Matthew 27:3

“Then Judas, which had betrayed him, etc.] Before, he is described as he that shall, or should, or doth betray him; but now having perpetrated the horrid sin, as he that had done it. When he saw that he was condemned; that is, that Jesus was condemned, as the Syriac and Persic versions read, either by the Jewish sanhedrim, or by Pilate, or both; for this narrative concerning Judas may be prophetically inserted here, though the thing itself did not come to pass till afterwards; and the sense be, that when he, either being present during the whole procedure against Christ; or returning in the morning after he had received his money, and had been with his friends; finding that his master was…”

“Then Judas, when he saw that he was condemned, repented himself - This shows that Judas did not suppose that the affair would have resulted in this calamitous manner. He probably expected that Jesus would work a miracle to deliver himself, and not suffer this condemnation to come upon him. When he saw him taken, bound, tried, and condemned - when he saw that all probability that he would deliver himself was taken away - he was overwhelmed with disappointment, sorrow, and remorse. The word rendered “repented himself,” it has been observed, does not of necessity denote a change “for the better,” but “any” change of views and feelings. Here it evidently means no other change than that produced…”

“Then Judas seeing that he was condemned - Which probably he thought Christ would have prevented by a miracle. Matthew 27:4”

“27:3-10 There are two accounts of Judas’s death—this one and Acts 1:18-19. There are differences between the two: (1) Matthew states that the priests bought the field (Matt 27:6-7), while Acts seems to suggest that Judas bought it (Acts 1:18); (2) Matthew reports that Judas committed suicide by hanging himself (Matt 27:5), while Acts enigmatically refers to a fall and an abdominal rupture (Acts 1:18); (3) Matthew implies that the field of blood was so named because it became a place of burial (Matt 27:7-8), while Acts suggests that it was because of Judas’s violent death there (Acts 1:19). The two accounts are compatible if one takes the account in Acts as describing the effects of the…”

“Judas: Mat 26:14-16, Mat 26:47-50; Mar 14:10, Mar 14:11, Mar 14:43-46; Luk 22:2-6, Luk 22:47, Luk 22:48; Joh 13:2, Joh 13:27; Joh 18:3 repented: Job 20:5, Job 20:15-29; Co2 7:10 Matthew 27:4”