| 2023-2024 |
| Regular | Playoffs |
| 18 and Older | Pike's Distributors (14-8-4) | Base Hospitality Group/B&G Heating Plumbing (6-2-3) |
| 40 and Older | FSH Funeral & Cremation Services (16-5-3) | FSH Funeral & Cremation Services (10-1-0) *1st Year with Playoff |
|
| 2022-2023 |
| REGULAR | PLAYOFFS |
| 18 and Older | (Tie) (Base Hospitality Group/B&G Heating Plumbing) (Smith Construction/UP Lure Co) | Pike's Distributors |
| 40 and Older | FSH Funeral & Cremation Services | No Playoffs |
|
| 2021-2022 |
| 18 and Older | Pike's Distributors | Base Hospitality Group/B&G Heating Plumbing |
| 40 and Older | FSH Funeral & Cremation Services | No Playoffs |
|
| 2020-2021 |
| 18 and Older | COVID-19 | COVID-19 |
| 40 and Older | COVID-19 | COVID-19 |
|
| 2019-2020 |
| 18 and Older | Base Hospitality Group/B&G Heating Plumbing | COVID-19 |
| 40 and Older | N/A | No Playoffs |
|
| 2018-2019 |
| 18 and Older | Base Hospitality Group/B&G Heating Plumbing | Joe's Auto/3rd Base Bar |
| 40 and Older | N/A | No Playoffs |
|
| 2017-2018 |
| 18 and Older | Joe's Auto/3rd Base Bar | Joe's Auto/3rd Base Bar |
| 40 and Older | N/A | No Playoffs |
|
| 2016-2017 |
| 18 and Older | Coldwell Banker | Joe's Auto/3rd Base Bar |
| 40 and Older | N/A | No Playoffs |
|
| 2015-2016 |
| 18 and Older | Stone Reflections | Joe's Auto/3rd Base Bar |
| 40 and Older | N/A | No Playoffs |
|
| 2014-2015 |
| 18 and Older | Joe's Auto/3rd Base Bar | Joe's Auto/3rd Base Bar |
| 40 and Older | N/A | No Playoffs |
|
| 2013-2014 |
| 18 and Older | Joe's Auto/3rd Base Bar | Joe's Auto/3rd Base Bar |
| 40 and Older | N/A | No Playoffs |
|
| 2012-2013 |
| 18 and Older | Joe's Auto/3rd Base Bar | B&G Heating Plumbing / Mommaerts Mahaney Financial Services |
| 40 and Older | N/A | No Playoffs |
|
| 2011-2012 |
| 18 and Older | N/A | B&G Heating/Plumbing |
| 40 and Older | N/A | No Playoffs |
|
| 2010-2011 |
| 18 and Older | N/A |
|
| 40 and Older | N/A | No Playoffs |
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