Matthew 27:3 - Albert Barnes' Notes on the Bible

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 by the horrors of a guilty conscience, and by deep remorse for crime at its unexpected results. It was not saving repentance. That leads to a holy life this led to an increase of crime in his own death. True repentance leads the sinner to the Saviour. This led away from the Saviour to the gallows. Judas, if he had been a true penitent, would have come then to Jesus; would have confessed his crime at his feet, and sought for pardon there. But, overwhelmed with remorse and the conviction of vast guilt, he was not willing to come into his presence, and added to the crime of treason that of self-murder. Assuredly such a man could not be a true penitent.