Osceola
Matchups vs Baldwin-Woodville
| # | Date | Visitor | Result | Home | |
|---|---|---|---|---|---|
| 1 | 2014-05-09 | L | Osceola | 1 - 7 | Baldwin-Woodville |
| 2 | 2014-05-29 | L | Baldwin-Woodville | 3 - 0 | Osceola |
| 3 | 2015-05-05 | L | Baldwin-Woodville | 3 - 2 | Osceola |
| 4 | 2015-06-04 | L | Osceola | 0 - 2 | Baldwin-Woodville |
| 5 | 2016-05-03 | W | Osceola | 3 - 0 | Baldwin-Woodville |
| 6 | 2016-06-02 | W | Baldwin-Woodville | 0 - 4 | Osceola |
| 7 | 2017-04-25 | L | Baldwin-Woodville | 1 - 0 | Osceola |
| 8 | 2017-05-23 | W | Osceola | 6 - 0 | Baldwin-Woodville |
| 9 | 2018-04-24 | L | Osceola | 3 - 5 | Baldwin-Woodville |
| 10 | 2018-05-17 | D | Baldwin-Woodville | 1 - 1 | Osceola |
| 11 | 2019-05-16 | W | Baldwin-Woodville | 1 - 2 | Osceola |
| 12 | 2021-05-07 | L | Baldwin-Woodville | 4 - 1 | Osceola |
| 13 | 2021-05-24 | L | Osceola | 1 - 11 | Baldwin-Woodville |
| 14 | 2022-05-03 | L | Osceola | 2 - 7 | Baldwin-Woodville |
| 15 | 2022-05-16 | L | Baldwin-Woodville | 9 - 0 | Osceola |
| 16 | 2023-05-05 | L | Osceola | 0 - 8 | Baldwin-Woodville |
| 17 | 2023-05-16 | L | Baldwin-Woodville | 8 - 0 | Osceola |
| 18 | 2024-04-15 | L | Baldwin-Woodville | 8 - 0 | Osceola |
| 19 | 2024-05-06 | L | Osceola | 0 - 8 | Baldwin-Woodville |
| 20 | 2025-04-14 | L | Baldwin-Woodville | 3 - 0 | Osceola |
| 21 | 2025-05-06 | L | Osceola | 0 - 3 | Baldwin-Woodville |