I have a 1991 L2250DL also, and if you have my kind of luck, you will be pulling the entire front assembly apart and replacing all the bearings and seals. The best way to check the bearings is to lower your bucket down and raise the front end off the ground. Lock the shift in natural, shut it off, and check the play in your tires. Not so much left to right, but up and down. Grab the bottom of the wheel and pull up while pushing in at the top. if you have more the very little play, it's time to replace the bearing. And if you're going to be replacing the front axel bearing, you might as well go ahead and do the front axle case and differential gear shaft. Also, if one side is bad, both sides are bad.
It's going to cost you about $350.00 in parts to do it yourself. If you want a parts list of what you need shoot me an PM and I send you mine.
BTW, that picture of the leak looks just like mine did before the wheel froze up.