Life and Asceticism
Stephen entered the Lavra of Saint Sabbas while still a child and passed his entire monastic life within that community, the desert monastery founded by Saint Sabbas the Sanctified in the Judean wilderness. The synaxarion records that he would at times go out into the desert to live in solitude and devote himself to spiritual struggles.
He was introduced to the monastic life through his uncle, Saint John of Damascus, who belonged to the same community. By tradition he was granted, in his maturity, a measure of the eremitic life while remaining available to the brethren. He came to be regarded for the gifts of healing and discernment.