luvmyperch,
I would say that the ways "the Amish" keep their horses are about as varied as any ways the English keep horses! I've been to Amish farms that keep their horses in huge, deeply bedded box stalls and have pasture turn out... the kind of place that rivals any other show barn out there. Difference is, no electricity (except maybe a solar electric fencer, or anything that could be run off a battery... maybe clippers?). I've also been to places that keep horses in tie stalls and their excercise is daily field work or they are in training, getting driven daily.
A typical situation for a horse getting broke by the Amish (though many, non-Amish use this method as well) is through use of a breaking horse. The harness is introduced to the green horse and the horse is hooked to a sled with an older, bigger, calmer, broke horse, and they are driven as a team. The green horse learns through experience. Of course it's not as simple as the way i've explained, either.
If your horse won't pick up his feet very well, it would be likely he was shod and trimmed in a stock. Though, again, there are some Amish and English that use shoeing stocks, and some that don't. I have a mare that was trimmed in a shoeing stock, but I had no problems with getting her to pick up her feet for trim and shoeing after I got her home.
Everyone uses different methods and keep their horses differently, so my advice would be to assume NOTHING!
Keep in mind that it also might take a couple months for your horse to settle in, especially if this is only his first or second time "off of the farm".
Sorry I have no specific answer to your questions, but hopefully I've helped to give you an idea or two.
Good Luck!
Diana