336 Hillwinds Rd

3,257 Sq. Ft.
$216 / Sq. Ft.
3,257
Sq. Ft.
$216
per Sq. Ft.

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.
  1. Listed by Rebecca Seymour • Brattleboro Area Realty

Sold By Brattleboro Area Realty

Property Details for 336 Hillwinds Road

Parking
Direct Entry, Driveway, Garage, Parking Spaces 6+, Attached
Water View
No
Zoning
R
LISTING CLOSED: 04/26/2024 12:00 AM

Property Details for 336 Hillwinds Road

StatusClosed
MLS #4986362
Days on Market6
Taxes$13,979 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1971
Lot Size1.18 AC / 51,400 SF
CountyWindham County
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Building Information for 336 Hillwinds Road

Stories2Year Built1971Building Size-Lot Size1.18 AC / 51,400 SF

Payment Calculator

$4,748 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,583

Property Taxes

$1,165

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 336 Hillwinds Road

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
  • Construction Status: Existing
  • 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 Record2024$14,437 ($1,203 / month)
Home Facts
Beds4Baths3Total Finished SqFt2,529 SqFtAbove Grade Finished SqFt2,529 SqFtStories2Lot Size51,401 SqFtStyleSingle Family ResidenceYear Built1971ZoningRRCountyWINDHAMAPN(025) 00070174.000

Schools near 336 Hillwinds Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
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 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 07/26/2026 12:33 AM