I highly recommend this sermon series by Ray Ortlund. (The Real Jesus series) This year, Ray is preaching through the Sermon on the Mount at Immanuel Church. He just finished preaching through the beatitudes of Matthew 5.
This series has changed Immanuel Church - in ways we cannot even articulate yet. The Lord has come down during this series bringing a deep repentance to his people through his Spirit. Personally, I am different because of these sermons. I understand God more deeply and I understand myself more completely.
Download these. Put them on your iPhone. Listen while in the car. This is the best series on the beatitudes I've ever heard.