288 Hillwinds Road

Closed 8/14/14
Closed 8/14/14
Gallery Image 1
Sold
Last Sold Price
$370,000
3 beds3,010 sqft
288 Hillwinds Rd, Brattleboro, VT 05301
Single FamilyProperty Type
1.17 acresLot Size
1974Year Built
$123/sq ftPrice per sq ft
2 carsParking Spaces

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.

    Sold By Brattleboro Area Realty

    • Listed by: Jane Sonntag • Berkley & Veller Greenwood Country
    Listing closed: 08/14/2014 12:00 AM • Source: New England Real Estate Network, MLS#: 4340446

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    Median sold price

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    Avg days on market

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    Sale-to-list ratio

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    Brattleboro, VT

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    Property Information for 288 Hillwinds Road

    Property Details
    • Taxes: $8,996 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Parking: Auto Open, Driveway, Detached
    • Zoning: RD
    Building Information
    • Stories: 1
    • Year Built: 1974
    • Lot Size: 1.17 AC / 50,965 SF
    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
    • 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 Record2025$6,021 ($502 / month)
    Home Facts
    Beds3Baths2.5Total Finished SqFt2,652 SqFtAbove Grade Finished SqFt2,652 SqFtStories2Lot Size50,965 SqFtStyleSingle Family ResidenceYear Built1974Year Renovated1974ZoningRR / 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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 288 Hillwinds Road, Brattleboro, VT 05301
    $370,000
    3
    3,010
    50,965
    306 Hillwinds Road, Brattleboro, VT 05301
    –
    4
    3.5
    2,590
    58,370
    244 Hillwinds Road, Brattleboro, VT 05301
    –
    4
    1.5
    1,440
    71,438
    265 Hillwinds Road, Brattleboro, VT 05301
    $192,500
    3
    1,300
    65,340
    297 Hillwinds Road, Brattleboro, VT 05301
    –
    3
    2
    1,408
    76,666
    321 Hillwinds Road, Brattleboro, VT 05301
    –
    4
    2.5
    2,464
    108,900

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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 09/28/2026 06:25 AM