Help - Tile Priority based on Position

I'm currently working on a Pokemon Essentials game, and have run into such a basic problem that shouldn't even be a problem at this point. Basically, if the player is behind a cliff edge, the cliff edge appears above him, which is good. But if the player is in front of it, the cliff edge is still in FRONT of him.



Anyone have any idea on how to fix this?

God what a terrible design, who would make this {XD}

Not sure whats going on, it works fine in my tests. This is how I have them set up if it helps?