Football NSW General Manager Ian Holmes and Competitions Manager George Pashalis drew out the 16 clubs as a number of mouthwatering clashes have been set out for the start of June.
There will be two classic TeleChoice Premier League duels as Sydney United will be taking on staunch rivals the Marconi Stallions while Sydney Olympic have a date with the Blacktown City Demons.
Super League outfit Mt Druitt Town Rangers are set to face Super League side Rockdale City Suns, while Lee Sterrey?s Granville Rage side take on the A.P.I.A Leichhardt Tigers.
The Rage had a memorable round 3 clash against TeleChoice Premier League side Wollongong FC where they bundled John Turner?s side out of the Cup by defeating them 5-4 on penalties after the game finished 2-2.
Last season?s Tiger Turf Cup winners were the first major causality of what was a giant-killing round 3 of other matches played.
Round 3 saw the exit of clubs such as Penrith Nepean United, West Sydney Berries, Macarthur Rams and both Illawarra Premier League representatives Dandaloo and Albion Park White Eagles.
Bankstown City Lions will need to be on their toes when they face Super League outfit the Northern Tigers which could come as a tricky game to coach Peter Tsekenis at Jensen Park.
Division 1 outfit Blacktown Spartans continue to defy the odds and have been dealt with the presence of Super League side Fraser Park at Francis Park.
Current Super League high flyers Bonnyrigg White Eagles have been pitted against Division 1 side Spirit FC while in what will be seen as probably the biggest clash of the round of 16, current TeleChoice Premier League high flyers Sutherland Sharks could face Manly United if Phil Moss? men defeat Hills United in a rescheduled Tiger Turf Cup clash next Tuesday.
To view the draw click here.