The nun Annesia donated in the late 13th or beginning of the 14th century in memory of her deceased husband Theodoros Komenos Kantakuzenos, who lived in the Monastery of the Holy Mother of God Spelaion near Melnik, a ground with a mill in the lower town of Melnik and a vineyard in the village Dragnitza to the Monastery of the Holy Mother of God Spelaion near Melnik (ἐπιδίδωμι αὐτῆ τῆ θεῖα μονῆ τῶ ἐν τῶ ἐμπορίω Μελενίκου γονηκῶθεν προσὃν ἡμῖν μυλωνοτόπιον, καὶ εἰς τὸ δια θείου καὶ σεπτοῦ χρυσοβούλου χωρίον ἡμῶν τῆν Δράγνιτζαν ἀμπέλιον ἐξαλιματικὸν). In the time period from 1301 to 1361 a not named patriarch appointed Meletios as Abbot of the Monastery of the Holy Mother of God Spelaiotissa near Melnik (Ἡ μετριότης ἡμῶν διὰ τοῦ παρόντος αὐτῆς γράμματος παρακελεύεται εἶναι τὸν τιμιώτατον ἱερομόναχον κῦρ Μελέτιον εἰς καθηγούμενον τῆς ἐν τῷ θεοσώστω κάσ̣τ̣ρῳ τοῦ Μελενίκου διακειμένης σεβασμίας μονῆς τῆς ὑπεράγνου δεσποίνης καὶ Θεομη̣τορος καὶ ἐπικεκλημένης τοῦ Σπηλαίου). In May 1304 the unlawfully taken small possession (κτῆμα μικρὸν) Hagios Georgios near the village Hostrobos in the size of two yokes (εἰς τὸ̣ν Ἅγιον Γεώργιον, πο̣σουμενον γῆ ζευγαρίων δύο εἰς ὑπέρπυρα τέσσαρα... εἰς τὴν περιοχὴν εὑρισκόμενον τοῦ Ὁστροβοῦ ἐπιλεγώμενον) was given back to the Monastery of the Mother of God Spelaiotissa in Melnik. The possession belonged to the monastery according to the records of the thema Melenikos (ἐν τῶ τοῦ Μελλενίκου θέματος). The boundaries of the possession were examined in the presence of Gerasimos, the Abbot of the Monastery of the Mother of God Spelaiotissa in Melnik and the inhabitants of the village Hostrobos (ἀπὸ τὸ χωρίον τοῦ Ὁστροβοῦ ἄνδρες ἀξιόπιστοι ουκ ὀλίγοι) and the people from Hagios Georgios (ἀπὸ τὸν Ἅγιον Γεώργιον). The boundaries of the possession reached as far as the plot Potokos, where the river Struma flowed through and the plot Philippu (ἕως τὸν λεγόμενον Πότοκον, ἔνθα διἤρχετο ὁ Στρύμμων, καὶ ἀπ’ αὐτοῦ διέ̣ρ̣χετ̣αι τὴν ἄμμον μέχρι τοῦ λεγωμένου Φιλιππου). The Serbian Despot Jovan Uglješa donated the Monastery of the Holy Mother of God Spelaiotissa in Melnik with its properties to the Monastery of Batopedi on Mount Athos in January 1365. On this occassion an inventory of all possession was isssued (Κατὰ τὴν πεντεκαὶδεκάτην τοῦ Ἰαννοἀρίου μηνὸς τῆς τρίτης ἰνδικτιῶνος παρέδωκεν ὁ ἐνδοξώτατος Οὔγγλεσης πρὸς τὴν θείαν καὶ σεβασμίαν καὶ βασιλικὴν μονὴν τοῦ Ἁγίου Ὄρους τῆς ἐπικεκλημένης τοῦ Βατοπεδίου τὴν θείαν μονὴν περὶ τὸν Μελενίκον τὴν ἐπικεκλημένην τῆς πανάγνου Θεοτόκον τῆς Σπηλαιωτίσης μετὰ καὶ τῶν ἐν αυτῆ πρὸἀστίων καὶ κτημάτων ὧν ἔκπαλαι καὶ πρὸ χρόνων ἐκράτησεν ἡ τοιαύτη θεία μονῆ).