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4:1-3 Jesus could not baptize because he had to remain free of sin. And when one baptizes they are also partially taking upon the person's sin... Standing In the Gap as one could say. Jesus has to remain a clean image so that the prophecy would be revealed. Instead it was the "Spirit of Christ" meaning "anointing" that his disciples baptized in. So at this time, when the Pharisees found out, he left from Judea, a place of worship to Galilee, a place of promise and anointing.

4:4 However, first, before Galilee he had to go through Samaria, a place of the worldly. Keyword in the scripture: MUST, because he had to be tested to live and bring The Word forth in the "world/fleshy" environment.

4:5-8 Jesus came to the land of Jacob. (Jacob meaning "carnal". Genesis 33:18 - Jacob conforming to the ways of the world). Jesus sat on Jacob's well... a well from which you draw water (water meaning Word). So here, Jacob's well is filled with the"carnal word".
When the woman came he spoke a parable unto her (parables- brought froth for us by the word to preach the Lords mysteries so that we may understand. It is to bypass the mind to be recognized/understood by the soul) "Give me to drink" not referring to the carnal water/word. He was asking for the living water/word.
At this time the disciples had went elsewhere to buy something to sustain them.

4:9-10 Even the Samaritan woman knew it was unorthodox for a jew to deal with her. However Jesus replied by telling her she should have asked him for the living water rather than drawing from the well that contains the carnal word.

4:11-14 Based off of that which she could see before her she assumes that he cannot provide the water. But once again she is thinking carnally and is not seeing/receiving that he can provide THE LIVING WATER. You cannot compare the carnal to that of Christ. Whoever partakes of the carnal knowledge will never be fulfilled. But if one recieves the knowledge of Christ then they recieve that everlasting word/life that fills the soul forever.