THT points us to Paste Magazine's Top 10 Baseball Songs. Considering that this is the internet, and the fact that the list is somewhat obscure, it's a little irritating that Paste didn't even give us samples to listen to. Here's what I was able to dig up. I apologize for the formatting... I'll come back through and clean it up:
The Ballad of Russell Perry - For 83 cents... It's yours.
Couldn't find Baseball Dreams by the Naturals. The others I could find after the jump...
Did You See Jackie Robinson Hit That Ball?:
This one makes the cruel fan in me laugh. A Dying Cub Fan's Last Request:
I really like this one. A ton. Love is Like a Baseball Game:
Good old Dropkick Murphys