965 Upper Dummerston Rd, Brattleboro, VT 05301
OFF MARKET

965 Upper Dummerston Rd
Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,450 sqft (on 1.80 acres)

$439,100

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $2,972/mo*
Refinance Your Home

$439,100

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $2,972/mo*
Refinance Your Home
2 Beds
1.5 Baths
1,450 sqft
(on 1.80 acres)

Local Information

  • Map ViewExplore the area around 965 Upper Dummerston Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Comfortable single-level home with attached 2 car garage in a sought-after neighborhood. Walking distance to country club, farmstand, and hiking trails. Less than 3 miles from downtown restaurants and shops. Open floor plan, sunroom, private stone patio, ample closets and super-dry walkout basement with lots of room for expansion.
965 Upper Dummerston Rd, Brattleboro, VT 05301 is a 2 bedroom, 2 bathroom, 1,450 sqft single-family home built in 2014. It is currently off market. The Trulia Estimate is $439,100, with a rent estimate of $2,770/month.

Home Highlights

Parking
Garage
Outdoor
Patio
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 965 Upper Dummerston Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Mud Room, Sun RoomCeiling Fan
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylGardenLawnPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2014Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 1.80 acres

Market trends in Brattleboro

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
13MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$275,740
Home facts updated by county records

Comparable Sales for 965 Upper Dummerston Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1073 Upper Dummerston Road, Brattleboro, VT
0.22
Single-Family Home
$525,000
08/19/25
3
2
2,456
1082 W River Road, Brattleboro, VT
0.42
Single-Family Home
$305,000
09/23/25
3
1
1,222
395 Hillwinds Road, Brattleboro, VT
0.31
Single-Family Home
$668,000
08/12/25
4
2.5
2,226
187 Hillwinds Road, Brattleboro, VT
0.63
Single-Family Home
$476,000
11/20/25
4
3
2,372
131 Pleasant Valley Rd, Brattleboro, VT
0.80
Single-Family Home
$15,000
05/13/26
2
1
792
137 Pleasant Valley Road, Brattleboro, VT
0.83
Single-Family Home
$389,000
05/08/26
1
1
650
143 Hillwinds Road, Brattleboro, VT
0.66
Single-Family Home
$615,000
06/26/26
5
3.5
2,520
672 East Orchard Street, Brattleboro, VT
0.63
Single-Family Home
$470,000
09/26/25
3
3
3,148
65 Hillwinds North Road, Brattleboro, VT
0.74
Single-Family Home
$925,000
10/01/25
5
4.5
4,150
65 Hillwinds N, Brattleboro, VT
0.74
Single-Family Home
$925,000
10/06/25
5
5
4,150

Nearby homes

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Assigned Schools

These are the assigned schools for 965 Upper Dummerston Rd.
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

  • 65 % 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 there are community events

  • 49 % Say streets are well-lit

  • 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
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

12 pet-friendly rentals in Brattleboro, VT

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12 rentals with air conditioning in Brattleboro, VT

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15 rentals with a washer/dryer in Brattleboro, VT

Homes for sale near 965 Upper Dummerston Rd

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Off Market Homes Near 965 Upper Dummerston Rd

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