Owned:
Oldest: My two mopeds, both from the fifties. One is a 1958+ Crescent 2000 and one is a Rex Rexoped (from 1957 I think).
Car: 1962 Volvo PV 544.
Newest: 1992 Volvo 460 GL

Driven:
Oldest: Problably my granddads Ferguson TE tractor, don't know the exact year but it's from the fifties.
Newest: Could be my parents 2004 Volvo V40 or some SAAB 9-3 or 9-5 that I don't know the year on...