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About This Home
This 4-bedroom, 4-bathroom single family at 5 Hillwinds North in Brattleboro, VT is listed for $795,000 ($221 per sqft). Built in 1986, the home offers 3,600 sqft of living space on a 11.40 acres lot.
Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community.
Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access.
The formal living room features a brick fireplace and is surrounded by classic post & beam architecture and stained glass windows. The open kitchen & dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless appliances, and sliders to an expansive deck with serene views.
A den, half bath, and laundry closet complete the main level. Upstairs offers four bedrooms, including a stunning primary suite with cathedral ceiling, triple closets, fireplace, and Palladian windows. There is a tucked-away guest room that enjoys a private ¾ bath. The finished lower level includes a generous game room with wet bar, half bath, propane stove, & TV area—pool table included! A detached 2-car garage with storage, a garden shed, and timeless craftsmanship throughout make this a truly rare offering.
Key Features
- Built in 1986
- 11.40 acre lot
- 2 stories
- 2 parking spaces
Property Details
Amenities
Monthly Cost Estimate
$4,252/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
5 Hillwinds North
Brattleboro, VT 05301
Hillwinds
Property Details
Flooring
Parking
Heating
Appliances
Questions & Answers
This 4-bedroom, 4-bathroom single family at 5 Hillwinds North is listed at $795,000 ($221/sqft). The estimated monthly payment is $3,445 based on 20% down at 6.5% interest.
Key features include: Built in 1986, 11.40 acre lot, 2 stories, 2 parking spaces.
This property is listed by Robert Doyle and can be reached at 8022546400x133 or robert.doyle@berkleyveller.com.



