Freeman graduated from The Latin School of Chicago and then magna cum laude from Middlebury College in 2005 with degrees in theater and Spanish.
Freeman starred in the thriller film YellowBrickRoad which was written and directed by Andy Mitton and Jesse Holland. She has appeared in several films and television series. Freeman played the character Veronica Sharpe in the award-winning short film Razor Sharp. The film won "Best Action Film" at the 2007 Comic-Con International Independent Film Festival. In September 2008, she began starring in The CW Superman-inspired drama Smallville where she played Tess Mercer after the departure of Michael Rosenbaum's Lex Luthor and continued this role until the show ended in May 2011. In October 2009, Freeman appeared in the CBS police drama CSI: Crime Scene Investigation in season 10, episode four called "Coup de Grâce" (French for "Stroke of Mercy"), where she played Donna Grayson, an officer who witnesses her partner arrest, shoot, and kill a suspect who turns out to be his former off-duty partner. On January 13, 2012, Freeman was confirmed to be in The CW fantasy drama The Vampire Diaries as Sage in the third season. Since 2012, Freeman has been starring as Cady Longmire in the A&E crime drama Longmire.
