211 Pleasant Valley Road

Closed 8/31/26
Closed 8/31/26
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Sold
Last Sold Price
$525,000
2 beds1,576 sqft$333/sqft
211 Pleasant Valley Rd, Brattleboro, VT 05301
Single FamilyProperty Type
5.9 acresLot Size
1942Year Built
$333/sq ftPrice per sq ft
2 carsParking Spaces

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.

    Sold By Flex Realty

    • Listed by: Chris Long • BHG Masiello Brattleboro
    Listing closed: 08/31/2026 12:00 AM • Source: New England Real Estate Network, MLS#: 5094642
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    Property Taxes

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    Property Information for 211 Pleasant Valley Road

    Property Details
    • Taxes: $9,432 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Zoning: res
    Building Information
    • Stories: 1
    • Year Built: 1942
    • Lot Size: 5.90 AC / 257,004 SF
    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
    • Property Condition: 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
    Aug 31, 2026

    Sold

    New England Real Estate Network #5094642

    		$525,000—
    Aug 31, 2026

    Pending

    New England Real Estate Network #5094642

    		—
    Jul 18, 2026

    Active Under Contract

    New England Real Estate Network #5094642

    		—
    DateEvent & SourcePrice
    08/31/2026

    Sold

    New England Real Estate Network #5094642

    $525,000
    08/31/2026

    Pending

    New England Real Estate Network #5094642

    —
    07/18/2026

    Active Under Contract

    New England Real Estate Network #5094642

    —

    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 Record2025$5,143 ($429 / month)
    Home Facts
    Baths1Total Finished SqFt1,104 SqFtAbove Grade Finished SqFt1,104 SqFtStories1Lot Size397,703 SqFtStyleMulti-Family Dwelling (2-4)Year Built1942Year Renovated1942ZoningRRCountyWINDHAMAPN(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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    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 09/02/2026 05:23 AM