Listing Details

Brattleboro, VT 05301 5 Hillwinds North

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Presented By: Robert Doyle with Berkley & Veller Greenwood Country; Off: 802-254-6400
  • PrimeMLS - 85 - NH
  • MLS# 5081610
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Disclaimer: The information contained in this listing has not been verified by Halliday Real Estate and should be verified by the buyer.
  • Beds • 4
  • Full/Half Baths • 2 / 2
  • SQFT • 3,600
  • Garage • 2

Home Details

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.
Presented By: Robert Doyle with Berkley & Veller Greenwood Country; Off: 802-254-6400

Interior Features for 5 Hillwinds North

Bedrooms

Beds4

Other Interior Features

InternetCable Internet
Total Finished Area3600
Basement Access TypeInterior
BasementYes
Basement DescriptionConcrete, Concrete Floor, Partial, Partially Finished, Storage Space
FlooringCarpet, Ceramic Tile, Hardwood, Marble, Other
Interior AmenitiesCathedral Ceiling, Gas Fireplace, Wood Fireplace, 3+ Fireplaces, Kitchen Island, Kitchen/Dining, LED Lighting, Natural Light, Skylight, Vaulted Ceiling, Wet Bar

Other Rooms

Room 1 Level1
Rooms: Level BLevel B: 1/2 Bathroom, Level B: Rec Room
Rooms: Level 2Level 2: Bedroom, Level 2: Full Bathroom, Level 2: 3/4 Bathroom
Rooms: Level 1Level 1: 1/2 Bathroom, Level 1: Den, Level 1: Family Room, Level 1: Foyer, Level 1: Kitchen/Dining, Level 1: Living Room, Level 1: Mudroom
Room 9 TypeMudroom
Room 9 Level1
Room 9 Dimensions7X8
Room 8 TypeFoyer
Room 8 Level1
Room 8 Dimensions21X17
Room 7 TypeRec Room
Room 7 LevelBasement
Room 7 Dimensions35X17.5
Room 5 TypeDen
Room 5 Level1
Room 5 Dimensions8X13
Room 4 TypeFamily Room
Room 4 Level1
Room 4 Dimensions22X22 Irregular
Room 3 TypeLiving Room
Room 3 Level1
Room 3 Dimensions17X17
Room 19 TypeBathroom Half
Room 19 LevelBasement
Room 19 Dimensions4.5X5
Room 18 TypeBathroom Half
Room 18 Level1
Room 18 Dimensions13.5X5 &W&D
Room 17 TypeBathroom Three Quarter
Room 17 Level2
Room 17 Dimensions6X10 Irreg
Room 16 TypeBathroom Full
Room 16 Level2
Room 16 Dimensions16.5X11
Room 13 TypeBedroom
Room 13 Level2
Room 13 Dimensions11X11.5
Room 12 TypeBedroom
Room 12 Level2
Room 12 Dimensions11X19.5
Room 11 TypeBedroom
Room 11 Level2
Room 11 Dimensions10X13.5
Room 10 TypeBedroom
Room 10 Level2
Room 10 Dimensions14.5X17.5
Room 1 TypeKitchen/Dining
Room 1 Dimensions22X13
Total Rooms11

General for 5 Hillwinds North

3/4 Baths1
Accessibility Features1st Floor 1/2 Bathroom, 1st Floor 3 Ft. Doors
AppliancesGas Cooktop, Dishwasher, Dryer, Microwave, Wall Oven, Refrigerator, Washer, Domestic Water Heater, Tank Water Heater
AuctionNo
Bathrooms4
CityBrattleboro
Construction MaterialsPost and Beam, Wood Frame
Construction StatusExisting
CoolingNone
CovenantsYes
DOM107
DirectionsUpper Dummerston Road to Hillwinds Road. Take to the first right (Hillwinds North) and the house is the first on the right.
Electric200+ Amp Service, Circuit Breaker(s)
Flood ZoneNo
Full Baths1
GarageYes
Half Baths2
HeatingOil, Electric, Hot Water, Radiant Floor
Last Updated07/17/2026 16:59:03
Price Per Sq Ft Total AG256.63
Property ClassResidential
Road FrontageYes
RoofAsphalt Shingle
School DistrictWindham Southeast
SeasonalNo
SewerSeptic
Status Detail0
Stories Count2
StyleContemporary, Post and Beam
SubdivisionHillwinds
Tax Year2025
TypeSingle Family
UtilitiesPropane
Year Built1986
ZoningResidential

Exterior for 5 Hillwinds North

ColorWhite
DrivewayPaved
Exterior AmenitiesDeck, Garden Space, Patio, Covered Porch, Shed, Double Pane Window(s), Handicap Modified
Foundation Poured Concrete
Garage Capacity2
Lot FeaturesCorner, Country Setting, Field/Pasture, Landscaped, Major Road Frontage, Mountain View, Near Country Club, Near Golf Course, Near Paths
Lot Size Area11.4
Lot Size Square Feet496584
Parking FeaturesAuto Open, Storage Above, Paved, Detached
Road Frontage Length2463
Road Frontage TypePaved, Public Maintained Road
SurveyedUnknown
Water SourceDrilled Well

Additional Details

Price History

Sadie Halliday

REALTOR
Price $769,900
MLS#5081610
Property Type Single Family
Phone 603.660.2321
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