Listed by Thom Dahlin • Berkley & Veller Greenwood Country. Bought with Berkley & Veller Greenwood Country.
Off Market Dec 2020 for $550K
$808,675
Est. refi paymentEst. refi$3,495/mo
3
bd
•
2 ba
•
3,324
sq ft
419 Upper Dummerston Rd, Brattleboro, VT 05301
About this home
This handsome contemporary cape is located right across the road from the Brattleboro Country Club. Surrounded by protected land, this property has it all, soaring views, big open sky, and close proximity to town and I-91. You will probably spend most of your time in the backyard with the in-ground heated pool. Plenty of room for parties with lots of friends after a round of golf! In the Winter the golf course is groomed for cross country! The large backyard has a section fully fenced in for pets. Lots of space for a vegetable garden. Gorgeous landscaping. The interior is stunning, sunny, and spacious. A chef's kitchen with top of the line appliances, marble countertops, and a huge pantry will make the cook in the family very happy. The large second-floor family room with a wall of windows facing east is being used now as a home office but could be utilized in so many ways. The three-car garage is oversized and very appreciated in the winter. This is an amazing and rare opportunity. 35 min. to Mount Snow. 2 1/2 hours to Boston. 3 1/2 hours to NYC & Montreal.
Single-familyProperty Type
1980Year Built
1.82 acresLot Size
$243Est. Price/Sq.Ft.
3 car garageParking
Listed by Thom Dahlin• Berkley & Veller Greenwood Country
Bought with Thom Dahlin• Berkley & Veller Greenwood Country
This striking contemporary cape is located on over 1.8 acres of beautifully landscaped grounds and is bounded by Conservation Trust farmland. The location is choice in one of Brattleboro`s most prestigious areas and the views over adjacent farmland to distant mountains are stunning. The interior is spacious and inviting, providing over 3200 square feet of beautifully appointed living space. Features include: cherry flooring, granite counters, mahogany doors, heated pool and decking. Impressive!
Year
Property tax
Land + Additions
Assessment*
2025
$9,493 (−1.9%)
$97,680 + $402,210
$499,890
2024
$9,676 (+10.5%)
$97,680 + $402,210
$499,890
2023
$8,759 (−39.8%)
$97,680 + $402,210
$499,890
2022
$14,557 (−4.5%)
$97,680 + $402,210
$499,890
2021
$15,237 (+1.8%)
$97,680 + $402,210
$499,890
2020
$14,966 (+3.0%)
$97,680 + $402,210
$499,890
2019
$14,525 (+1.6%)
$97,680 + $402,210
$499,890
2018
$14,290 (+1.4%)
$97,680 + $402,210
$499,890
2017
$14,092 (+0.2%)
$97,680 + $402,210
$499,890
2016
$14,059 (−0.9%)
$97,680 + $402,210
$499,890
2015
$14,184 (+0.8%)
$97,680 + $402,210
$499,890
2014
$14,074
$97,680 + $402,210
$499,890
Tax history for 419 Upper Dummerston Rd
Year
Property tax
Land + Additions
Assessment*
2025
$9,493 (−1.9%)
$97,680 + $402,210
$499,890
2024
$9,676 (+10.5%)
$97,680 + $402,210
$499,890
2023
$8,759 (−39.8%)
$97,680 + $402,210
$499,890
2022
$14,557 (−4.5%)
$97,680 + $402,210
$499,890
2021
$15,237 (+1.8%)
$97,680 + $402,210
$499,890
2020
$14,966 (+3.0%)
$97,680 + $402,210
$499,890
2019
$14,525 (+1.6%)
$97,680 + $402,210
$499,890
2018
$14,290 (+1.4%)
$97,680 + $402,210
$499,890
2017
$14,092 (+0.2%)
$97,680 + $402,210
$499,890
2016
$14,059 (−0.9%)
$97,680 + $402,210
$499,890
2015
$14,184 (+0.8%)
$97,680 + $402,210
$499,890
2014
$14,074
$97,680 + $402,210
$499,890
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
1.82 Acres
Year renovated
—
Sq. Ft.
3,324
Year built
1980
Style
Single Family Residential
County
Windham County
APN
08102513932
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 8, 2026.
RR
Rural Residential District
The Rural Residential District encompasses land primarily west of Interstate 91 that is rural in character but is relatively close to the developed areas of town and accessible from improved public roads, which has made these areas a suitable and attractive location for low-density residential development. This land is generally not served by municipal water and sewer, and extension of infrastructure into this district is discouraged. The purpose of this district is to provide opportunities for rural housing and to encourage thoughtful siting of new development in order to protect rural character, farmland, forestland, open space and important natural resources in accordance with the policies of the Brattleboro Town Plan.
Balcony, Deck, Fence - Dog, Garden Space, Gazebo, Outbuilding, Patio, Pool - In Ground
Construction: Wood Frame
Foundation: Poured Concrete
Roof: Membrane, Shingle
Exterior: Clapboard
Driveway
Paved
Lot, Zoning, & Easement Information
Country Setting, Field/Pasture, Level, Mountain View, Open, Recreational
Survey Information
Surveyed: Unknown
Other Property & Lot Information
Year Built: 1980
Financial
Tax Information
Tax Year: 2019
Gross Amount Tax: 14527.28
SPAN Number: 081-025-13932
Other Tax Information
Page Deed: 193
Utilities
Heating & Cooling Information
Cooling: Mini Split
Heat: Baseboard, Hot Water, Multi Zone, Mini Split
Heat Fuel: Oil
Sewer Information
On-Site Septic Exists
Electric Information
Circuit Breaker(s)
Water Information
Drilled Well
Other Utilities Information
Phone, Cable - At Site, Gas - LP/Bottle, Internet - Cable, Telephone At Site
Location
School Information
School District: Windham Southeast
Elementary School: Brattleboro Elem Schools
Elementary School: Brattleboro Elem Schools
Middle/Jr School: Brattleboro Area Middle School
Neighborhood Information
Near Country Club, Near Golf Course, Near Paths, Near Shopping, Near Skiing, Rural
Road Information
Road Frontage: Yes
Road Frontage Length: 530
Paved, Public
Other Location Information
Directions: From the Brattleboro Retreat drive North on Route 30 for 0.6 mile. Turn left onto Upper Dummerston Road and continue for 0.8 mile. Property on right. Directly across from the Country Club. See sign.
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 3,324
Stories: 2.0
Lot Size: 1.82 acres
Style: Single Family Residential
Year Built: 1980
Year Renovated: —
County: Windham County
APN: 08102513932
Home facts updated by county records on Jul 8, 2026
Around this home
Schools
Neighborhood Schoolhouse
Private PreK-8 • 1.5mi
St Michael Catholic School
Private PreK-12 • 1.7mi
Liberty High School
Private 9-12 • 1.0mi
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
3/10 Heat Factor
7 days above 94° expected this year, 17 days in 30 years
4/10 Wind Factor
11% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Brattleboro, VT • 05301
Average low and high temperatures (°F)
30
15
33
16
48
28
60
38
67
48
79
57
85
63
79
58
75
52
63
40
49
32
35
20
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.8 hours in
June and 3.9 hours in December, placing it below the
U.S. average for solar exposure.
8.8 hrs
3.9 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$769,000 – $930,000
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