143 Hillwinds Rd

2,520 Sq. Ft.
$248 / Sq. Ft.
2,520
Sq. Ft.
$248
per Sq. Ft.

Description

Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden shed with power is standing ready. The sweet sun room is a nice addition to the living area, just off...Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden shed with power is standing ready. The sweet sun room is a nice addition to the living area, just off the kitchen/family room so a great place to expand when entertaining in the warmer months. It overlooks the very peaceful conservancy and is a special place for a quiet read or fun games in the rain. No worries of power outages here with both a gas generator and the new Tesla Powerwall! Above the garage is a versatile space that can be used as a studio, guest room, mother-in-law suite, or a study boasting a mini-split, refrigerator, and three-quarter bath. Enjoy the fire pit in the evening, under the stars. Watch the bluebirds at the birdhouses as they raise their families, the chipmunks that scurry, and the turkeys in the meadow. This is a wonderful neighborhood. Make it yours. Open house Saturday, April 11th 11am - 1pm
  1. Listed by Christine Lewis • Brattleboro Area Realty

Property Details for 143 Hillwinds Road

Zoning
RO1

Open Houses

Saturday, Apr 11th11:00 AM - 1:00 PM
LISTING UPDATED: 04/09/2026 03:58 PM

Property Details for 143 Hillwinds Road

StatusActive
MLS #5082786
Days on Market1
Taxes$12,242 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1974
Lot Size1.19 AC / 51,836 SF
CountyWindham County

Location

Listing Courtesy of Brattleboro Area Realty
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Building Information for 143 Hillwinds Road

Stories2Year Built1974Building Size-Lot Size1.19 AC / 51,836 SF

Payment Calculator

$4,167 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,147

Property Taxes

$1,020

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 143 Hillwinds Road

Summary
Location and General Information
  • City: Brattleboro
  • County: VT-Windham
  • Directions: RT 30 to Upper Dummerston Rd. to Hillwinds. Straight up to first house on right. Don't take Hillwinds North Rd right turn.
  • Latitude: 42.891463441690874
  • Longitude: -72.600332796295163
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05301
Taxes and HOA Information
  • SPAN Number: 081-025-13927
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Paved
Property
Lot Information
  • Footprint: 29x35 24x22
  • Lot Features: Conserved Land, Country Setting, Deed Restricted, Landscaped, Level, Open, Slight, Sloping, Trail/Near Trail, View, Walking Trails, Abuts Conservation, Near Country Club, Near Golf Course, Near Paths, Neighborhood
  • Lot Size Acres: 1.19
  • Road Frontage Length: 175.0
  • Total Finished Area: 2520.0
  • Above Grade Finished Area: 2520.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 975.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 51836.0
  • Total Area: 3495.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1974
Utilities
  • Electric Company: GMP
  • Cable Company: xfinity
  • Fuel Company: Cota & Cota Discount
  • Electric: 220 Plug, Circuit Breaker(s), Generator, On-Site, Energy Storage Device
  • Sewer: On-Site Septic Exists
  • Water Source: Drilled Well
  • Utilities: Cable Available, Propane, Telephone Available
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Vinyl Siding
  • Roof: Asphalt Shingle
Interior Features
  • Appliances: Dishwasher, ENERGY STAR Qual Dishwshr, Dryer, ENERGY STAR Qual Dryer, Microwave, Gas Range, Refrigerator, ENERGY STAR Qual Fridge, Washer, ENERGY STAR Qual Washer, Electric Water Heater, Owned Water Heater, Separate Water Heater, Heat Pump Water Heater, Exhaust Fan, Vented Exhaust Fan, Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete, Concrete Floor, Crawl Space, Frost Wall, Full, Interior Stairs, Storage Space, Unfinished, Interior Access, Exterior Access, Basement Stairs
  • Rooms: Level 1: Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Family Room, Level 1: Kitchen, Level 1: Living Room
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom, Level 2: 3/4 Bathroom
  • Flooring: Carpet, Laminate, Tile, Vinyl, Wood
  • Heating: Oil, Baseboard, Hot Water, Multi Zone, Mini Split
  • Cooling: Attic Fan, Mini Split, Other
  • Total Stories: 2
  • Rooms Total: 9
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 5
  • Bathrooms Total: 4
Room Information
Room 1
  • Room Dimensions: 13x18
  • Room Level: 1
  • Room Type: Family Room
Room 2
  • Room Dimensions: 13x18
  • Room Level: 1
  • Room Type: Kitchen
Room 3
  • Room Dimensions: 11x13
  • Room Level: 1
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 14x28
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 12x12
  • Room Level: 2
  • Room Type: Bedroom
Room 6
  • Room Dimensions: 13x15
  • Room Level: 2
  • Room Type: Bedroom
Room 7
  • Room Dimensions: 10x12
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Dimensions: 13x14
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 13x24
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 07x08
  • Room Level: 1
  • Room Type: Bathroom Half
Room 11
  • Room Dimensions: 12x06
  • Room Level: 2
  • Room Type: Bathroom Full
Room 12
  • Room Dimensions: 05x08
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 13
  • Room Dimensions: 05x10
  • Room Level: 2
  • Room Type: Bathroom Three Quarter

Property History for 143 Hillwinds Road

DateEvent & SourcePriceAppreciation
Apr 9, 2026

Listed (Active)

New England Real Estate Network #5082786

$625,000—
DateEvent & SourcePrice
04/09/2026

Listed (Active)

New England Real Estate Network #5082786

$625,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 143 Hillwinds Road

Taxable ValueLand$68,800Additions$282,720Total$351,520
Tax Record2024$11,414 ($951 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt2,520 SqFtAbove Grade Finished SqFt2,520 SqFtStories2Lot Size51,836 SqFtStyleSingle Family ResidenceYear Built1974ZoningRR / RCountyWINDHAMAPN(025) 00070155.000

Schools near 143 Hillwinds Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - PK to 6
Rating
School
Distance
Academy School
PublicPK to 6

Brattleboro Area Middle School
Public7 to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Green Street School
PublicPK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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143 Hillwinds Road is a single family home for sale in Brattleboro, VT 05301. This listing's school district is Windham Southeast Unified Union School District #96. Nearby schools include Academy School, Brattleboro Area Middle School and Brattleboro Senior Uhsd #6. 143 Hillwinds Road is a 5-bed, 4-bath, 2,520 sqft single family home built in 1974.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Brattleboro Area Realty

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 04/10/2026 07:49 AM