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USAVTBrattleboroHillwinds5 Hillwinds N
Listing image | Image 1

5 Hillwinds N, Brattleboro, VT

House

For Sale

Listed price in listed location currency (USD).
$769,900

442

MLS® 5081610

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3600 sqft
Garage Yes
Taxes $15,576
Days Active 109
Lot Size 11.4 Acres
Approx. Age 1986
Avg. Price Per Sqft $213
MLS® Number 5081610

Property Address: 5 Hillwinds N, Brattleboro, VT, 05301-9077

Average square foot calculated using Size range provided by listing agent.

Description

Owner plans on house roof replacement, skylight replacement and necessary chimney work. 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. 12/1/25 new System 2000 boiler, recently paved drive and so many beautiful appointments.
MLS® Number5081610
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1986
BasementConcrete, Concrete Floor, Partial, Partially Finished, Storage Space
DrivewayAuto Open, Storage Above, Paved, Detached
Garage Spaces
HeatOil, Electric, Hot Water, Radiant Floor
A/CNone

Extras

Rooms

Change to metres

Bedroom 2:Second Floor13.42 × 10 ft
Other:First Floor5 × 13.42 ft
Bedroom 4:Second Floor11.42 × 11 ft
Bedroom 1:Second Floor17.42 × 14.42 ft
Other:Second Floor10 × 6 ft
Bedroom 3:Second Floor19.42 × 11 ft
Family Room:First Floor22 × 22 ft
Den:First Floor13 × 8 ft
Other:First Floor17 × 21 ft
Other:Basement17.42 × 35 ft
Other:Second Floor11 × 16.42 ft
Other:First Floor8 × 7 ft
Other:First Floor13 × 22 ft
Living Room:First Floor17 × 17 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 1, 2026List Date
$769,900List Price
  • Commute

Commute

Starting Address
Destination Address
5 Hillwinds N, Brattleboro, VT

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