203 Hillwinds Road

Closed 11/7/22
Closed 11/7/22
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Sold
Last Sold Price
$370,000
3 beds1,404 sqft$264/sqft
203 Hillwinds Rd, Brattleboro, VT 05301
Single FamilyProperty Type
1.09 acresLot Size
1976Year Built
$264/sq ftPrice per sq ft
2 carsParking Spaces

Description

This classic dormered cape with attached 2 car garage sits on 1.1 acres and abuts conserved land with woodland trails on hundreds of acres of protected land to explore out the back door. The house features a main floor bedroom and two large upstairs bedrooms with plenty of closet and storage space, two full baths (one per floor), a first-floor office/den, living/dining area with a wood burning fireplace (insert), hardwood floors throughout the main living area, a private back deck and a full walk-out...This classic dormered cape with attached 2 car garage sits on 1.1 acres and abuts conserved land with woodland trails on hundreds of acres of protected land to explore out the back door. The house features a main floor bedroom and two large upstairs bedrooms with plenty of closet and storage space, two full baths (one per floor), a first-floor office/den, living/dining area with a wood burning fireplace (insert), hardwood floors throughout the main living area, a private back deck and a full walk-out basement that could easily be finished into additional living space. On the outside you'll find a side yard firepit, ample room for a garden, a level front yard and the paved driveway. HILLWINDS is one of the more sought-after locations in the area in which to live mainly due to its unique combination of close proximity to downtown (5 min), exposure and elevation and the sense of rural country living, and peaceful quiet living normally found much further from town. Perhaps the greatest attribute is the hundreds of acres of conserved land that abuts the parcel. Not only is there direct access to the trail that winds through the large protected common land tract out back but the property also enjoys the view across the street of the 30 plus acre agricultural field owned by the Retreat Farm and other conserved land creating a situation that cannot change with the times. This is truly a special spot to call home.

    Sold By Berkley & Veller Greenwood Country

    • Listed by: Chris Long • BHG Masiello Brattleboro
    Listing closed: 11/07/2022 12:00 AM • Source: New England Real Estate Network, MLS#: 4930636
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    $2,433 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,881

    Property Taxes

    $553

    HOA Dues

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    Property Information for 203 Hillwinds Road

    Property Details
    • Taxes: $6,630 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Zoning: res
    Building Information
    • Stories: 1
    • Year Built: 1976
    • Lot Size: 1.09 AC / 47,654 SF
    Summary
    Location and General Information
    • Area Description: Abuts Conservation, Near Country Club, Near Golf Course, Near Shopping, Near Skiing, Neighborhood, Rural, Near Public Transportatn, Near Hospital
    • City: Brattleboro
    • County: VT-Windham
    • Directions: From Upper Dummerston Road take Hillwinds Road to 203 on right at the top of the hill.
    • Latitude: 42.889837686415319
    • Longitude: -72.600836300594324
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05301
    Taxes and HOA Information
    • SPAN Number: 081-025-14413
    • Tax - Gross Amount: $6,629.96
    • Tax Year: 2022
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Paved
    Property
    Lot Information
    • Common Land Acres: 209.0
    • Lot - Sqft: 47655.0
    • Lot Size Acres: 1.094
    • Road Frontage Length: 175.0
    • Square Feet Apx Finished Above Grade: 1404.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 2340.0
    • Square Feet Apx Total Finished: 1404.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 936.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Current Use: No
    • Assessment Amount: $227,670
    • Assessment Year: 2022
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Poured Concrete
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 1976
    Utilities
    • Electric: 100 Amp
    • Sewer: On-Site Septic Exists, Private
    • Utilities: Cable - At Site, High Speed Intrnt -AtSite
    Interior and Exterior Features
    Exterior Features
    • Color: White
    • Features - Exterior: Deck, Garden Space
    • Roads: Dead End, Paved, Public
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Dishwasher, Dryer, Range - Gas, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Concrete, Full, Walkout, Exterior Access
    • Baths - Total: 2
    • Baths - Full: 2
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 7
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Office/Study
    • Rooms: Level 2: Level 2: Bedroom
    • Bedrooms - Total: 3
    • Features - Interior: Fireplace - Wood, Hearth
    • Flooring: Carpet, Hardwood
    • Heat Fuel: Oil, Wood
    • Heating: Baseboard, Hot Water, Stove - Wood
    • Cooling: None
    • Total Stories: 1.5
    Room Information
    Room 1
    • Room Dimensions: 10' X 11'
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 9'6" X 9'6"
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 14' X 15'
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 11'6" X 12'
    • Room Level: 1
    • Room Type: Bedroom
    Room 5
    • Room Dimensions: 9' X 11'
    • Room Level: 1
    • Room Type: Office/Study
    Room 6
    • Room Dimensions: 14' X 14'
    • Room Level: 2
    • Room Type: Bedroom
    Room 7
    • Room Dimensions: 14' X 18'
    • Room Level: 2
    • Room Type: Bedroom

    Property History for 203 Hillwinds Road

    DateEvent & SourcePriceAppreciation
    Nov 7, 2022

    Sold

    New England Real Estate Network #4930636

    		$370,000—
    Nov 4, 2022

    Sold (Public Record)

    Public Record #1501235664

    		$370,000

    +8.8% / yr

    Sep 28, 2022

    Pending

    New England Real Estate Network #4930636

    		—
    DateEvent & SourcePrice
    11/07/2022

    Sold

    New England Real Estate Network #4930636

    $370,000
    11/04/2022

    Sold (Public Record)

    Public Record #1501235664

    $370,000

    +8.8% / yr

    09/28/2022

    Pending

    New England Real Estate Network #4930636

    —

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

    Public Records for 203 Hillwinds Road

    Taxable ValueLand$67,000Additions$160,670Total$227,670
    Tax Record2025$4,324 ($360 / month)
    Home Facts
    Beds3Baths2Total Finished SqFt1,404 SqFtAbove Grade Finished SqFt1,404 SqFtStories2Lot Size47,916 SqFtStyleSingle Family ResidenceYear Built1976Year Renovated1976ZoningRRCountyWINDHAMAPN(025) 00070160.000

    Schools near 203 Hillwinds 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 09/06/2026 07:57 PM