Chavah Messianic Radio
This site is quite frankly, awesome. It has probably the largest collection of messianic music on the web and my songs have had a home there for years. Paul Wilbur, Ted Pearce, Joel Chernoff are just a few of the big names on the site that you can listen to for free. The site allows you to listen to songs in a shuffle or request your favorite songs to be played for everyone to hear.