1468 Upper Dummerston Rd

10,605 Sq. Ft.
$42 / Sq. Ft.
10,605
Sq. Ft.
$42
per Sq. Ft.

Description

What an opportunity! This farm has amazing history and character, abuts Hillwinds, and has plenty of space for anything you could imagine. The property consists of a main home which sits on 22+ acres with barn and two guest houses. The property originally was a site for raising horses and training them, but has been converted into apartments and storage spaces. With some work, this could easily be brought back to its original character. The main farmhouse is 8 apts at over 8000 square feet, which...What an opportunity! This farm has amazing history and character, abuts Hillwinds, and has plenty of space for anything you could imagine. The property consists of a main home which sits on 22+ acres with barn and two guest houses. The property originally was a site for raising horses and training them, but has been converted into apartments and storage spaces. With some work, this could easily be brought back to its original character. The main farmhouse is 8 apts at over 8000 square feet, which breathtaking views of the fields, and down the West River. The horse barn is over 16,000 square feet and has the original stalls still in it. The first 1975 white guest house is 2 bedrooms and 828 square feet, while the second 1981 red guest house is already subdivided on 1.14 acre and two floors, each a 2-bedroom unit. With this kind of space and history just a short walk or drive to the Brattleboro Country Club and easy access to town on a paved road, this is a must see!
  1. Listed by Adam Palmiter • Palmiter Realty Group

Sold By Palmiter Realty Group

Property Details for 1468 Upper Dummerston Road

Parking
Driveway
Zoning
Multi
LISTING CLOSED: 09/10/2013 12:00 AM

Property Details for 1468 Upper Dummerston Road

StatusClosed
MLS #4228924
Days on Market103
Taxes$14,691 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1918
Lot Size22.24 AC / 968,774 SF
CountyWindham County

Location

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Building Information for 1468 Upper Dummerston Road

Stories2Year Built1918Building Size-Lot Size22.24 AC / 968,774 SF

Payment Calculator

$3,512 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,287

Property Taxes

$1,224

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 1468 Upper Dummerston Road

Summary
Location and General Information
  • Area Description: Valley
  • City: Brattleboro
  • County: VT-Windham
  • Directions: Upper Dummerston Road to Hillwinds Farm.
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Map: 1
  • Zip Code: 05301
Taxes and HOA Information
  • SPAN Number: 08102514396
  • Tax - Gross Amount: $14,691.17
  • Tax Year: 2012
  • Taxes TBD: No
School Information
  • School - High: Brattleboro High School
  • School - Elementary: Brattleboro Elem Schools
  • School - Middle/Jr: Brattleboro Area Middle School
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Dirt
Property
Lot Information
  • Lot: 1
  • Lot - Sqft: 968774.0
  • Lot Size Acres: 22.24
  • Road Frontage Length: 500.0
  • Square Feet Apx Finished Above Grade: 8380.0
  • Square Feet Apx Finished Below Grade: 2225.0
  • Square Feet Apx Tot Below Grade: 2225.0
  • Square Feet Apx Total Finished: 10605.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Foundation: Concrete
  • Planned Urban Developmt: No
  • Suitable Use: Farm - Horse/Animal, Field/Pasture
  • Surveyed: No
  • Year Built: 1918
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Public
Interior and Exterior Features
Exterior Features
  • Color: White
  • Features - Exterior: Barn, Deck, Guest House, Outbuilding, Porch - Covered
  • Roads: Paved
  • Roof: Membrane, Shingle - Architectural
Interior Features
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Finished, Full
  • Baths - Total: 8
  • Baths - Full: 8
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 20
  • Bedrooms - Total: 14
  • Features - Interior: Attic - Hatch/Skuttle, Dining Area, Hearth, In-Law/Accessory Dwelling
  • Flooring: Carpet, Vinyl
  • Heat Fuel: Electric, Oil
  • Heating: Alternative Heat Stove, Baseboard, Stove - Wood
  • Total Stories: 2.5
Room Information
Room 3
  • Room Type: Living Room
Room 4
  • Room Type: Family Room

Property History for 1468 Upper Dummerston Road

DateEvent & SourcePriceAppreciation
Sep 10, 2013

Sold (Public Record)

Public Record #369923271

$15,000—
Sep 10, 2013

Sold

New England Real Estate Network #4228924

$450,000—
Jul 24, 2013

Pending

New England Real Estate Network #4228924

—
DateEvent & SourcePrice
09/10/2013

Sold (Public Record)

Public Record #369923271

$15,000
09/10/2013

Sold

New England Real Estate Network #4228924

$450,000
07/24/2013

Pending

New England Real Estate Network #4228924

—

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

Public Records for 1468 Upper Dummerston Road

Taxable ValueLand$154,290Additions$396,870Total$551,160
Tax Record2024$17,896 ($1,491 / month)
Home Facts
Total Finished SqFt4,323 SqFtAbove Grade Finished SqFt4,323 SqFtStories3Lot Size759,686 SqFtStyleMulti-Family Res (5+ Units)Year Built1918CountyWINDHAMAPN(025) 00070101.110

Schools near 1468 Upper Dummerston Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - PK to 6
Rating
School
Distance
Academy School
PublicPK to 6

Brattleboro Area Middle School
Public7 to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Green Street School
PublicPK to 6

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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Listing Courtesy of Palmiter Realty Group

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 07/26/2026 12:42 AM