1073 Upper Dummerston Road, Brattleboro, VT 05301
Property image
Property image
OFF MARKET

1073 Upper Dummerston Road
Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,456 sqft (on 1.50 acres)

$545,400

Trulia Estimate
as of Aug 23, 2026

$545,400

Trulia Estimate
as of Aug 23, 2026
3 Beds
2 Baths
2,456 sqft
(on 1.50 acres)

Home Value

Trulia Estimate
$545K
Since last month
Increased$900 (+0.2%)
Since last year
Increased$21K (+3.9%)
Since last sale
Increased$20K (+3.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
August 2026$545K
July 2026$545K
June 2026$540K
May 2026$537K
April 2026$538K
March 2026$531K
February 2026$531K
January 2026$526K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
187 Hillwinds Road, Brattleboro, VT
0.44
Single-Family Home
$476,000
11/20/25
4
3
2,372
1082 W River Road, Brattleboro, VT
0.27
Single-Family Home
$305,000
09/23/25
3
1
1,222
143 Hillwinds Road, Brattleboro, VT
0.45
Single-Family Home
$615,000
06/26/26
5
3.5
2,520
155 Hillwinds North Road, Brattleboro, VT
0.67
Single-Family Home
$868,000
09/09/25
4
3.5
3,685
65 Hillwinds North Road, Brattleboro, VT
0.52
Single-Family Home
$925,000
10/01/25
5
4.5
4,150
672 East Orchard Street, Brattleboro, VT
0.83
Single-Family Home
$470,000
09/26/25
3
3
3,148
1644 Upper Dummerston Road, Dummerston, VT
1.14
Single-Family Home
$325,000
08/12/26
2
2
1,499
137 Pleasant Valley Road, Brattleboro, VT
0.94
Single-Family Home
$389,000
05/08/26
1
1
650
155 Upper Dummerston Road, Brattleboro, VT
1.56
Single-Family Home
$407,000
11/21/25
3
1.5
1,655

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1137 Upper Dummerston Road, Brattleboro, VT 05301
0.13
$439,000
3
2
1,600
For Sale
336 Hillwinds Road, Brattleboro, VT 05301
0.23
$754,700
4
3
3,257
Off Market
395 Hillwinds Road, Brattleboro, VT 05301
0.24
$694,400
4
2.5
2,226
Off Market
335 Hillwinds Road, Brattleboro, VT 05301
0.29
$620,000
4
3.5
2,544
Off Market
1082 W River Road, Brattleboro, VT 05301
0.27
$315,700
3
1
1,222
Off Market
863 Upper Dummerston Road, Brattleboro, VT 05301
0.39
$579,500
3
2.5
2,112
Off Market
187 Hillwinds Road, Brattleboro, VT 05301
0.44
$476,000
4
3
2,372
Recently Sold
143 Hillwinds Road, Brattleboro, VT 05301
0.45
$615,000
5
3.5
2,520
Recently Sold
65 Hillwinds North Road, Brattleboro, VT 05301
0.52
$956,800
5
4.5
4,150
Off Market
94 Brets Road, Brattleboro, VT 05301
0.56
$475,000
3
2.5
2,594
Recently Sold
155 Hillwinds North Road, Brattleboro, VT 05301
0.67
$899,900
4
3.5
3,685
Off Market

Local Information

  • Map ViewExplore the area around 1073 Upper Dummerston Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1989
Lot Size
1.5 acres
Living Area
2,456 sqft
Price/Sqft
$222
Parking
Garage
Last check for updates: about 10 hours ago
Listed by Thom Dahlin
Berkley & Veller Greenwood Country, (802) 254-6400
Bought with: Rebecca Hiam, Southern Vermont Realty Group, (802) 464-2585
Source: PrimeMLS, MLS#5043025

About this House

This very Vermont country home is nestled on a peaceful, beautifully landscaped 1.5 acre lot along Upper Dummerston Road. Built with unparalleled craftsmanship by some of the region’s finest artisans, the home exudes exceptional quality throughout. At the heart of the residence is a large chef's kitchen, complete with a gas fireplace, granite countertops, solid maple cabinetry, and premium Wolf and Jenn-Air side-by-side ovens and range & walk-in pantry. The home features three bedrooms, one located on the first floor, and one upstairs with a soaring cathedral ceiling. Additional spaces include a formal dining room, a spacious living room, two beautifully tiled bathrooms, and a finished basement designed for both relaxation and entertaining. The interior is thoughtfully crafted with warm tones, hardwood cherry and oak floors, and solid wood doors. Energy-efficient windows and a newly installed boiler system, and heat pumps for both floors ensure year-round comfort. A generous 2-car garage offers ample storage space above, while a tiled mudroom provides added convenience. The maintained grounds include perennial and raised vegetable gardens, flowering trees and shrubs, stone walls, and a custom-built outdoor craft/sitting area. A professionally designed Ashfield Stone Patio, complete with a wood-fired oven (Pizza!!) crafted by a local mason, offers the perfect setting for outdoor entertaining.
1073 Upper Dummerston Road, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 2,456 sqft single-family home built in 1989. It last sold for the $525,000 asking price on Aug 19, 2025. It is currently off market. The Trulia Estimate is $545,400, with a rent estimate of $2,711/month.

Home Details for 1073 Upper Dummerston Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Climate Controlled,Concrete,Concrete Floor,Daylight,Partially Finished,Exterior Stairs,Interior Stairs,Storage Space,Exterior Entry,Basement Stairs,Interior EntryNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2456 Square Feet
Appliances & Utilities
Utilities: Cable at SiteAppliances: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Electric Water Heater, Owned Water HeaterDishwasherDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Oil,Baseboard,Hot Water,Mini SplitHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Oil
Fireplace & Spa
Fireplace: GasHas a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Bamboo, Carpet, Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 1.5Levels: One and One HalfFloors: Bamboo, Carpet, Hardwood, Tile
View
Has a ViewView: Mountain(s)
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleExterior: Building, GardenFoundation: ConcreteGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Crushed Stone,Auto Open,Direct Entry,Storage Above,Driveway,Garage,Off Street,Parking Spaces 1 - 10,Attached
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: On-Site Septic Exists
Farm & Range
Frontage Length: Road frontage: 164
Finished Area
Finished Area (above surface): 2120 Square FeetFinished Area (below surface): 336 Square Feet

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: Wood Frame, Clapboard ExteriorNot a New Construction

Price & Status

Price
List Price: $525,000

Location

Direction & Address
City: Brattleboro
School Information
Elementary School: Brattleboro Elem SchoolsElementary School District: Windham SoutheastJr High / Middle School: Brattleboro Area Middle SchoolJr High / Middle School District: Windham SoutheastHigh School: Brattleboro High SchoolHigh School District: Windham Southeast

Building

Building Area
Building Area: 3160 Square Feet

Lot Information

Lot Area: 1.5 Acres

Miscellaneous

BasementMls Number: 5043025Attribution Contact: Off: 802-254-6400Above Grade Unfinished Area: 2120Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 704Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Aug 19, 2025
Source: PrimeMLS #5043025
Sold
$525,000
May 27, 2025
Source: PrimeMLS #5043025
Listed For Sale
$525,000
Dec 10, 2021
Source: PrimeMLS #4883540
Sold
$490,000
Sep 30, 2021
Source: PrimeMLS #4883540
Contingent
$467,000
Sep 21, 2021
Source: PrimeMLS #4883540
Listed For Sale
$467,000

Market trends in Brattleboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32

Around this home

What Locals Say about Brattleboro

At least 47 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 91 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say there's holiday spirit

  • 81 % Say car is needed

  • 80 % Say there's wildlife

  • 72 % Say people would walk alone at night

  • 66 % Say it's walkable to restaurants

  • 62 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 58 % Say it's walkable to grocery stores

  • 55 % Say kids play outside

  • 50 % Say streets are well-lit

  • 50 % Say there are community events

  • 48 % Say they plan to stay for at least 5 years

  • 38 % Say it's quiet

Sourced by Trulia users. Learn more about our methodology.
  • Greycella
    "Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
    0
    Flag
  • Brenda Nichols
    "Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
    0
    Flag
  • Kelly Dias
    "People watch out for each other, sometimes we go Christmas caroling, we watch each others’ pets; we have a messaging group for neighborhood news"
    1
    Flag
  • Kelly Dias
    "It’s a great neighborhood to walk dogs. Sometimes bears come through so if it’s bear season you have to be careful. People are respectful and greet each other and we know each others’ dogs. "
    0
    Flag
  • Jessica Brown
    "I drive through downtown to work and there is some negativity on the streets by way of homelessness and drug abuse/ mental illness. But this neighborhood is still overall a place that I love to live . "
    0
    Flag
  • Kelly Dias
    "Pet friendly, willing to help out and get to know pets. Lots if grass and forested trails for walking and hiking with dogs. "
    0
    Flag
  • Isaac S.
    "Great small town in New England-artsy, funky, liberal. Nice amenities for the size of the town. Still some amount of crime-like everywhere these days."
    5
    Flag
  • Isaac S.
    "Dogs are welcome. Neighbor s are friendly. Houses are well maintained. I feel safe. Walkable neighborhood."
    3
    Flag
  • Jcoursem3
    "Neighbors are friendly and help each other out. Get together’s are organic and easy because of our close proximity. "
    0
    Flag
  • Deanshippee
    "A lot of people trust their dogs without a leash. It’s really annoying especially when every dog owner in. Brattleboro should know about our leash law."
    7
    Flag
  • Isaac S.
    "Car, 5 minutes to work. Few stoplights in town. Friendly drivers except those from Massachusetts and New York. Main Street gets bogged down with traffic but there are several back ways to get around town. Good city for driving in general."
    3
    Flag
  • Grace
    "I grew up in this neighborhood & am raising my daughter here. I love how bike friendly the neighborhood is and that we can walk both downtown & to the farmer’s market."
    11
    Flag
  • rhc3vt
    "Deteriorating economics, falling home prices, difficult to sell homes, few jobs, really bad schools, more and more poor people in trailer parks. There's not much of a future here."
    0
    Flag

LGBTQ Local Legal Protections

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-08-22 09:13:34 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Frequently asked questions about 1073 Upper Dummerston Road

  • What is 1073 Upper Dummerston Road estimated to be worth?
    Trulia's estimated value for 1073 Upper Dummerston Road in Brattleboro, VT is $545,400.
  • What is the price history for 1073 Upper Dummerston Road?
    1073 Upper Dummerston Road in Brattleboro, VT last sold for $525,000 in August 2025.
  • Is Brattleboro a buyer's or seller's market?
    Brattleboro is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Brattleboro?
    Residents describe Brattleboro, VT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Brattleboro, VT.
  • Does 1073 Upper Dummerston Road have air conditioning?
    Yes, 1073 Upper Dummerston Road in Brattleboro, VT has air conditioning.
  • Does 1073 Upper Dummerston Road have laundry facilities?
    Yes, 1073 Upper Dummerston Road in Brattleboro, VT has in-unit laundry.

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