203 Hillwinds Rd

Brattleboro, VT 05301

$370,000
Last Sold Price
3
Beds
1,404 Sq. Ft.
$264 / Sq. Ft.
1,404
Sq. Ft.
$264
per Sq. Ft.
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Closed 11/7/22
Closed 11/7/22

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.
  1. Listed by Chris Long • BHG Masiello Brattleboro

Sold By Berkley & Veller Greenwood Country

Property Details for 203 Hillwinds Road

Zoning
res
LISTING CLOSED: 11/07/2022 12:00 AM

Property Details for 203 Hillwinds Road

StatusClosed
MLS #4930636
Days on Market7
Taxes$6,630 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1976
Lot Size1.09 AC / 47,654 SF
CountyWindham County
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Location

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Building Information for 203 Hillwinds Road

Stories1Year Built1976Building Size-Lot Size1.09 AC / 47,654 SF

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$2,433 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,881

Property Taxes

$553

HOA Dues

$0

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Property Information for 203 Hillwinds Road

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
  • Construction Status: Existing
  • 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 Record2024$7,392 ($616 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,404 SqFtAbove Grade Finished SqFt1,404 SqFtStories2Lot Size47,916 SqFtStyleSingle Family ResidenceYear Built1976ZoningRRCountyWINDHAMAPN(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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
219 Hillwinds Road, Brattleboro, VT 05301
–
4
2,400
91,476
177 Hillwinds Road, Brattleboro, VT 05301
$357,500
4
2,445
59,241
208 Hillwinds Road, Brattleboro, VT 05301
$322,000
4
2,632
55,756
161 Hillwinds Road, Brattleboro, VT 05301
$330,500
4
2,600
47,480
244 Hillwinds Road, Brattleboro, VT 05301
–
4
1,440
71,438

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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 07/31/2026 12:52 PM