5 Hillwinds North, Brattleboro, VT 05301

• 4 beds |
• 4 baths |
• 4,200 sqft

Property Description

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.

Listing Status:

Active

Date Added:

April 1, 2026

Data Last Updated:

May 6, 2026 at 2:57PM

Listing Office:

Berkley & Veller Greenwood Country : 802-254-6400

Listing Agent:

Robert Doyle : 802-254-6400 : robert.doyle@berkleyveller.com

MLS ID:

5081610

Interior

• General: Cathedral CeilingGas FireplaceWood Fireplace3+ FireplacesKitchen IslandKitchen/DiningLED LightingNatural LightSkylightVaulted CeilingWet Bar
• Appliances: Gas CooktopDishwasherDryerMicrowaveWall OvenRefrigeratorWasherDomestic Water HeaterTank Water Heater
• Basement: ConcreteConcrete FloorPartialPartially FinishedStorage Space
• Flooring: CarpetCeramic TileHardwoodMarbleOther
• A/C: None
• Heating: OilElectricHot WaterRadiant Floor
• Disability Feature: 1st Floor 1/2 Bathroom1st Floor 3 Ft. Doors

Exterior

• General: DeckGarden SpacePatioCovered PorchShedDouble Pane Window(s)Handicap Modified
• Style: ContemporaryPost and Beam
• Parking: Auto OpenStorage AbovePavedDetached

Construction

• Roofing: Asphalt Shingle
• General: Post and BeamWood FramePoured Concrete

Location

• Road/Access: PavedPublic Maintained Road
• School District: Windham Southeast
• County: Windham

Lot

• Driveway: Paved
• Zoning: Residential

Utilities

• Utilities: Propane
• Water: Drilled Well
• Sewer: Septic