729 Upper Dummerston Rd, Brattleboro, VT 05301
OFF MARKET

729 Upper Dummerston Rd
Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 1,186 sqft (on 2.30 acres)

$300,600

Trulia Estimate
as of May 21, 2026

$300,600

Trulia Estimate
as of May 21, 2026
2 Beds
1 Bath
1,186 sqft
(on 2.30 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 729 Upper Dummerston Rd, Brattleboro, VT. 729 Upper Dummerston Rd is in Brattleboro, VT and in ZIP code 05301. This property has 2 bedrooms, 1 bathroom and approximately 1,186 sqft of floor space. This property has a lot size of 2.30 acres and was built in 1934.
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.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 729 Upper Dummerston Rd

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
Cable Ready
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
Floors: Carpet, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: OtherGardenPorch
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1934
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 2.30 acres

Price History for 729 Upper Dummerston Rd

DatePriceEventSource
01/31/2022$235,000Sold
PrimeMLS #4896758
02/20/2018$169,900Sold
PrimeMLS #4609899
12/11/2017$169,900PendingToActiveAgent Provided
12/11/2017$169,900PendingAgent Provided
11/02/2017$169,900PendingToActiveAgent Provided
10/28/2017$169,900PendingAgent Provided
08/18/2017$169,900PriceChange
Agent Provided
08/09/2017$184,900PriceChange
Agent Provided
04/17/2017$189,900PriceChange
Agent Provided
11/23/2016$200,000Listed For SaleAgent Provided
12/08/2006$184,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$180,550
Home facts updated by county records

Comparable Sales for 729 Upper Dummerston Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1082 W River Road, Brattleboro, VT
0.82
Single-Family Home
$305,000
09/23/25
3
1
1,222
137 Pleasant Valley Road, Brattleboro, VT
0.68
Single-Family Home
$389,000
05/08/26
1
1
650
672 East Orchard Street, Brattleboro, VT
0.22
Single-Family Home
$470,000
09/26/25
3
3
3,148
1073 Upper Dummerston Road, Brattleboro, VT
0.63
Single-Family Home
$525,000
08/19/25
3
2
2,456
131 Pleasant Valley Rd, Brattleboro, VT
0.64
Single-Family Home
$15,000
05/13/26
2
1
792
395 Hillwinds Road, Brattleboro, VT
0.61
Single-Family Home
$668,000
08/12/25
4
2.5
2,226
155 Upper Dummerston Road, Brattleboro, VT
1.06
Single-Family Home
$407,000
11/21/25
3
1.5
1,655
387 Meadow Brook Road, Brattleboro, VT
0.91
Single-Family Home
$439,000
05/13/26
4
2
1,568
23 Meetinghouse Lane, Brattleboro, VT
1.15
Single-Family Home
$495,000
12/29/25
3
2.5
3,415
187 Hillwinds Road, Brattleboro, VT
0.99
Single-Family Home
$476,000
11/20/25
4
3
2,372

Assigned Schools

These are the assigned schools for 729 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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729 Upper Dummerston Rd, Brattleboro, VT 05301 is a 2 bedroom, 1 bathroom, 1,186 sqft single-family home built in 1934. This property is not currently available for sale. 729 Upper Dummerston Rd was last sold on Jan 31, 2022 for $235,000. The current Trulia Estimate for 729 Upper Dummerston Rd is $300,600.