| Dutchess County 1999 | |||||||||||
| Teams | All County | ||||||||||
| School | W | L | Class | Sect | Accomplishements | Player | School | Hgt | Class | College | |
| Millbrook | 18 | 9 | D | 9 | State D Champs | Eric Siegrist | Spackenkill | 6-3 | Sr | 1000 point scorer / St Bonaventure | |
| Poughkeepsie | 22 | 5 | B | 1 | State B Semifinals | Collin Pittman | Poughkeepsie | 6-4 | Sr | 1000 point scorer | |
| Spackenkill | 20 | 4 | B | 9 | Sect 9 B Champs | ||||||
| Arlington | 18 | 5 | A | 1 | Sect 1 A Semifinals | Corey Whitted | Arlington | 6-1 | Sr | ||
| Red Hook | 14 | 7 | B | 9 | Sect 9 B Semifinals | Tyson Siegler | Millbrook | 6-0 | Sr | ||
| Pine Plains | 12 | 8 | C | 9 | Brian Gaudioso | JJEF | 6-0 | Sr | |||
| John Jay EF | 12 | 9 | A | 1 | John O'Brien | Spackenkill | 6-2 | Sr | |||
| Lourdes | 10 | 11 | B | 1 | Rynard Brown | Spackenkill | 5-10 | Sr | |||
| RC Ketcham | 9 | 12 | A | 1 | Danny Curran | Red Hook | 6-0 | Sr | |||
| Rhinebeck | 9 | 12 | C | 9 | Lee Zolotas | RCK | 6-2 | Sr | |||
| Webutuck | 6 | 12 | C | 9 | |||||||
| Dover Plains | 5 | 14 | 1 | Charles Spencer | Poughkeepsie | 6-6 | Jr | Football Houston Texans | |||
| FDR | 5 | 15 | 1 | Desham Allah | Poughkeepsie | 6-0 | Jr | 1000 point scorer | |||
| Beacon | 1 | 19 | 1 | Anthony Paesano | Millbrook | 6-5 | Jr | ||||
| Pawling | 1 | 19 | 1 | Will Landry | Arlington | 6-5 | Jr | Wheaton | |||
| Evan Tartaglia | Arlington | G | Jr | ||||||||
| Carmine DeMercurio | Lourdes | 6-5 | Jr | ||||||||
| TJ Mullins | Lourdes | G | Jr | ||||||||
| Billy Alm | Pine Plains | F | Jr | ||||||||
| Bryan Lammers | JJEF | F | Jr | ||||||||
| Joe Spagnola | Millbrook | 5-11 | Jr | ||||||||
| Mike Blue | Millbrook | 5-10 | Soph | ||||||||