| Kingston | Saugerties | Esopus Mount Academy | |||||||||||||||||||
| Year | W | L | CL | S | Accomp | Year | W | L | CL | S | Accomp | Year | W | L | CL | S | Accomp | ||||
| 2000 | 15 | 7 | A | 9 | Sect 9 A 2nd | 2000 | 16 | 6 | B | 9 | |||||||||||
| 2001 | 17 | 5 | A | 9 | Sect 9 A Semis | 2001 | 10 | 11 | A | 9 | |||||||||||
| 2002 | 19 | 4 | A | 9 | Sect 9 A Champ | 2002 | 7 | 12 | 9 | ||||||||||||
| 2003 | 22 | 3 | A | 9 | Sect 9 A Champ | 2003 | 15 | 7 | A | 9 | Sect 9 A Semis | ||||||||||
| 2004 | 20 | 4 | AA | 9 | Sect 9 AA Champ | 2004 | 5 | 14 | 9 | ||||||||||||
| 2005 | 18 | 5 | AA | 9 | Sect 9 AA 2nd | 2005 | 12 | 9 | A | 9 | |||||||||||
| 2006 | 14 | 8 | AA | 9 | Sect 9 AA Semis | 2006 | 10 | 10 | A | 9 | |||||||||||
| 2007 | 12 | 10 | AA | 9 | Sect 9 AA 2nd | 2007 | 15 | 6 | A | 9 | |||||||||||
| 2008 | 5 | 15 | 9 | 2008 | 7 | 14 | A | 9 | Sect 9 A Semis | ||||||||||||
| 2009 | 10 | 11 | AA | 9 | 2009 | 9 | 12 | A | 9 | ||||||||||||
| 2010 | 11 | 9 | AA | 9 | Sect 9 AA Semis | 2010 | 11 | 8 | A | 9 | Sect 9 A Semis | ||||||||||
| 2011 | 10 | 9 | AA | 9 | 2011 | 10 | 7 | A | 9 | ||||||||||||
| 2012 | 18 | 3 | AA | 9 | Sect 9 AA 2nd | 2012 | 14 | 5 | A | 9 | |||||||||||
| 2013 | 18 | 3 | AA | 9 | Sect 9 AA Champ | 2013 | 15 | 4 | A | 9 | Sect 9 A Semis | ||||||||||
| 2014 | 15 | 6 | AA | 9 | Sect 9 AA 2nd | 2014 | 15 | 6 | A | 9 | Sect 9 A 2nd | ||||||||||
| 2015 | 2 | 16 | 9 | 2015 | 18 | 4 | A | 9 | Sect 9 A Champ | ||||||||||||
| 2016 | 17 | 5 | AA | 9 | Sect 9 AA Semis | 2016 | 13 | 7 | A | 9 | Sect 9 A Semis | ||||||||||
| 2017 | 10 | 10 | AA | 9 | 2017 | 10 | 11 | A | 9 | ||||||||||||
| 2018 | 16 | 6 | AA | 9 | Sect 9 AA Semis | 2018 | 12 | 9 | A | 9 | Sect 9 A 2nd | ||||||||||
| 2019 | 21 | 3 | AA | 9 | State AA Semifinal | 2019 | 6 | 14 | 9 | ||||||||||||
| 2020 | 17 | 4 | AA | 9 | Sect 9 AA Semis | 2020 | 4 | 16 | 9 | ||||||||||||
| 2021 | x | x | 9 | 2021 | x | x | 9 | 2021 | 1 | 6 | 9 | ||||||||||
| 2022 | 14 | 8 | AA | 9 | Sect 9 AA Semis | 2022 | 3 | 17 | 9 | 2022 | 5 | 14 | D | 9 | Sect 9 D 2nd | ||||||
| 2023 | 15 | 7 | AA | 9 | Sect 9 AA Semis | 2023 | 6 | 14 | 9 | 2023 | 3 | 18 | D | 9 | |||||||
| 2024 | 18 | 5 | AAA | 9 | State AAA Semis | 2024 | 14 | 11 | A | 9 | Sect 9 A Champs | 2024 | 14 | 5 | D | 9 | Sect 9 D 2nd | ||||
| 2025 | 12 | 9 | AAA | 9 | State AAA Semis | 2025 | 14 | 9 | A | 9 | Sect 9 A 2nd | 2025 | 16 | 5 | D | 9 | Sect 9 C Champ | ||||
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