35.26
Acres
$530,000 | 2354 Danby Mountain Road, Dorset, VT 05251
1/61
5

$530,000

Sold 08/15/25

3
Bedrooms
2,031
Square Feet
7
Acres
$530,000 | 5202 East Union Road, Dorset, OH 44032
1/33
6

$530,000

Sold 03/17/26

3
Bedrooms
1,728
Square Feet
30.33
Acres
$280,000 | 456 Kelleher Road, Dorset, VT 05251
1/5
7

$280,000

Sold 03/06/26

3
Bedrooms
2,520
Square Feet
4.42
Acres
$568,000 | 4958 Route 315 Rupert Vt 05768, Dorset, VT 05251
1/29
8

$568,000

Sold 10/04/24

3
Bedrooms
1,978
Square Feet
1.09
Acres
$585,000 | 2523 Highway 30, Dorset, VT 05251
1/38
9

$585,000

Sold 10/17/24

3
Bedrooms
2,690
Square Feet
3
Acres

Location

Add your commute

Building Information for 255 Mad Tom Road

Stories2Year Built1905Building Size-Lot Size0.36 AC / 15,681 SF

Payment Calculator

$2,904 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,478

Property Taxes

$426

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 255 Mad Tom Road

Summary
Location and General Information
  • Area Description: In Town, Village
  • City: Dorset
  • County: VT-Bennington
  • Directions: Heading north on Route 7, take a right on Mad Tom Road at East Dorset General Store. House is 2nd on the left after Leary Lane.
  • Latitude: 43.239264074194601
  • Longitude: -73.005172644180277
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05253
Taxes and HOA Information
  • SPAN Number: 180-057-10307
  • Tax - Gross Amount: $5,112.60
  • Tax Year: 2023
  • 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: Yes
  • Garage Capacity: 1.00
  • Driveway: Gravel
Property
Lot Information
  • Lot - Sqft: 15682.0
  • Lot Features: Level
  • Lot Size Acres: 0.36
  • Square Feet Apx Finished Above Grade: 2168.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Total: 5216.0
  • Square Feet Apx Total Finished: 2168.0
  • Square Feet Apx Unfinished Above Grade: 3048.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 0.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Easements: No
  • Flood Zone: Unknown
  • Foundation: Fieldstone
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1905
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: On-Site Septic Exists
  • Water Source: Public
  • Utilities: Cable - Available, Telephone Available
  • Internet: Internet - Cable
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Clapboard Exterior
  • Features - Exterior: Barn, Porch - Covered
  • Roads: Paved, Public
  • Roof: Slate
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Microwave, Refrigerator, Washer, Stove - Electric
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Stairs - Interior, Unfinished, Interior Access
  • Baths - Total: 3
  • Baths - Full: 1
  • Half Baths: 1
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 9
  • Bedrooms - Total: 3
  • Features - Interior: Dining Area, Fireplace - Wood, Kitchen Island
  • Flooring: Wood
  • Heat Fuel: Oil
  • Heating: Radiator
  • Cooling: None
  • Total Stories: 2
Rental
Rent Information
  • Rented: No

Property History for 255 Mad Tom Road

DateEvent & SourcePriceAppreciation
Jul 17, 2024

Sold (Public Record)

Public Record #1537097067

$487,500

+3.6% / yr

Jul 17, 2024

Sold

New England Real Estate Network #4997472

$487,500
May 30, 2024

Active Under Contract

New England Real Estate Network #4997472

DateEvent & SourcePrice
07/17/2024

Sold (Public Record)

Public Record #1537097067

$487,500

+3.6% / yr

07/17/2024

Sold

New England Real Estate Network #4997472

$487,500
05/30/2024

Active Under Contract

New England Real Estate Network #4997472

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

Public Records for 255 Mad Tom Road

Taxable ValueLand$202,000Additions$308,800Total$510,800
Home Facts
Beds0Lot Size15,682 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(057)000243

Schools near 255 Mad Tom Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
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.

Similar Homes

New listings in 05253

$434,500 | 120 Village Street, Dorset, VT 05253
1/40

$434,500

4
Bedrooms
3,861
Square Feet
1.1
Acres
$2,950,000 | 68 Green Peak Orchard South, Dorset, VT 05253
1/48

$2,950,000

5
Bedrooms
6,900
Square Feet
9.9
Acres
$525,000 | 191 Pleasant St Extension, Dorset, VT 05253
1/45

$525,000

3
Bedrooms
1,594
Square Feet
3.23
Acres
$450,000 | 393 Morse Hill Road, Dorset, VT 05253
1/25

$450,000

3
Bedrooms
1,460
Square Feet
1
Acres
$449,000 | 298 Mad Tom Road, Dorset, VT 05253
1/45

$449,000

3
Bedrooms
1,382
Square Feet
0.56
Acres
$1,795,000 | 1310 Dorset Hill Road, Dorset, VT 05253
1/38

$1,795,000

4
Bedrooms
3,370
Square Feet
20.90
Acres
$1,997,000 | 655 Squirrel Hollow Road, Dorset, VT 05253
1/25
Virtual Tour

$1,997,000

4
Bedrooms
4,125
Square Feet
23.09
Acres
$875,000 | 2436 Mad Tom Road, Dorset, VT 05253
1/34
Virtual Tour

$875,000

4
Bedrooms
2,746
Square Feet
12
Acres
$799,000 | 2734 Mad Tom Road, Dorset, VT 05253
1/60

$799,000

2
Bedrooms
1,420
Square Feet
35.7
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 255 Mad Tom Road, Dorset, VT 05253
$487,500
3
2,168
15,681
957,884
13,939
$220,000
2
1,710
36,590
25,700
$192,000
4
1,731
10,890

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Four Seasons Sotheby's Int'l Realty

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 08/18/2026 05:04 AM