The Sayreville Bombers had a couple of solid teams in the late 1950s, but the majority of their 20-win seasons have occurred over the last 52 years. The most recent one was in 2024-25 when Sayreville recorded its second-highest win total ever, and first 20-win season in 8 years. Head coach John Wojcik was a part of four of the eight 20-win seasons including three as a coach.
| Season | Wins | Losses | Win % |
| 2013-14 | 24 | 4 | 0.857 |
| 2024-25 | 23 | 5 | 0.821 |
| 2016-17 | 22 | 8 | 0.733 |
| 1959-60 | 21 | 6 | 0.778 |
| 1972-73 | 21 | 8 | 0.724 |
| 1979-80 | 20 | 5 | 0.800 |
| 1999-2000 | 20 | 6 | 0.769 |
| 1997-98 | 20 | 5 | 0.800 |