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 1137 Upper Dummerston Road?

1137 Upper Dummerston Road in Brattleboro, VT last sold for $422,500 in October 2026.

Is Brattleboro a buyer's or seller's market?

Brattleboro is currently a balanced 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 1137 Upper Dummerston Road?

The closest schools to 1137 Upper Dummerston Road in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 7/10), Brattleboro Area Middle School (rated 7/10), Brattleboro Senior Uhsd #6 (High, rated 5/10).

Does 1137 Upper Dummerston Road have air conditioning?

Yes, 1137 Upper Dummerston Road in Brattleboro, VT has air conditioning.

Does 1137 Upper Dummerston Road have laundry facilities?

Yes, 1137 Upper Dummerston Road in Brattleboro, VT has in-unit laundry.

SOLD

OCT 15, 2026

Listed by Brattleboro Area Realty, Kristen Ziter Taylor, (802) 257-1335 . Bought with Brattleboro Area Realty

$422,500

Last sold price

3 Beds
2 Baths
1,600 sqft (on 3.60 acres)

1137 Upper Dummerston Road, Brattleboro, VT 05301

Refinance Your Home

Currently Off Market - Sold Oct 15, 2026 for $422,500 (4% below list price)

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
187 Hillwinds Road, Brattleboro, VT	0.36	Single-Family Home	$476,000	11/20/25	4	3	2,372
1644 Upper Dummerston Road, Dummerston, VT	1.01	Single-Family Home	$325,000	08/12/26	2	2	1,499
5 Hillwinds North, Brattleboro, VT	0.20	Single-Family Home	$762,900	10/14/26	4	3	3,600
143 Hillwinds Road, Brattleboro, VT	0.36	Single-Family Home	$615,000	06/26/26	5	3.5	2,520
211 Pleasant Valley Road, Brattleboro, VT	0.88	Single-Family Home	$525,000	08/31/26	2	1	1,576
179 Hillwinds North, Brattleboro, VT	0.59	Single-Family Home	$599,000	10/16/26	4	2.5	3,576
1555 W River Road, Dummerston, VT	0.98	Single-Family Home	$243,000	02/26/26	2	1	903
155 Upper Dummerston Road, Brattleboro, VT	1.67	Single-Family Home	$407,000	11/21/25	3	1.5	1,655
137 Pleasant Valley Road, Brattleboro, VT	1.03	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
1153 Upper Dummerston Rd, Brattleboro, VT 05301	0.05	$362,500	Studio	-	-	Off Market
1111 Upper Dummerston Rd, Brattleboro, VT 05301	0.06	$508,900	Studio	-	-	Off Market
1175 Upper Dummerston Rd, Brattleboro, VT 05301	0.07	$310,800	Studio	-	-	Off Market
1093 Upper Dummerston Rd, Brattleboro, VT 05301	0.09	$358,300	Studio	-	-	Off Market
1130 Upper Dummerston Rd, Brattleboro, VT 05301	0.11	$971,000	4	3.5	4,172	Off Market
1073 Upper Dummerston Road, Brattleboro, VT 05301	0.13	$556,700	3	2	2,456	Off Market
1213 Upper Dummerston Rd, Brattleboro, VT 05301	0.14	$310,100	Studio	-	-	Off Market
1081 Upper Dummerston Rd, Brattleboro, VT 05301	0.14	$621,500	5	3	3,250	Off Market
58 Putnam Dr, Brattleboro, VT 05301	0.14	$369,300	3	1.5	1,700	Off Market
86 Putnam Dr, Brattleboro, VT 05301	0.14	$253,300	4	2	2,255	Off Market
130 Putnam Dr, Brattleboro, VT 05301	0.15	$304,200	Studio	-	-	Off Market
1053 Upper Dummerston Rd, Brattleboro, VT 05301	0.17	$259,700	Studio	-	-	Off Market
1098 W River Rd, Brattleboro, VT 05301	0.18	$304,100	3	1	1,528	Off Market
1079 Upper Dummerston Rd, Brattleboro, VT 05301	0.19	$484,700	Studio	-	-	Off Market
1038 W River Rd, Brattleboro, VT 05301	0.19	$197,200	2	1	842	Off Market
1062 W River Rd, Brattleboro, VT 05301	0.19	-	Studio	-	-	Off Market
1036 W River Rd, Brattleboro, VT 05301	0.19	$305,200	Studio	-	-	Off Market
5 Hillwinds North, Brattleboro, VT 05301	0.20	$762,900	4	3	3,600	Recently Sold
1016 W River Rd, Brattleboro, VT 05301	0.20	$321,400	3	2	1,512	Off Market
78 Hillwinds Rd, Brattleboro, VT 05301	0.21	$530,800	Studio	-	-	Off Market

Local Information

Map ViewExplore the area around 1137 Upper Dummerston Road.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1942

3.6 acre lot

1,600 sqft

$264/sqft

Garage

About this House

Elegant and charming cape with an enchanting, exceptional garden that will impress even the seasoned green thumb. This magnificent home is solar equipped; the owner has had no electric bills for 3 years and the solar agreement may be transferred to the new buyer. Classic Vermont timeless style throughout features gorgeous archways, built-ins, and oak flooring. The kitchen is spacious with a traditional counter and views out to the tranquil gardens. The circular first floor plan graciously leads you into the long living room with a woodstove and pretty mantel. A second dining space, a bedroom, and a full bath complete the circle, allowing for easy single-floor living. Upstairs are two more bedrooms, a full bath, and an impressively large sitting room/den. The two mini-splits provide both heating and air conditioning for year-round comfort. In addition, there is an attached two-car garage and a full basement with space for your workshop. Visit this gem that has beauty and functionality.

1137 Upper Dummerston Road, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 1,600 sqft single-family home built in 1942. It last sold for $422,500 on Oct 15, 2026 (4% below the $439,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,500/month.

Home Details for 1137 Upper Dummerston Road

Interior Features
Interior Details Basement: Bulkhead,Concrete,Full,Interior Stairs,Interior EntryNumber of Rooms: 7
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout Living Area: 1600 Square Feet
Appliances & Utilities Utilities: Cable Available, Phone AvailableAppliances: Dryer, Microwave, Electric Range, Refrigerator, WasherDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Oil,Forced Air,Mini SplitHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Oil
Gas & Electric Electric: 200+ Amp Service
Windows, Doors, Floors & Walls Flooring: Hardwood, Laminate
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Hardwood, Laminate
View No View

Exterior Features
Exterior Home Features Roof: Asphalt ShingleFoundation: Concrete, Poured Concrete
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Paved,Direct Entry,Driveway,Parking Spaces 3 - 5,Attached
Frontage Road Frontage: Public
Water & Sewer Sewer: 1000 Gallon, Leach Field
Farm & Range Frontage Length: Road frontage: 131
Finished Area Finished Area (above surface): 1600 Square Feet

Property Information
Year Built Year Built: 1942
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building Construction Materials: Vinyl SidingNot a New Construction

Price & Status
Price List Price: $439,000Price Per Sqft: $264/sqft

Active Status
MLS Status: Closed

Location
Direction & Address City: Brattleboro
School Information Elementary School: Brattleboro Elem SchoolsJr High / Middle School: Brattleboro Area Middle SchoolHigh School: Brattleboro High School

Building
Building Area Building Area: 2392 Square Feet

Lot Information
Lot Area: 3.6 Acres

Listing Info
Special Conditions: Standard

Miscellaneous
BasementMls Number: 5105327Above Grade Unfinished Area: 1600Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 792Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

Date	Event	Price
Oct 15, 2026 Source: PrimeMLS #5105327	Sold	$422,500
Aug 21, 2026 Source: PrimeMLS #5105327	Listed For Sale	$439,000

Year	Property tax	Tax assessment
2024	Unavailable	$193,470

Additional Cost

Market trends in Brattleboro

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Sourced by Trulia Market Trends

Around this home

Academy School
PK-6
Public
418 Students
Windham Southeast Unified Union School District #96
7/10
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

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

81% say there's holiday spirit
62% say there are sidewalks
60% say neighbors are friendly

Trulia Trick or TreatStart Ghost Hunt

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
5mo ago
"Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
0
Flag
Brenda Nichols
Resident
1y 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

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-10-30 23:33:17 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Frequently asked questions about 1137 Upper Dummerston Road

What is the price history for 1137 Upper Dummerston Road?
1137 Upper Dummerston Road in Brattleboro, VT last sold for $422,500 in October 2026.
Is Brattleboro a buyer's or seller's market?
Brattleboro is currently a balanced 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 1137 Upper Dummerston Road?
The closest schools to 1137 Upper Dummerston Road in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 7/10), Brattleboro Area Middle School (rated 7/10), Brattleboro Senior Uhsd #6 (High, rated 5/10).
Does 1137 Upper Dummerston Road have air conditioning?
Yes, 1137 Upper Dummerston Road in Brattleboro, VT has air conditioning.
Does 1137 Upper Dummerston Road have laundry facilities?
Yes, 1137 Upper Dummerston Road in Brattleboro, VT has in-unit laundry.