155 Upper Dummerston Road, Brattleboro, VT 05301
Property image
Property image
SOLD
NOV 21, 2025

155 Upper Dummerston Road
Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,655 sqft (on 0.75 acres)

$407,000

Last Sold: Nov 21, 2025
4% below list $425K
$246/sqft

$407,000

Last Sold: Nov 21, 2025
4% below list $425K
$246/sqft
3 Beds
1.5 Baths
1,655 sqft
(on 0.75 acres)

Home Value

Trulia Estimate
$417K
Since last month
$100 (0%)
Since last year
Increased$30K (+7.6%)
Since last sale
Increased$12K (+2.9%)
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 +133% in the last 10 years
MonthEstimated value
2026
August 2026$419K
July 2026$419K
June 2026$416K
May 2026$413K
April 2026$414K
March 2026$411K
February 2026$409K
January 2026$408K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
16 Vermont Avenue, Brattleboro, VT
0.93
Single-Family Home
$425,000
12/29/25
3
1.5
1,846
214 Putney Road, Brattleboro, VT
0.97
Single-Family Home
$450,000
05/15/26
4
2.5
2,756
139 Buttonwood Drive, Brattleboro, VT
0.74
Single-Family Home
$455,000
03/04/26
2
2
1,390
36 Spruce Street, Brattleboro, VT
1.26
Single-Family Home
$410,000
11/06/25
3
2
2,074
84 Magnolia Drive, Brattleboro, VT
0.83
Single-Family Home
$570,000
04/29/26
2
2
1,900
49 Tyler Street, Brattleboro, VT
1.20
Single-Family Home
$625,000
10/03/25
3
2
2,731
24 Laurel Street, Brattleboro, VT
1.15
Single-Family Home
$475,000
05/13/26
3
2
2,480
15 Laurel Street, Brattleboro, VT
1.12
Single-Family Home
$347,500
11/06/25
3
2
1,296

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
135 Upper Dummerston Road, Brattleboro, VT 05301
0.05
$545,400
5
3.5
3,600
Off Market
Lot #4 Bittersweet Lane, Brattleboro, VT 05301
0.74
-
-
-
-
Off Market
Lot #5 Bittersweet Lane, Brattleboro, VT 05301
0.75
-
-
-
-
Off Market
139 Buttonwood Drive, Brattleboro, VT 05301
0.74
$455,000
2
2
1,390
Recently Sold
568 West River Road, Brattleboro, VT 05301
0.72
$376,600
2
1.5
1,312
Off Market
72 Landmark Hill Drive, Brattleboro, VT 05301
0.77
$550,000
8
4
6,466
Recently Sold
84 Magnolia Drive, Brattleboro, VT 05301
0.83
$570,000
2
2
1,900
Recently Sold
316 Putney Road, Brattleboro, VT 05301
0.90
$185,900
3
1.5
1,531
Off Market
322 Putney Road, Brattleboro, VT 05301
0.90
$330,400
3
1.5
1,388
Off Market
16 Vermont Avenue, Brattleboro, VT 05301
0.93
$425,000
3
1.5
1,846
Recently Sold
396 East Orchard Street, Brattleboro, VT 05301
0.89
$798,600
4
5
4,300
Off Market

Local Information

  • Map ViewExplore the area around 155 Upper Dummerston Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Lot Size
0.75 acres
Living Area
1,655 sqft
Price/Sqft
$246/sqft
Parking
Garage
Last check for updates: about 15 hours ago
Listed by John Hatton
Berkley & Veller Greenwood Country, (802) 254-6400
Bought with: Donald Koelsch, Deerfield Valley Real Estate, (802) 464-3055
Co-Buyer's Agent: Steve Goldfarb, Deerfield Valley Real Estate, (802) 464-3055
Source: PrimeMLS, MLS#5059246

About this House

Great location! This 3-bedroom Colonial, built in 1920 (when houses were well-built) on Upper Dummerston Road is up the road from the Brattleboro Country Club and its golf course, cross country skiing, trails, and the West River. On a comfortable 0.75 level acres, this property is private but only 10 minutes from the center of town. Lots of windows bring in lots of light. Generous living room, dining room for regular meals and holidays, 1/2 bathroom off the kitchen, a wonderful finished attic that's perfect for kids, grandchildren and guests. Large 10' x 24' deck off the kitchen. This house is move-in ready! Delayed showings begin with Open House, noon-2pm Saturday September 6th. Don't miss it!
155 Upper Dummerston Road, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 1,655 sqft single-family home built in 1920. It last sold for $407,000 on Nov 21, 2025 (4% below the $425,000 asking price). It is currently off market. The Trulia Estimate is $417,000, with a rent estimate of $2,491/month.

Home Details for 155 Upper Dummerston Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Concrete Floor,Partial,Slab,Interior Stairs,Storage Space,Unfinished,Walkout,Interior Access,Exterior Entry,Basement Stairs,Walk-Out AccessNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1655 Square Feet
Appliances & Utilities
Utilities: Cable, Phone AvailableAppliances: Dishwasher, Dryer, Refrigerator, Washer, Gas Stove, Owned Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot Water,Gas StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Gas & Electric
Electric: 100 Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Hardwood, Laminate, Manufactured, Vinyl
Levels, Entrance, & Accessibility
Stories: 2.5Levels: 2.5Accessibility: 1st Floor 1/2 Bathroom, Paved ParkingFloors: Hardwood, Laminate, Manufactured, Vinyl
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleExterior: Deck, Garden, ShedFoundation: Poured ConcreteGarden
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 1Parking: Paved,Driveway,Garage,Off Street,Attached
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved
Water & Sewer
Sewer: 1000 Gallon, Concrete, Mound Septic, Private Sewer, Septic Tank
Farm & Range
Frontage Length: Road frontage: 241
Finished Area
Finished Area (above surface): 1655 Square Feet

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Clapboard ExteriorNot a New Construction
Property Information
Usage of Home: Residential

Price & Status

Price
List Price: $425,000Price Per Sqft: $246/sqft
Status Change & Dates
Possession Timing: Close Of Escrow

Location

Direction & Address
City: Brattleboro
School Information
Elementary School: Brattleboro Elem SchoolsElementary School District: Brattleboro School DistrictJr High / Middle School: Brattleboro Area Middle SchoolJr High / Middle School District: Brattleboro School DistrictHigh School: Brattleboro High SchoolHigh School District: Brattleboro School District

Building

Building Area
Building Area: 2500 Square Feet

Lot Information

Lot Area: 0.75 acres

Miscellaneous

BasementMls Number: 5059246Attribution Contact: Off: 802-254-6400Above Grade Unfinished Area: 1655Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 845Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Nov 21, 2025
Source: PrimeMLS #5059246
Sold
$407,000
Sep 2, 2025
Source: PrimeMLS #5059246
Listed For Sale
$425,000
Dec 1, 2003
Source: N/A
Sold
$207,000
Aug 2, 1996
Source: N/A
Sold
$115,800

Market trends in Brattleboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32

Around this home

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
    "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

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 2026-08-20 11:31:42 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 155 Upper Dummerston Road

  • What is 155 Upper Dummerston Road estimated to be worth?
    Trulia's estimated value for 155 Upper Dummerston Road in Brattleboro, VT is $417,000.
  • What is the price history for 155 Upper Dummerston Road?
    155 Upper Dummerston Road in Brattleboro, VT last sold for $407,000 in November 2025.
  • 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 155 Upper Dummerston Road have laundry facilities?
    Yes, 155 Upper Dummerston Road in Brattleboro, VT has in-unit laundry.
  • How big is the lot at 155 Upper Dummerston Road?
    The lot at 155 Upper Dummerston Road in Brattleboro, VT is about 0.75 acres (32,670 sq ft).

Explore by feature - Pet Friendly

11 pet-friendly rentals in Brattleboro, VT

Explore by feature - Air Conditioning

11 rentals with air conditioning in Brattleboro, VT

Explore by feature - Washer/dryer

15 rentals with a washer/dryer in Brattleboro, VT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 155 Upper Dummerston Road

Skip to last item
Skip to first item

Homes for sale near 155 Upper Dummerston Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item