| Year | Player | High School | College | NBA/ABA Draft |
|---|
| 2024 | Boogie Fland [3] | Archbishop Stepinac High School | Arkansas | |
| 2023 | Brandon Gardner [4] | Christ the King | USC | |
| 2022 | Jaquan Sanders [5] | Our Saviour Lutheran School | Seton Hall | |
| 2021 | Jordan Riley | Brentwood High School | Georgetown | |
| 2020 | R. J. Davis | Archbishop Stepinac High School | North Carolina | |
| 2019 | Joseph Girard III | Glens Falls High School | Syracuse, transferred to Clemson | |
| 2018 | Savion Lewis | Half Hollow Hills East | Quinnipiac | |
| 2017 | Isaiah Washington | St. Raymond | Minnesota, transferred to Iona, then to Long Beach State | |
| 2016 | Kevin Huerter | Shenendehowa | Maryland | 2018 NBA draft: 1st Rd, 19th overall by the Atlanta Hawks |
| 2015 | Matt Ryan [6] | Iona Prep [6] | Notre Dame [6] transferred to Vanderbilt, [7] graduate transferred to Tennessee–Chattanooga [8] | 2020 NBA draft: Undrafted, signed two-way contract with the Boston Celtics in 2022 |
| 2014 | Isaiah Whitehead | Abraham Lincoln | Seton Hall | 2016 NBA draft: 2nd Rnd, 42nd Overall by the Utah Jazz traded to the Brooklyn Nets |
| 2013 | Jon Severe | Christ the King | Fordham transferred to Iona | |
| 2012 | DaJuan Coleman | Jamesville-Dewitt | Syracuse | |
| 2011 (tie) | Jabarie Hinds | Mount Vernon | West Virginia transferred to UMass | |
| 2011 (tie) | Achraf Yacoubou | Long Island Lutheran | Villanova | |
| 2010 | Tobias Harris | Half Hollow Hills West | Tennessee | 2011 NBA draft: 1st Rnd, 19th Overall by the Charlotte Bobcats traded to the Milwaukee Bucks |
| 2009 (tie) | Brandon Triche | Jamesville-Dewitt | Syracuse | |
| 2009 (tie) | Lance Stephenson | Abraham Lincoln | Cincinnati | 2010 NBA draft: 2nd Rnd, 40th Overall by the Indiana Pacers |
| 2008 | Sylven Landesberg | Holy Cross | Virginia | |
| 2007 | Jonny Flynn | Niagara Falls | Syracuse | 2009 NBA draft: 1st Rnd, 6th overall by the Minnesota Timberwolves |
| 2006 | Jonathan Mitchell | Mount Vernon | Florida transferred to Rutgers | |
| 2005 | Greg Paulus | Christian Brothers Academy (Syracuse) | Duke transferred to Syracuse to play football | |
| 2004 | Sebastian Telfair | Abraham Lincoln | No College | 2004 NBA draft: 1st Rnd, 13th Overall by the Portland Trail Blazers |
| 2003 | Tyler Relph | McQuaid Jesuit (Rochester) | West Virginia transferred to St. Bonaventure | |
| 2002 | Jason Fraser | Amityville | Villanova | |
| 2001 | Julius Hodge | St. Raymond | North Carolina State | 2005 NBA draft: 1st Rnd, 20th Overall by the Denver Nuggets |
| 2000 | Peter Mulligan | St. Raymond | Manhattan | |
| 1999 | Leonard Stokes | Turner Carroll (Buffalo) | Cincinnati | |
| 1998 | Anthony Glover | Rice | St. John's | |
| 1997 | Elton Brand | Peekskill | Duke | 1999 NBA draft 1st Rnd, 1st overall pick by the Chicago Bulls |
| 1996 | Willie Dersch | Holy Cross | Virginia | |
| 1995 | Stephon Marbury | Abraham Lincoln | Georgia Tech | 1996 NBA draft: 1st Rnd, 4th overall by the Milwaukee Bucks |
| 1994 | Felipe López | Rice | St. John's | 1998 NBA draft: 1st Rnd, 20th overall by the San Antonio Spurs traded to Vancouver Grizzlies |
| 1993 | Danya Abrams | Hackley | Boston College | |
| 1992 | John Wallace | Greece Athena | Syracuse | 1996 NBA draft 1st Rnd, 18th Overall by the New York Knicks |
| 1991 | Terrence Rencher | St. Raymond | Texas | 1995 NBA draft 2nd Rnd, 32nd Overall by the Washington Bullets traded to Miami Heat |
| 1990 | Jamal Mashburn | Cardinal Hayes | Kentucky | 1993 NBA draft: 1st Rnd, 4th overall by the Dallas Mavericks |
| 1989 | Kenny Anderson | Archbishop Molloy | Georgia Tech | 1991 NBA draft: 1st Rnd, 2nd overall by the New Jersey Nets |
| 1988 | Malik Sealy | St. Nicholas of Tolentine | St. John's | 1992 NBA draft 1st Rnd, 14th overall by the Indiana Pacers |
| 1987 (tie) | Greg Koubek | Shenendehowa | Duke | |
| 1987 (tie) | King Rice | Binghamton | North Carolina | |
| 1986 | Keith Robinson | Grover Cleveland | Notre Dame | |
