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 1343 Upper Dummerston Rd estimated to be worth?

Trulia's estimated value for 1343 Upper Dummerston Rd in Brattleboro, VT is $322,300 .

What is the price history for 1343 Upper Dummerston Rd?

1343 Upper Dummerston Rd in Brattleboro, VT last sold for $262,300 in April 2023.

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 1343 Upper Dummerston Rd have laundry facilities?

Yes, 1343 Upper Dummerston Rd in Brattleboro, VT has in-unit laundry.

How big is the lot at 1343 Upper Dummerston Rd?

The lot at 1343 Upper Dummerston Rd in Brattleboro, VT is about 0.60 acres (26,136 sq ft).

1343 Upper Dummerston Rd, Brattleboro, VT 05301

OFF MARKET

$322,300

Trulia Estimate

3 Beds
1 Bath
1,400 sqft (on 0.60 acres)

1343 Upper Dummerston Rd, Brattleboro, VT 05301

Est. Refi. Payment $2,217/mo*

Refinance Your Home

Currently Off Market - Sold Apr 25, 2023 for $262,300

Home Value

Trulia Estimate

$322K

Since last month

$5K (-1.6%)

Since last year

$2K (+0.7%)

Since last sale

$57K (+21.8%)

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 +98% in the last 10 years

Month	Estimated value
2026
August 2026	$320K
July 2026	$325K
June 2026	$329K
May 2026	$330K
April 2026	$326K
March 2026	$325K
February 2026	$317K
January 2026	$319K
2025
December 2025	$317K
November 2025	$318K
October 2025	$322K
September 2025	$321K
August 2025	$317K
July 2025	$319K
June 2025	$317K
May 2025	$316K
April 2025	$315K
March 2025	$310K
February 2025	$307K
January 2025	$306K
2024
December 2024	$304K
November 2024	$292K
October 2024	$289K
September 2024	$294K
August 2024	$290K
July 2024	$289K
June 2024	$271K
May 2024	$276K
April 2024	$270K
March 2024	$271K
February 2024	$269K
January 2024	$277K
2023
December 2023	$279K
November 2023	$480K
October 2023	$405K
September 2023	$413K
August 2023	$409K
July 2023	$482K
June 2023	$398K
May 2023	$238K
April 2023	$235K
March 2023	$237K
February 2023	$233K
January 2023	$238K
2022
December 2022	$241K
November 2022	$248K
October 2022	$256K
September 2022	$260K
August 2022	$255K
July 2022	$250K
June 2022	$246K
May 2022	$240K
April 2022	$233K
March 2022	$222K
February 2022	$210K
January 2022	$210K
2021
December 2021	$217K
November 2021	$219K
October 2021	$221K
September 2021	$221K
August 2021	$231K
July 2021	$238K
June 2021	$239K
May 2021	$208K
April 2021	$203K
March 2021	$190K
February 2021	$185K
January 2021	$180K
2020
December 2020	$179K
November 2020	$177K
October 2020	$176K
September 2020	$181K
August 2020	$167K
July 2020	$170K
June 2020	$170K
May 2020	$171K
April 2020	$171K
March 2020	$172K
February 2020	$173K
January 2020	$172K
2019
December 2019	$174K
November 2019	$173K
October 2019	$172K
September 2019	$163K
August 2019	$163K
July 2019	$167K
June 2019	$166K
May 2019	$164K
April 2019	$164K
March 2019	$166K
February 2019	$168K
January 2019	$166K
2018
December 2018	$165K
November 2018	$166K
October 2018	$165K
September 2018	$165K
August 2018	$165K
July 2018	$165K
June 2018	$163K
May 2018	$164K
April 2018	$163K
March 2018	$163K
February 2018	$160K
January 2018	$159K
2017
December 2017	$158K
November 2017	$154K
October 2017	$154K
September 2017	$157K
August 2017	$157K
July 2017	$157K
June 2017	$153K
May 2017	$152K
April 2017	$157K
March 2017	$158K
February 2017	$157K
January 2017	$155K
2016
December 2016	$162K
November 2016	$162K
October 2016	$161K
September 2016	$161K

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
1082 W River Road, Brattleboro, VT	0.39	Single-Family Home	$305,000	09/23/25	3	1	1,222
1555 W River Road, Dummerston, VT	0.61	Single-Family Home	$243,000	02/26/26	2	1	903
187 Hillwinds Road, Brattleboro, VT	0.37	Single-Family Home	$476,000	11/20/25	4	3	2,372
143 Hillwinds Road, Brattleboro, VT	0.29	Single-Family Home	$615,000	06/26/26	5	3.5	2,520
1644 Upper Dummerston Road, Dummerston, VT	0.65	Single-Family Home	$325,000	08/12/26	2	2	1,499
155 Hillwinds North Road, Brattleboro, VT	0.27	Single-Family Home	$868,000	09/09/25	4	3.5	3,685
65 Hillwinds N, Brattleboro, VT	0.13	Single-Family Home	$925,000	10/06/25	5	5	4,150
65 Hillwinds North Road, Brattleboro, VT	0.15	Single-Family Home	$925,000	10/01/25	5	4.5	4,150
211 Pleasant Valley Road, Brattleboro, VT	1.17	Single-Family Home	$525,000	08/31/26	2	1	1,576
137 Pleasant Valley Road, Brattleboro, VT	1.34	Single-Family Home	$389,000	05/08/26	1	1	650

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
65 Hillwinds North Road, Brattleboro, VT 05301	0.15	$967,900	5	4.5	4,150	Off Market
155 Hillwinds North Road, Brattleboro, VT 05301	0.27	$910,900	4	3.5	3,685	Off Market
143 Hillwinds Road, Brattleboro, VT 05301	0.29	$615,000	5	3.5	2,520	Recently Sold
187 Hillwinds Road, Brattleboro, VT 05301	0.37	$476,000	4	3	2,372	Recently Sold
1082 W River Road, Brattleboro, VT 05301	0.39	$319,500	3	1	1,222	Off Market
1073 Upper Dummerston Road, Brattleboro, VT 05301	0.50	$552,400	3	2	2,456	Off Market
336 Hillwinds Road, Brattleboro, VT 05301	0.50	$754,700	4	3	3,257	Off Market
335 Hillwinds Road, Brattleboro, VT 05301	0.55	$611,200	4	3.5	2,544	Off Market
395 Hillwinds Road, Brattleboro, VT 05301	0.62	$703,500	4	2.5	2,226	Off Market
1555 W River Road, Dummerston, VT 05301	0.61	$243,000	2	1	903	Recently Sold
1644 Upper Dummerston Road, Dummerston, VT 05301	0.65	$325,000	2	2	1,499	Recently Sold
863 Upper Dummerston Road, Brattleboro, VT 05301	0.89	$579,700	3	2.5	2,112	Off Market

Local Information

Map ViewExplore the area around 1343 Upper Dummerston Rd.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1992

Lot Size

0.6 acres

Living Area

1,400 sqft

Price/Sqft

$230

About this House

Log cabin w/ porch running length or house… upper level: open living room/kitchen, 2 bedrooms, full bath, lower level walk-out: 1 bedroom, family room, laundry, storage

1343 Upper Dummerston Rd, Brattleboro, VT 05301 is a 3 bedroom, 1 bathroom, 1,400 sqft single-family home built in 1992. It last sold for $262,300 on Apr 25, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $322,300, with a rent estimate of $2,504/month.

Home Details for 1343 Upper Dummerston Rd

Interior Features
Interior Details BasementTypes of Rooms: Family Room, Laundry Room, Master Bath, Office, Recreation RoomCeiling Fan
Heating & Cooling Heating: Baseboard, Radiant, Stove, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2Floors: Other, Hardwood
Appliances & Utilities DryerRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: MetalExterior: WoodLawnPorch
Parking & Garage Parking Spaces: 4Parking: Off Street

Property Information
Year Built Year Built: 1992Year Updated: 1992
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Lot Information
Lot Area: 0.60 acres

Mobile R/V
RV Parking Rv Parking

Price and Tax history

Date	Event	Price
Apr 25, 2023 Source: N/A	Sold	$262,300

Year	Property tax	Tax assessment
2024	Unavailable	$155,840

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

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
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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
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LGBTQ Local Legal Protections

Frequently asked questions about 1343 Upper Dummerston Rd

What is 1343 Upper Dummerston Rd estimated to be worth?
Trulia's estimated value for 1343 Upper Dummerston Rd in Brattleboro, VT is $322,300.
What is the price history for 1343 Upper Dummerston Rd?
1343 Upper Dummerston Rd in Brattleboro, VT last sold for $262,300 in April 2023.
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 1343 Upper Dummerston Rd have laundry facilities?
Yes, 1343 Upper Dummerston Rd in Brattleboro, VT has in-unit laundry.
How big is the lot at 1343 Upper Dummerston Rd?
The lot at 1343 Upper Dummerston Rd in Brattleboro, VT is about 0.60 acres (26,136 sq ft).