But when the young man heard that saying, he went away sorrowful: for he had great possessions.

And when the young man had heard this word, he went away sad: for he had great possessions.

But the young man, having heard the word, went away grieved, for he had large possessions.

And the young man, having heard the word, went away sorrowful, for he had many possessions;

On hearing those words the young man went away much cast down; for he had much property.

But hearing these words the young man went away sorrowing: for he had much property.

And when the young man had heard this word, he went away sad, for he had many possessions.

On hearing these words, the young man went away distressed, for he had great possessions.

He went away sorrowful. The result at length showed how widely distant the young man was from that perfection to which Christ had called him; for how comes it that he withdraws from the school of Christ, but because he finds it uneasy to be stripped of his riches? But if we are not prepared to endure poverty, it is manifest that covetousness reigns in us. And this is what I said at the outset, that the order which Christ gave, to sell all that he had, was not an addition to the law, but the scrutiny of a concealed vice. For the more deeply a man is tainted by this or the other vice, the more strikingly will it be dragged forth to light by being reproved. We are reminded also by this example that, if we would persevere steadily in the school of Christ, we must renounce the flesh. This young man, who had brought both a desire to learn and modesty, withdrew from Christ, because it was hard to part with a darling vice. The same thing will happen to us, unless the sweetness of the grace of Christ render all the allurements of the flesh distasteful to us. Whether or not this temptation was temporary, so that the young man afterwards repented, we know not; but it may be conjectured with probability, that his covetousness kept him back from making any proficiency.

He had great possessions - He was very rich.
He made an idol of his wealth. He loved it more than God. He had not kept the commandments from his youth up, nor had he kept them at all; and rather than do good with his treasures, and seek his salvation by obeying God, he chose to turn away from the Saviour and give over his inquiry about eternal life. He probably returned no more. Alas, how many lovely and amiable young persons follow his example!

Went away sorrowful - Men undergo great agony of mind while they are in suspense between the love of the world and the love of their souls. When the first absolutely predominates, then they enjoy a factitious rest through a false peace: when the latter has the upper hand, then they possess true tranquillity of mind, through that peace of God that passeth knowledge.
He had great possessions - And what were these in comparison of peace of conscience, and mental rest? Besides, he had unequivocal proof that these contributed nothing to his comfort, for he is now miserable even while he possesses them! And so will every soul be, who puts worldly goods in the place of the supreme God. See on Mark 10:22 (note).

But when the young man heard that saying..... That he must sell his estates, and all his worldly substance, and the money made of them, give away to the poor; and become a follower of Christ, deny himself, and submit to hardships very disagreeable to the flesh:
he went away sorrowful; not with a godly sorrow for his sin and imperfections, but with the sorrow of the world, which worketh death: he was ashamed and confounded, that he could not perform what he had just now so briskly promised, at least tacitly, that whatever else was proper he would do; as also grieved, that he had not arrived to perfection, which he had hoped he had, but now began to despair of, and of obtaining eternal life; and most of all troubled, that he must part with his worldly substance, his heart was so much set upon, or not enjoy it:
for he had great possessions; which were very dear to him; and he chose rather to turn his back on Christ, and drop his pursuits of the happiness of the other world, than part with the present enjoyments of this.

He went away sorrowful. He would like to be a disciple of Christ, and an heir of life, but was not ready to pay such a price. The Lord had struck his difficulty, his besetting sin, his ruling passion. This man was required to use his wealth for God and for man; so are we to use ours. There is just one difference; he was commanded to sell and give away; we are required to turn all over to Christ and to hold it as his stewards.