FA Cup 2023/24, Preliminary Round |
 | 18.08.2023 | | Bridgwater United | – | Street | | 4:0 (0:0) |
| Bridgwater |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Street | – | Helston Athletic | | 1:2 |
| Street |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Fareham Town | – | Street | | 8:0 (6:0) |
| Fareham |
FA Cup 2020/21, Extra Preliminary Round |
| 02.09.2020 | | Sherborne Town | – | Street | | 2:1 |
| Sherborne |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Street | – | Willand Rovers | | 1:5 (0:2) |
| Street |
FA Cup 2018/19, First Qualifying Round |
| 11.09.2018 | | Street | – | Plymouth Parkway | | 1:4 (0:2) * |
| Street |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Bridport | – | Street | | 3:1 (1:1) |
| Bridport |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Winchester City | – | Street | | 4:2 |
| Winchester |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Street | – | Witheridge | | 1:2 |
| Street |
FA Cup 2014/15, Extra Preliminary Round |
| 19.08.2014 | | Street | – | Brislington | | 1:2 aet
(0:0) * |
| Street |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Truro City | – | Street | | 1:0 |
| Truro |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Street | – | Hengrove Athletic | | 1:3 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Street | – | Shortwood United | | 0:2 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Bridgwater Town | – | Street | | 1:0 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 18.08.2009 | | Street | – | Willand Rovers | | 0:1 * |
| |
FA Cup 2008/09, Preliminary Round |
| 02.09.2008 | | Bideford | – | Street | | 2:1 * |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Street | – | Wimborne Town | | 2:5 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Street | – | Bishop's Cleeve | | 0:1 |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Street | – | Merthyr Tydfil | | 1:2 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Bridport | – | Street | | 2:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Street | – | Bemerton Heath Harlequins | | 1:3 |
| |
FA Cup 2001/02, Extra Preliminary Round |
| | | Street | – | Frome Town | | 1:2 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Paulton Rovers | – | Street | | 4:0 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Street | – | Eastleigh | | 0:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Trowbridge Town | – | Street | | 4:2 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Taunton Town | – | Street | | 6:2 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Street | – | Frome Town | | 1:3 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Bridgwater Town | – | Street | | 2:1 * |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Minehead | – | Street | | 4:1 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Dorchester Town | – | Street | | 2:0 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Street | – | Frome Town | | 0:2 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Street | – | Weston-Super-Mare | | 0:8 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Glastonbury | – | Street | | 2:1 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Bridgwater Town | – | Street | | 2:0 |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Glastonbury | – | Street | | 5:0 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Street | – | Chippenham United | | 1:2 |
| |
FA Cup 1955/56, Second Qualifying Round |
| | | Street | – | Chippenham United | | 3:6 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Clandown | – | Street | | 2:0 |
| |
FA Cup 1953/54, Third Qualifying Round |
| | | Chippenham United | – | Street | | 4:1 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Street | – | Glastonbury | | 1:2 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Street | – | Chippenham United | | 0:3 |
| |
FA Cup 1950/51, Third Qualifying Round |
| | | Street | – | Glastonbury | | 0:1 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Ilminster Town | – | Street | | 4:1 |
| |
FA Cup 1948/49, Third Qualifying Round |
| | | Gloucester City | – | Street | | 4:1 |
| |
FA Cup 1947/48, First Round Proper |
| 29.11.1947 | | Cheltenham Town | – | Street | | 5:0 |
| |
FA Cup 1946/47, Second Qualifying Round |
| | | Radstock Town | – | Street | | 2:1 |
| |
FA Cup 1938/39, First Round Proper |
| 26.11.1938 | | Ipswich Town | – | Street | | 7:0 |
| |
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