was the King of Serbia from 1276 to 1282 and King of Syrmia (Srem) from 1282 to 1316.
Dragutin was the eldest son of king Stefan Uroš I of Serbia and Helen of Anjou. He had two sons, Vladislav (King of Srem) and Urošic (later monk Stefan), and daugters Jelisaveta (married to Stefan I Kotromanić (Ban of Bosnia)) and Ursula (married to Pavle Šubić)).
Dragutin usurped the Serbian throne from his father in 1276, and shared the rule with his mother and brother. However, his rule didn't last long.
In 1282 he broke his leg while hunting and became ill; he passed the throne to his younger brother Stefan Milutin at the council at Deževo 1282, while keeping for himself some northern parts of the country.
Since his son Vladislav married the relative of a Hungarian king, Dragutin in 1284 gained from Ladislaus IV of Hungary areas of Mačva with Belgrade, and the Bosnian areas Soli and Usora, which he ruled until 1316, establishing family relations with Bosnian ban Stephen I Kotromanić. His new state was named Kingdom of Srem. The first capital of his state was Debrc (between Belgrade and Šabac), and later he moved his residence to Belgrade. He is the first of the Serb rulers who ruled from the capital of Belgrade.
Near the end of the 13th century Stefan Dragutin expanded his territory, adding Braničevo and Kučevo. He came into conflict with his brother Milutin when Milutin wanted to create stronger political ties with the Byzantine Empire and obviously did not intend to give the throne to Dragutin's son Vladislav as agreed. Conflict between the brothers was calmed by the clergy in 1313.
Near the end of his life he separated from his Hungarian friends and strengthened his connections in Serbia. He later became a monk and changed his name to Teoktist. He died in 1316 and was buried in the Đurđevi Stupovi monastery near Novi Pazar. After Dragutin died, his son Stefan Vladislav II became the new ruler of the Kingdom of Srem.