That wheel assembly was installed with very little grease and has not seen any new grease in a long time. Bearing failures are often sudden in cases like this. The small ball bearing come out and the wheel suddenly cocks sideways and wobbles.
That appears to be an aftermarket "universal rim, likely a hardware off the shelf part. That design typically has soft tin bearing that break out and fall apart and have no business on the front of a rider mower. Most likely it started life as a hand truck wheel assembly.
The original rims would have been yellow and have pressed in bearings.
That steering spindle shaft is pretty badly worn, I do not suggest trying to keep using it. Putting new parts against very worn/damaged parts, usually repeats breakdowns quickly. That inner bearing is what takes the most side load and shock when steering the rider back and forth while riding.
It would be best to replace both sides at the same time.
I have found that Ebay is usually pretty reliable for these parts but read the descriptions carefully and ask questions of the seller to clarify exact fit before purchase. I suggest both complete front rim and tire assemblies because you do not want to fight changing the tire over to a bare rim. Rider and small implement tires can be very difficult to fight with (even for a tire shop)
The JD dealer will be stupid expensive; the green parts store online is not much better.
I am not a fan of Amazon when it comes to any lawnmower/rider parts, so I don't recommend them.
A little machine history for you:
www.tractordata.com