$925,000
SOLD OCT 1, 2025

65 Hillwinds N Brattleboro, VT 05301

5 Beds
4.5 Baths
4,150 Sq Ft
97,574 Sq Ft Lot

Recently Sold

$223 Per Sq Ft

9% Above List Price

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

Date Name Owned For Owner Type

Purchase Details

Listed on
Jul 9, 2025
Closed on
Oct 1, 2025
Sold by
Taggard Benjamin and Taggard Debra W
Bought by
Cutting Chad and Wilson Mary S
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
$895,811

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$29,189
Avg. Annual Appreciation
-6.46%

Purchase Details

Listed on
Sep 23, 2013
Closed on
Aug 8, 2014
Sold by
Richards Peter T and Richards Elizabeth M
Bought by
Taggard Benjamin W and Taggard Debra W
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

Date Type Sale Price Title Company
Quit Claim Deed $925,000 --
Deed $497,000 --
Source: Public Records

Property History

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

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 $16,207 $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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