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| Top Teams | Top Players | |||||||||||
| Team | Year | W | L | Accomplishment | Player | Hgt | Year | College | ||||
| Poughkeepsie | 1995 | 23 | 4 | State B Champ | Tom Gloede | 6-2 | 1951 | Lehigh Football | ||||
| Poughkeepsie | 1999 | 22 | 5 | State B Semifinals | Monte Stickles | 6-4 | 1956 | NFL 49ers | ||||
| Poughkeepsie | 1956 | 16 | 0 | Chose not to compete in Postseason | Stu Sonne | 6-1 | 1956 | New Mexico | ||||
| Poughkeepsie | 1974 | 20 | 2 | Sect 1 A Champs | Bob Boschen | 6-1 | 1960 | |||||
| Poughkeepsie | 1960 | 18 | 2 | Section 9 A Champs | Tyrone Elting | 6-1 | 1962 | 1000 point scorer | ||||
| Poughkeepsie | 1982 | 20 | 5 | Section 1 B Champs | Henry Brown | 6-1 | 1964 | 1000 Point Scorer | ||||
| Poughkeepsie | 1963 | 15 | 5 | Sect 9 A Champs | Richie Lawrence | 5-10 | 1967 | Marist | ||||
| Poughkeepsie | 1979 | 21 | 2 | Section 1 AA Runnerup | Dino Larry | 6-5 | 1976 | Manhattan | ||||
| Poughkeepsie | 1994 | 19 | 2 | Section 1 B Semifinals | Jerome Elting | 6-3 | 1979 | 1000 point scorer | ||||
| Nykee Williams | 6-0 | 1995 | 1000 point scorer | |||||||||
| Collin Pittman | 6-4 | 1999 | 1000 point scorer | |||||||||