Penn Dr, Smithtown, NY Property Records

Suffolk County and Smithtown Town property records for 24 addresses on Penn Dr, Smithtown, NY · Last verified August 2026

Penn Dr Highlights

Properties 24
Median Sale Price $465,000
Deeds and Mortgages on File 35
Median Price per Sqft $381
Owner Occupied 96%
Median Annual Tax Bill $10,306
Median Year Built 1959
Median Ownership Tenure 9 years

Properties on Penn Dr

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

1 Penn Dr

3 bd · 2 ba · 1,070 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,9282024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

3 Penn Dr

0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2562024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4 Penn Dr

3 bd · 1 ba · 1,023 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$360,000Feb 2017 $10,0232024 Amount on Record Apr 2010 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5 Penn Dr

3 bd · 1 ba · 1,023 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$465,000Nov 2019 $8,3642024 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

6 Penn Dr

0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jul 2020 $10,7092024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

7 Penn Dr

4 bd · 1.5 ba · 1,582 sqft · 0.289 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$8,8742024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

9 Penn Dr

3 bd · 2 ba · 1,678 sqft · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$640,000Sep 2022 $12,4672024 Amount on Record Aug 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

11 Penn Dr

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Aug 2008 $9,2182024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

15 Penn Dr

3 bd · 1 ba · 1,118 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Mar 2026 $9,8012024 Amount on Record Mar 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

17 Penn Dr

1,322 sqft · Built 1959 · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$575,000Sep 2021 $11,9072024 Amount on Record Nov 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

18 Penn Dr

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,9972024 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

19 Penn Dr

3 bd · 1 ba · 1,965 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$13,1192024 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

20 Penn Dr

3 bd · 1 ba · 1,023 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$375,000Mar 2003 $10,3062024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21 Penn Dr

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,7742024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

22 Penn Dr

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,6512024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23 Penn Dr

3 bd · 1.5 ba · 1,575 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$445,500Oct 2009 $10,9522024 Amount on Record Aug 1998 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

24 Penn Dr

4 bd · 1.5 ba · 1,118 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$295,000Apr 2012 $11,0962024 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

26 Penn Dr

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,7552024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

27 Penn Dr

5 bd · 4 ba · 2,440 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$480,000Jul 2008 $12,3422024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

28 Penn Dr

3 bd · 1 ba · 1,118 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$213,000Jun 2000 $10,5632024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

29 Penn Dr

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6722024 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

30 Penn Dr

0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4632024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

32 Penn Dr

2 bd · 1 ba · 1,118 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,7552024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

34 Penn Dr

3 bd · 1 ba · 1,967 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$11,4142024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

Wildfire Risk on Penn 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 15th percentile of exposed land nationally · 42nd in New York
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
1 of 4 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets