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 749 Upper Dummerston Rd?

749 Upper Dummerston Rd in Brattleboro, VT last sold for $100,000 in November 2002.

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 749 Upper Dummerston Rd?

The closest schools to 749 Upper Dummerston Rd in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Area Middle School (rated 6/10), Windham Regional Career Center (High).

749 Upper Dummerston Rd, Brattleboro, VT 05301

OFF MARKET

$100,000

Last sold price

Studio

749 Upper Dummerston Rd, Brattleboro, VT 05301

Currently Off Market - Sold Nov 4, 2002 for $100,000

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
46 Buttonwood Dr, Brattleboro, VT	1.42	Apartment	$1,800,000	10/01/26		-	-
554 Hinesburg Rd, Brattleboro, VT	2.94	Apartment	$235,000	08/20/26		-	-
82 Morningside Cmns, Brattleboro, VT	3.06	Apartment	$270,000	07/31/26	2	1.5	-

Home facts updated by county records

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
763 Upper Dummerston Rd, Brattleboro, VT 05301	0.03	$193,900	1	1	640	Off Market
760 Upper Dummerston Rd, Brattleboro, VT 05301	0.05	$329,100	Studio	-	-	Off Market
729 Upper Dummerston Rd, Brattleboro, VT 05301	0.06	$303,000	2	1	1,186	Off Market
750 Upper Dummerston Rd, Brattleboro, VT 05301	0.06	$380,000	Studio	-	-	Off Market
736 Upper Dummerston Rd, Brattleboro, VT 05301	0.08	$338,900	Studio	-	-	Off Market
92 Brets Rd, Brattleboro, VT 05301	0.10	$442,300	Studio	-	-	Off Market
714 E Orchard St, Brattleboro, VT 05301	0.12	$621,200	Studio	-	-	Off Market
833 Upper Dummerston Rd, Brattleboro, VT 05301	0.13	$496,100	Studio	-	-	Off Market
84 Brets Rd, Brattleboro, VT 05301	0.16	$428,300	Studio	-	-	Off Market
115 Brets Rd, Brattleboro, VT 05301	0.16	$474,200	Studio	-	-	Off Market
103 Brets Rd, Brattleboro, VT 05301	0.16	$427,500	Studio	-	-	Off Market
86 Brets Rd, Brattleboro, VT 05301	0.16	$397,300	Studio	-	-	Off Market
106 Brets Rd, Brattleboro, VT 05301	0.16	$415,900	3	2	2,780	Off Market
112 Brets Rd, Brattleboro, VT 05301	0.16	$413,000	Studio	-	-	Off Market
846 Upper Dummerston Rd, Brattleboro, VT 05301	0.16	$684,100	Studio	-	-	Off Market
94 Brets Road, Brattleboro, VT 05301	0.17	$475,000	3	2.5	2,594	Recently Sold
665 Upper Dummerston Rd, Brattleboro, VT 05301	0.17	$317,500	Studio	-	-	Off Market
651 Upper Dummerston Rd, Brattleboro, VT 05301	0.18	$439,900	6	4	3,700	Off Market
863 Upper Dummerston Road, Brattleboro, VT 05301	0.20	$569,700	3	2.5	2,112	Off Market
799 Upper Dummerston Rd, Brattleboro, VT 05301	0.21	$559,400	2	1	1,300	Off Market

Local Information

Map ViewExplore the area around 749 Upper Dummerston Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Apartment

1.42 acre lot

About this House

This apartment is located at 749 Upper Dummerston Rd, Brattleboro, VT. 749 Upper Dummerston Rd is in Brattleboro, VT and in ZIP code 05301. This property has a lot size of 1.42 acres.

749 Upper Dummerston Rd, Brattleboro, VT 05301 is a studio apartment. It last sold for $100,000 on Nov 4, 2002. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,153/month.

Home Details for 749 Upper Dummerston Rd

Property Information
Property Type / Style Property Type: Apartment

Lot Information
Lot Area: 1.42 acres

Price and Tax history

Date	Event	Price
Nov 4, 2002 Source: N/A	Sold	$100,000

Year	Property tax	Tax assessment
2024	Unavailable	$316,460

Additional Cost

Market trends in Brattleboro

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Academy School
PK-6
Public
418 Students
Windham Southeast Unified Union School District #96
6/10
GreatSchools Rating
Parent Rating Average
Our last public school experience was at a 10/10 on Great Schools. While we had high hopes for that school, they were only able to meet the needs of one type of learner. Here at Academy, they pride themselves on meeting many different learning styles exactly where they are...we are forever grateful.
Other Review
5y ago
3 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
4mo ago
"Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
0
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Brenda Nichols
Resident
11mo ago
"Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
0
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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
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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
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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
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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
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LGBTQ Local Legal Protections

Frequently asked questions about 749 Upper Dummerston Rd

What is the price history for 749 Upper Dummerston Rd?
749 Upper Dummerston Rd in Brattleboro, VT last sold for $100,000 in November 2002.
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 749 Upper Dummerston Rd?
The closest schools to 749 Upper Dummerston Rd in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Area Middle School (rated 6/10), Windham Regional Career Center (High).