419 Upper Dummerston Rd

3,324 Sq. Ft.
$165 / Sq. Ft.
3,324
Sq. Ft.
$165
per Sq. Ft.

Description

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....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.
  1. Listed by Thom Dahlin • Berkley & Veller Greenwood Country

Sold By Berkley & Veller Greenwood Country

Property Details for 419 Upper Dummerston Road

Zoning
Residential
LISTING CLOSED: 12/07/2020 12:00 AM

Property Details for 419 Upper Dummerston Road

StatusClosed
MLS #4812848
Days on Market64
Taxes$14,527 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1980
Lot Size1.82 AC / 79,279 SF
CountyWindham County

Location

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Building Information for 419 Upper Dummerston Road

Stories1Year Built1980Building Size-Lot Size1.82 AC / 79,279 SF

Payment Calculator

$4,006 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,796

Property Taxes

$1,211

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 419 Upper Dummerston Road

Summary
Location and General Information
  • Area Description: Near Country Club, Near Golf Course, Near Paths, Near Shopping, Near Skiing, Rural
  • City: Brattleboro
  • County: VT-Windham
  • 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.
  • Latitude: 42.874816687302740
  • Longitude: -72.581238915344244
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip: 05301
Taxes and HOA Information
  • SPAN Number: 081-025-13932
  • Tax - Gross Amount: $14,527.28
  • Tax Year: 2019
  • Taxes TBD: No
School Information
  • School - High: Brattleboro High School
  • School - District: Windham Southeast
  • School - Elementary: Brattleboro Elem Schools
  • School - Middle/Jr: Brattleboro Area Middle School
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Paved
Property
Lot Information
  • Footprint: 38x24 32x22
  • Lot - Sqft: 79279.0
  • Lot Size Acres: 1.82
  • Road Frontage Length: 530.0
  • Square Feet Apx Finished Above Grade: 3324.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 5138.0
  • Square Feet Apx Total Finished: 3324.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 1814.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Foundation: Poured Concrete
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1980
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: On-Site Septic Exists
  • Utilities: Phone, Cable - At Site, Gas - LP/Bottle, Internet - Cable, Telephone At Site
Interior and Exterior Features
Exterior Features
  • Color: Tan
  • Features - Exterior: Balcony, Deck, Fence - Dog, Garden Space, Gazebo, Outbuilding, Patio, Pool - In Ground
  • Roads: Paved, Public
  • Roof: Membrane, Shingle
Interior Features
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Hood, Microwave, Range - Gas, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete, Daylight, Full, Stairs - Interior, Unfinished, Interior Access, Exterior Access
  • Baths - Total: 2
  • Baths - Full: 2
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 11
  • Rooms: Level 1: Level 1: Bath - Full, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Master Bedroom, Level 1: Other
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - Full, Level 2: Family Room, Level 2: Office/Study, Level 2: Other
  • Bedrooms - Total: 3
  • Features - Interior: Bar, Blinds, Draperies, Fireplace - Wood, Kitchen Island, Kitchen/Dining, Master BR w/ BA, Natural Light, Skylight, Walk-in Closet, Laundry - 1st Floor
  • Flooring: Carpet, Ceramic Tile, Hardwood, Softwood
  • Heat Fuel: Oil
  • Heating: Baseboard, Hot Water, Multi Zone, Mini Split
  • Cooling: Mini Split
  • Total Stories: 1.75
Room Information
Room 1
  • Room Dimensions: 31x11.8
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 11.6x12
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 17.6x12.6
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 19x15
  • Room Level: 2
  • Room Type: Family Room
Room 6
  • Room Level: 2
  • Room Type: Office/Study
Room 7
  • Room Dimensions: 17.6x7.6
  • Room Level: 1
  • Room Type: Other
Room 8
  • Room Dimensions: 26.6x20.6
  • Room Level: 2
  • Room Type: Other
Room 9
  • Room Dimensions: 13x9.6
  • Room Level: 2
  • Room Type: Other
Room 10
  • Room Dimensions: 15x11
  • Room Level: 1
  • Room Type: Master Bedroom
Room 11
  • Room Dimensions: 17.6x11
  • Room Level: 2
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 14x13.6
  • Room Level: 2
  • Room Type: Bedroom
Room 16
  • Room Level: 1
  • Room Type: Bath - Full
Room 17
  • Room Level: 2
  • Room Type: Bath - Full

Property History for 419 Upper Dummerston Road

DateEvent & SourcePriceAppreciation
Dec 10, 2020

Sold (Public Record)

Public Record #687133386

$550,000

+29.6% / yr

Dec 7, 2020

Sold

New England Real Estate Network #4812848

$550,000—
Jun 24, 2020

Listed (Active)

New England Real Estate Network #4812848

$585,000—
DateEvent & SourcePrice
12/10/2020

Sold (Public Record)

Public Record #687133386

$550,000

+29.6% / yr

12/07/2020

Sold

New England Real Estate Network #4812848

$550,000
06/24/2020

Listed (Active)

New England Real Estate Network #4812848

$585,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 419 Upper Dummerston Road

Taxable ValueLand$97,680Additions$402,210Total$499,890
Tax Record2024$16,231 ($1,353 / month)
Home Facts
Beds3Baths2Total Finished SqFt3,324 SqFtAbove Grade Finished SqFt3,324 SqFtStories2Lot Size79,279 SqFtStyleSingle Family ResidenceYear Built1980ZoningRRCountyWINDHAMAPN(025) 00070332.400

Schools near 419 Upper Dummerston Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Canal Street/Oak Grove Schools
PublicPK to 6

Brattleboro Area Middle School
Public7 to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Windham Regional Career Center
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Berkley & Veller Greenwood Country

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 07/26/2026 09:49 AM