211 Pleasant Valley Rd

Brattleboro, VT 05301

$545,000
Price
2
Beds
1,576 Sq. Ft.
$346 / Sq. Ft.
1,576
Sq. Ft.
$346
per Sq. Ft.
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New
New

Description

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...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.
  1. Listed by Chris Long • BHG Masiello Brattleboro

Property Details for 211 Pleasant Valley Road

Zoning
res
LISTING UPDATED: 06/14/2026 03:06 PM

Property Details for 211 Pleasant Valley Road

StatusActive
MLS #5094642
Days on Market1
Taxes$9,432 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1942
Lot Size5.90 AC / 257,004 SF
CountyWindham County
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Location

Listing Courtesy of BHG Masiello Brattleboro
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Building Information for 211 Pleasant Valley Road

Stories1Year Built1942Building Size-Lot Size5.90 AC / 257,004 SF

Payment Calculator

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$3,502 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,716

Property Taxes

$786

HOA Dues

$0

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Property Information for 211 Pleasant Valley Road

Summary
Location and General Information
  • City: Brattleboro
  • County: VT-Windham
  • Directions: Meadowbrook Road to Pleasant Valley Road toward Reservoir. House is approx. 1 mile on right at the top of the hill.
  • Latitude: 42.878104460758394
  • Longitude: -72.603411538782424
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05301
Taxes and HOA Information
  • SPAN Number: 081-025-13594
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel
Property
Lot 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
  • Lot Size Acres: 5.9
  • Road Frontage Length: 650.0
  • Total Finished Area: 1576.0
  • Above Grade Finished Area: 1104.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 472.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 200.0
  • BelowGradeUnfinishedAreaSource: Estimated
  • Lot Size Square Feet: 257004.0
  • Total Area: 1776.0
Property and Assessments
  • Assessment Amount: $270,820
  • Assessment Year: 2025
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1942
Utilities
  • Electric: 100 Amp Service
  • Sewer: On-Site Septic Exists
  • Water Source: Drilled Well
  • Utilities: Phone, Cable
  • Internet: Cable Internet, Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Color: Brown
  • Construction Materials: Wood Frame, Vertical Siding, Wood Siding
  • Roof: Flat, Membrane
Interior Features
  • Appliances: Microwave, Electric Range, Refrigerator
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Partial, Partially Finished, Interior Stairs, Storage Space, Walkout
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Kitchen, Level 1: Living/Dining
  • Rooms: Level B: Level B: Family Room
  • Flooring: Carpet, Laminate, Vinyl
  • Heating: Oil, Hot Air
  • Cooling: Central AC
  • Total Stories: 1
  • Rooms Total: 5
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 2
  • Bathrooms Total: 1
Room Information
Room 1
  • Room Dimensions: 10' X 17'
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 13'6" X 22'6"
  • Room Level: 1
  • Room Type: Living/Dining
Room 3
  • Room Dimensions: 9' X 19'
  • Room Level: 1
  • Room Type: Bedroom
Room 4
  • Room Dimensions: 10' X 12'
  • Room Level: 1
  • Room Type: Bedroom
Room 5
  • Room Dimensions: 12' X 33'
  • Room Level: Basement
  • Room Type: Family Room

Property History for 211 Pleasant Valley Road

DateEvent & SourcePriceAppreciation
Jun 14, 2026

Listed (Active)

New England Real Estate Network #5094642

$545,000—
DateEvent & SourcePrice
06/14/2026

Listed (Active)

New England Real Estate Network #5094642

$545,000

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

Public Records for 211 Pleasant Valley Road

Taxable ValueLand$137,830Additions$132,990Total$270,820
Tax Record2024$8,794 ($733 / month)
Home Facts
Baths1Total Finished SqFt1,104 SqFtAbove Grade Finished SqFt1,104 SqFtStories1Lot Size397,703 SqFtStyleMulti-Family Dwelling (2-4)Year Built1942ZoningRRCountyWINDHAMAPN(025) 00060153.000

Schools near 211 Pleasant Valley Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Academy School
Public - PK to 6
Brattleboro Area Middle School
Public - 7 to 8
Brattleboro Senior Uhsd #6
Public - 9 to 12
Green Street School
Public - PK to 6
Rating
School
Distance
Academy School
PublicPK to 6

Brattleboro Area Middle School
Public7 to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Green Street School
PublicPK to 6

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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More information about 211 Pleasant Valley Road, Brattleboro, VT 05301

211 Pleasant Valley Road is a single family home for sale in Brattleboro, VT 05301. This property was listed for sale on June 14, 2026 by BHG Masiello Brattleboro, it's currently listed at $545,000. This listing's school district is Windham Southeast Unified Union School District #96. Nearby schools include Academy School, Brattleboro Area Middle School and Brattleboro Senior Uhsd #6. 211 Pleasant Valley Road is a 2-bed, 1-bath, 1,576 sqft single family home built in 1942.

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 BHG Masiello Brattleboro

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 06/15/2026 02:20 PM