Listing Tools

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.

More Info

Tax Information

  • Tax Year2025

Location

  • Building Number5
  • StreetHillwinds North
  • TownBrattleboro
  • StateVT
  • Zip05301
  • CountyWindham
  • SubdivisionHillwinds
  • DistrictWindham Southeast
  • Flood Zone Y/NNo
  • Address5 Hillwinds North

Property

  • Acreage11.4
  • Lot DescriptionCorner, Country Setting, Field/Pasture, Landscaped, Major Road Frontage, Mountain View, Near Country Club, Near Golf Course, Near Paths
  • AreaVT-Windham
  • DrivewayPaved
  • RoadsPaved, Public Maintained Road
  • Road Frontage2463

Utilities

  • Heat SystemOil, Electric, Hot Water, Radiant Floor
  • WaterDrilled Well
  • SewerSeptic
  • Electric200+ Amp Service, Circuit Breaker(s)
  • UtilitiesPropane

Parking

  • Parking Spaces2
  • GarageYes
  • Parking DescriptionAuto Open, Storage Above, Paved, Detached

Building

  • Year Built1986
  • Building ConstructionPost and Beam, Wood Frame
  • ConstructionExisting
  • Property StyleContemporary, Post and Beam
  • Bedrooms4
  • Bathroom4
  • Total Baths4
  • 3/4 Baths1
  • Half Bath2
  • Total Rooms11
  • Square Feet3,600
  • APX Unfin Below Grade600
  • BasementConcrete, Concrete Floor, Partial, Partially Finished, Storage Space
  • FoundationPoured Concrete

Exterior

  • Exterior FeaturesDeck, Garden Space, Patio, Covered Porch, Shed, Double Pane Window(s), Handicap Modified
  • Exterior ColorWhite
  • RoofAsphalt Shingle

Amenities

  • Accessibility Amenities1st Floor 1/2 Bathroom,1st Floor 3 Ft. Doors
  • PricePerSqFt220.83

Other

  • SeasonalNo
  • Page779-783
  • Date Listed04/01/2026
  • View Count3

Rooms

  • Full Bath1

Basic Information

  • MLS Number5081610
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$795,000
  • Listing Agent NameRobert Doyle
  • Broker NameBerkley & Veller Greenwood Country

Interior

  • Interior FeaturesCathedral Ceiling, Gas Fireplace, Wood Fireplace,3+ Fireplaces, Kitchen Island, Kitchen/Dining, LED Lighting, Natural Light, Skylight, Vaulted Ceiling, Wet Bar
  • Room 1 TypeKitchen/Dining
  • Room 1 Level1
  • Room 1 Dimensions22X13
  • FloorsCarpet, Ceramic Tile, Hardwood, Marble, Other
  • Room 3 TypeLiving Room
  • Room 3 Level1
  • Room 3 Dimensions17X17
  • Room 4 TypeFamily Room
  • Room 4 Level1
  • Room 4 Dimensions22X22 Irregular
  • Room 5 TypeDen
  • Room 5 Level1
  • Room 5 Dimensions8X13
  • Stories2
  • Room 7 TypeRec Room
  • Room 7 LevelBasement
  • Room 7 Dimensions35X17.5
  • Room 8 TypeFoyer
  • Room 8 Level1
  • Room 8 Dimensions21X17
  • Room 9 TypeMudroom
  • Room 9 Level1
  • Room 9 Dimensions7X8
  • Room 10 TypeBedroom
  • Room 10 Level2
  • Room 10 Dimensions14.5X17.5
  • Room 11 TypeBedroom
  • Room 11 Level2
  • Room 11 Dimensions10X13.5
  • Room 12 TypeBedroom
  • Room 12 Level2
  • Room 12 Dimensions11X19.5
  • Room 13 TypeBedroom
  • Room 13 Level2
  • Room 13 Dimensions11X11.5
  • Room 16 TypeBathroom Full
  • Room 16 Level2
  • Room 16 Dimensions16.5X11
  • Room 17 TypeBathroom Three Quarter
  • Room 17 Level2
  • Room 17 Dimensions6X10 Irreg
  • Room 18 TypeBathroom Half
  • Room 18 Level1
  • Room 18 Dimensions13.5X5 &W&D
  • Room 19 TypeBathroom Half
  • Room 19 LevelBasement
  • Room 19 Dimensions4.5X5

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 May 15, 2026 12:24 PM EDT

 

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