| Pearl River 2000-2024 | |||||||||||||
| Rockland | |||||||||||||
| Pearl River | Top Players | ||||||||||||
| Year | W | L | CL | S | Accomp | Star Player | Hgt | Senior YR | College | Pros | |||
| 2000 | 13 | 9 | B | 1 | Tom Behrens | 6-3 | 2000 | Rhode Island College | |||||
| 2001 | 10 | 11 | B | 1 | Erik Svensson | 6-3 | 2001 | ||||||
| 2002 | 11 | 10 | B | 1 | Mike Dugandzic | 6-3 | 2002 | ||||||
| 2003 | 13 | 9 | B | 1 | Brendan McManus | 6-2 | 2005 | 1000 Point Scorer / Stonehill | |||||
| 2004 | 15 | 9 | B | 1 | Sect 1 B 2nd | Danny Linnane | 5-10 | 2007 | |||||
| 2005 | 15 | 6 | A | 1 | Eddie McGuinness | 5-10 | 2008 | LeMoyne | |||||
| 2006 | 10 | 12 | A | 1 | Matt Grossbard | 6-0 | 2009 | 1000 Point Scorer / Roger Williams | |||||
| 2007 | 14 | 7 | A | 1 | Kevin Linnane | 6-0 | 2009 | ||||||
| 2008 | 18 | 5 | A | 1 | Sect 1 A Semis | Mike Davis | 6-0 | 2010 | |||||
| 2009 | 15 | 8 | A | 1 | Sect 1 A Semis | Luke Houston | 5-11 | 2011 | Southern Connecticut State | ||||
| 2010 | 11 | 7 | A | 1 | Joe Clinton | 5-10 | 2012 | Dominican | |||||
| 2011 | 18 | 4 | A | 1 | Sect 1 A 2nd | Tom Davis | 6-2 | 2013 | |||||
| 2012 | 14 | 7 | A | 1 | Kevin Degnan | 6-7 | 2014 | Siena | |||||
| 2013 | 11 | 9 | A | 1 | James Linnane | 6-2 | 2014 | ||||||
| 2014 | 13 | 7 | A | 1 | Mike Jurzynski | 6-3 | 2015 | Masters Prep School | |||||
| 2015 | 11 | 9 | A | 1 | Jack McKeever | 5-9 | 2016 | Dominican | |||||
| 2016 | 10 | 12 | A | 1 | Ryan Degnan | 6-2 | 2017 | FDU Florham/Madison | |||||
| 2017 | 9 | 12 | A | 1 | Matt Coffey | 6-5 | 2017 | Dominican | |||||
| 2018 | 9 | 13 | A | 1 | John Davis | 6-0 | 2017 | ||||||
| 2019 | 10 | 12 | A | 1 | Brendan Tarsnane | 5-10 | 2019 | ||||||
| 2020 | 15 | 8 | A | 1 | Sect 1 A Semis | Denis Fleming | 5-10 | 2019 | Keene St Soccer | ||||
| 2021 | 8 | 0 | A | 1 | Jack Michaelson | 6-4 | 2020 | ||||||
| 2022 | 13 | 8 | A | 1 | Matt Daly | 6-4 | 2020 | ||||||
| 2023 | 15 | 6 | A | 1 | Jack Scanlon | 6-2 | 2021 | ||||||
| 2024 | 19 | 4 | A | 1 | Sect 1 A Semis | John Hayes | 6-0 | 2021 | |||||
| 2025 | 17 | 7 | A | 1 | Sect 1 A 2nd | Mike Morrissey | 6-3 | 2021 | |||||
| Jack Dwyer | G | 2022 | |||||||||||
| Thomas Bertucci | 5-11 | 2022 | Transfer from St Joseph Regional | ||||||||||
| John Ranaghan | 6-2 | 2023 | |||||||||||
| Aidan McCahey | 6-1 | 2024 | |||||||||||