Situated in Brattleboro’s premier, rural neighborhood, this much-loved home is a masterclass in thoughtful design, meticulous construction, & refined living. A grand dbl-door foyer welcomes you into a soaring entry hall that flows seamlessly into a sunken, dbl-height ceiling LR - complete w/ granite-surround FP, custom blt-ins, & crowned by a dramatic balcony overlook. Light pours in from every angle of the home, highlighting arch. details like trayed ceilings, plate rails, picture shelves, & bullseye rosettes that elevate every space w/ timeless elegance. The stylish kitchen - w/ cherry cabinetry, granite counters, & center island - overlooks the expansive LR & enjoys hillside views, a sunny eat-in area, & walk-in pantry. The spacious 1st-fl prim. suite features a spacious 4-fixt BA & luxurious walk-in closet. A cath.-ceiling Lib, Ofc, Ldry/MR, powder rm, & a carefree, Fibercon deck complete the main level. Upstairs, 4 BR’s, 2 full BA’s, & a cozy FR provide many options. Outside, enjoy manicured, irrigated, weed-free lawns (the envy of the local country club), dozens of blooming lily varietals, & a 20x40 in-ground pool w/diving board. Extras incl. a 2-car garage, expansive basement, Tesla battery, & cntl fire/sec. sys. 160-ac conserved parcel w/ easy trail access at cul-de-sac. Close to town, yet incredibly peaceful - minutes to shopping, Amtrak, hospital, golf, schools, & recreation. A remarkable blend of tranquility & accessibility. Sched. your private viewing today!
Active under contract
Listed by:
Dan Normandeau,
Berkley & Veller Greenwood Country Off:802-254-6400
$899,000
155 Hillwinds North Road, Brattleboro, VT 05301
4beds
3,685sqft
Est.:
Single Family Residence
Built in 1994
1.08 Acres Lot
$-- Zestimate®
$244/sqft
$-- HOA
What's special
Timeless eleganceHillside viewsCozy frTrayed ceilingsSoaring entry hallDramatic balcony overlookWalk-in pantry
- 34 days
- on Zillow |
- 1,102 |
- 46 |
Zillow last checked: 7 hours ago
Listing updated: August 07, 2025 at 12:17pm
Listed by:
Dan Normandeau,
Berkley & Veller Greenwood Country Off:802-254-6400
Source: PrimeMLS,MLS#: 5050375

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Oil, Baseboard, Hot Water
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Electric Water Heater
- Laundry: 1st Floor Laundry
Features
- Central Vacuum, Cathedral Ceiling(s), Cedar Closet(s), Ceiling Fan(s), Kitchen Island, Natural Light, Natural Woodwork, Vaulted Ceiling(s), Walk-In Closet(s), Walk-in Pantry
- Flooring: Carpet, Ceramic Tile, Hardwood
- Windows: Blinds
- Basement: Concrete,Full,Unfinished,Walk-Up Access
- Number of fireplaces: 1
- Fireplace features: Wood Burning, 1 Fireplace
Interior area
- Total structure area: 6,015
- Total interior livable area: 3,685 sqft
- Finished area above ground: 3,685
- Finished area below ground: 0
Property
Parking
- Total spaces: 6
- Parking features: Paved, Driveway, Garage, Parking Spaces 6+
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered Porch
- Exterior features: Garden
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- View description: Mountain(s)
- Frontage length: Road frontage: 340
Lot
- Size: 1.08 Acres
- Features: Landscaped, Open Lot, Trail/Near Trail, Views, Walking Trails, Abuts Conservation, Near Country Club, Near Paths, Near Shopping, Near Skiing, Near Hospital, Near School(s)
Details
- Zoning description: Rural Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior
- Foundation: Poured Concrete
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1994
Utilities & green energy
- Electric: 200+ Amp Service, Circuit Breakers
- Sewer: Private Sewer, Septic Tank
- Utilities for property: Cable Available, Phone Available
Community & HOA
Community
- Security: Security, Security System
Location
- Region: Brattleboro
Financial & listing details
- Price per square foot: $244/sqft
- Annual tax amount: $17,648
- Date on market: 7/8/2025
- Road surface type: Paved
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