LOTS of variables...
The make, model and year will have a large bearing on it all. If the car is from a year that had little safety requirements, emission control and US DOT requirements, there is less to be done. Vehicles from the mid 1960s are much easier to import. I found a great 1968 Alfa several years ago but I couldn't get the paperwork completed before the owner got a full price offer. My requirement would have been a PCV valve, seat belts and lockable doors (all already on the car.) I worked with a guy who kept is mid 80s M6 from when he was stationed in Germany. It needed $1400 (IIRC) in shop work to meet DOT standards (door impact bars, emissions system, non-metric speedometer, different seat belts)
Try to get a full price estimate on the conversion before you sign.
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1987 300D (230,000 mi on a #14 head-watching the temp gauge and keeping the ghost in the machine)
Raleigh NC - Home of deep fried sushi!
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