Let not the Reader overlook the expression in those verses that Israel was to go in to possess the land. Not as if they were to fight for it, but as if it was already conquered. The reason was, the LORD their GOD had promised Canaan to his people. He undertook to drive out the present possessors, and to bring them in. And therefore so promised, the thing itself was as good as accomplished. But, considered as this really was, a type of the heavenly Canaan, the subject riseth higher to our view, and becomes abundantly more interesting, JESUS hath in reality already conquered for his people. He hath purchased their redemption by his blood. He is gone before to take possession of the promised land in their name, and will come again, and bring them into the possession of it, with himself; that where he is, there they may be also. See his sweet promise to this effect, John 14:3.
Related Commentaries of Deuteronomy 11:8
Deuteronomy 11:8-9
8 Therefore shall ye keep all the commandments which I command you this day, that ye may be strong, and go in and possess the land, whither ye go to possess it;
9 And that ye may prolong your days in the land, which the LORD sware unto your fathers to give unto them and to their seed, a land that floweth with milk and honey.