It's most likely a leaking axle seal.
Do you know if the owners have the repair manual for this thing? It should hopefully show the breakdown sequence to get at the seal. Maybe someone with a similar unit can walk you through replacing it, if they've done one on theirs.
Have you run it? That's the critical thing. I can't help you decide on 200 hr BobCat vs new Branson. Both have advantages. But I will say that either one sounds better than what you almost got into. And I can help you with mechanical things.... here goes. I tend to talk & write too much....but that's just an oldster style. Stick with me. Some of it makes sense.
The leak you describe is probably a leaking axle seal. I believe that the Bobcat uses the the same basic design of driven axle used as is used on all compact tractors today and for the past 30 years. It is called a "bevel gear" drive or "tower gear" type. I'm trying to think of an exception but cannot. There used to be other types of driven front axles, but that type is standard today. Pretty much e]very front axle on every compact tractor today is built to some slight variation of that design. The first time I saw one was on a Japanese import back in the 1970's. As I said, there were several types of 4wd front axles before then, but this new type was clearly better.
It could be bearings, but probably not. Any mechanic can show you how to test for that in 30 seconds. Unfortunately, some leaking there is a fairly common problem with that type of front 4wd axle even when the bearings are fine. A bit of a weeping is normal, even a few spoonfulls/year doesn't affect much and is more messy than being a ral problem.
It is not nearly as bad as the leaking transmission seal or milky oil on the Branson.
The outboard seal that tends to leak is located where the axle hub passes through the end of the axle casting to bolt to the wheel. That is where the leak I'm talking about tends to come from. You'll sometimes see it when a tractor is sitting because if in use it just tends to coat the inside of the front wheel and not be as noticible.
Also, that eal is out there at the end of the axle where it gets all the stress and both sides do tend to take a "set" if the tractor sits in one location for awhile. The bad news is that once they if they begin to leak they rarely stop. The good news is that the rate of leakage doesn't seem to change much.
In fact, check some other compact tractors on any lot. Look at the inside of the front wheel. You'll find that many leak at that location to some degree, and the ones that don't will still show a that they weep a little oil there. A few spoonfuls a year is about normal - especially when they are just sitting. It's often just enough to make the inside of the front wheel oily. Stopping that leak completely will last a few hundred hours to maybe a thousand hours depending a lot on how hard the front end loader is worked or if the owner runs around in 4wd. BTW, you shouldn't keep any compact tractor in 4wd all the time. Just shift into 4wd when you need the traction and then out.
Back to the leak, stopping it usually calls for new seals. I hate leaks, but tend to ignore a leak there if it is small. If you have a good mechanic you might ask him what he charges for that job. Because all the compact tractor axles are so similar, anyone who can do one can do another. If you go for that tractor and the leak gets way worse or begins to bother you, a good general mechanic should be able to do that job as well as the dealer.
Keep in mind that because most brands of tractors are designed around commonly used universal size bearings and seals it is often possible to use standard parts for that particular axle job. However, just because all of compact front axles are similar and tend to use universal bearings and seals does NOT mean that other internal parts will interchange. In fact, they probably won't. But other than bearings and seals those front axles are pretty bulletproof. And most come apart and go back together the same way.
To your other question, I doubt if a year and a half of sitting inside a shelter is going to affect the internal fluids one way or another. The main thing to be aware of is that diesel fuel itself can go bad in that period of time and especially if it has condensation in the tank. But there's a trick: There's usually a clear plastic or glass fuel filter on the side of the engine that is designed to filter out crud and any condensed water. With a flashlight you can look at that filter if it is one of the clear ones and see if the filter has a layer of crud or water in the bottom. Half an inch there won't hurt anything, it means it is doing it's job. The filter sends fuel to the engine from the top.
rScotty