336 Hillwinds Road

Closed 4/26/24
Closed 4/26/24
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Sold
Last Sold Price
$705,000
4 beds3,257 sqft$216/sqft
336 Hillwinds Rd, Brattleboro, VT 05301
Single FamilyProperty Type
1.18 acresLot Size
1971Year Built
$216/sq ftPrice per sq ft
2 carsParking Spaces

Description

Stunning, meticulously cared for, contemporary home in the coveted Hillwinds neighborhood. You'll have the best of both worlds being just 10 minutes to downtown while having easy access to over 200 acres of conserved land for walking or snowshoeing. The kitchen is a dream with stainless steel appliances, granite countertops, and high end cabinetry, all overlooking the in-ground pool, perennial gardens with lovely stone walkways, and back deck with screened room for bug free summer suppers.  Living...Stunning, meticulously cared for, contemporary home in the coveted Hillwinds neighborhood. You'll have the best of both worlds being just 10 minutes to downtown while having easy access to over 200 acres of conserved land for walking or snowshoeing. The kitchen is a dream with stainless steel appliances, granite countertops, and high end cabinetry, all overlooking the in-ground pool, perennial gardens with lovely stone walkways, and back deck with screened room for bug free summer suppers.  Living and dining area are in the great room flooded with light from the two story windows. Enjoy gathering in the great room sitting area by the propane insert, or for more privacy, the den, also with a propane insert, provides optimal coziness. Three bedrooms on the first floor, the primary has an ensuite with jacuzzi tub, are just right for aging in place. The "fourth bedroom" is a loft with closet and 3/4 bath. The finished area of the basement has a pellet stove and plenty of space for work desks, or a pool table! There is an attached two car garage as well as a detached barn with plenty of storage space for cars or toys. All of this only 2 1/2 hours from Boston and 30 minutes to Mt Snow. You really can have it all! Open house Saturday March 2nd 1:00-3:00.

    Sold By Brattleboro Area Realty

    • Listed by: Rebecca Seymour • Brattleboro Area Realty
    Listing closed: 04/26/2024 12:00 AM • Source: New England Real Estate Network, MLS#: 4986362

    Recent comparable sales

    Median sold price

    $535,000

    Avg days on market

    78

    Sale-to-list ratio

    92.8%

    Brattleboro, VT

    9 comparable properties found

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    41 Chapin Street, Brattleboro, VT 05301

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    11 Strawberry Hill, Brattleboro, VT 05301

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    76 Spruce Street, Brattleboro, VT 05301

    $615,000 | 143 Hillwinds Road, Brattleboro, VT 05301
    1/47
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    143 Hillwinds Road, Brattleboro, VT 05301

    $535,000 | 7 Chase Street, Brattleboro, VT 05301
    1/41
    8

    $535,000

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    3,113
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    7 Chase Street, Brattleboro, VT 05301

    $497,408 | 204 Meeting House Lane, Brattleboro, VT 05301
    1/31
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    $497,408

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    Bedrooms
    2,656
    Square Feet
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    204 Meeting House Lane, Brattleboro, VT 05301

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    $4,748 per month

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    $3,583

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    Property Information for 336 Hillwinds Road

    Property Details
    • Taxes: $13,979 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Parking: Direct Entry, Driveway, Garage, Parking Spaces 6+, Attached
    • Water View: No
    • Zoning: R
    Building Information
    • Stories: 2
    • Year Built: 1971
    • Lot Size: 1.18 AC / 51,400 SF
    Summary
    Location and General Information
    • Area Description: Abuts Conservation, Near Country Club, Near Paths, Near Skiing, Neighborhood
    • City: Brattleboro
    • County: VT-Windham
    • Directions: From Rt 30, turn onto Upper Dummerston Rd, continue 3 miles to Hillwinds, follow bearing left to 336.
    • Latitude: 42.887061000000998
    • Longitude: -72.598162000000002
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05301
    Taxes and HOA Information
    • SPAN Number: 081-025-12405
    • Tax - Gross Amount: $13,979.00
    • Tax Year: 2023
    • Taxes TBD: No
    School Information
    • School - High: Brattleboro High School
    • School - District: Windham Southeast
    • 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: 51401.0
    • Lot Features: Country Setting, Landscaped, Trail/Near Trail, Walking Trails
    • Lot Size Acres: 1.18
    • Road Frontage Length: 235.0
    • Square Feet Apx Finished Above Grade: 2529.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 728.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 4174.0
    • Square Feet Apx Total Finished: 3257.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 917.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • PreConstruction: No
    • ROW to other Parcel: No
    • Surveyed: Unknown
    • Year Built: 1971
    Utilities
    • Electric Company: Green Mtn Power
    • Cable Company: Comcast
    • Electric: 100 Amp
    • Sewer: 1000 Gallon, Leach Field
    • Water Source: Drilled Well
    • Utilities: Gas - LP/Bottle
    • Internet: High Speed Intrnt -Avail
    Interior and Exterior Features
    Exterior Features
    • Color: sage green
    • Construction Materials: Wood Frame, Clapboard Exterior, Wood Exterior
    • Features - Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Access Laundry No Steps, Bathroom w/Tub, Paved Parking, 1st Floor Laundry
    • Features - Exterior: Barn, Deck, Fence - Dog, Fence - Full, Natural Shade, Outbuilding, Pool - In Ground, Porch - Enclosed, Porch - Screened
    • Roads: Public
    • Roof: Shingle - Architectural
    Interior Features
    • Appliances: Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer, Water Heater - Electric
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Full, Partially Finished, Storage Space, Sump Pump, Walkout, Interior Access
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 7
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Den, Level 1: Kitchen, Level 1: Laundry Room, Level 1: Living/Dining, Level 1: Primary Bdm Ste
    • Rooms: Level B: Level B: Family Room
    • Bedrooms - Total: 4
    • Equipment: CO Detector, Dehumidifier, Smoke Detector, Stove-Pellet, Generator - Standby
    • Features - Interior: Cathedral Ceiling, Cedar Closet, Ceiling Fan, Dining Area, Fireplace - Gas, Kitchen Island, Living/Dining, Primary BR w/ BA, Natural Light, Skylight, Whirlpool Tub, Laundry - 1st Floor
    • Flooring: Carpet, Tile, Wood
    • Heat Fuel: Gas - LP/Bottle, Oil, Pellet
    • Heating: Hot Air, Multi Zone, Stove - Pellet
    • Cooling: Central AC
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 11x15
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 13.5x5
    • Room Level: 1
    • Room Type: Laundry Room
    Room 3
    • Room Dimensions: 21.5x30
    • Room Level: 1
    • Room Type: Living/Dining
    Room 4
    • Room Dimensions: 11x16
    • Room Level: 1
    • Room Type: Den
    Room 5
    • Room Dimensions: 11x29
    • Room Level: 2
    • Room Type: Bedroom with Bath
    Room 6
    • Room Dimensions: 12x15
    • Room Level: 1
    • Room Type: Primary BR Suite
    Room 7
    • Room Dimensions: 10x13
    • Room Level: 1
    • Room Type: Bedroom
    Room 8
    • Room Dimensions: 12x15
    • Room Level: 1
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 26x28
    • Room Level: Basement
    • Room Type: Family Room

    Property History for 336 Hillwinds Road

    DateEvent & SourcePriceAppreciation
    Apr 26, 2024

    Sold

    New England Real Estate Network #4986362

    		$705,000—
    Mar 5, 2024

    Pending

    New England Real Estate Network #4986362

    		—
    Feb 28, 2024

    Listed (Active)

    New England Real Estate Network #4986362

    		$695,000—
    DateEvent & SourcePrice
    04/26/2024

    Sold

    New England Real Estate Network #4986362

    $705,000
    03/05/2024

    Pending

    New England Real Estate Network #4986362

    —
    02/28/2024

    Listed (Active)

    New England Real Estate Network #4986362

    $695,000

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

    Public Records for 336 Hillwinds Road

    Taxable ValueLand$68,600Additions$376,040Total$444,640
    Tax Record2025$7,799 ($650 / month)
    Home Facts
    Beds4Baths3Total Finished SqFt2,529 SqFtAbove Grade Finished SqFt2,529 SqFtStories2Lot Size51,401 SqFtStyleSingle Family ResidenceYear Built1971Year Renovated1971ZoningRRCountyWINDHAMAPN(025) 00070174.000

    Schools near 336 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: 336 Hillwinds Road, Brattleboro, VT 05301
    $705,000
    4
    3,257
    51,400
    348 Hillwinds Road, Brattleboro, VT 05301
    $56,652
    2
    2
    1,138
    47,916
    321 Hillwinds Road, Brattleboro, VT 05301
    –
    4
    2.5
    2,464
    108,900
    306 Hillwinds Road, Brattleboro, VT 05301
    –
    4
    3.5
    2,590
    58,370
    297 Hillwinds Road, Brattleboro, VT 05301
    –
    3
    2
    1,408
    76,666
    345 Hillwinds Road, Brattleboro, VT 05301
    –
    3
    2
    2,650
    60,984

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    Listing Courtesy of Brattleboro Area Realty

    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 04:18 PM