Ortho-Isometric camera not playing nice with culling

Hi all! This is my first post here. With that said, Unity Answers has been extremely helpful in the past, so I'm hoping it will be again :D

My game is 2.5D using Unity's terrain. I am using an orthographic camera that is rotated 30 degrees on the X axis, and 45 degrees on the Y axis. This camera follows the player using a tracking script, which offsets the camera from the player ...

*30 units on X and Z. *24 units on Y.

... to center the player in the frame.

The camera was originally offset to 15x, 12y, 15z from the player which was much closer, but I had issues with the camera clipping near on hilly terrain. I adjusted those values to raise the camera a bit higher and solve that.

The problem I am having now, is that the camera doesn't seem to be culling things in the frame properly, or in the proper order. Here's an example:

Notice how the objects closer to the camera (bottom of frame) are getting their real-time shadows from the sun, whereas the objects farther from the camera (at the top of the frame) have no shadows and are beginning to have their LOD applied.

I have also noticed that if I run the game on a lower quality setting and zoom the camera all the way out, real-time shadows appear on objects that are about 3/4 of the way down in the frame. They fade out if the objects are anywhere in the middle of the frame. Objects in the top of the frame have effects culled completely. If I zoom the camera in just a little on lower settings, it's not possible to see ANY real-time lighting. It is almost as if Unity does not quite know where camera-center is, and is trying to focus rendering on some point directly under the camera even though that is not even remotely where the camera is facing.

So, my question is, how can I fix or work around this?

EDIT: Forgot to mention, it culls grass in the same fashion, which is quite ugly when the player is running up a hill towards the camera.