1111 Upper Dummerston Rd, Brattleboro, VT 05301
OFF MARKET

1111 Upper Dummerston Rd
Brattleboro, VT 05301

  • Studio

$514,600

Trulia Estimate
as of Aug 13, 2026

$514,600

Trulia Estimate
as of Aug 13, 2026
Studio
(on 4.86 acres)

Home Value

Trulia Estimate
$515K
Since last month
Increased$8K (+1.5%)
Since last year
Decreased$800 (-0.2%)
Since last sale
Increased$190K (+58.3%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$515K
July 2026$559K
June 2026$507K
May 2026$524K
April 2026$530K
March 2026$535K
February 2026$523K
January 2026$459K
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
1073 Upper Dummerston Road, Brattleboro, VT
0.09
Single-Family Home
$525,000
08/19/25
3
2
2,456
1082 W River Road, Brattleboro, VT
0.19
Single-Family Home
$305,000
09/23/25
3
1
1,222
1347 Upper Dummerston Rd, Brattleboro, VT
0.46
Single-Family Home
$155,690
06/15/26
-
-
187 Hillwinds Road, Brattleboro, VT
0.43
Single-Family Home
$476,000
11/20/25
4
3
2,372
143 Hillwinds Road, Brattleboro, VT
0.42
Single-Family Home
$615,000
06/26/26
5
3.5
2,520
65 Hillwinds N, Brattleboro, VT
0.46
Single-Family Home
$925,000
10/06/25
5
5
4,150
65 Hillwinds North Road, Brattleboro, VT
0.46
Single-Family Home
$925,000
10/01/25
5
4.5
4,150
672 East Orchard Street, Brattleboro, VT
0.92
Single-Family Home
$470,000
09/26/25
3
3
3,148
1644 Upper Dummerston Road, Dummerston, VT
1.07
Single-Family Home
$325,000
08/12/26
2
2
1,499
155 Hillwinds N, Brattleboro, VT
0.61
Single-Family Home
$868,000
09/12/25
-
-

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
1073 Upper Dummerston Road, Brattleboro, VT 05301
0.09
$541,800
3
2
2,456
Off Market
1082 W River Road, Brattleboro, VT 05301
0.19
$314,000
3
1
1,222
Off Market
336 Hillwinds Road, Brattleboro, VT 05301
0.27
$762,200
4
3
3,257
Off Market
5 Hillwinds North, Brattleboro, VT 05301
0.26
$769,900
4
3
3,600
For Sale
395 Hillwinds Road, Brattleboro, VT 05301
0.32
$689,800
4
2.5
2,226
Off Market
335 Hillwinds Road, Brattleboro, VT 05301
0.34
$624,700
4
3.5
2,544
Off Market
187 Hillwinds Road, Brattleboro, VT 05301
0.43
$476,000
4
3
2,372
Recently Sold
143 Hillwinds Road, Brattleboro, VT 05301
0.42
$615,000
5
3.5
2,520
Recently Sold
863 Upper Dummerston Road, Brattleboro, VT 05301
0.48
$582,500
3
2.5
2,112
Off Market
65 Hillwinds North Road, Brattleboro, VT 05301
0.46
$951,600
5
4.5
4,150
Off Market
94 Brets Road, Brattleboro, VT 05301
0.66
$475,000
3
2.5
2,594
Recently Sold
155 Hillwinds North Road, Brattleboro, VT 05301
0.61
$894,500
4
3.5
3,685
Off Market

Local Information

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Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
4.86 acres
Parking
Garage

About this House

This single-family home is located at 1111 Upper Dummerston Rd, Brattleboro, VT. 1111 Upper Dummerston Rd is in Brattleboro, VT and in ZIP code 05301. This property has a lot size of 4.86 acres.
1111 Upper Dummerston Rd, Brattleboro, VT 05301 is a studio single-family home. It last sold for $325,000 on Feb 24, 2006. It is currently off market. The Trulia Estimate is $514,600, with a rent estimate of $3,442/month.

Home Details for 1111 Upper Dummerston Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 4.86 acres

Price and Tax history

DateEventPrice
Feb 24, 2006
Source: N/A
Sold
$325,000
Aug 25, 2000
Source: N/A
Sold
$215,000

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
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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
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Homes for sale near 1111 Upper Dummerston Rd

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Off Market Homes Near 1111 Upper Dummerston Rd

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Frequently asked questions about 1111 Upper Dummerston Rd

  • What is 1111 Upper Dummerston Rd estimated to be worth?
    Trulia's estimated value for 1111 Upper Dummerston Rd in Brattleboro, VT is $514,600.
  • What is the price history for 1111 Upper Dummerston Rd?
    1111 Upper Dummerston Rd in Brattleboro, VT last sold for $325,000 in February 2006.
  • 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 1111 Upper Dummerston Rd?
    The lot at 1111 Upper Dummerston Rd in Brattleboro, VT is about 4.9 acres.
  • Does 1111 Upper Dummerston Rd have a garage?
    Yes, 1111 Upper Dummerston Rd in Brattleboro, VT has a garage.