

After graduating, Street served three years in USS Gar, from her commissioning on April 14, 1941 until February 27, 1944. Street served in this fleet submarine, first as Gunnery and Torpedo Officer, then as First Lieutenant and Torpedo Data Computer Operator and finally as Executive Officer and Navigator. While serving in Gar, he made nine war patrols. Street received Silver Stars for his "conspicuous gallantry and intrepidity in action" on Gar's first and tenth patrols.
On July 6, 1944, LCDR Street reported to the Portsmouth Naval Shipyard to fit out the USS Tirante, his first command. Commissioning the ship in November, the captain took his new boat for shakedown training in Long Island Sound and further training in waters off Panama and Hawaii. The ship's first war patrol, commencing March 3, 1945 was southwest of Kykshk, Japan's southernmost island. By that point in the war, most of Japan's merchant fleet had already been sunk, but Street went into shallow water close to shore and found several ships.
On April 14, following a report from Naval Intelligence, Street took Tirante into Cheju harbor on the surface, to avoid shoals and minefields. Using all six of his remaining torpedoes, he sank a freighter and two of its escorts. For this action, Tirante was awarded the Presidential Unit Citation (US), Street was awarded the Medal of Honor, and his executive officer, LT Edward L. Beach, Jr., received the Navy Cross.
On May 20, Tirante began her second war patrol as command ship of a nine-boat wolf pack dubbed "Street's Sweepers". Street again managed to find, and sink, several enemy ships. On June 11, he crept into Ha Shima harbor, some seven miles from Nagasaki and picked out the 2200-ton Hakuju Maru moored alongside a colliery. For this patrol, LCDR Street was awarded the Navy Cross. That citation reads in part "...For extraordinary heroism ...Tracking his targets relentlessly ...(he) launched his smashing torpedo and gunfire attacks against hostile freighters, junks and picket boats, sinking over 7000 tons of shipping vital to Japanese supply..."

