5th Boys · 5th Boys - Division 1 · 2023-24 · Winchester
Rank 3 · Record 17-6 · Power 2234.3
| 2024-03-03 | D1-Taunton (pawlowski) | 32-44 |
| 2024-03-02 | D1-New Bedford Boys | 52-39 |
| 2024-02-25 | D1B-Lawrence (blue/white) | 62-43 |
| 2024-02-11 | D2C-Wellesley (a) | 59-38 |
| 2024-02-10 | D1B-Needham (gold) | 51-36 |
| 2024-02-04 | D1B-Waltham Boys (red) | 56-58 |
| 2024-02-03 | Smithfield 5B D1 | 32-48 |
| 2024-01-28 | D1B-Arlington (maroon) | 44-36 |
| 2024-01-27 | D1B-Waltham Boys (red) | 57-59 |
| 2024-01-21 | D1B-Westborough | 45-36 |
| 2024-01-20 | D2C-Natick | 57-36 |
| 2024-01-14 | D2C-Belmont (maroon) | 37-32 |
| 2024-01-13 | D2C-Belmont (maroon) | 48-35 |
| 2024-01-06 | D2C-Northboro (red) | 38-21 |
| 2023-12-17 | D1B-Newton (black) | 54-46 |
| 2023-12-16 | D1B-Arlington (maroon) | 40-44 |
| 2023-12-10 | D1B-Westborough | 52-32 |
| 2023-12-09 | D2C-Belmont (maroon) | 38-34 |
| 2023-12-03 | D1B-Arlington (maroon) | 38-41 |
| 2023-11-26 | Methuen (5A) | 48-33 |
| 2023-11-26 | Methuen (John) (5A) | 56-27 |
| 2023-11-25 | Marblehead (5A) | 40-36 |
| 2023-11-25 | Reading (Lousa) (5A) | 44-33 |