15:1-12 The tribe of Judah's land allotment.
15:13-15 Caleb occupies Hebron and Debir.
15:16-19 Caleb declares that the man who conquers Kirjath Sepher will be allowed to marry his daughter. This was a time and context when marriage was sometimes about alliance and strength rather than love. We do not live that way anymore (usually) but because we know that Caleb loves God and God's compassionate ways, he likely ensures that his daughter marries an honorable man. Remember that these lands are blessed by God as long as the children of Israel are living righteously in them.
We see here that Caleb is generous with his daughter, Achsah, and blesses her with what she asks for. Caleb has learned how to be a kind father from our Kind Father.
15:20-63 The many cities of Judah are listed.
