5 Hillwinds North,Brattleboro, VT 05301
Brattleboro, VT 05301
Description
New updates: roof replacement with 30 year architectural shingles completed and six new skylights with remote control shades installed. 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.
Details
| MLS # | 5081610 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (31) Under Contract - Active Under Contract |
| Year | 1986 |
| Days On Site | 194 |
| Listing Provided By | Berkley & Veller Greenwood Country | Robert Doyle |
Features
| Bed(s) | 4 |
|---|---|
| Bath(s) | 4 Total |
| Garage | 2 |
| Basement | Y |
| Story(s) | 2 |
| Zoning | Residential |
| Acreage | 11.40 |
Interior
| Rooms Total | 11 |
|---|---|
| Cooling | None |
| Heating | Oil, Electric, Hot Water, Radiant Floor |
| Interior Features | Cathedral Ceiling(s), Gas Fireplace, Wood Fireplace, 3+ Fireplaces, Kitchen Island, Kitchen/Dining, LED Lighting, Natural Light, Skylight, Vaulted Ceiling(s), Wet Bar |
| Appliances | Gas Cooktop, Dishwasher, Dryer, Microwave, Wall Oven, Refrigerator, Washer, Domestic Water Heater, Tank Water Heater |
Exterior
| Exterior Features | Deck, Garden, Patio, Covered Porch, Shed, Double Pane Window(s), Handicap Modified |
|---|---|
| Roof | Asphalt Shingle |
| Construction Materials | Post and Beam, Wood Frame |
| Foundation Details | Poured Concrete |
| Lot Features | Corner Lot, Country Setting, Pasture, Landscaped, Major Road Frontage, Mountain View, Near Country Club, Near Golf Course, Near Paths |
| Accessibility Features | 1st Floor 1/2 Bathroom, 1st Floor 3 Ft. Doors |
Parking
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Auto Open, Storage Above, Paved, Detached |
Utilities
| Utilities | Propane |
|---|---|
| Electric | 200+ Amp Service, Circuit Breakers |
| Sewer | Septic Tank |
Taxes
| Tax Annual Amount | 15576 |
|---|---|
| Tax Year | 2025 |
Area Information
| State | VT |
|---|---|
| County | Windham |
| City | Brattleboro |
| Zip Code | 05301 |
| Area | VT Windham |
| Community Name | Hillwinds |
| School District | Windham Southeast |
| Listing VS Median (in Hillwinds) | |
Price: $769,900 low | high Med: $0 On site: 194 low | high Med: | |
Market Activity 05301
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Learn More About This Property
| State | VT |
|---|---|
| County | Windham |
| City | Brattleboro |
| Zip Code | 05301 |
| Area | VT Windham |
| Community Name | Hillwinds |
| School District | Windham Southeast |
| Listing VS Median (in Hillwinds) | |
Price: $769,900 low | high Med: $0 On site: 194 low | high Med: | |
