8th Boys · 8th Boys - Division 3 · 2019-20 · Winchester
Rank 6 · Record 11-14 · Power 1370.2
| 2020-03-08 | D4NE-Watertown (white) | 56-50 |
| 2020-03-07 | D3NW-Framingham (white) | 62-49 |
| 2020-03-01 | D3N-Wayland | 50-36 |
| 2020-02-29 | D4N-Belmont (white) | 52-25 |
| 2020-02-23 | D3N-Waltham Boys (white) | 34-41 |
| 2020-02-16 | D3C-Ashland | 29-44 |
| 2020-02-15 | D4NE-Watertown (white) | 37-55 |
| 2020-02-09 | D3NW-Northboro (red) | 34-60 |
| 2020-02-08 | D4N-Medford (blue) | 46-35 |
| 2020-02-02 | D3N-Bedford (blue) | 47-76 |
| 2020-02-01 | D1N-Arlington (maroon) | 47-40 |
| 2020-01-26 | D3N-Lexington | 56-69 |
| 2020-01-19 | D3NW-Natick | 42-56 |
| 2020-01-18 | D4N-Medford (blue) | 64-43 |
| 2020-01-12 | D3NW-Wellesley (b) | 40-52 |
| 2020-01-11 | D1N-Arlington (maroon) | 50-59 |
| 2020-01-11 | D4N-Medford (blue) | 52-48 |
| 2020-01-05 | D3NW-Newton (orange) | 29-46 |
| 2020-01-04 | D4N-Concord-Carlisle (white) | 25-32 |
| 2019-12-22 | D3N-Woburn (black) | 49-68 |
| 2019-12-21 | D4N-Belmont (white) | 17-64 |
| 2019-12-15 | D3N-Weston | 24-33 |
| 2019-12-14 | D4N-Belmont (white) | 38-31 |
| 2019-12-08 | D3NW-Lincoln-Sudbury (white) | 44-37 |
| 2019-12-07 | D4N-Woburn (orange) | 44-43 |