| YEAR | FIRST | LAST | GR | SPORT |
| 2024-25 | OONA | SWARTZ | 12 | GIRLS SOCCER |
| 2023-24 | GABRIEL | ROMANENKO | 12 | BOYS SOCCER |
| 2023-24 | ALYSSA | FANG | 12 | GIRLS SOCCER |
| 2023-24 | CHARLIE | BRONSON | 10 | GIRLS VOLLEYBALL |
| 2023-24 | CHLOE | BERKOWITZ | 12 | GIRLS VOLLEYBALL |
| 2022-23 | YO | ABE | 12 | BOYS SOCCER |
| 2022-23 | EMILY | CAUGHEY | 12 | GIRLS SOCCER |
| 2021-22 | DAVID | COLLICUTT** | COACH | BOYS SOCCER |
| 2021-22 | GABRIEL | ROMANENKO | 10 | BOYS SOCCER |
| 2021-22 | NOAH | FANG | 12 | BOYS SOCCER |
| 2021-22 | ANTHONY | GRAEBER | 12 | BOYS SOCCER |
| 2021-22 | DANIEL | ROMANENKO | 12 | BOYS SOCCER |
| 2021-22 | ZACHARY | FURNER* | 11 | BOYS SOCCER |
| 2021-22 | EMILY | CAUGHEY | 11 | GIRLS SOCCER |
| 2021-22 | SOFIA | NAIDU | 12 | GIRLS SOCCER |
| 2020-21 | ELI | FIGHTER | 12 | BOYS SOCCER |
* CIF-SS PLAYER OF THE YEAR
** CIF-SS COACH OF THE YEAR
