Listed by Robert Doyle • Berkley & Veller Greenwood Country (Off: 802-254-6400). Bought with BHG Masiello Brattleboro.
Off Market Jun 2015 for $329K
$515,850
Est. refi paymentEst. refi$2,097/mo
3
bd
•
2 ba
•
2,536
sq ft
559 Upper Dummerston Rd, Brattleboro, VT 05301
About this home
This handsome contemporary single level home is located on prestigious Upper Dummerston Road and provides lovely views of Fairwinds Farm, The Country Club and distant mountains. Just minutes from downtown, the location is choice and country. The interior is bright and inviting and includes large principal rooms, notably: Spectacular country Kitchen/Family Room, spacious Living Room with fireplace, formal Dining Room, Bedroom wing with master with en suite bath and two additional bedrooms with shared second bath and a lower level office. Beautiful stone walls, 2-car garage, stone house accents and large rear deck all add to the appeal. A wonderful place to call home!!!
Single-familyProperty Type
1960Year Built
0.48 acresLot Size
$203Est. Price/Sq.Ft.
2 car garageParking
Listed by Robert Doyle• Berkley & Veller Greenwood Country
This beautiful contemporary ranch is located on prestigious Upper Dummerston Road and provides wonderful views of Fairwinds Farm, the Golf Club and distant mountains. Just minutes from downtown, the location is choice and country. The interior is bright and inviting and includes large principle rooms, including a spectacular custom country kitchen. Other features: fireplace, hardwood flooring and huge windows framing the views. A wonderful place to call home!
Public Records
Feb 14, 2000
Sold
$213,000
$84/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$6,524 (−1.9%)
$49,000 + $294,540
$343,540
2024
$6,650 (+10.5%)
$49,000 + $294,540
$343,540
2023
$6,019 (−43.0%)
$49,000 + $294,540
$343,540
2022
$10,565 (+0.9%)
$49,000 + $294,540
$343,540
2021
$10,471 (+1.8%)
$49,000 + $294,540
$343,540
2020
$10,285 (+3.0%)
$49,000 + $294,540
$343,540
2019
$9,982 (+1.6%)
$49,000 + $294,540
$343,540
2018
$9,821 (+3.7%)
$49,000 + $294,540
$343,540
2017
$9,472 (+7.5%)
$49,000 + $286,990
$335,990
2016
$8,812 (−0.9%)
$49,000 + $264,330
$313,330
2015
$8,891 (+0.8%)
$49,000 + $264,330
$313,330
2014
$8,822
$49,000 + $264,330
$313,330
Tax history for 559 Upper Dummerston Rd
Year
Property tax
Land + Additions
Assessment*
2025
$6,524 (−1.9%)
$49,000 + $294,540
$343,540
2024
$6,650 (+10.5%)
$49,000 + $294,540
$343,540
2023
$6,019 (−43.0%)
$49,000 + $294,540
$343,540
2022
$10,565 (+0.9%)
$49,000 + $294,540
$343,540
2021
$10,471 (+1.8%)
$49,000 + $294,540
$343,540
2020
$10,285 (+3.0%)
$49,000 + $294,540
$343,540
2019
$9,982 (+1.6%)
$49,000 + $294,540
$343,540
2018
$9,821 (+3.7%)
$49,000 + $294,540
$343,540
2017
$9,472 (+7.5%)
$49,000 + $286,990
$335,990
2016
$8,812 (−0.9%)
$49,000 + $264,330
$313,330
2015
$8,891 (+0.8%)
$49,000 + $264,330
$313,330
2014
$8,822
$49,000 + $264,330
$313,330
*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
1
Lot width
—
Lot depth
—
Lot size
0.48 Acres
Year renovated
—
Sq. Ft.
2,186
Year built
1963
Style
Single Family Residential
County
Windham County
APN
08102511809
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.
Permitted uses
Include but are not limited to:
Agriculture
Religious facility
Housing-Single unit
Housing-Multiple units
Housing-Senior
Infrastructure
Golf related
Cemetery
Park & open space
Timberland
Property details
Parking
Parking & Garage
Garage Capacity: 2
Auto Open, Direct Entry, Parking Spaces 2, Under
Interior
Virtual Tour
Bathroom Information
# of Baths (full): 2
Basement Information
Basement: Yes
Basement Access: Walkout
Concrete, Full, Partially Finished, Stairs - Interior, Storage Space