419 Upper Dummerston Road

Closed 12/7/20
Closed 12/7/20
Gallery Image 1
Sold
Last Sold Price
$550,000
3 beds3,324 sqft$165/sqft
419 Upper Dummerston Rd, Brattleboro, VT 05301
Single FamilyProperty Type
1.82 acresLot Size
1980Year Built
$165/sq ftPrice per sq ft
3 carsParking Spaces

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.

    Sold By Berkley & Veller Greenwood Country

    • Listed by: Thom Dahlin • Berkley & Veller Greenwood Country
    Listing closed: 12/07/2020 12:00 AM • Source: New England Real Estate Network, MLS#: 4812848

    Recent comparable sales

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    Avg days on market

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    Sale-to-list ratio

    92.8%

    Brattleboro, VT

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    Property Information for 419 Upper Dummerston Road

    Property Details
    • Taxes: $14,527 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Zoning: Residential
    Building Information
    • Stories: 1
    • Year Built: 1980
    • Lot Size: 1.82 AC / 79,279 SF
    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
    • 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 Record2025$9,493 ($791 / month)
    Home Facts
    Beds3Baths2Total Finished SqFt3,324 SqFtAbove Grade Finished SqFt3,324 SqFtStories2Lot Size79,279 SqFtStyleSingle Family ResidenceYear Built1980Year Renovated1980ZoningRRCountyWINDHAMAPN(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
    Canal Street/Oak Grove Schools
    		Public - PK to 6
    Brattleboro Area Middle School
    		Public - 7 to 8
    Brattleboro Senior Uhsd #6
    		Public - 9 to 12
    Windham Regional Career Center
    		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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 419 Upper Dummerston Road, Brattleboro, VT 05301
    $550,000
    3
    3,324
    79,279
    15 Fairly Wild Way, Brattleboro, VT 05301
    –
    –
    –
    –
    1,829,520
    21 Fairly Wild Way, Brattleboro, VT 05301
    –
    3
    1
    1,531
    –
    52 Senator Gannett Drive, Brattleboro, VT 05301
    $1,550,000
    –
    –
    4,861
    8,933,285
    559 Upper Dummerston Road, Brattleboro, VT 05301
    $329,500
    3
    2,536
    20,908
    45 Farmhouse Square, Brattleboro, VT 05301
    –
    –
    2
    2,462
    13,824,637

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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 09/06/2026 11:03 AM