Oakside Rd, Smithtown, NY Property Records

Suffolk County and Smithtown Town property records for 37 addresses on Oakside Rd, Smithtown, NY · Last verified August 2026

Oakside Rd Highlights

Properties 37
Median Sale Price $710,000
Deeds and Mortgages on File 56
Median Price per Sqft $342
Owner Occupied 84%
Median Annual Tax Bill $13,604
Median Year Built 1964
Median Ownership Tenure 8 years

Properties on Oakside Rd

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

1 Oakside Rd

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5492024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

3 Oakside Rd

0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,7342024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4 Oakside Rd

4 bd · 1.5 ba · 1,416 sqft · 0.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$159,500Apr 1996 $14,7642024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5 Oakside Rd

0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$398,000Jul 2008 $9,3952024 Amount on Record Dec 2007 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

6 Oakside Rd

5 bd · 2.5 ba · 2,281 sqft · 0.669 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$775,000Sep 2024 $15,3382024 Amount on Record Aug 2015 2 Names on Record AssessorUpdated Aug 2026

7 Oakside Rd

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$427,500Jun 2013 $13,0612024 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

9 Oakside Rd

0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,7142024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

10 Oakside Rd

4 bd · 1.5 ba · 1,971 sqft · 0.519 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$319,000Jun 2001 $15,4942024 Amount on Record Jun 1995 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

11 Oakside Rd

3 bd · 1.5 ba · 1,370 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Dec 2007 $10,3412024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

12 Oakside Rd

3 bd · 1.5 ba · 1,416 sqft · 0.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,4122024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

14 Oakside Rd

3 bd · 2.5 ba · 1,908 sqft · 0.51 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$487,500Jul 2005 $12,2762024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

15 Oakside Rd

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$611,000Nov 2024 $9,7072024 2 Names on Record AssessorUpdated Aug 2026

17 Oakside Rd

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,1402024 2 Names on Record AssessorUpdated Aug 2026

19 Oakside Rd

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Feb 2017 $12,3692024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21 Oakside Rd

3 bd · 1.5 ba · 970 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$160,000Apr 1997 $11,6892024 Amount on Record Apr 1997 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23 Oakside Rd

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,8632024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

25 Oakside Rd

3 bd · 2 ba · 970 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$470,000Nov 2022 $17,0042024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

29 Oakside Rd

3 bd · 1.5 ba · 1,172 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2013 $13,6042024 Amount on Record Jun 2010 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

30 Oakside Rd

5 bd · 4.5 ba · 3,185 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$680,000May 2021 $20,5562024 Amount on Record Jan 2019 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

32 Oakside Rd

5 bd · 2.5 ba · 2,506 sqft · 0.46 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$17,0302024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

34 Oakside Rd

4 bd · 2.5 ba · 2,506 sqft · 0.46 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$633,000Jan 2016 $17,3102024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

36 Oakside Rd

0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$780,000Nov 2021 $17,2332024 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

37 Oakside Rd

4 bd · 2.5 ba · 2,506 sqft · 0.519 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$368,500Jan 2000 $17,6222024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

40 Oakside Rd

0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,4012024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

42 Oakside Rd

3 bd · 1.5 ba · 1,608 sqft · 0.539 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jan 2023 $14,0912024 Amount on Record Apr 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

43 Oakside Rd

5 bd · 2.5 ba · 2,506 sqft · 0.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$830,000Dec 2023 $16,0372024 Amount on Record Oct 2017 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

44 Oakside Rd

4 bd · 3.5 ba · 2,439 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$780,000Aug 2019 $19,2562024 Amount on Record Feb 2011 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

46 Oakside Rd

4 bd · 1.5 ba · 2,355 sqft · 0.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$705,000Sep 2021 $15,8752024 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

48 Oakside Rd

4 bd · 3 ba · 2,075 sqft · 0.639 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$710,000Oct 2023 $15,6732024 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

79 Oakside Rd

0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$317,000May 2002 $17,8542024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

81 Oakside Rd

0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Mar 2026 $9,6932024 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

82 Oakside Rd

0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Aug 2008 $8,3452024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

83 Oakside Rd

4 bd · 2 ba · 1,703 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$830,000Jun 2025 $14,8022024 Amount on Record Aug 2020 2 Names on Record Assessor + 4 DocumentsUpdated Aug 2026

84 Oakside Rd

3 bd · 1 ba · 1,490 sqft · 0.86 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,8342024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

85 Oakside Rd

3 bd · 2.5 ba · 2,595 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$265,000May 1994 $17,5732024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

89 Oakside Rd

3 bd · 1 ba · 1,129 sqft · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$489,000Nov 2018 $9,6162024 Amount on Record Feb 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

95 Oakside Rd

0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Aug 2022 $6,6312024 —Oct 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

Wildfire Risk on Oakside Rd

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

Wildfire RiskLow
this street's cells rank at the 14th percentile of exposed land nationally · 36th in New York
Wildfire LikelihoodLow — about 1 in 7,813 per year
ExposureDirect
3 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets