$899,000
UNDER CONTRACT

155 Hillwinds N Brattleboro, VT 05301

Estimated payment $6,370/month

Total Views 7,267
4 Beds
3.5 Baths
3,685 Sq Ft
$244 Price per Sq Ft

Highlights

  • 1.08 Acre Lot
  • Contemporary Architecture
  • Wood Flooring
  • Mountain View
  • Cathedral Ceiling
  • Bonus Room

About This Home

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!

Listing Agent

Dan Normandeau

Berkley & Veller Greenwood Country Brokerage Phone: 802-254-6400 License #082.0096011 Listed on: 07/08/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $17,648

Year Built

  • Built in 1994

Lot Details

  • 1.08 Acre Lot
  • Property fronts a private road
  • Irrigation Equipment
  • Garden
  • Property is zoned Rural Residential

Parking

  • 2 Car Garage
  • Driveway

Home Design

  • Contemporary Architecture
  • Wood Frame Construction

Interior Spaces

  • 3,685 Sq Ft Home
  • Property has 2 Levels
  • Central Vacuum
  • Woodwork
  • Cathedral Ceiling
  • Ceiling Fan
  • Natural Light
  • Blinds
  • Entrance Foyer
  • Family Room
  • Dining Room
  • Den
  • Library
  • Bonus Room
  • Mountain Views
  • Home Security System

Kitchen

  • Walk-In Pantry
  • Dishwasher
  • Kitchen Island

Flooring

  • Wood
  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • En-Suite Primary Bedroom
  • Cedar Closet
  • Walk-In Closet

Laundry

  • Laundry Room
  • Dryer
  • Washer

Basement

  • Basement Fills Entire Space Under The House
  • Walk-Up Access

Schools

  • Brattleboro Elementary Schools
  • Brattleboro Area Middle School
  • Brattleboro High School

Utilities

  • Window Unit Cooling System
  • Dehumidifier
  • Baseboard Heating
  • Hot Water Heating System
  • Private Water Source
  • Drilled Well

Community Details

  • Trails

Home Details

Home Type

Single Family

Est. Annual Taxes

$17,648

Year Built

Built in 1994

Lot Details

0

Parking

2

Listing Details

  • 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.
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1994
  • Display On Internet: High Speed Intrnt Avail
  • Architectural Style: Contemporary
  • ResoLotFeatures: Landscaped, Mountain View, Open Lot, Trail/Near Trail, Views, Walking Trails, Abuts Conservation, Near Country Club, Near Paths, Near Shopping, Near Skiing, Near Hospital, Near School(s)
  • Road Frontage Type: Dead End, Paved, Public Maintained Road
  • PropertySubType: Single Family Residence
  • Attribution Contact: Off: 802-254-6400
  • MLS Status: (31) Under Contract - Active Under Contract
  • Above Grade Finished Sq Ft: 3685.0
  • Reso Interior Features: Central Vacuum, Blinds, Cathedral Ceiling(s), Cedar Closet(s), Ceiling Fan(s), Wood Fireplace, 1 Fireplace, Kitchen Island, Natural Light, Natural Woodwork, Security, Vaulted Ceiling(s), Walk-In Closet(s), Walk-in Pantry, 1st Floor Laundry
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Room_1_Type: Eat-in Kitchen
  • Room_10_Type: Primary BR Suite
  • Room_11_Type: Bedroom
  • Room_12_Type: Bedroom
  • Room_14_Type: Bonus Room
  • Room_15_Type: Laundry Room
  • Room_17_Type: Bathroom Full
  • Room_18_Type: Bathroom Full
  • Room_19_Type: Bathroom Half
  • Room_2_Type: Dining Room
  • Room_5_Type: Den
  • Room_7_Type: Library
  • Room_8_Type: Foyer
  • Room_9_Type: Family Room
  • Basement_Access_Type: Walk-up
  • Room_13_Type: Bedroom
  • Special Features: UnderContract
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Electric Water Heater
  • Total Bedrooms: 4
  • Flooring: Carpet, Ceramic Tile, Hardwood
  • Basement: Concrete, Full, Unfinished
  • Other Equipment: Window AC, Dehumidifier, Irrigation Equipment, Security System
  • Basement YN: Yes
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Exterior Features

  • Driveway: Paved
  • Exterior Features: Garden, In-Ground Pool, Covered Porch
  • Roof: Architectural Shingle
  • Construction Type: Wood Frame, Clapboard
  • Foundation Details: Poured Concrete

Garage/Parking

  • Garage Spaces: 2.0
  • Attached Garage: Yes
  • Parking Features: Driveway, Garage, Parking Spaces 6+, Paved

Utilities

  • Electric: 200+ Amp Service, Circuit Breakers
  • Sewer: Private Sewer, Septic Tank
  • Heating: Oil, Baseboard, Hot Water
  • Cooling: None
  • Utilities: Cable Available, Phone Available
  • Water Source: Drilled Well, Private

Schools

  • Elementary School: Brattleboro Elem Schools
  • High School: Brattleboro High School
  • Middle Or Junior School: Brattleboro Area Middle School

Lot Info

  • Surveyed: Unknown
  • Zoning: Rural Residential
  • Lot Size Acres: 1.08
  • Lot Size Sq Ft: 47045.0

Tax Info

  • Tax Year: 2024
  • Tax Annual Amount: 17648.0

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $16,905 $520,640 $66,600 $454,040
2023 $15,604 $520,640 $66,600 $454,040
2022 $16,011 $520,640 $66,600 $454,040
2021 $15,870 $520,640 $66,600 $454,040
2020 $15,587 $520,640 $66,600 $454,040
2019 $15,128 $520,640 $66,600 $454,040
2018 $14,884 $520,640 $66,600 $454,040
2016 $14,644 $520,640 $66,600 $454,040
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/08/2025 07/08/25 For Sale $899,000 -- $244 / Sq Ft
Source: PrimeMLS

Similar Homes in the area

  • 65 Hillwinds N, Brattleboro, VT 05301

    $849,000

    • 5 Beds
    • 4.5 Baths
    • 3,550 Sq Ft
    • 65 Hillwinds N
    • Brattleboro, VT

    This beautiful Colonial blends timeless design with contemporary enhancements. Set on over 2 acres of landscaped grounds, the property offers a country setting just minutes from Brattleboro. Inside, the floor plan has been expanded with large, light-filled rooms & custom features. The gourmet kitchen is a showstopper, w/Quartz counters, custom cabinetry, top-tier appliances, glass tile backsplash

    Robert Doyle Berkley & Veller Greenwood Country

    Section Image
  • 5 Hillwinds N, Brattleboro, VT 05301

    $849,000

    • 4 Beds
    • 4 Baths
    • 3,600 Sq Ft
    • 5 Hillwinds N
    • Brattleboro, VT

    Elegant Post-and-Beam home in coveted Hillwinds. Tucked along a birch-lined drive, this exceptional post-and-beam home is set on 11+ acres of landscaped grounds with lawns, stone walls, gardens, and mixed woodland 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

    Robert Doyle Berkley & Veller Greenwood Country

    Section Image
  • 104 Juniper Ridge Rd, Brattleboro, VT 05301

    $859,000

    • 4 Beds
    • 3.5 Baths
    • 3,212 Sq Ft
    • 104 Juniper Ridge Rd
    • Brattleboro, VT

    Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

    Kristen Ziter Taylor Brattleboro Area Realty

    Section Image
  • 925 Hinesburg Rd, Brattleboro, VT 05301

    $899,800

    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft
    • 925 Hinesburg Rd
    • Brattleboro, VT

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    Section Image
  • 1194 Ames Hill Rd, Brattleboro, VT 05301

    $795,000

    • 3 Beds
    • 5 Baths
    • 2,663 Sq Ft
    • 1194 Ames Hill Rd
    • Brattleboro, VT

    Welcome to The Appleshed. Starting as a storage structure within an old apple orchard, to a gentleman's hunting/fishing camp, to the cherished family home it is today, this property has had many lives and grown into a beloved gathering place for generations. Now it’s ready for its next chapter. Set on 63.8 acres with a babbling brook and breathtaking views of Mount Monadnock, this is a true

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    Section Image
  • 266 Ursa Ridge Rd, Dummerston, VT 05301

    $895,000

    • 3 Beds
    • 3 Baths
    • 2,258 Sq Ft
    • 266 Ursa Ridge Rd
    • Dummerston, VT

    This home is living art, tucked away at the end of the road of lovely homes & hundreds of acres ridgetop, yet only 10 minutes from downtown Brattleboro. Built by a craftsman this home is gracious & energy efficient. Building materials have been harvested from it's 51-1/2 acre woodland. Rooms are thoughtfully designed awash with natural light. Walk up the covered, stone walkway to enter the

    Randi Ziter Brattleboro Area Realty

    Section Image

Source: PrimeMLS

MLS Number: 5050375

PrimeMLS

APN: 081-025-13701