Suffolk County, Smithtown Town and Islip Town property records for 53 addresses on Winston Dr, Smithtown, NY · Last verified August 2026
| Properties | 53 |
|---|---|
| Median Sale Price | $750,000 |
| Deeds and Mortgages on File | 61 |
| Median Price per Sqft | $441 |
| Owner Occupied | 85% |
| Median Annual Tax Bill | $11,768 |
| Median Year Built | 1965 |
| Median Ownership Tenure | 11 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2 ba · 2,033 sqft · built 1976 · 0.78 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $690,000Mar 2024 | $11,7352024 | Amount on Record Apr 2002 | 1 Name on Record | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 3 ba · 1,647 sqft · built 1965 · 0.58 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Jan 2018 | $9,5962024 | Amount on Record Jun 2004 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
0.81 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $15,6482024 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
4 bd · 2 ba · 1,936 sqft · built 1970 · 1.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,6472024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
0.889 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $508,000Sep 2009 | $11,3542024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 2 ba · 1,656 sqft · built 1954 · 1.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,650,000Mar 2025 | $8,8452024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $571,000Oct 2023 | $10,9322024 | 1 Name on Record | Assessor + 1 DocumentUpdated Aug 2026 |
0.55 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 1995 | $12,4902024 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
0.43 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,1582024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,8102024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2.5 ba · 2,848 sqft · built 2014 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $148,000Feb 1996 | $7,6342024 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 1 ba · 1,432 sqft · built 1966 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $388,000Dec 2015 | $9,7832024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
0.81 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $490,000Nov 2023 | $4,5372024 | 1 Name on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 4 ba · 3,749 sqft · built 1993 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $380,000Jul 1997 | $14,9402024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3 bd · 1.5 ba · 1,568 sqft · built 1966 · 0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $530,000Feb 2014 | $11,1972024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 4 ba · 3,760 sqft · built 1935 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $365,000May 2002 | $20,8332024 | Amount on Record Oct 1999 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Aug 2026 |
0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $760,000Aug 2022 | $12,4022024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 2.5 ba · 2,424 sqft · built 1988 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,5742024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
1.5 ba · 1,535 sqft · built 1956 · 0.53 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $345,000Dec 2013 | $8,1452024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
0.53 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,4852024 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 1 ba · 1,199 sqft · built 1963 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $529,000Jul 2016 | $12,1082024 | Amount on Record Mar 2013 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $155,000Feb 2023 | 1 Name on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
0.43 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,4232024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 2.5 ba · 1,756 sqft · built 1942 · 0.81 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $395,000Jan 2015 | $10,2502024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 1.5 ba · 1,272 sqft · built 1964 · 0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $475,000Nov 2013 | $9,2652024 | Amount on Record Mar 2002 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 3 ba · 1,961 sqft · built 1970 · 0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $860,000May 2026 | $11,8322024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 2.5 ba · 3,870 sqft · built 1973 · 0.539 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $286,500Jul 1998 | $17,5462024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
2 bd · 1 ba · 832 sqft · built 1955 · 1.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,000Jul 2020 | $15,0022024 | Amount on Record Sep 2001 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,0752024 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
0.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5542024 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 2.5 ba · 2,118 sqft · built 1967 · 0.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $576,000Jul 2007 | $5,9632024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
0.569 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,9112024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 2 ba · 2,270 sqft · built 1971 · 0.68 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Dec 2024 | $14,7592024 | Amount on Record Oct 2015 | 2 Names on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 3.5 ba · 2,685 sqft · built 1964 · 0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,000Nov 1997 | $13,8842024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 2.5 ba · 2,890 sqft · built 1967 · 0.48 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $465,965Aug 2015 | $16,3832024 | Amount on Record Nov 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2 ba · 1,268 sqft · built 1962 · 0.56 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,5162024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
0.46 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $550,000Sep 2003 | $12,2512024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 1 ba · 1,443 sqft · built 1956 · 0.75 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Oct 1995 | $11,7682024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
2 bd · 2.5 ba · 2,572 sqft · built 2022 · 0.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Nov 2020 | $18,4432024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
0.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,5972024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3 bd · 2 ba · 2,446 sqft · built 1963 · 1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $590,000May 2017 | $16,0852024 | Amount on Record Aug 2016 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 2,939 sqft · built 1955 · 0.569 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $290,000Aug 2001 | $14,9722024 | Amount on Record Jul 1995 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,1782024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3 bd · 2 ba · 2,300 sqft · built 1965 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Feb 2018 | $12,2082024 | Amount on Record May 2011 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,536 sqft · built 1964 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000May 2004 | $20,4072024 | Amount on Record Mar 2002 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 1 ba · 1,206 sqft · built 1963 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Apr 1994 | $8,7332024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 2 ba · 3,276 sqft · built 1949 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $360,000Dec 2017 | $11,6562024 | Amount on Record Jul 2017 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $17,5982024 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 2.5 ba · 1,976 sqft · built 1994 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $592,500Aug 2020 | $13,6112024 | Amount on Record Jun 2019 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
5 bd · 4 ba · 4,245 sqft · built 2010 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,875,000Oct 2025 | $27,4882024 | Amount on Record Oct 2024 | 2 Names on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
2 bd · 1 ba · 1,253 sqft · built 1950 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $207,500Jun 1997 | $16,0382024 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3 bd · 1 ba · 1,188 sqft · built 1963 · 0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $307,000Mar 2001 | $9,0042024 | Amount on Record Jan 1995 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $780,000Nov 2025 | $10,9982024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank above 12% of the US · above 31% of New York |
|---|---|
| Wildfire Likelihood | About 1 in 9,211 per year |
| Exposure | Direct 2 of 7 cells directly exposed · 6 adjoin burnable vegetation |