Interesting idea. Maybe fashion one for the rear and start there. In my thought processes, you may still want a free turning wheel on the outer ends to aid in maneuverability.

Good point. Wasn't thinking about how it would affect maneuverability. On the flip side, if I don't change all 4 wheels there's still an opportunity for a wheel to find a low spot and drop the deck. It's definitely a catch-22.

Maybe you could create a 6 wheel wonder.

Now that's an idea! Creates more points of contact to prevent the dipping in low spots, but should still maneuver better than two rollers.

Find an offset-wheel Lawn-Boy. The right front wheel is well back and near the mid-point of the deck. Helps prevent scalping on hillocks. No need to 'reinvent the wheel' - pun intended.
You probably should do the leveling too. In zone 8 I guess you have Bermuda which spreads into the sand quickly.

{{gwi:131910}}