Windward Dr, Brattleboro, VT Property Records

Brattleboro Town and Dummerston Town property records for 18 addresses on Windward Dr, Brattleboro, VT · Last verified August 2026

Windward Dr Highlights

Properties 18
Median Sale Price $30,000
Deeds and Mortgages on File 5
Median Price per Sqft $30
Owner Occupied 67%
Median Annual Tax Bill $487
Median Year Built 1976
Median Ownership Tenure 6 years

Properties on Windward Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1 Windward Dr

2 bd · 1 ba · 672 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,000Jul 2010 $4872021 1 Name on Record Owner Occupied AssessorUpdated Jun 2023

2 Windward Dr

2 bd · 1 ba · 672 sqft

Last Sale Tax Bill Prior Sale Owner Records
$20,000Nov 2020 $3142025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

3 Windward Dr

2 bd · 2 ba · 924 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$16,390Aug 2025 $6852025 Sale Amount Aug 2011 2 Names on Record AssessorUpdated Aug 2026

4 Windward Dr

2 bd · 1 ba · 552 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3182025 2 Names on Record AssessorUpdated Aug 2026

5 Windward Dr

2 bd · 1 ba · 728 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4542025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

6 Windward Dr

2 bd · 2 ba · 924 sqft

Last Sale Tax Bill Prior Sale Owner Records
$50,000Feb 2020 $1,0782025 Sale Amount Oct 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

7 Windward Dr

2 bd · 1 ba · 840 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3662025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

8 Windward Dr

2 bd · 1 ba · 924 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,0842025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

9 Windward Dr

2 bd · 1 ba · 672 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3112025 1 Name on Record AssessorUpdated Aug 2026

10 Windward Dr

2 bd · 1 ba · 624 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4562025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

11 Windward Dr

2 bd · 1 ba · 994 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$30,000Nov 2017 $6022025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

12 Windward Dr

2 bd · 1 ba · 720 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3622025 1 Name on Record AssessorUpdated Aug 2026

14 Windward Dr

2 bd · 2 ba · 924 sqft

Last Sale Tax Bill Prior Sale Owner Records
$10,000Feb 2006 $6032025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

16 Windward Dr

2 bd · 1 ba · 828 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4462025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

18 Windward Dr

2 bd · 2 ba · 938 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2026 $1,3972024 —Mar 2025 2 Names on Record Assessor + 1 DocumentUpdated Jan 2026

20 Windward Dr

2 bd · 2 ba · 1,176 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,000Dec 2019 $1,0962025 Sale Amount Jun 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

22 Windward Dr

3 bd · 1 ba · 1,020 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4162025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

63 Windward Dr

1 bd · 1 ba · 960 sqft · 3.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$312,000Jul 2025 $4,0512025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

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