Oldest I have (though it looks like it's leaving after 25 years in the parents garage).
Schwinn Triplet Town n' Country - 1949
Oldest I have in my house and that I ride
1973 Raleigh International - city build
Newest I have -
2010 Marnati, but the COlumbus MAX tubeset was NOS from the early 90s. It has a 2010 SR group, record hubs, but also some vintage flourishes...Cinelli bars/stem and a Campy C-record non-aero post