135 Upper Dummerston Road, Brattleboro, VT 05301
OFF MARKET
Listed by Susan LeCours, Barrett & Valley Assoc. Inc, (802) 843-2390 . Bought with Berkley & Veller Greenwood Country

135 Upper Dummerston Road
Brattleboro, VT 05301

  • 5 Beds
  • 3.5 Baths
  • 3,600 sqft (on 0.90 acres)

$541,200

Trulia Estimate
as of May 10, 2026

$541,200

Trulia Estimate
as of May 10, 2026
5 Beds
3.5 Baths
3,600 sqft
(on 0.90 acres)

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 1 hour ago
Listed by Susan LeCours
Barrett & Valley Assoc. Inc, (802) 843-2390
Bought with: Laura D'Angelo, Berkley & Veller Greenwood Country, (802) 254-6400
Source: PrimeMLS, MLS#4993919

Description

An ideal location from which to enjoy the countless in-town and country activities available in the Brattleboro area! This circa 1910 arts and crafts style cedar shingle house was one of Brattleboro’s historic downtown homes and was moved to its current enviable location in 1996. The house sits 1/8th of a mile off of Route 30, within one mile of downtown Brattleboro and even closer to the active Retreat Farm (with its seasonal music and food truck roundups), the Meadows (water related activities) and the extensive Retreat trail system. The house is under 1/4 mile from the Brattleboro Country Club for golf, cross-country skiing and dining. The home offers an exceptional combination of country living and accessibility and features wood floors with radiant heat, a wood burning fireplace with built-in bookcase surrounds, high ceilings throughout, a formal dining room, office, and a kitchen with informal kitchen dining area with abundant natural light. The second floor is home to four spacious bedrooms and a full bathroom. The primary bedroom includes another private ensuite bath. There is ample outdoor common area including a 440 square foot deck above the home’s two-bay garage and a covered entry porch which looks to the property’s yard and surrounding woods. The walkout level basement is currently utilized as a rented apartment with one bedroom, an office space, and an open plan kitchen and living/dining space. Showings Begin 5/4! Contact us to discuss this special offering!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 11, 2025

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 135 Upper Dummerston Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Concrete Floor,Daylight,Interior Access,Basement Stairs,Interior EntryNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3600 Square Feet
Appliances & Utilities
Utilities: Cable at Site, Telephone at Site
Heating & Cooling
Heating: Oil,In Floor,Radiant,RadiatorNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Wood
View
No View

Exterior Features

Exterior Home Features
Roof: SlateFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Circular Driveway,Concrete
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Private Sewer, Septic Tank
Farm & Range
Frontage Length: Road frontage: 293
Finished Area
Finished Area (above surface): 2460 Square FeetFinished Area (below surface): 1140 Square Feet

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Arts and Crafts
Building
Construction Materials: Wood Frame, Shingle Siding, Wood Exterior, Wood SidingNot a New Construction

Price & Status

Price
List Price: $599,000

Location

Direction & Address
City: Brattleboro

Building

Building Area
Building Area: 5130 Square Feet

Lot Information

Lot Area: 0.90 acres

Miscellaneous

BasementMls Number: 4993919Above Grade Unfinished Area: 2460Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 300Below Grade Unfinished Area Source: EstimatedBelow Grade Unfinished Area Units: Square Feet

Price History for 135 Upper Dummerston Road

DatePriceEventSource
05/16/2025$525,000Sold
PrimeMLS #4993919
01/03/2025$599,000Listed For SalePrimeMLS #4993919
09/05/2024$599,000ListingRemovedPrimeMLS #4993919
06/12/2024$599,000PriceChange
PrimeMLS #4993919
05/02/2024$645,000Listed For SalePrimeMLS #4993919
07/15/2004$268,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$281,110
Home facts updated by county records

Comparable Sales for 135 Upper Dummerston Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
155 Upper Dummerston Road, Brattleboro, VT
0.05
Single-Family Home
$407,000
11/21/25
3
1.5
1,655
49 Tyler Street, Brattleboro, VT
1.16
Single-Family Home
$625,000
10/03/25
3
2
2,731
76 Spruce Street, Brattleboro, VT
1.17
Single-Family Home
$408,065
03/12/26
4
3
3,314
672 East Orchard Street, Brattleboro, VT
1.05
Single-Family Home
$470,000
09/26/25
3
3
3,148
23 Meetinghouse Lane, Brattleboro, VT
1.28
Single-Family Home
$495,000
12/29/25
3
2.5
3,415
16 Vermont Avenue, Brattleboro, VT
0.88
Single-Family Home
$425,000
12/29/25
3
1.5
1,846
204 Meetinghouse Lane, Brattleboro, VT
1.45
Single-Family Home
$497,408
04/10/26
4
2
2,656
84 Magnolia Drive, Brattleboro, VT
0.84
Single-Family Home
$570,000
04/29/26
2
2
1,900
21 Howard Street, Brattleboro, VT
1.15
Single-Family Home
$490,000
08/07/25
3
3
2,400

Assigned Schools

These are the assigned schools for 135 Upper Dummerston Road.
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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

  • 80 % 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

Learn more about our methodology.
  • 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 2026-05-09 17:46:37 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.

Homes for rent near 135 Upper Dummerston Road

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Off Market Homes Near 135 Upper Dummerston Road

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Explore by feature

135 Upper Dummerston Road, Brattleboro, VT 05301 is a 5 bedroom, 4 bathroom, 3,600 sqft single-family home built in 1910. This property is not currently available for sale. 135 Upper Dummerston Road was last sold on May 16, 2025 for $525,000 (12% lower than the asking price of $599,000). The current Trulia Estimate for 135 Upper Dummerston Road is $541,200.