Listed by Chris Long • BHG Masiello Brattleboro. Bought with Flex Realty.
Sold on Aug 2026
$525,000
2
bd
•
1 ba
•
1,576
sq ft
211 Pleasant Valley Rd, Brattleboro, VT 05301
Is this your home?
Track this home’s value and nearby sales activity
About this home
Perched atop this scenic hillside on 6 acres, this distinctive contemporary home and classic gambrel two-story barn once enjoyed sweeping easterly views to Mount Wantastiquet and distant Mount Monadnock. Glimpses of the long-range views exist but will need to be reclaimed. Located on highly desirable Pleasant Valley Road in West Brattleboro, the property offers an exceptional combination of rural Vermont charm, privacy and convenience, with easy access to town. The beautiful Pleasant Valley Reservoir and the recreational opportunities provided by its protected land, trail system and class 4 road network are an underutilized outdoor paradise just down the road. The home's striking flat roof design, redwood siding, and clean mid-century modern influences create a timeless architectural aesthetic. Inside, the open concept living/dining and kitchen area is filled with natural light from the expansive windows that frame the surrounding landscape. An East/SE facing corner deck provides the perfect setting for morning coffee and sunrise views. The main level features two bedrooms and a full bath updated in 2026. The finished walkout lower level offers a spacious additional living space. The impressive gambrel barn once housed horses in its 3-5 stall lower level and has water and power. The top level of the barn is open clear span with a drive-in door ideal for vehicles and equipment storage, a wood shop, workshop, studio space or a variety of other uses including a possible second dwelling unit with applicable permits. The open land in front of the barn was once a dressage arena and provides an excellent level outdoor space for recreation, animals or agriculture. The remainder of the property includes a mix of open field, young growth forest and established yard areas surrounding the home with abundant room for large gardens and outdoor fun. Despite its peaceful country setting skiing, golf, hiking and biking are only minutes away. A rare one-of-a-kind Vermont property.
Est. $2,033 per month, based on comparable rentals
Sale and tax history for 211 Pleasant Valley Rd
Sale History
Tax History
Date
Event
Price
PrimeMLS #5094642
Aug 31, 2026
Delisted
—
Aug 31, 2026
Sold
$525,000
$333/sq ft
Jul 18, 2026
Contingent
—
Jun 14, 2026
Listed
$545,000
$346/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$5,143 (−1.9%)
$137,830 + $132,990
$270,820
2024
$5,242 (+10.5%)
$137,830 + $132,990
$270,820
2023
$4,745 (−43.0%)
$137,830 + $132,990
$270,820
2022
$8,328 (+0.9%)
$137,830 + $132,990
$270,820
2021
$8,255 (+1.8%)
$137,830 + $132,990
$270,820
2020
$8,108 (+3.0%)
$137,830 + $132,990
$270,820
2019
$7,869 (+1.6%)
$137,830 + $132,990
$270,820
2018
$7,742 (+1.4%)
$137,830 + $132,990
$270,820
2017
$7,634 (+0.2%)
$137,830 + $132,990
$270,820
2016
$7,617 (−0.9%)
$137,830 + $132,990
$270,820
2015
$7,684 (+218.8%)
$137,830 + $132,990
$270,820
2014
$2,410
$137,830 + $132,990
$270,820
2013
$137,830 + $132,990
$270,820
Public record
Public record
Zoning
Beds
2
Baths
1
Stories
1
Lot width
—
Lot depth
—
Lot size
9.13 Acres
Year renovated
—
Sq. Ft.
—
Year built
1942
Style
Single Family Residential
County
Windham County
APN
08102513594
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.
Construction Materials: Wood Frame, Vertical Siding, Wood Siding
Approximate Sq. Ft. Total Finished: 1576
Approximate Sq. Ft. Total: 1776
Color: Brown
Roof: Flat, Membrane
Driveway
Gravel
Lot, Zoning, & Easement Information
Lot Features: Agricultural, Country Setting, Field/Pasture, Level, Sloping, Trail/Near Trail, View, Wooded, Near Country Club, Near Golf Course, Near Skiing, Rural, Near Hospital, Private
Survey Information
Surveyed: Yes
Other Property & Lot Information
Year Built: 1942
Financial
Assessment Information
Assessment Amount: 270820
Assessment Year: 2025
Tax Information
Tax Year: 2025
Gross Amount Tax: 9431.56
SPAN Number: 081-025-13594
Other Tax Information
Page Deed: 986
Utilities
Heating & Cooling Information
Cooling: Central AC
Heat: Oil, Hot Air
Sewer Information
On-Site Septic Exists
Electric Information
100 Amp
Water Information
Water Source: Drilled Well
Other Utilities Information
Internet: Internet - Cable, Internet - Fiber Optic
Cable, Phone
Location
Road Information
Road Frontage Type: Gravel, Public Maintained Road
Road Frontage: Yes
Road Frontage Length: 650
Other Location Information
Directions: Meadowbrook Road to Pleasant Valley Road toward Reservoir. House is approx. 1 mile on right at the top of the hill.
Public facts
Beds: 2
Baths: 1.0
Sq. Ft.: —
Stories: 1.0
Lot Size: 9.13 acres
Style: Single Family Residential
Year Built: 1942
Year Renovated: —
County: Windham County
APN: 08102513594
Home facts updated by county records on Jul 8, 2026