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Having migrated in 2005 from the USA to Australia, let me tell you this is a difficult move and a fairly massive undertaking. Whatever you decide you should do a huge amount of preliminary research and even so you can expect many surprises. Not the least of these will concern matters of tax residency, tax treaties, immigration issues, drivers licences, currency exchange, inheritance, and health (as already mentioned). I can't speak about other European countries, but a friend succeeded in doing this from the USA to Italy. It proved to be incredibly complicated (and expensive). He's happy now but OMG what he went through would fill a few books!
Perhaps a better plan would involve downsizing here and just renting in various locations for a month or two? A full on move is so complicated in comparison!
Peter
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