I think for your application I would look for an E250 or E250SD (superduty)
I would at minmum at least get the 4.6L V8, and depending on GVW and trailer weight and your towing areas I would also think of the 5.4liter V8 as well..
look for service records, any warranty work performed, structural damage...etc...
the fronts suspension on the Vans have pretty much been the same old thing for years. I really wish ford would have designed something way better than the twin beam front ends. The articulation or travel axis is horrible, anyways ball joints don`t last long, look to see if they have been replaced. same goes for front wheel bearings, overall check front end for slop.
electronic 4 speed and 4R70/75W tranny`s usually last 100K+ when treated right and serviced normally. look for leaking seals. delayed shifting or erratic tranny behavior. check fluid for good red color and smell, if it`s burnt smell walk away.
also look for other evidence that vehicle has been serviced. The rear diff cover should look like it was removed and drained if serviced.
for the usual suspects:
Brakes, rotors, shocks,sagging coil springs in front, driveshaft U-joints, front susp bushings, door hinges, engine performance, tune-up?, plugs, air, fuel filters, oil, belts, hoses, etc...engine compartment cleanliness...
IMHO most cargo vans used were driven hard with minimal care, choose wisely and good luck...
PR...