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$868,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,685 Sq. Ft.
  • 1.08 Acres
  • 2 Car Garage
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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!

Full Property Details for 155 Hillwinds North Rd

General

  • Sold For: $868,000
  • Taxes: $17,648 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5050375
  • Added to Site: 246 day(s) ago

Interior

  • Number of Rooms: 13
  • Interior Features: Central Vacuum, Blinds, Cathedral Ceiling, Cedar Closet, Ceiling Fan, Wood Fireplace, 1 Fireplace, Kitchen Island, Natural Light, Natural Woodwork, Security, Vaulted Ceiling, Walk-In Closet, Walk-In Pantry, 1st Floor Laundry
  • Fireplace: Yes
  • Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Electric Water Heater
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: Bathroom Full, 9.5 x 5, Level 2
  • Bathroom 2: Bathroom Full, 8 x 7, Level 2
  • Bathroom 3: Bathroom Half, 6.5 x 2.5, Level 1
  • Bathroom 4: Bathroom Full, 14.5 x 11.5, Level 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: 17.75 x 16.25, Level 1
  • Bedroom 1: 16.5 x 11, Level 2
  • Bedroom 2: 16.25 x 11.5, Level 2
  • Bedroom 3: 15 x 13.25, Level 2

Other Rooms

  • Foyer/Entry: 16 x 11.6, Level 1
  • Living Room: 21.5 x 16.5, Level 1
  • Family Room: Family Room, 20 x 10, Level 2
  • Dining Room: Dining Room, 13.75 x 11.75, Level 1
  • Den: Den, 14.5 x 8.3, Level 1
  • Library: Library, 17.5 x 12, Level 1
  • Laundry: 8.5 x 8.25laundrymr, Level 1

Additional Information

  • Pool: Yes
  • Equipment: Window AC, Dehumidifier, Irrigation System, Security System

Exterior

  • Exterior Features: Garden Space, In-Ground Pool, Covered Porch
  • Color: Natural

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Driveway, Garage, Parking Spaces 6+, Paved

Location

  • County: Windham
  • Driving Directions: From downtown Brattleboro, take VT-30 north for approx. 0.8 mi. Left onto Upper Dummerston Rd for approx. 2.3 mi. Left onto Hillwinds Rd for approx. 0.2 mi. Right onto Hillwinds North for approx. 0.3 mi. See sign on left.

School Information

  • School District: Windham Southeast
  • Elementary School: Brattleboro Elem Schools
  • Middle School: Brattleboro Area Middle School
  • High School: Brattleboro High School

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Oil, Baseboard, Hot Water

Utilities

  • Sewer: Private, Septic

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Walk-up
  • Basement Desc.: Concrete, Full, Unfinished
  • Roof: Architectural Shingle
  • Stories/Levels: 2
  • Square Feet: 3,685
  • Finished Total: 3,685 Sq. Ft.
  • Finished Above Grnd: 3,685 Sq. Ft.
  • Year Built: 1994

Lot Features

  • Lot Size (Acres): 1.08
  • Lot Size (Sq. Ft.): 47,045
  • Frontage: Yes Road Frontage
  • Frontage Feet: 340
  • Driveway/Sidewalk: Paved
  • Zoning: Rural Residential

Financial Considerations

  • Price Per Sq. Ft.: $243.96
  • Tax Amount: $17,648
  • Tax Year: 2024

Disclosures and Reports

  • APN: 081-025-13701

Listed by Berkley & Veller Greenwood Country, Dan Normandeau
Sold by Berkley & Veller Greenwood Country, Karen. Hoppe

Listed by Berkley & Veller Greenwood Country, Dan Normandeau
Sold by Berkley & Veller Greenwood Country, Karen. Hoppe

Listing agent

— 155 Hillwinds North Rd —

  • Dan Normandeau

    Berkley & Veller Greenwood Country

Off: 802-254-6400

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Price & Sales History for 155 Hillwinds North Rd

Date
Details
Price
Change
Source
9/09/2025
Sold
$868,000
-3.45%
MLS
7/08/2025
Listed
$899,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Berkley & Veller Greenwood Country, Dan Normandeau
Sold by Berkley & Veller Greenwood Country, Karen. Hoppe

155 Hillwinds North Road, Brattleboro, VT 05301 (MLS# 5050375) is a Single Family property that was sold at $868,000 on September 09, 2025. Want to learn more about 155 Hillwinds North Road? Do you have questions about finding other Single Family real estate for sale in Brattleboro? You can browse all Brattleboro real estate or contact a Coldwell Banker agent to request more information.