863 Upper Dummerston Road, Brattleboro, VT 05301
Property image
Property image
OFF MARKET
Listed by Jody Graves, Berkley & Veller Greenwood Country, (802) 254-6400 . Bought with Bellville Realty

863 Upper Dummerston Road
Brattleboro, VT 05301

  • 3 Beds
  • 2.5 Baths
  • 2,112 sqft (on 5.70 acres)

$582,500

Trulia Estimate
as of Aug 14, 2026

$582,500

Trulia Estimate
as of Aug 14, 2026
3 Beds
2.5 Baths
2,112 sqft
(on 5.70 acres)

Home Value

Trulia Estimate
$583K
Since last month
Increased$7K (+1.2%)
Since last year
Increased$28K (+5%)
Since last sale
Increased$79K (+15.8%)
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 +102% in the last 10 years
MonthEstimated value
2026
August 2026$581K
July 2026$584K
June 2026$574K
May 2026$576K
April 2026$567K
March 2026$567K
February 2026$548K
January 2026$550K
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
672 East Orchard Street, Brattleboro, VT
0.45
Single-Family Home
$470,000
09/26/25
3
3
3,148
1073 Upper Dummerston Road, Brattleboro, VT
0.39
Single-Family Home
$525,000
08/19/25
3
2
2,456
187 Hillwinds Road, Brattleboro, VT
0.76
Single-Family Home
$476,000
11/20/25
4
3
2,372
1082 W River Road, Brattleboro, VT
0.60
Single-Family Home
$305,000
09/23/25
3
1
1,222
143 Hillwinds Road, Brattleboro, VT
0.81
Single-Family Home
$615,000
06/26/26
5
3.5
2,520
23 Meetinghouse Lane, Brattleboro, VT
1.37
Single-Family Home
$495,000
12/29/25
3
2.5
3,415
387 Meadow Brook Road, Brattleboro, VT
1.08
Single-Family Home
$439,000
05/13/26
4
2
1,568
65 Hillwinds North Road, Brattleboro, VT
0.90
Single-Family Home
$925,000
10/01/25
5
4.5
4,150
155 Upper Dummerston Road, Brattleboro, VT
1.24
Single-Family Home
$407,000
11/21/25
3
1.5
1,655

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
94 Brets Road, Brattleboro, VT 05301
0.23
$475,000
3
2.5
2,594
Recently Sold
1073 Upper Dummerston Road, Brattleboro, VT 05301
0.39
$541,800
3
2
2,456
Off Market
395 Hillwinds Road, Brattleboro, VT 05301
0.40
$689,800
4
2.5
2,226
Off Market
680 West River Road, Brattleboro, VT 05301
0.41
$145,000
-
-
-
Recently Sold
336 Hillwinds Road, Brattleboro, VT 05301
0.50
$762,200
4
3
3,257
Off Market
672 East Orchard Street, Brattleboro, VT 05301
0.45
$483,700
3
3
3,148
Off Market
335 Hillwinds Road, Brattleboro, VT 05301
0.51
$624,700
4
3.5
2,544
Off Market
0 East Orchard Street, Brattleboro, VT 05301
0.53
-
-
-
-
Off Market
1082 W River Road, Brattleboro, VT 05301
0.60
$314,000
3
1
1,222
Off Market
568 West River Road, Brattleboro, VT 05301
0.61
$374,800
2
1.5
1,312
Off Market
0 Gibson Road Lot #56, Brattleboro, VT 05301
0.66
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 863 Upper Dummerston Road.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Lot Size
5.7 acres
Living Area
2,112 sqft
Price/Sqft
$276
Parking
Garage
Last check for updates: about 10 hours ago
Listed by Jody Graves
Berkley & Veller Greenwood Country, (802) 254-6400
Bought with: Kathy Dowd, Bellville Realty, (802) 257-7979
Source: PrimeMLS, MLS#4975544

About this House

Single level home with recently built 1,440 square foot garage. The garage has its own gas furnace with radiant heat, impressive construction and an attached carport and storage area. A sought after location near the golf course and Farms on a paved road. The landscaped yard overlooks a neighboring field and the wooded area leading to the brook with waterfalls. The home has many improvements and lovely features, a stunning built in bookcase, updated baths & kitchen and central air conditioning. Delayed showings until Nov 18, 2023
863 Upper Dummerston Road, Brattleboro, VT 05301 is a 3 bedroom, 3 bathroom, 2,112 sqft single-family home built in 1952. It last sold for $501,750 on Dec 4, 2023 (1% above the $498,000 asking price). It is currently off market. The Trulia Estimate is $582,500, with a rent estimate of $3,317/month.

Home Details for 863 Upper Dummerston Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Crawl Space,Interior EntryNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2112 Square Feet
Appliances & Utilities
Utilities: Phone, Cable at Site, PropaneAppliances: Dishwasher, Domestic Water HeaterDishwasher
Heating & Cooling
Heating: Oil,Hot Water,RadiatorHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: 200+ Amp Service, 220 Volts, Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Hardwood, Other
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Hardwood, Other
View
No View
Security
Security: Carbon Monoxide Detector(s), Security System

Exterior Features

Exterior Home Features
Roof: OtherPatio / Porch: PatioOther Structures: OutbuildingExterior: Garden, Natural ShadeFoundation: ConcreteGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Paved,Heated Garage,Driveway,Detached
Frontage
Waterfront: StreamRoad Surface Type: Paved
Water & Sewer
Sewer: 1000 Gallon
Farm & Range
Frontage Length: Road frontage: 650
Finished Area
Finished Area (above surface): 2112 Square Feet

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: ResidentialProperty Subtype: RanchArchitecture: Ranch
Building
Construction Materials: Wood Frame, Vinyl SidingNot a New Construction

Price & Status

Price
List Price: $498,000

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: 3072 Square Feet

Lot Information

Lot Area: 5.7 Acres

Miscellaneous

BasementMls Number: 4975544Attribution Contact: Off: 802-254-6400Above Grade Unfinished Area: 2112Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 960Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Dec 4, 2023
Source: PrimeMLS #4975544
Sold
$501,750
Nov 20, 2023
Source: PrimeMLS #4975544
Contingent
$498,000
Oct 25, 2023
Source: PrimeMLS #4975544
Listed For Sale
$498,000

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
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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
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Apartments for Rent

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Explore by feature - Pet Friendly

10 pet-friendly rentals in Brattleboro, VT

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Homes for sale near 863 Upper Dummerston Road

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Off Market Homes Near 863 Upper Dummerston Road

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Frequently asked questions about 863 Upper Dummerston Road

  • What is 863 Upper Dummerston Road estimated to be worth?
    Trulia's estimated value for 863 Upper Dummerston Road in Brattleboro, VT is $582,500.
  • What is the price history for 863 Upper Dummerston Road?
    863 Upper Dummerston Road in Brattleboro, VT last sold for $501,750 in December 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 863 Upper Dummerston Road have air conditioning?
    Yes, 863 Upper Dummerston Road in Brattleboro, VT has air conditioning.
  • How big is the lot at 863 Upper Dummerston Road?
    The lot at 863 Upper Dummerston Road in Brattleboro, VT is about 5.7 acres.
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 2026-08-13 11:23:33 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.