The big difference between U.S. schools and Canadian schools is the range between good vs. bad schools. Private schools are extremely popular in the U.S. and more so in some states than others. Prices range from fairly expensive to VERY expensive. Each state has different laws when it comes to emissions and state inspections. California is the toughest and most expensive state to transport a vehicle into.
Prices vary with a huge range.
This way the dealership will do all of the running around and paperwork for you. This is probably the most confusing and controversial issue you will have to deal with. I won't even begin trying to explain the U.S. healthcare system to you, this is another area you will want to research your options on your own. The big advantage of purchasing a house in the U.S. is that your mortgage is tax deductible. Most houses don't have basements, so you may be losing some square footage.