Glenullin won the 1927 North Derry Championship, but were disqualified from the
All-County Championship final after their final with
Ballinderry was abandoned due to fighting. A team from Drumsurn took their place in the re-played final, but were beaten by Ballinderry in the decider. There were a few stop-starts over the next 13 years before Drumsurn ceased to function as a club in 1940, after players moved to other clubs since Drumsurn did not enter the 1940 championship. In 1947 John Eddie Mullan from Drumsurn won a
National Football League medal with Derry. Interest in Gaelic football in North Derry was once again very high after Derry reached the
1958 All-Ireland Senior Championship final. The current club was founded that year and played in red jerseys, with white collars and a green
shamrock on the breast. Their first Senior match came was a victory over
Glenullin in the 1959 Neal Carlin Cup. 1960 saw Drumsurn win the North Derry Junior Championship for the first time. They went on to play the Derry City Champions
Faughanavale in the
All-County Junior Championship semi-final at
Celtic Park, but were defeated. The club also won the following year's North Derry Junior Championship. In 1965 Drumsurn's Seán Moore won an All-Ireland medals with Derry Minors. During this time the club also purchased their current playing field. In 1966 St Matthews's won the Mahon Cup and Neal Carlin Cup with victories over Ardmore and Glenullin respectively. St Matthew's best ever performance in the Derry Senior Football Championship came in 1968 when they reached the semi-final stage. Joe Chivers from the club was part of the 1968 Derry
All-Ireland U21 Football Championship winning team. The club added another Neal Carlin Cup success in 1979. In 1980 the club won Division 2 of the league ==Football titles==