score:13
The Catena Aurea includes commentaries on this verse from Origen, Bede, Rabanus, Chrysostom, Hilary, and Jerome and not one of them talk about the quality of Jesus' singing. No other commentaries I found talked about Jesus quality of singing either, nor made reference to any extrabiblical traditions.
On the contrary, Isaiah 53:2 (NIV), which Christians say describes Jesus, says as follows:
He grew up before him like a tender shoot, and like a root out of dry ground. He had no beauty or majesty to attract us to him, nothing in his appearance that we should desire him.
While this passage is referring to his physical appearance being unremarkable, it would follow that "he had no beauty or majesty to attract us to him" also with regards to his singing ability.
Upvote:1
He certainly knew how.
And a hymn being said, they went out unto mount Olivet.
St. Thomas Aquinas writes (intro. to his exposition on David's psalms):
A hymn is the praise of God with song; a song is the exultation of the mind dwelling on eternal things, bursting forth in the voice.
Christ praised His Father perfectly; therefore, His praise "bursting forth in the voice" must also have been perfect.
Upvote:3
While acknowledging the most salient point in Thunderforge's answer that there is no (specific) information on the quality of Jesus' singing, an inference can be made based on scripture that is exactly opposite to that which he has drawn from Isaiah 53:2.
Such an inference (of, in my opinion, greater or at least equal strength) can be drawn from Mark 7:37 where it is said of Jesus that "He has done everything well". The context is that this is said of him by those in the region of the Decapolis upon observing his healing of a deaf mute man. If we limit ourselves to applying what was said only to Jesus' immediately observable actions at that time, then this is of course no more determinitive than the inference drawn from Isaiah, however the plain language of the text tends to a more comprehensive interpretration that would encompass any of Jesus' actions including singing.
The problem with establishing inferences from either of these passages is that they are relying on what was apparant to sinful men and although appearing within inspired scripture, they are therefore on comparitively weak foundations.
An arguably determinitive inference can be made however if we consider Jesus' words in John 8:29 where he says of the Father:
And the one who sent me is with me; he has not left me alone, for I always do what is pleasing to him. - NRSCVE [emphasis added]
From this, we should deduce that Jesus' singing was (amongst everything else he has done) pleasing to the Father and therefore objectively "good" regardless of how sinful men would have assessed its quality.