Transfers snapshot
- Team has 22 recorded transfers. (13 in, 9 out).
| Player | Direction | Date | Type | From | To |
|---|---|---|---|---|---|
| T. Scott | in | 2025-07-23 | Free agent | Eastleigh | Winchester City |
| D. Bradshaw | out | 2024-11-24 | N/A | Winchester City | Farnborough |
| H. Hutchinson | out | 2024-11-24 | N/A | Winchester City | Dorchester Town |
| H. Hutchinson | in | 2024-10-24 | Loan | Dorchester Town | Winchester City |
| D. Bradshaw | in | 2024-10-24 | Loan | Farnborough | Winchester City |
| A. Wilkie | in | 2024-08-04 | Free | Cheltenham Town U18 | Winchester City |
| L. Chalwell | in | 2024-07-29 | Free | Eastleigh | Winchester City |
| K. Douglas | in | 2024-07-01 | Free | Bognor Regis Town | Winchester City |
| J. McCormick | in | 2024-07-01 | Free | Bognor Regis Town | Winchester City |
| H. Nevins | in | 2024-07-01 | Free | Ocean City Nor'easters | Winchester City |
| C. Buckley | in | 2024-07-01 | Free | Hayes & Yeading United | Winchester City |
| T. Wright | in | 2023-07-01 | Free | Havant & Wville | Winchester City |
| G. Short | out | 2021-11-06 | Free | Winchester City | Binfield |
| S. Roberts | out | 2020-07-01 | N/A | Winchester City | Salisbury |
| J. Cook | out | 2019-07-01 | Free | Winchester City | Havant & Wville |
| Ollie Griggs | out | 2019-01-04 | N/A | Winchester City | Dorchester Town |
| Ollie Griggs | in | 2018-10-14 | Loan | Dorchester Town | Winchester City |
| J. Cook | in | 2018-07-01 | Free | Poole Town | Winchester City |
| Ollie Griggs | out | 2018-07-01 | Free | Winchester City | Dorchester Town |
| O. Bailey | in | 2017-07-01 | Free | Gosport Borough | Winchester City |
| Warren Bentley | out | 2016-07-01 | Free | Winchester City | Gosport Borough |
| Chris Flood | out | 2014-07-16 | Free | Winchester City | Basingstoke Town |