In 2007 Freeman helped Monaghan reach the Ulster Senior Football Championship final, where they lost by two points to Tyrone (1-15 to 1-13). Freeman was top scorer in that year's Ulster Championship a total of 0-12. Monaghan however went on to reach the All-Ireland Championship quarter-final, where they met reigning champions Kerry. He cut his thumb in a work-related accident a few days before the match and he had to get a cast on, which was only removed two days before the match. He did however play in the game and scored 1-02, which Kerry won 1–12 to 11. Freeman finished the Championship with 4-22, the second highest scorer behind Cork's James Masters. He was awarded an All Star award for his performances that year and also named Irish News Ulster Player of the year.