Roundabout Rd, Smithtown, NY Property Records

Suffolk County and Smithtown Town property records for 28 addresses on Roundabout Rd, Smithtown, NY · Last verified August 2026

Roundabout Rd Highlights

Properties 28
Median Sale Price $716,000
Deeds and Mortgages on File 34
Median Price per Sqft $306
Owner Occupied 96%
Median Annual Tax Bill $16,085
Median Year Built 1955
Median Ownership Tenure 16 years

Properties on Roundabout Rd

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

1 Roundabout Rd

4 bd · 1.5 ba · 1,452 sqft · 0.75 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$765,000Dec 2022 $16,5112024 Amount on Record Sep 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

2 Roundabout Rd

0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,0992024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5 Roundabout Rd

4 bd · 4 ba · 2,086 sqft · 1.23 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$427,600Jan 2001 $21,5092024 Amount on Record Jun 1998 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

7 Roundabout Rd

0.669 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Jul 2006 $15,1192024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

8 Roundabout Rd

3 bd · 3 ba · 1,730 sqft · 0.869 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$510,000Dec 2015 $14,9642024 Amount on Record Jan 2003 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

9 Roundabout Rd

3 bd · 1.5 ba · 1,500 sqft · 0.68 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$460,000Sep 2015 $15,8872024 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

14 Roundabout Rd

4 bd · 1.5 ba · 2,236 sqft · 0.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$238,000Nov 1996 $14,8892024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

15 Roundabout Rd

3 bd · 1.5 ba · 1,093 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$173,000Oct 1997 $16,8172024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

25 Roundabout Rd

2 bd · 2.5 ba · 1,444 sqft · 0.639 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$12,7022024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

27 Roundabout Rd

3 bd · 3.5 ba · 3,263 sqft · 0.769 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jul 2014 $20,3542024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

29 Roundabout Rd

3 bd · 2.5 ba · 2,521 sqft · 0.719 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$510,000Aug 2017 $17,7212024 Amount on Record Mar 1999 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

30 Roundabout Rd

3 bd · 2.5 ba · 4,194 sqft · 0.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$196,500Aug 1995 $32,9372024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

31 Roundabout Rd

3 bd · 3 ba · 1,725 sqft · 0.76 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$428,000Mar 2017 $14,2032024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

33 Roundabout Rd

1.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$455,000Sep 2002 $22,1132024 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

35 Roundabout Rd

4 bd · 2.5 ba · 2,250 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$268,500Nov 2000 $18,4442024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

36 Roundabout Rd

3 bd · 3.5 ba · 1,090 sqft · 0.839 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$409,000May 2001 $14,3792024 Amount on Record Jul 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

37 Roundabout Rd

5 bd · 4.5 ba · 3,433 sqft · 0.8 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$716,000Jan 2019 $19,7552024 Amount on Record Apr 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

38 Roundabout Rd

0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,4132024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

39 Roundabout Rd

3 bd · 1 ba · 1,655 sqft · 0.739 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$982,000Jul 2025 $15,4442024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

40 Roundabout Rd

3 bd · 2 ba · 2,053 sqft · 0.669 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$510,000Jun 2010 $15,7052024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

41 Roundabout Rd

0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,0852024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

43 Roundabout Rd

3 bd · 2 ba · 1,405 sqft · 0.86 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$236,000Oct 1998 $25,0942024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

44 Roundabout Rd

5 bd · 2.5 ba · 2,445 sqft · 1.01 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$385,000Jul 2012 $9,3022024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

45 Roundabout Rd

1 bd · 1.5 ba · 1,610 sqft · 0.839 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$960,000May 2025 $17,5652024 Amount on Record Sep 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

46 Roundabout Rd

4 bd · 3.5 ba · 3,820 sqft · 0.76 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$630,000Jan 2007 $27,1102024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

48 Roundabout Rd

4 bd · 1.5 ba · 2,240 sqft · 0.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Feb 2004 $15,2762024 Amount on Record Mar 2000 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

50 Roundabout Rd

3 bd · 1.5 ba · 1,575 sqft · 0.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$14,1272024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

52 Roundabout Rd

3 bd · 2.5 ba · 1,592 sqft · 0.619 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$15,9412024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

Wildfire Risk on Roundabout 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 20th percentile of exposed land nationally · 55th in New York
Wildfire LikelihoodLow — about 1 in 6,329 per year
ExposureDirect
4 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets