288 Hillwinds Rd

Brattleboro, VT 05301

$370,000
Last Sold Price
3
Beds
3,010 Sq. Ft.
$123 / Sq. Ft.
3,010
Sq. Ft.
$123
per Sq. Ft.
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Closed 8/14/14
Closed 8/14/14

Description

Long mountain views abound from the main living spaces of this bright and airy home in the Hillwinds area, on a paved, city plowed, road. This home is single-level living if preferred, but the master/ guest suite is privately situated upstairs. The lower level has a large, bright, finished, multi-purpose (office, game room, studio, gym) with it's own entrance. Rooms are spacious and have large double paned Andersen windows and hardwood floors. A deck off the family room overlooks the back yard and...Long mountain views abound from the main living spaces of this bright and airy home in the Hillwinds area, on a paved, city plowed, road. This home is single-level living if preferred, but the master/ guest suite is privately situated upstairs. The lower level has a large, bright, finished, multi-purpose (office, game room, studio, gym) with it's own entrance. Rooms are spacious and have large double paned Andersen windows and hardwood floors. A deck off the family room overlooks the back yard and the mountain views. This home is in excellent shape, lovingly maintained, and is move-in ready. You'll have the security provided by the 15 KW whole house, propane powered generator. You'll enjoy having a little over one acre with professionally landscaped gardens, and the home sits at the edge of a large parcel of conserved farmland. As a plus, with the Hillwinds Association land trust, there are over 200 acres of forest & trails. Sale contingent upon sellers finding suitable housing.
  1. Listed by Jane Sonntag • Berkley & Veller Greenwood Country

Sold By Brattleboro Area Realty

Property Details for 288 Hillwinds Road

Parking
Auto Open, Driveway, Detached
Zoning
RD
LISTING CLOSED: 08/14/2014 12:00 AM

Property Details for 288 Hillwinds Road

StatusClosed
MLS #4340446
Days on Market99
Taxes$8,996 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1974
Lot Size1.17 AC / 50,965 SF
CountyWindham County
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Location

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Building Information for 288 Hillwinds Road

Stories1Year Built1974Building Size-Lot Size1.17 AC / 50,965 SF

Payment Calculator

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$2,630 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,881

Property Taxes

$750

HOA Dues

$0

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Property Information for 288 Hillwinds Road

Summary
Location and General Information
  • Area Description: Abuts Conservation
  • City: Brattleboro
  • County: VT-Windham
  • Directions: From Brattleboro - RT 30 to Upper Dummerston Rd., follow to Hillwinds on left. At top of hill, bear left and follow to 288 on left.
  • Latitude: 42.889048651593
  • Longitude: -72.599620400772
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Zip Code: 05301
Taxes and HOA Information
  • Fee Includes: Recreation
  • SPAN Number: 08102514685
  • Tax - Gross Amount: $8,996.04
  • Tax Year: 2014
  • Taxes TBD: No
School Information
  • School - High: Brattleboro High School
  • School - District: Brattleboro School District
  • School - Elementary: Brattleboro Elem Schools
  • School - Middle/Jr: Brattleboro Area Middle School
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Paved
Property
Lot Information
  • Lot - Sqft: 50965.0
  • Lot Features: Landscaped, Mountain View, Trail/Near Trail, View, Walking Trails
  • Lot Size Acres: 1.17
  • Road Frontage Length: 185.0
  • Square Feet Apx Finished Above Grade: 2640.0
  • Square Feet Apx Finished AG Source: Appraiser
  • Square Feet Apx Finished Below Grade: 370.0
  • Square Feet Apx Tot Below Grade: 1000.0
  • Square Feet Apx Total Finished: 3010.0
  • Square Feet Apx Unfinished Below Grade: 630.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Foundation: Concrete
  • ROW - Parcel Access: No
  • Surveyed: Yes
  • Year Built: 1974
Utilities
  • Electric: 100 Amp, Circuit Breaker(s), Generator
  • Sewer: 1000 Gallon, Concrete, Leach Field, Private, Septic
  • Water Source: Drilled Well, Private
  • Utilities: Cable
  • Internet: Internet - Cable, DSL
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, T1-11 Exterior
  • Features - Accessibility: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, Access Laundry No Steps
  • Features - Exterior: Deck, Fence - Invisible Pet, Shed, Window Screens
  • Roads: Paved, Public
  • Roof: Shingle - Asphalt
Interior Features
  • Appliances: Dishwasher, Dryer, Range - Electric, Refrigerator, Washer, Water Heater - Electric, Water Heater - Owned
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Crawl Space, Daylight, Partial, Partially Finished, Stairs - Interior, Storage Space, Sump Pump
  • Baths - Total: 3
  • Baths - Full: 2
  • Half Baths: 1
  • Three Quarter Bath: 0
  • Rooms - Total: 9
  • Bedrooms - Total: 3
  • Equipment: Window AC, Dehumidifier, Smoke Detectr-Batt Powrd, Smoke Detectr-HrdWrdw/Bat
  • Features - Interior: Ceiling Fan, Kitchen/Dining, Primary BR w/ BA, Vaulted Ceiling, Walk-in Closet, Walk-in Pantry, Laundry - 1st Floor
  • Flooring: Carpet, Ceramic Tile, Hardwood
  • Heat Fuel: Oil, Wood
  • Heating: Hot Air, Stove - Wood
  • Cooling: Central AC
  • Total Stories: 1.5
Room Information
Room 1
  • Room Dimensions: 11'2x10
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 14'7x11'2
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 15'6x25'3
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 24x15
  • Room Type: Family Room
Room 7
  • Room Dimensions: 15'5x15'5
  • Room Level: 2
  • Room Type: Primary Bedroom
Room 8
  • Room Dimensions: 11'5x11'9
  • Room Level: 1
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 11'10x15
  • Room Level: 1
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 9'9x11'5
  • Room Level: 1
  • Room Type: Other
Room 14
  • Room Dimensions: 24x15
  • Room Level: Basement
  • Room Type: Other

Property History for 288 Hillwinds Road

DateEvent & SourcePriceAppreciation
Aug 14, 2014

Sold (Public Record)

Public Record #434365829

$370,000—
Aug 14, 2014

Sold

New England Real Estate Network #4340446

$370,000—
Aug 14, 2014

Pending

New England Real Estate Network #4340446

—
DateEvent & SourcePrice
08/14/2014

Sold (Public Record)

Public Record #434365829

$370,000
08/14/2014

Sold

New England Real Estate Network #4340446

$370,000
08/14/2014

Pending

New England Real Estate Network #4340446

—

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

Public Records for 288 Hillwinds Road

Taxable ValueLand$68,400Additions$248,630Total$317,030
Tax Record2024$10,294 ($858 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,652 SqFtAbove Grade Finished SqFt2,652 SqFtStories2Lot Size50,965 SqFtStyleSingle Family ResidenceYear Built1974ZoningRR / RCountyWINDHAMAPN(025) 00070164.000

Schools near 288 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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Listing Courtesy of Berkley & Veller Greenwood Country

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 07/26/2026 04:26 PM