| North Westchester 2000-2024 | |||||||||||
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| Top Teams | Top Players | ||||||||||
| School | W | L | Class | Sect | Accomplishements | Player | School | Hgt | Class | College | |
| 2000 Katonah Kennedy | 24 | 1 | B | 1 | State B Semifinals | Greg Muller | Croton | 6-3 | 2000 | 1000 point scorer | |
| 2001 Chappaqua Horace Greeley | 21 | 2 | B | 1 | Section 1 B Semifinals | Kyl Jones | Pleasantville | 6-4 | 2001 | Franklin Pierce | |
| 2001 Katonah Kennedy | 20 | 3 | B | 1 | Section 1 B Semifinals | Donnie McGrath | Somers / JFK | 6-4 | 2002 | Providence | |
| 2001 Peekskill | 20 | 4 | B | 1 | Section 1 B Runnerup | Hilton Armstrong | Peekskill | 6-9 | 2002 | Uconn | |
| 2002 Peekskill | 24 | 3 | B | 1 | State B Runnerup | Rashard Turner | Peekskill | 5-11 | 2002 | Kent St | |
| 2003 Peekskill | 22 | 2 | B | 1 | Section 1 B Runnerup | Adrian Carvalho | Fox Lane | 6-1 | 2003 | 1000 Point Scorer | |
| 2003 Croton-Harmon | 20 | 2 | C | 1 | Mike DePaoli | North Salem | 5-11 | 2003 | 1000 Point Scorer | ||
| 2003 North Salem | 20 | 4 | C | 1 | Section 1 C Runnerup | Taj Finger | Fox Lane | 6-8 | 2004 | Stanford | |
| 2004 Katonah Kennedy | 25 | 2 | B | 1 | Federation B Champ | Ryan Schneider | Lakeland | 6-6 | 2004 | Marist | |
| 2004 Bedford Fox Lane | 21 | 5 | A | 1 | State A Semifinalist | Tyrell Thompson | JFK | 6-2 | 2006 | Army | |
| 2005 Katonah Kennedy | 22 | 4 | B | 1 | State B Semifinals | Nick DiMaggio | Croton | 5-11 | 2006 | 1000 point scorer / Mt. St. Vincent | |
| 2005 Peekskill | 20 | 7 | A | 1 | State A Champs | Brendan Holland | Briarcliff | 6-6 | 2007 | Transferred to Trinity Pawling as a Senior / Montclair State | |
| 2006 Peekskill | 28 | 1 | A | 1 | Federation A Champ | Kenny Horton | Ossining | 6-6 | 2007 | Central Connecticut St | |
| 2006 Katonah Kennedy | 23 | 4 | B | 1 | State B Runnerup | Nick Amicucci | Pleasantville | 5-11 | 2007 | Marist | |
| 2007 Peekskill | 25 | 4 | A | 1 | Federation A Champs | Mookie Jones | Peekskill | 6-6 | 2008 | Syracuse | |
| 2007 Briarcliff | 20 | 4 | B | 1 | Section 1 B Champs | Keith Thomas | Yorktown | 6-7 | 2009 | Left for prep school senior year / St. John's (scholarship rescinded) | |
| 2008 Peekskill | 25 | 1 | A | 1 | State A Semifinals | Daquan Brickhouse | Peekskill | 5-8 | 2010 | Coppin St | |
| 2008 North Salem | 23 | 2 | B | 1 | State B Semifinals | Robbie DelleBovi | Pleasantville | 6-1 | 2010 | Marist | |
| 2009 Peekskill | 24 | 2 | A | 1 | State A Runnerup | Matt Townsend | Greeley | 6-7 | 2011 | Yale | |
| 2009 Valhalla | 20 | 5 | C | 1 | Section 1 C Champ | Jordan Moody | Yorktown | 6-3 | 2011 | ||
| 2010 Pleasantville | 20 | 2 | B | 1 | Section 1 B Runnerup | Will Trawick | Fox Lane | 6-5 | 2012 | Emory | |
| 2011 Armonk Byram Hills | 17 | 6 | A | 1 | Section 1 A Champs | Dylan Peretz | Fox Lane | 6-7 | 2012 | Rochester | |
| 2012 Bedford Fox Lane | 17 | 4 | AA | 1 | Section 1 AA Semifinals | Vaughn Dweck | Panas | 6-3 | 2013 | SUNY Plattsburgh | |
| 2013 Armonk Byram Hills | 19 | 2 | A | 1 | Section 1 A Runnerup | Brian Daniels | Briarcliff | 6-4 | 2013 | 1000 point scorer / Rhode Island College | |
| 2014 Cortlandt Walter Panas | 18 | 5 | A | 1 | Section 1 A Champs | Harrison Brown | Greeley | 6-3 | 2013 | 1000 point scorer | |
| 2016 Briarcliff | 23 | 2 | B | 1 | Section 1 B Champs | Ian Thom | Croton | 6-1 | 2013 | 1000 point scorer / Birmingham Southern | |
| 2016 Bedford Fox Lane | 22 | 4 | AA | 1 | Section 1 AA Champs | Andrew Groll | Byram Hills | 6-7 | 2015 | Hamilton | |
| 2016 Putnam Valley | 21 | 2 | B | 1 | Section 1 B Runnerup | Matt Maloney | Somers | 6-0 | 2015 | Manhattan | |
| 2016 Armonk Byram Hills | 21 | 6 | A | 1 | State A Semifinals | Obi Toppin | Ossining | 6-8 | 2016 | Mt Zion Prep / Dayton / New York Knicks | |
| 2017 Armonk Byram Hills | 21 | 2 | A | 1 | Section 1 A Semifinals | Matt Groll | Byram Hills | 6-7 | 2017 | Franklin & Marshall | |
| 2018 Briarcliff | 22 | 5 | B | 1 | State B Semifinals | Skylar Sinon | Byram Hills | 6-1 | 2018 | 1000 point scorer / Ithaca | |
| 2019 Chappaqua Horace Greeley | 20 | 3 | A | 1 | Section 1 A Semifinals | Chris Alterio | North Salem | 6-2 | 2018 | 1000 point scorer | |
| 2020 Chappaqua Horace Greeley | 22 | 3 | AA | 1 | Sect 1 AA Champs | Kenneth Tchoua | North Salem | 6-7 | 2018 | Transferred to Bennett Academy as a Senior / U of Indianapolis | |
| 2021 Bedford Fox Lane | 14 | 1 | AA | 1 | Sect 1 NWP AA Champ | Jacob Toppin | Ossining | 6-8 | 2018 | Transferred to Woodstock Academy postgrad / U of Kentucky | |
| 2021 Thornwood Westlake | 12 | 2 | B | 1 | Sect 1 SW B Champ | Chris Melis | Greeley | 6-4 | 2020 | St. Thomas More Prep | |
| 2021 Briarcliff | 11 | 2 | B | 1 | Sect 1 NWP A 2nd | Nick Townsend | Greeley | 6-6 | 2020 | Transferred to Hotchkiss for junior year | |
| 2022 Bedford Fox Lane | 17 | 6 | AA | 1 | Sect 1 AA Semifinals | Justin Allen | Fox Lane | 6-5 | 2022 | Carnegie Mellon | |
| 2022 Armonk Byram Hills | 17 | 6 | A | 1 | Sect 1 A Semifinals | Jayden Carr | Ossining | 6-0 | 2022 | Western Connecticut St | |
| 2022 Briarcliff | 16 | 7 | B | 1 | Sect 1 B Runnerup | Alex Tavarez | Panas | 6-1 | 2023 | 1000 Point Scorer | |
| 2023 Valhalla | 24 | 2 | B | 1 | State B Semifinals | Matt FitzSimmons | Somers | 6-5 | 2023 | 1000 Point Scorer | |
| 2023 Somers | 21 | 3 | A | 1 | Sect 1 A Runnerup | Chris Whyte-Luciano | Lakeland | 6-0 | 2023 | ||
| 2023 Shrub Oak Lakeland | 20 | 3 | A | 1 | Sect 1 A Semifinals | Basiaka Butcher | Valhalla | 6-1 | 2023 | ||
| 2023 Armonk Byram Hills | 18 | 6 | A | 1 | Sect 1 B Runnerup | Zeke Jones | Peekskill | 6-3 | 2024 | ||
| 2023 Yorktown | 17 | 6 | A | 1 | Sect 1 A Semifinals | Tyson Repa | Byram Hills | 6-4 | 2024 | ||
| 2024 Peekskill | 24 | 2 | AA | 1 | Sect 1 AA Champs | Gino Wamack | Hendrik Hudson | 6-2 | 2024 | ||
| 2024 Armonk Byram Hills | 18 | 7 | A | 1 | Sect 1 A Champs | Jaden Chavis | Peekskill | 6-5 | 2025 | 1000 Point Scorer | |
| 2024 Yorktown | 20 | 3 | AA | 1 | Sect 1 AA Semis | James Aspostolico | Putnam Valley | 6-0 | 2025 | 1000 Point Scorer | |
| 2024 Thornwood Westlake | 16 | 6 | B | 1 | Sect 1 B Semis | ||||||
| 2025 Armonk Byram Hills | A | 1 | Sect 1 A Champs | ||||||||
| 2025 Thornwood Westlake | 18 | 4 | A | 1 | |||||||
| 2025 Yorktown | 18 | 5 | AA | 1 | Sect 1 AA Semis | ||||||
| 2025 Peekskill | 16 | 7 | AA | 1 | Sect 1 AA Semis | ||||||
| 2025 Chappaqua Horace Greeley | 16 | 6 | AA | 1 | |||||||