Let's take your modes of listening one by one, Milestones:
Like you, I grew up with 1), but use it very little now. The 23-year-old equipment doesn't sound too good by today's standards anyway.
Yes, I use 2) a lot nowadays - with earphones - either via Spotify (huge, huge collection) or from selections from my CD collection added to iTunes.
Differ from you on 3) as I don't own a car (not unusual for European large city dwellers), but I walk or ride public transport listening to the same music sources as 2) with iPhone and earphones. I agree with you on background noise which is bad on buses and by the roadside, but very reduced on Manchester's Metrolink tram system.
As for 4), my fairly recent adoption of Spotify has seriousy eroded my jazz radio listening time, but I have a sense of loyalty here and make an effort to listen to highlights like Ghost of Miles's Night Lights and WKCR's artist marathons.