Windermere Dr, Holbrook, NY Property Records

Suffolk County, Islip Town and Southampton Town property records for 22 addresses on Windermere Dr, Holbrook, NY · Last verified August 2026

Windermere Dr Highlights

Properties 22
Median Sale Price $500,000
Deeds and Mortgages on File 17
Median Price per Sqft $269
Owner Occupied 100%
Median Annual Tax Bill $10,089
Median Year Built 1973
Median Ownership Tenure 18 years

Properties on Windermere Dr

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

3 Windermere Dr

0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4 Windermere Dr

0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Aug 2005 $6,8292024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

6 Windermere Dr

2 bd · 1 ba · 912 sqft · 0.36 acres

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

7 Windermere Dr

0.269 acres

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

10 Windermere Dr

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$408,000Feb 2008 Amount on Record May 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

14 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Mar 2017 $11,1852024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

18 Windermere Dr

0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$386,500May 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

21 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000Mar 2026 $8,1002024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

22 Windermere Dr

2,279 sqft · Built 1973 · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$615,000Mar 2022 $12,5892024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

25 Windermere Dr

1,236 sqft · Built 1973 · 0.219 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$615,000Dec 2021 $11,0352024 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

26 Windermere Dr

2,250 sqft · Built 1973 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Mar 2021 $11,1852024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

29 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5462024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

30 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,000Sep 1993 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

33 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$136,500Jun 1994 $9,4872024 Amount on Record Apr 1994 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

34 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$126,500Apr 1996 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

37 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

38 Windermere Dr

0.23 acres

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

41 Windermere Dr

1,722 sqft · Built 1973 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$446,000Aug 2020 $10,2702024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

42 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000Jun 2007 $10,0892024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

46 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jan 2014 $8,2462024 Amount on Record Jun 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

50 Windermere Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,000Oct 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

54 Windermere Dr

0.23 acres

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

Wildfire Risk on Windermere 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 4th percentile of exposed land nationally · 7th in New York
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
1 of 4 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets