The dijakь (scribe) and anagnostь (reader or lector) Dragoje moved in the place before the field Trěblěgrьmь, which was above Gabrovo near the Belasica mountain, in order the erect a Church dedicated to the Holy Mother of God and to the Holy Archangels Michael and Gabriel (izide dijakь anagnostь Dragoje kako estь ulezlь više Gabrova u Belasici predь Trěblěgrьmь zidati hramь prěčistee crьkvь i besplьtnihь silь Mihaila i Gabrila). At the request of Kalinik, the Bishop of Banьska (Velbužd, Kjustendil), made the Serbian Emperor Stefan Uroš IV Dušan the endowment of Dragoje exempt from various duties and allowed Dragoje live here freely with his father-in-law. Stefan Uroš IV Dušan donated to Dragoje also a field Podь and another field beneath Gabrovo. The Serbian Emperor gave him the permission to settle people near the church.In 1376/77 the mother of the Serbian Despots Jovan and Konstantin Dragaš, Evdokija, donated together with her sons the village of Gabrovo with boundaries, summer pasture, mountain, vineyards, fruit trees, watermill, vegetable gardens, field, meadow, hunting grounds, river and fords to the Monastery Hagios Panteleemon on Mount Athos (Selo Gabrovo sь sinoromь, sь planinomь, sь brьdomь, sь vinogradi, sь voštьjemь, sь vodeničjemь, sь kipuriami, sь poljemь, sь lugomь, sь lovišti, sь rekomь, sь brodovi). The Serbian Despot Jovan Dragaš and his brother Konstantin Dragaš confirmed after 1376/1377 the donation of the village Gabrovo to the Monastery Hagios Panteleemon on the Holy Mount Athos (I prьvo selo Mokrane, i selište Crьkvišta, i selište Makrijevo, i selo Borisovo, i selo Zubovo, i selo Gabrovo, i selo Napodu). The village of Gabrovo is registered in the Defters for the Nahiya Strumica in the year 1519 and 1573.