Is parking easy in Brattleboro, VT?

As of early 2026, 92% of users say parking is easy

Is Brattleboro, VT dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Are yards well-kept in Brattleboro, VT?

As of early 2026, 82% of users say yards are well-kept

Does Brattleboro, VT show holiday spirit?

As of early 2026, 81% of users say there's holiday spirit

Is a car needed in Brattleboro, VT?

As of early 2026, 81% of users say car is needed

Is there wildlife in Brattleboro, VT?

As of early 2026, 80% of users say there's wildlife

Would people walk alone at night in Brattleboro, VT?

As of early 2026, 72% of users say people would walk alone at night

Is Brattleboro, VT walkable to restaurants?

As of early 2026, 66% of users say it's walkable to restaurants

Does Brattleboro, VT have sidewalks?

As of early 2026, 62% of users say there are sidewalks

Are neighbors friendly in Brattleboro, VT?

As of early 2026, 60% of users say neighbors are friendly

Is Brattleboro, VT walkable to grocery stores?

As of early 2026, 58% of users say it's walkable to grocery stores

Do kids play outside in Brattleboro, VT?

As of early 2026, 55% of users say kids play outside

Are the streets well-lit in Brattleboro, VT?

As of early 2026, 50% of users say streets are well-lit

Are there community events in Brattleboro, VT?

As of early 2026, 50% of users say there are community events

Do residents of Brattleboro, VT plan to stay at least 5 years?

As of early 2026, 48% of users say they plan to stay for at least 5 years

Is Brattleboro, VT quiet?

As of early 2026, 38% of users say it's quiet

What is the price history for 241 Upper Dummerston Rd?

241 Upper Dummerston Rd in Brattleboro, VT last sold for $101,000 in November 2004.

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 .

What are the closest schools to 241 Upper Dummerston Rd?

The closest schools to 241 Upper Dummerston Rd in Brattleboro, VT are Brattleboro Area Middle School (rated 6/10), Brattleboro Senior Uhsd #6 (High, rated 7/10), Green Street School (Pre-K/Elementary, rated 8/10).

How big is the lot at 241 Upper Dummerston Rd?

The lot at 241 Upper Dummerston Rd in Brattleboro, VT is about 38.2 acres .

241 Upper Dummerston Rd, Brattleboro, VT 05301

OFF MARKET

$101,000

Last sold price

Studio

241 Upper Dummerston Rd, Brattleboro, VT 05301

Currently Off Market - Sold Nov 12, 2004 for $101,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	0.40	Single-Family Home	$407,000	11/21/25	3	1.5	1,655
672 East Orchard Street, Brattleboro, VT	0.77	Single-Family Home	$470,000	09/26/25	3	3	3,148
139 Buttonwood Drive, Brattleboro, VT	0.62	Single-Family Home	$455,000	03/04/26	2	2	1,390
68 Overlook Dr, Brattleboro, VT	0.85	Single-Family Home	$209,590	08/18/26		-	-
84 Magnolia Drive, Brattleboro, VT	0.65	Single-Family Home	$570,000	04/29/26	2	2	1,900
1082 W River Road, Brattleboro, VT	1.22	Single-Family Home	$305,000	09/23/25	3	1	1,222
390 Meadowbrook Rd, Brattleboro, VT	1.45	Single-Family Home	$189,000	06/12/26		-	-
1347 Upper Dummerston Rd, Brattleboro, VT	1.64	Single-Family Home	$155,690	06/15/26		-	-
131 Pleasant Valley Rd, Brattleboro, VT	1.36	Single-Family Home	$15,000	05/13/26	2	1	792
23 Meetinghouse Lane, Brattleboro, VT	1.32	Single-Family Home	$495,000	12/29/25	3	2.5	3,415

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
155 Upper Dummerston Road, Brattleboro, VT 05301	0.40	$407,000	3	1.5	1,655	Recently Sold
135 Upper Dummerston Road, Brattleboro, VT 05301	0.44	$558,700	5	3.5	3,600	Off Market
680 West River Road, Brattleboro, VT 05301	0.51	$145,000	-	-	-	Recently Sold
139 Buttonwood Drive, Brattleboro, VT 05301	0.62	$455,000	2	2	1,390	Recently Sold
84 Magnolia Drive, Brattleboro, VT 05301	0.65	$570,000	2	2	1,900	Recently Sold
77 Buttonwood Drive, Brattleboro, VT 05301	0.66	$439,000	2	2	1,550	For Sale
162 Buttonwood Drive, Brattleboro, VT 05301	0.66	$479,000	2	2	1,775	For Sale
171 Buttonwood Drive, Brattleboro, VT 05301	0.68	$499,000	2	2	1,775	For Sale
672 East Orchard Street, Brattleboro, VT 05301	0.77	$492,100	3	3	3,148	Off Market
0 East Orchard Street, Brattleboro, VT 05301	0.82	-	-	-	-	Off Market
31 Crescent Drive, Brattleboro, VT 05301	0.81	$51,000	2	1	828	Recently Sold
0 Gibson Road Lot #56, Brattleboro, VT 05301	0.89	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 241 Upper Dummerston Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

38.24 acre lot

About this House

This single-family home is located at 241 Upper Dummerston Rd, Brattleboro, VT. 241 Upper Dummerston Rd is in Brattleboro, VT and in ZIP code 05301. This property has a lot size of 38.24 acres.

241 Upper Dummerston Rd, Brattleboro, VT 05301 is a studio single-family home. It last sold for $101,000 on Nov 12, 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,415/month.

Home Details for 241 Upper Dummerston Rd

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 38.24 acres

Price and Tax history

Date	Event	Price
Nov 12, 2004 Source: N/A	Sold	$101,000

Year	Property tax	Tax assessment
2024	Unavailable	$517,390

Additional Cost

Market trends in Brattleboro

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

Around this home

Green Street School
PK-6
Public
237 Students
Windham Southeast Unified Union School District #96
8/10
GreatSchools Rating
Parent Rating Average
This upcoming school year will be my children's second year attending and we love this school!!! I have never witnessed a greater staff or a better principal! He is very involved with the children and their activities. Its so wonderful to see someone in leadership be so "fun like" involved with elementary students like he is.
Parent Review
13y ago
2 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
3mo ago
"Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
0
Flag
Brenda Nichols
Resident
10mo ago
"Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
0
Flag
Kelly Dias
Resident
1y ago
"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
Resident
1y ago
"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
Resident
2y ago
"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
Resident
2y ago
"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.
Resident
7y ago
"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.
Resident
7y ago
"Dogs are welcome. Neighbor s are friendly. Houses are well maintained. I feel safe. Walkable neighborhood."
3
Flag
Jcoursem3
Resident
7y ago
"Neighbors are friendly and help each other out. Get together’s are organic and easy because of our close proximity. "
0
Flag
Deanshippee
Resident
7y ago
"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.
Resident
7y ago
"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
Resident
8y ago
"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
14y ago
"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 241 Upper Dummerston Rd

What is the price history for 241 Upper Dummerston Rd?
241 Upper Dummerston Rd in Brattleboro, VT last sold for $101,000 in November 2004.
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.
What are the closest schools to 241 Upper Dummerston Rd?
The closest schools to 241 Upper Dummerston Rd in Brattleboro, VT are Brattleboro Area Middle School (rated 6/10), Brattleboro Senior Uhsd #6 (High, rated 7/10), Green Street School (Pre-K/Elementary, rated 8/10).
How big is the lot at 241 Upper Dummerston Rd?
The lot at 241 Upper Dummerston Rd in Brattleboro, VT is about 38.2 acres.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Brattleboro, VT

PET FRIENDLY
$1,575/mo
2 bd
1 ba
96 S Main St #B,
Brattleboro, VT 05301
APPLY INSTANTLY
PET FRIENDLY
$5,500/mo
3 bd
2.5 ba
4,000 sqft
111 Hescock Rd,
Brattleboro, VT 05301
APPLY INSTANTLY
PET FRIENDLY
$1,850/mo
2 bd
1 ba
900 sqft
Address Not Disclosed,
Brattleboro, VT 05301
APPLY INSTANTLY
PET FRIENDLY
$2,095/mo
2 bd
1 ba
1,225 sqft
118 High St #2,
Brattleboro, VT 05301
PET FRIENDLY
$1,700/mo
2 bd
1 ba
900 sqft
995 Western Ave,
Brattleboro, VT 05301
PET FRIENDLY
$2,200/mo
2 bd
1 ba
4 Elliot St #6,
Brattleboro, VT 05301
PET FRIENDLY
$2,050/mo
1 bd
1 ba
535 sqft
215 Main St #202,
Brattleboro, VT 05301

Explore by feature - Garage

NEW - 17 HRS AGO
APPLY INSTANTLY
$1,600/mo
2 bd
1 ba
Address Not Disclosed,
Brattleboro, VT 05301
APPLY INSTANTLY
PET FRIENDLY
$5,500/mo
3 bd
2.5 ba
4,000 sqft
111 Hescock Rd,
Brattleboro, VT 05301
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$1,500/mo
1 bd
1 ba
Room for rent
Address Not Disclosed,
Brattleboro, VT 05301
APPLY INSTANTLY
PET FRIENDLY
$1,850/mo
1 bd
1 ba
1,500 sqft
Address Not Disclosed,
Brattleboro, VT 05301
PET FRIENDLY
$1,700/mo
2 bd
1 ba
900 sqft
995 Western Ave,
Brattleboro, VT 05301