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.

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

19:22 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 it his stewards.

19:16-22 Christ knew that covetousness was the sin which most easily beset this young man; though he had got honestly what he possessed, yet he could not cheerfully part with it, and by this his want of sincerity was shown. Christ's promises make his precepts easy, and his yoke pleasant and very comfortable; yet this promise was as much a trial of the young man's faith, as the precept was of his charity and contempt of the world. It is required of us in following Christ, that we duly attend his ordinances, strictly follow his pattern, and cheerfully submit to his disposals; and this from love to him, and in dependence on him. To sell all, and give to the poor, will not serve, but we are to follow Christ. The gospel is the only remedy for lost sinners. Many abstain from gross vices who do not attend to their obligations to God. Thousands of instances of disobedience in thought, word, and deed, are marked against them in the book of God. Thus numbers forsake Christ, loving this present world: they feel convictions and desires, but they depart sorrowful, perhaps trembling. It behoves us to try ourselves in these matters, for the Lord will try us.