5th Boys · 5th Boys - Division 2 · 2024-25 · Winchester
Rank 4 · Record 8-16 · Power 1847.5
| 2025-03-09 | D3T-Brookline (white) | 51-54 |
| 2025-03-02 | D3T-Revere | 41-43 |
| 2025-03-01 | D2M-Wellesley (a) | 24-41 |
| 2025-02-23 | D2K-Milton (red) | 15-26 |
| 2025-02-22 | D2M-Natick | 26-44 |
| 2025-02-08 | D2T-Belmont (maroon) | 31-49 |
| 2025-02-02 | D2M-Dover Sherborn (cecil) | 37-50 |
| 2025-02-01 | D3T-Revere | 41-37 |
| 2025-01-26 | D2M-Newton (black) | 36-58 |
| 2025-01-25 | D4W-Bedford (blue) | 32-29 |
| 2025-01-19 | D2T-Belmont (maroon) | 31-52 |
| 2025-01-18 | D2T-Arlington (maroon) | 36-34 |
| 2025-01-12 | D2K-North Quincy (tucker) | 34-45 |
| 2025-01-11 | D4W-Lexington (blue) | 38-18 |
| 2025-01-05 | D2T-Concord-Carlisle (maroon) | 30-22 |
| 2025-01-04 | D2T-Concord-Carlisle (maroon) | 34-49 |
| 2024-12-22 | D2T-Waltham Boys (red) | 28-41 |
| 2024-12-21 | D2T-Belmont (maroon) | 25-44 |
| 2024-12-15 | D2T-Arlington (maroon) | 21-30 |
| 2024-12-14 | D2T-Arlington (maroon) | 37-35 |
| 2024-12-08 | D2M-Westborough | 34-29 |
| 2024-12-07 | D2T-Concord-Carlisle (maroon) | 32-39 |
| 2024-12-01 | Melrose | 43-18 |
| 2024-11-30 | Lynnfield | 24-26 |