I'm fairly new myself so take my thoughts with a grain of salt. That said:
- I had a '95 with a 4 cylinder engine and loved it. I had 31" tires on it which added some extra weight and strain on the running gear. Between the low power of the 4 cylinder and the gearing in the rear end it was a dog on the highway. Coming up grades (say, out of a river) had me shifting down to 4th gear with the gas pedal on the floor and still getting passed by little old ladies in their Chevies.
- the leaf springs on my '95 were nice for knocking around in the desert at a crawl but they just about knocked my teeth out when on corrugated (washboard) dirt roads or pot holed highways.
- note that '95 models and earlier have the leaf springs while '97 and later are coils.
- After about 2 years of knocking around in the desert I sold the '95 and bought a 2000 model with a 6 cylinder engine. Much better power for the highway and the coil springs are much more comfortable. The ride is still rough, as you should expect on a truck / off road vehicle, but they are much nicer riding. If you decide to lift the jeep, coil springs make it easier and cheaper than the same trick on a leaf spring model.
- I prefer soft tops and both of my jeeps came that way. I might pick up a hardtop to put on the jeep during the winter and that is easy to do. Going the other way is not so easy... if your jeep came from the factory as a hardtop it will lack the metal frames and other odds & ends required to mount the soft top. You can get & mount them, but just bear in mind you'll have to get all the gadgets that make the mounting possible.
- if you plan on doing lots of heavy duty stuff with your jeep you may end up re-gearing the differentials or replacing the axles.... depending on where you start. Climb under the jeep and look at the rear differential. The shape of it will tell you what kind of differentials and axles you have -- ideal case would be Dana 44 (option on some models) but you'll probably find it to be a Dana 35. There are links on this forum to places that show pics of the different types so you will know what you have when you find it.
- Ditto the above for gear ratios.... the differential should have a tag mounted between two bolts on the back end of the differential case. The first 4 digits (including the decimal) on the bottom line of text should indicate the gear ratio. Anything numerically lower than 3.73 is taking you towards good gas mileage on the highway while anything higher is taking you towards less mileage but good torque.
- if you hit paydirt you will find "LS" at the end of a line of text on that tag attached to the differential. That indicates it has "limited slip" gearing... worth paying extra to get. You can test for LS by blocking the jeep's front wheels, jacking one rear wheel off the ground, putting the jeep in neutral, and releasing the parking brake. If it is impossible or very difficult to turn the wheel that is lifted off the ground you have a jeep with limited slip in the differential.
- Check the rear cargo door.... is it sagging under the weight of the spare tire? Does it swing freely?
- Climb underneath and look for scrapes, dents, dings, and leaks. Pay special attention to the steering gear up front.... if it has been bashed against stumps or rocks you may find bent components there.
Other than that all I can offer is that you look at all the usual things you check when buying a used auto. Don't get in a rush... wait until you find the right one to begin with. Good luck.
(not a bad price on the one you are looking at, BTW)