| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 9/12/26 | Braintree Town vs Maidstone United | Blue Square North | 2:1 | Yes | Yes |
| 1/23/24 | Maidstone United vs Braintree Town | Blue Square North | 1:1 | No | Yes |
| 8/15/23 | Braintree Town vs Maidstone United | Blue Square North | 1:2 | Yes | Yes |
| 3/19/22 | Braintree Town vs Maidstone United | Blue Square North | 1:2 | Yes | Yes |
| 3/8/22 | Maidstone United vs Braintree Town | Blue Square North | 1:0 | No | No |
| 1/19/21 | Maidstone United vs Braintree Town | Blue Square North | 0:2 | No | No |
| 2/8/20 | Maidstone United vs Braintree Town | Blue Square North | 1:0 | No | No |
| 10/29/19 | Braintree Town vs Maidstone United | Blue Square North | 1:1 | No | Yes |
| 4/19/19 | Maidstone United vs Braintree Town | Blue Square Premier | 0:2 | No | No |
| 9/22/18 | Braintree Town vs Maidstone United | Blue Square Premier | 0:1 | No | No |
| 2/25/17 | Braintree Town vs Maidstone United | Blue Square Premier | 0:0 | No | No |
| 8/16/16 | Maidstone United vs Braintree Town | Blue Square Premier | 2:1 | Yes | Yes |