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Do your research and be SURE you have all the required paperwork for the border crossing with "I's" dotted and "T's" crossed.
I did this with a car that was originally a US car, bought by a Canadian, transported to Canada by him & then bought by me in the US a few years later. He never registered it in Canada (it was an unfinished project car & never ran under his ownership).
I did A LOT of research beforehand & had all the appropriate paperwork and it was a total PITA to get it back across the border. I think a lot of that experience depends on which border agent you get - the jerk, or the nice one... I would not go through that again unless it was an exceptional situation. I'd consider having the seller drive it across the border & meeting him on the US side... Just be SURE you'll be able to register it in the US.
YMMV!
Tom
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'74 911 Red Sunroof Coupe, 3.6L, etc...
'76 912 Yellow SPEC 911/911CUP
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