750 Upper Dummerston Road, Brattleboro, VT 05301
OFF MARKET
Listed by Kerry Mulverhill, Brattleboro Area Realty, (802) 257-1335 . Bought with Brattleboro Area Realty

750 Upper Dummerston Road
Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,989 sqft (on 2.23 acres)

$350,700

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $2,353/mo*
Refinance Your Home

$350,700

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $2,353/mo*
Refinance Your Home
3 Beds
1 Bath
1,989 sqft
(on 2.23 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 18 hours ago
Listed by Kerry Mulverhill
Brattleboro Area Realty, (802) 257-1335
Bought with: Victoria Woods, Brattleboro Area Realty, (802) 257-1335
Source: PrimeMLS, MLS#4916437

Description

This gorgeous circa 1800's Cape Cod style home is an eye catcher for sure. Located in a most desirable neighborhood, just around the corner from the Brattleboro Country Club. Holding onto its classic charm, this sweet home has retained much of its original character. An impressive large kitchen with a center island, wall oven, walk-in-in pantry and a gorgeous formal dining room. The 1st floor has a relaxed feel of spaciousness with an office or potential ground floor bedroom, a generous living room, den, full bath and washer/dryer hookup. Take the classic staircase upstairs to the three bedrooms. The oversized detached 2 car garage has an expansive second floor that offers a storage area as well as potential for an office or studio. Capturing natures beauty from you back stone patio, you overlook 2 acres of open land and mature trees or waive to your neighbors on your covered front porch. This is a fabulous home for entertaining, all just minutes to downtown Brattleboro, the Retreat Farm, hiking and biking trails, kayaking etc. This gem checks all the boxes if you are looking for a classic Vermont home in a superb setting.
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 May 03, 2023

Home Highlights

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

Home Details for 750 Upper Dummerston Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Concrete Floor,Partial,Interior Stairs,Unfinished,Interior Access,Basement Stairs,Interior EntryNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1989 Square Feet
Appliances & Utilities
Utilities: Cable Available, Phone AvailableAppliances: Dishwasher, Wall Oven, Electric Stove, Electric Water HeaterDishwasherLaundry: Laundry Hook-ups,1st Floor Laundry
Heating & Cooling
Heating: Oil,Solar,Wood,Electric,Monitor Type,Zoned,Passive Solar,Radiator,Wood StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Carpet, Laminate, Wood
Levels, Entrance, & Accessibility
Stories: 1.5Levels: One and One HalfFloors: Carpet, Laminate, Wood
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered PorchExterior: StorageFoundation: Stone
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Paved,Driveway,Garage,Detached
Frontage
Road Frontage: Public
Water & Sewer
Sewer: Private Sewer
Farm & Range
Frontage Length: Road frontage: 162
Finished Area
Finished Area (above surface): 1989 Square Feet

Property Information

Year Built
Year Built: 1830
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: Wood Frame, Clapboard ExteriorNot a New Construction

Price & Status

Price
List Price: $295,000

Location

Direction & Address
City: Brattleboro
School Information
Elementary School: Brattleboro Elem SchoolsElementary School District: Windham SoutheastJr High / Middle School: Brattleboro Area Middle SchoolJr High / Middle School District: Windham SoutheastHigh School: Brattleboro High SchoolHigh School District: Windham Southeast

Building

Building Area
Building Area: 2551 Square Feet

Lot Information

Lot Area: 2.23 Acres

Miscellaneous

BasementMls Number: 4916437Above Grade Unfinished Area: 1989Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 562Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 750 Upper Dummerston Road

DatePriceEventSource
05/02/2023$280,000Sold
PrimeMLS #4916437
01/25/2023$295,000PriceChange
PrimeMLS #4916437
08/09/2022$325,000PriceChange
PrimeMLS #4916437
08/04/2022$349,000PendingToActivePrimeMLS #4916437
08/03/2022$349,000ContingentPrimeMLS #4916437
06/20/2022$349,000Listed For SalePrimeMLS #4916437
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Property Tax and Assessment

Year2024
Tax
Assessment$265,930
Home facts updated by county records

Comparable Sales for 750 Upper Dummerston Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
672 East Orchard Street, Brattleboro, VT
0.21
Single-Family Home
$470,000
09/26/25
3
3
3,148
1082 W River Road, Brattleboro, VT
0.84
Single-Family Home
$305,000
09/23/25
3
1
1,222
1073 Upper Dummerston Road, Brattleboro, VT
0.63
Single-Family Home
$525,000
08/19/25
3
2
2,456
395 Hillwinds Road, Brattleboro, VT
0.58
Single-Family Home
$668,000
08/12/25
4
2.5
2,226
137 Pleasant Valley Road, Brattleboro, VT
0.61
Single-Family Home
$389,000
05/08/26
1
1
650
23 Meetinghouse Lane, Brattleboro, VT
1.14
Single-Family Home
$495,000
12/29/25
3
2.5
3,415
387 Meadow Brook Road, Brattleboro, VT
0.87
Single-Family Home
$439,000
05/13/26
4
2
1,568
155 Upper Dummerston Road, Brattleboro, VT
1.12
Single-Family Home
$407,000
11/21/25
3
1.5
1,655
187 Hillwinds Road, Brattleboro, VT
0.97
Single-Family Home
$476,000
11/20/25
4
3
2,372
204 Meetinghouse Lane, Brattleboro, VT
1.45
Single-Family Home
$497,408
04/10/26
4
2
2,656

Assigned Schools

These are the assigned schools for 750 Upper Dummerston Road.
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

  • 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

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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 2026-05-17 03:48:20 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 750 Upper Dummerston Road

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Off Market Homes Near 750 Upper Dummerston Road

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Explore by feature

750 Upper Dummerston Road, Brattleboro, VT 05301 is a 3 bedroom, 1 bathroom, 1,989 sqft single-family home built in 1830. This property is not currently available for sale. 750 Upper Dummerston Road was last sold on May 2, 2023 for $280,000 (5% lower than the asking price of $295,000). The current Trulia Estimate for 750 Upper Dummerston Road is $350,700.