Sold
Last Sold Price
14 beds10,605 sqft$42/sqft
1468 Upper Dummerston Rd, Brattleboro, VT 05301
Single FamilyProperty Type
22.24 acresLot Size
1918Year Built
$42/sq ftPrice per sq ft
2 carsParking Spaces

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!

    Sold By Palmiter Realty Group

    • Listed by: Adam Palmiter • Palmiter Realty Group
    Listing closed: 09/10/2013 12:00 AM • Source: New England Real Estate Network, MLS#: 4228924

    Recent comparable sales

    Median sold price

    $426,000

    Avg days on market

    61

    Sale-to-list ratio

    93.2%

    Brattleboro, VT

    9 comparable properties found

    $525,000 | 211 Pleasant Valley Road, Brattleboro, VT 05301
    1/48
    1

    $525,000

    Sold 08/31/26

    2
    Bedrooms
    1,576
    Square Feet
    5.9
    Acres
    $389,000 | 137 Pleasant Valley Road, Brattleboro, VT 05301
    1/35
    2

    $389,000

    Sold 05/08/26

    1
    Bedrooms
    650
    Square Feet
    1.5
    Acres
    $426,000 | 60 Gulf Road, Brattleboro, VT 05301
    1/38
    3

    $426,000

    Sold 09/19/24

    3
    Bedrooms
    1,480
    Square Feet
    2.7
    Acres
    $439,000 | 387 Meadowbrook Road, Brattleboro, VT 05301
    1/40
    4

    $439,000

    Sold 05/13/26

    4
    Bedrooms
    1,568
    Square Feet
    0.43
    Acres
    $325,000 | 1644 Upper Dummerston Road, Brattleboro, VT 05301
    1/29
    5

    $325,000

    Sold 08/12/26

    2
    Bedrooms
    1,499
    Square Feet
    3.6
    Acres
    $455,000 | 139 Buttonwood Drive, Brattleboro, VT 05301
    1/34
    6

    $455,000

    Sold 03/04/26

    2
    Bedrooms
    1,390
    Square Feet
    0.13
    Acres
    $525,000 | 135 Upper Dummerston Road, Brattleboro, VT 05301
    1/2
    7

    $525,000

    Sold 05/16/25

    5
    Bedrooms
    3,600
    Square Feet
    0.9
    Acres
    $305,000 | 1082 West River Road, Brattleboro, VT 05301
    1/48
    8

    $305,000

    Sold 09/23/25

    3
    Bedrooms
    1,222
    Square Feet
    1.18
    Acres
    $405,000 | 156 Sherwood Circle, Brattleboro, VT 05301
    1/45
    9

    $405,000

    Sold 07/28/25

    4
    Bedrooms
    2,132
    Square Feet
    0.86
    Acres

    Location

    Add your commute

    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

    Property Details
    • Taxes: $14,691 / year
    • MLS Type: Residential / Single Family
    • Parking: Driveway
    • Zoning: Multi
    Building Information
    • Stories: 2
    • Year Built: 1918
    • Lot Size: 22.24 AC / 968,774 SF
    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
    • Flood Zone: No
    • Foundation: Concrete
    • 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 Record2025$9,667 ($806 / month)
    Home Facts
    Total Finished SqFt4,323 SqFtAbove Grade Finished SqFt4,323 SqFtStories3Lot Size759,686 SqFtStyleMulti-Family Res (5+ Units)Year Built1918Year Renovated1918CountyWINDHAMAPN(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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 1468 Upper Dummerston Road, Brattleboro, VT 05301
    $450,000
    14
    10,605
    968,774
    $335,500
    3
    2,594
    47,916
    $868,000
    4
    3,685
    47,044
    4
    2
    1,650
    248,292
    4
    2.5
    2,412
    254,826
    $279,900
    3
    1,700
    76,665

    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 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 09/08/2026 10:56 AM