Windows Media Player in Windows 7 has an excellent feature which lets you preview any song while listening to playlist and again resume back to same track same position when you are done with previewing.
Like Byte points that you need to mouse hover any of the sing to see the preview box but there is catch here. When you load the playlist many a time it is only in the right pane and the preview window will never popup there.
So if you are seeing the same in your windows media player, just look for a arrow on top of playlist which points to left direction. Click on it and it will load the playlist right on left side. Now you can get the preview pane now.