Windward Dr, New Fairfield, CT Property Records

New Fairfield Town property records for 15 addresses on Windward Dr, New Fairfield, CT · Last verified July 2026

Windward Dr Highlights

Properties 15
Median Sale Price $453,500
Deeds and Mortgages on File 18
Median Price per Sqft $196
Owner Occupied 87%
Median Annual Tax Bill $10,377
Median Year Built 1979
Median Ownership Tenure 22 years

Properties on Windward Dr

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

1 Windward Dr

4 bd · 2.5 ba · 2,441 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$380,000Dec 2018 $10,3772025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

2 Windward Dr

4 bd · 2.5 ba · 2,311 sqft · 1.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$453,500Mar 2004 $10,1822025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

3 Windward Dr

4 bd · 2.5 ba · 2,740 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Dec 2015 $10,8352025 Amount on Record Aug 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

4 Windward Dr

3 bd · 2.5 ba · 2,432 sqft · 1.08 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$277,000Aug 2000 $10,9722025 Amount on Record Jun 1993 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

5 Windward Dr

4 bd · 2.5 ba · 2,416 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$326,700Aug 1988 $11,0882025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

6 Windward Dr

4 bd · 2.5 ba · 2,311 sqft · 1.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$705,000Jun 2026 $10,1632025 Amount on Record Dec 1989 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

8 Windward Dr

4 bd · 2.5 ba · 2,396 sqft · 1.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000Sep 2020 $10,3422025 —Oct 2019 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

9 Windward Dr

4 bd · 4.5 ba · 3,471 sqft · 1.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,000Feb 1994 $12,9462025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

10 Windward Dr

3 bd · 2.5 ba · 1,444 sqft · 1.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,500Apr 2025 $8,8362025 Amount on Record Jan 1997 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

11 Windward Dr

3 bd · 3.5 ba · 2,410 sqft · 2.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$400,000Sep 1999 $12,6022025 Amount on Record Apr 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

12 Windward Dr

4 bd · 2.5 ba · 2,350 sqft · 1.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$514,000Aug 2005 $9,3842025 Amount on Record May 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

13 Windward Dr

4 bd · 2.5 ba · 2,641 sqft · 1.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$265,500Jul 1991 $11,7912025 Amount on Record Jun 1988 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Windward Dr

6 bd · 5 ba · 2,521 sqft · 1.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Sep 2017 $8,5102025 Amount on Record Apr 2007 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

15 Windward Dr

5 bd · 3.5 ba · 2,512 sqft · 3.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$310,000May 2000 $12,7732025 Amount on Record Mar 1989 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

16 Windward Dr

4 bd · 2.5 ba · 2,133 sqft · 2.08 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$255,000Aug 1996 $9,6582025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Wildfire Risk on Windward Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in Connecticut
Wildfire LikelihoodLow — about 1 in 5,263 per year
ExposureDirect
2 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets