For what it's worth, I have owned, driven, insured, passed inspection with and thoroughly enjoyed a 1985 Range Rover. It was federalized back in 1985 when it was brought into the US. It lived the bulk of it's life in VT but has been registered in CT for the last six or seven years.
Until the DOT and EPA laws changed in 1986 thanks to pressure from manufacturers like Mercedes Benz (500SL, SEC, SEL), BMW (323i, 745i), Ferrari (Boxer), Porsche (930, 935) it was not that hard to bring a car not officially available, into the US. I even owned a grey market Honda Prelude EX with ALB (Honda's version of ABS) back in 1984. The first Range Rover I was ever in was owned by someone I worked with who lived in Beverly Hills and that was back in 1985 and that truck was completely legal.