Constantine Dragaš was the son of the Serbian sebastokratōr Dejan by Theodora (Eudokia), a sister of the Serbian Emperor Stefan Uroš IV Dušan. His maternal grandparents were Stefan Dečanski and Theodora, daughter of Emperor Smilets of Bulgaria.


Constantine Dragaš was married twice. The name of his first wife is unknown, but she is not identical with Thamar (Tamara), the daughter of the Emperor (tsar) Ivan Alexander of Bulgaria, who had married a certain despotēs Constantine. Constantine Dragaš married as his second wife Eudokia Megaskomnene, daughter of Emperor Alexios III Megaskomnenos of Trebizond. By his first wife, Constantine Dragaš had at least one daughter and possibly a son:

1. Helena Dragases (Jelena Dragaš, nun Hypomone), who married the Byzantine Emperor Manuel II Palaiologos and died on May 13, 1450. Their many children included the last two Byzantine emperors, of whom Constantine XI added the name Dragaš (in Greek, Dragasēs) to his own.
2. (possibly) Jakov (Muslim under the name Yaqub), who succeeded as lord of Velbăžd (Kyustendil).


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