103 Upper Dummerston Rd, Brattleboro, VT 05301
OFF MARKET

103 Upper Dummerston Rd
Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,250 sqft (on 0.60 acres)

$433,900

Trulia Estimate
as of Aug 20, 2026

$433,900

Trulia Estimate
as of Aug 20, 2026
3 Beds
2 Baths
2,250 sqft
(on 0.60 acres)

Home Value

Trulia Estimate
$434K
Since last month
Decreased$3K (-0.7%)
Since last year
Increased$5K (+1%)
Since last sale
Increased$189K (+77.5%)
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 +70% in the last 10 years
MonthEstimated value
2026
August 2026$433K
July 2026$436K
June 2026$442K
May 2026$435K
April 2026$431K
March 2026$423K
February 2026$406K
January 2026$413K
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
155 Upper Dummerston Road, Brattleboro, VT
0.11
Single-Family Home
$407,000
11/21/25
3
1.5
1,655
16 Vermont Avenue, Brattleboro, VT
0.82
Single-Family Home
$425,000
12/29/25
3
1.5
1,846
214 Putney Road, Brattleboro, VT
0.86
Single-Family Home
$450,000
05/15/26
4
2.5
2,756
36 Spruce Street, Brattleboro, VT
1.18
Single-Family Home
$410,000
11/06/25
3
2
2,074
49 Tyler Street, Brattleboro, VT
1.09
Single-Family Home
$625,000
10/03/25
3
2
2,731
26 Sycamore St, Brattleboro, VT
0.96
Single-Family Home
$365,000
07/07/26
3
2
1,500
24 Laurel Street, Brattleboro, VT
1.07
Single-Family Home
$475,000
05/13/26
3
2
2,480
65 Cedar Street, Brattleboro, VT
1.12
Single-Family Home
$339,000
08/14/26
4
2
2,250
15 Water Ln, Brattleboro, VT
1.15
Single-Family Home
$300,000
03/06/26
3
2
924
139 Buttonwood Drive, Brattleboro, VT
0.79
Single-Family Home
$455,000
03/04/26
2
2
1,390

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
135 Upper Dummerston Road, Brattleboro, VT 05301
0.07
$545,400
5
3.5
3,600
Off Market
155 Upper Dummerston Road, Brattleboro, VT 05301
0.11
$407,000
3
1.5
1,655
Recently Sold
Lot #4 Bittersweet Lane, Brattleboro, VT 05301
0.75
-
-
-
-
Off Market
Lot #5 Bittersweet Lane, Brattleboro, VT 05301
0.76
-
-
-
-
Off Market
72 Landmark Hill Drive, Brattleboro, VT 05301
0.74
$550,000
8
4
6,466
Recently Sold
316 Putney Road, Brattleboro, VT 05301
0.79
$185,900
3
1.5
1,531
Off Market
322 Putney Road, Brattleboro, VT 05301
0.79
$330,400
3
1.5
1,388
Off Market
16 Vermont Avenue, Brattleboro, VT 05301
0.81
$425,000
3
1.5
1,846
Recently Sold
139 Buttonwood Drive, Brattleboro, VT 05301
0.79
$455,000
2
2
1,390
Recently Sold
214 Putney Road, Brattleboro, VT 05301
0.86
$450,000
4
2.5
2,756
Recently Sold
568 West River Road, Brattleboro, VT 05301
0.83
$376,600
2
1.5
1,312
Off Market
182 Wantastiquet Drive, Brattleboro, VT 05301
0.86
$312,200
2
1
1,264
Off Market

Local Information

  • Map ViewExplore the area around 103 Upper Dummerston Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1905
Lot Size
0.6 acres
Living Area
2,250 sqft
Price/Sqft
$193

About this House

This single-family home is located at 103 Upper Dummerston Rd, Brattleboro, VT. 103 Upper Dummerston Rd is in Brattleboro, VT and in ZIP code 05301. This property has 3 bedrooms, 2 bathrooms and approximately 2,250 sqft of floor space. This property has a lot size of 0.60 acres and was built in 1905.
103 Upper Dummerston Rd, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 2,250 sqft single-family home built in 1905. It last sold for $244,000 on Mar 17, 2014. It is currently off market. The Trulia Estimate is $433,900, with a rent estimate of $2,766/month.

Home Details for 103 Upper Dummerston Rd

Exterior Features

Exterior Home Features
Roof: Other

Property Information

Year Built
Year Built: 1905
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 0.60 acres

Price and Tax history

DateEventPrice
Mar 17, 2014
Source: N/A
Sold
$244,000
Dec 12, 2013
Source: Agent Provided
ListingRemoved
$259,500
Sep 11, 2013
Source: Agent Provided
PriceChange
$259,500
Price decreased by 1%
Aug 13, 2013
Source: Agent Provided
PriceChange
$262,500
Price decreased by 5%
May 6, 2013
Source: Agent Provided
PriceChange
$275,000
Price decreased by 4%

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

Frequently asked questions about 103 Upper Dummerston Rd

  • What is 103 Upper Dummerston Rd estimated to be worth?
    Trulia's estimated value for 103 Upper Dummerston Rd in Brattleboro, VT is $433,900.
  • What is the price history for 103 Upper Dummerston Rd?
    103 Upper Dummerston Rd in Brattleboro, VT last sold for $244,000 in March 2014.
  • 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.
  • How big is the lot at 103 Upper Dummerston Rd?
    The lot at 103 Upper Dummerston Rd in Brattleboro, VT is about 0.60 acres (26,136 sq ft).

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