NOT LISTED FOR SALE

65 Hillwinds N Brattleboro, VT 05301

Estimated Value: $850,000 - $998,000

5 Beds
4.5 Baths
4,150 Sq Ft
$223/Sq Ft Est. Value

Sale Details

Date Sold: October 1, 2025

Last sale price $925,000 $223 Per Sq Ft

Current estimated payment $6,369 / mo

5 Days on Market

Highlights

  • In Ground Pool
  • Colonial Architecture
  • Deck
  • 2.24 Acre Lot
  • Mountain View
  • Hearth Room

About This Home

As of October 2025

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 and walnut accents-perfect for entertaining. The great room features a Palladian window array, HW floors, ceiling fan, & patio doors to the deck for seamless indoor-outdoor living. The formal living room includes HW floors, FP, and French doors. A formal dining room provides the perfect setting for gatherings & special occasions. Additional highlights include a first-floor library with cathedral ceiling & built-in bookcases, a lower-level family and a generous mudroom with 1/2 bath. The primary bedroom features an ensuite bath & walk-in closet, while 4 additional bedrooms and 4 baths ensure room for all. Step outside to your private oasis with a stunning inground pool and a fully equipped stainless outdoor kitchen featuring granite countertops, built-in grill, refrigerator, sink, burner station, beverage center--perfect for Summer gatherings. Stunning sunrises, TimberTech Deck and saltwater pool all add to the appeal. Craftsmanship and care are evident throughout this fine home offering comfort, style & a location that combines the best of VT living. Delayed showings begin 7/12.

Last Agent to Sell the Property

Robert Doyle

Berkley & Veller Greenwood Country Brokerage Phone: 802-254-6400 License #082.0000151 Listed on: 07/09/2025

Last Buyer's Agent

Steve Schoppmeyer

BHG Masiello Brattleboro License #081.0004512

BHG Masiello Brattleboro

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $16,918

Year Built

  • Built in 1983

Lot Details

  • 2.24 Acre Lot
  • Property has an invisible fence for dogs
  • Landscaped
  • Garden

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Contemporary Architecture
  • Wood Frame Construction
  • Architectural Shingle Roof
  • Clapboard

Interior Spaces

  • Property has 2 Levels
  • Cathedral Ceiling
  • Ceiling Fan
  • Gas Fireplace
  • Double Pane Windows
  • Mud Room
  • Great Room
  • Family Room
  • Dining Room
  • Library
  • Mountain Views
  • Pull Down Stairs to Attic

Kitchen

  • Hearth Room
  • Electric Range
  • Warming Drawer
  • Microwave
  • Dishwasher

Flooring

  • Wood
  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • En-Suite Bathroom
  • Walk-In Closet

Laundry

  • Laundry on upper level
  • Dryer
  • Washer

Basement

  • Heated Basement
  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Interior and Exterior Basement Entry

Outdoor Features

  • In Ground Pool
  • Deck
  • Patio
  • Outdoor Gas Grill
  • Porch

Utilities

  • Mini Split Air Conditioners
  • Heating System Uses Propane
  • Radiant Heating System
  • Baseboard Heating
  • Hot Water Heating System
  • 200+ Amp Service
  • Propane
  • Drilled Well
  • Water Heater
  • Septic Tank

Community Details

Overview

  • Hillwinds Subdivision

Recreation

  • Trails

Home Details

Home Type

Single Family

Est. Annual Taxes

$16,918

Year Built

Built in 1983

Lot Details

2.24 Acres

Parking

2

Listing Details

  • Directions: From Brattleboro, take Upper Dummerston Road and turn left onto Hillwinds Road. Take the first right onto Hillwinds North and it is the 3rd house on the right. See Sign.
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1983
  • Display On Internet: Cable Internet
  • Architectural Style: Colonial, Contemporary
  • ResoLotFeatures: Country Setting, Landscaped, Mountain View, Trail/Near Trail, Walking Trails, Neighborhood
  • Road Frontage Type: Dead End, Paved, Public Maintained Road
  • PropertySubType: Single Family Residence
  • Attribution Contact: Off: 802-254-6400
  • MLS Status: (20) Closed - Closed
  • Subdivision Name: Hillwinds
  • Above Grade Finished Sq Ft: 3550.0
  • Reso Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, Gas Fireplace, Hearth, Master BR w/ BA, Security, Walk-In Closet(s), 2nd Floor Laundry, Attic with Pulldown
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Room_1_Type: Kitchen
  • Room_10_Type: Bedroom
  • Room_11_Type: Bedroom
  • Room_12_Type: Bedroom
  • Room_14_Type: Bedroom
  • Room_2_Type: Dining Room
  • Room_4_Type: Family Room
  • Room_5_Type: Library
  • Room_7_Type: Great Room
  • Room_8_Type: Mudroom
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Interior
  • Room_13_Type: Bedroom
  • Below_Grade_Unfinished_Area_Source: Measured
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Domestic Water Heater, Tank Water Heater, Warming Drawer
  • Total Bedrooms: 5
  • Flooring: Carpet, Ceramic Tile, Hardwood
  • Basement: Bulkhead, Climate Controlled, Full, Partially Finished, Exterior Stairs, Walkout, Interior Access, Basement Stairs
  • Basement YN: Yes
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Three Quarter Bathrooms: 2
  • Below Grade Sq Ft: 600.0

Exterior Features

  • Driveway: Paved
  • Exterior Features: Deck, Invisible Pet Fence, Garden, Other - See Remarks, Patio, In-Ground Pool, Porch, Double Pane Window(s), Built in Gas Grill
  • Roof: Architectural Shingle, Standing Seam
  • Construction Type: Wood Frame, Clapboard
  • Exclusions: See Seller's Property Information Report for Exclusions.
  • Foundation Details: Poured Concrete

Garage/Parking

  • Garage Spaces: 2.0
  • Attached Garage: Yes

Utilities

  • Electric: 200+ Amp Service, Circuit Breakers
  • Sewer: Septic Tank
  • Heating: Propane, Baseboard, Electric, Hot Water, Radiant
  • Cooling: Mini Split
  • Utilities: Propane
  • Water Source: Drilled Well

Lot Info

  • Surveyed: No
  • Zoning: Residential
  • Lot Size Acres: 2.24
  • Lot Size Sq Ft: 97574.0

Tax Info

  • Tax Year: 2024
  • Tax Annual Amount: 16918.0

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Jul 9, 2025
Closed on
Oct 1, 2025
Sold by
Bought by
Seller's Agent
Robert Doyle
Berkley & Veller Greenwood Country
Buyer's Agent
Steve Schoppmeyer
BHG Masiello Brattleboro
List Price
$849,000
Sold Price
$925,000
Premium/Discount to List
$76,000
8.95%
Views
19
Current Estimated Value
$926,329

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$1,329
Avg. Annual Appreciation
0.21%

Purchase Details

Listed on
Sep 23, 2013
Closed on
Aug 8, 2014
Sold by
Bought by
Seller's Agent
Robert Doyle
Berkley & Veller Greenwood Country
Buyer's Agent
Robert Doyle
Berkley & Veller Greenwood Country
List Price
$529,000
Sold Price
$497,000
Premium/Discount to List
-$32,000
-6.05%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
5.72%
Source: Public Records
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$925,000 --
$497,000 --
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/01/2025 10/01/25 Sold $925,000 +9.0% $223 / Sq Ft
07/15/2025 07/15/25 Pending -- -- --
07/09/2025 07/09/25 For Sale $849,000 +70.8% $205 / Sq Ft
08/08/2014 08/08/14 Sold $497,000 -6.0% $140 / Sq Ft View Prior Sale
05/21/2014 05/21/14 Pending -- -- --
09/23/2013 09/23/13 For Sale $529,000 -- $149 / Sq Ft
Source: PrimeMLS

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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
2025 $16,207 $499,130 $87,400 $411,730
2024 $16,207 $499,130 $87,400 $411,730
2023 $14,959 $499,130 $87,400 $411,730
2022 $15,349 $499,130 $87,400 $411,730
2021 $15,214 $499,130 $87,400 $411,730
2020 $14,943 $499,130 $87,400 $411,730
2019 $14,503 $499,130 $87,400 $411,730
2018 $14,269 $499,130 $87,400 $411,730
2017 -- $499,130 $87,400 $411,730
2016 $14,039 $499,130 $87,400 $411,730
2015 -- $4,730 $0 $0
2014 -- $4,730 $0 $0
2013 -- $4,730 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: PrimeMLS

MLS Number: 5050760

PrimeMLS

APN: 081-025-14743

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