Sold
Last Sold Price
2 beds1,328 sqft$124/sqft
509 Pleasant Valley Rd, Brattleboro, VT 05301
Single FamilyProperty Type
4.4 acresLot Size
1900Year Built
$124/sq ftPrice per sq ft
2 carsParking Spaces

Description

It really is still about location! This converted 30x40 Timberframe barn is now a cozy 2 Bedroom, 2 Bath single family residence situated on 4.4 acres across from the Pleasant Valley Reservoir and protected watershed land which offers tremendous sunset walks along the trails bordering the waters edge. Peace and tranquility, yet minutes to downtown Brattleboro. Large private yard, screened porch,detached 2-car Garage and large garden area are also attributes of this home in the country.It really is still about location! This converted 30x40 Timberframe barn is now a cozy 2 Bedroom, 2 Bath single family residence situated on 4.4 acres across from the Pleasant Valley Reservoir and protected watershed land which offers tremendous sunset walks along the trails bordering the waters edge. Peace and tranquility, yet minutes to downtown Brattleboro. Large private yard, screened porch,detached 2-car Garage and large garden area are also attributes of this home in the country.

    Sold By Palmiter Realty Group

    • Listed by: Chris Long • BHG Masiello Brattleboro
    Listing closed: 08/04/2014 12:00 AM • Source: New England Real Estate Network, MLS#: 4223429

    Recent comparable sales

    Median sold price

    $325,000

    Avg days on market

    32

    Sale-to-list ratio

    96.8%

    Brattleboro, VT

    9 comparable properties found

    $325,000 | 1644 Upper Dummerston Road, Brattleboro, VT 05301
    1/29
    1

    $325,000

    Sold 08/12/26

    2
    Bedrooms
    1,499
    Square Feet
    3.6
    Acres
    $455,000 | 139 Buttonwood Drive, Brattleboro, VT 05301
    1/34
    2

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    Sold 03/04/26

    2
    Bedrooms
    1,390
    Square Feet
    0.13
    Acres
    $519,000 | 31 Red Tail Lane, Brattleboro, VT 05301
    1/35
    3

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    Sold 11/12/24

    2
    Bedrooms
    1,120
    Square Feet
    0.17
    Acres
    $426,000 | 60 Gulf Road, Brattleboro, VT 05301
    1/38
    4

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    Sold 09/19/24

    3
    Bedrooms
    1,480
    Square Feet
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    5

    $56,652

    Sold 04/08/25

    2
    Bedrooms
    2
    Bathrooms
    1,138
    Square Feet
    1.1
    Acres
    $325,000 | 184 Carriage Hill Road, Brattleboro, VT 05301
    1/44
    6

    $325,000

    Sold 08/20/26

    3
    Bedrooms
    1,272
    Square Feet
    0.32
    Acres
    $525,000 | 211 Pleasant Valley Road, Brattleboro, VT 05301
    1/48
    7

    $525,000

    Sold 08/31/26

    2
    Bedrooms
    1,576
    Square Feet
    5.9
    Acres
    $209,000 | 3 Record Drive, Brattleboro, VT 05301
    1/34
    8

    $209,000

    Sold 07/11/25

    3
    Bedrooms
    1,248
    Square Feet
    Unavailable
    Acres
    $207,000 | 9 Garden Drive, Brattleboro, VT 05301
    1/27
    9

    $207,000

    Sold 05/27/25

    3
    Bedrooms
    1,512
    Square Feet
    0.05
    Acres

    Location

    Add your commute

    Payment Calculator

    $1,238 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $839

    Property Taxes

    $399

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Rocket Mortgage1

    Property Information for 509 Pleasant Valley Road

    Property Details
    • Taxes: $4,792 / year
    • MLS Type: Residential / Single Family
    • Parking: Parking Spaces 2, Detached
    • Zoning: res
    Building Information
    • Stories: 2
    • Year Built: 1900
    • Lot Size: 4.40 AC / 191,664 SF
    Summary
    Location and General Information
    • Area Description: Rural
    • City: Brattleboro
    • County: VT-Windham
    • Directions: Meadow Brook Rd. to Pleasant Valley. Follow approximately 1.5 miles to house on right. See Sign.
    • Latitude: 42.884363
    • Longitude: -72.608825
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Map: 006
    • Zip Code: 05301
    Taxes and HOA Information
    • SPAN Number: 00060122.13
    • Tax - Gross Amount: $4,792.04
    • Tax Year: 2012
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Gravel
    Property
    Lot Information
    • Lot: 122.130
    • Lot - Sqft: 191664.0
    • Lot Features: Country Setting, Trail/Near Trail, Walking Trails, Wooded
    • Lot Size Acres: 4.4
    • Road Frontage Length: 340.0
    • Square Feet Apx Finished Above Grade: 1328.0
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Tot Below Grade: 0.0
    • Square Feet Apx Total Finished: 1328.0
    Property and Assessments
    • Current Use: No
    • Assessment Amount: $218,320
    • Assessment Year: 2012
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Post/Piers
    • Surveyed: Yes
    • Year Built: 1900
    Utilities
    • Electric: 100 Amp
    • Sewer: Private, Septic
    • Water Source: Drilled Well
    Interior and Exterior Features
    Exterior Features
    • Color: Brown
    • Construction Materials: Post and Beam, Timber Frame, Vertical Siding
    • Features - Exterior: Garden Space
    • Roads: Gravel
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Range - Electric, Refrigerator, Water Heater-Gas-LP/Bttle
    • Basement: No
    • Basement Description: Crawl Space
    • Baths - Total: 2
    • Baths - Full: 2
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 5
    • Bedrooms - Total: 2
    • Features - Interior: Wood Stove Hook-up
    • Heat Fuel: Oil
    • Heating: Hot Air
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 8'x16"
    • Room Level: 1
    • Room Type: Kitchen
    Room 3
    • Room Dimensions: 16'x19'
    • Room Level: 1
    • Room Type: Living Room
    Room 6
    • Room Dimensions: 10"x12'6"
    Room 7
    • Room Dimensions: 14'x14'
    • Room Level: 1
    • Room Type: Primary Bedroom
    Room 8
    • Room Dimensions: 12'6"x16'
    • Room Level: 1
    • Room Type: Bedroom
    Room 13
    • Room Dimensions: 8'x20'

    Property History for 509 Pleasant Valley Road

    DateEvent & SourcePriceAppreciation
    Aug 4, 2014

    Sold

    New England Real Estate Network #4223429

    $165,000
    Aug 4, 2014

    Pending

    New England Real Estate Network #4223429

    Mar 21, 2013

    Price Change

    New England Real Estate Network #4223429

    $225,000
    DateEvent & SourcePrice
    08/04/2014

    Sold

    New England Real Estate Network #4223429

    $165,000
    08/04/2014

    Pending

    New England Real Estate Network #4223429

    03/21/2013

    Price Change

    New England Real Estate Network #4223429

    $225,000

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

    Public Records for 509 Pleasant Valley Road

    Taxable ValueLand$102,550Additions$77,230Total$179,780
    Tax Record2025$3,414 ($284 / month)
    Home Facts
    Beds1Baths2Total Finished SqFt1,200 SqFtAbove Grade Finished SqFt1,200 SqFtStories2Lot Size191,664 SqFtStyleSingle Family ResidenceYear Built1780Year Renovated1780ZoningRR / RCountyWINDHAMAPN(025) 00060122.130

    Schools near 509 Pleasant Valley Road

    This home is within Windham Southeast Unified Union School District #96.
    Rating
    School
    Type
    Grades
    Distance
    Public - PK to 6
    Public - 7 to 8
    Public - 9 to 12
    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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 509 Pleasant Valley Road, Brattleboro, VT 05301
    $165,000
    2
    1,328
    191,664
    15,986,520
    $335,000
    3
    1,840
    298,386
    1,459
    4,042,368
    2
    2,717
    2,465,496
    $367,500
    3
    1,680
    2,156,655

    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 09/06/2026 08:36 PM