1) MacBook Pro 16 inch ?
2) MacBook Air with new Intel Processor ?
3) New AirPods - IP68 ?

And that's a lot of question mark to start with.

16 Inch will be New Model, very rare occasion when Apple introduce new Model with a price drop. Well in a matter of fact that also applies to any brand when they introduce new stuff.

The other items that was never really have the upgrades are iMac apart from being slim but thats about it no more new design for years on end. Was it 2012 model that is ?

Did you mean MAC ..
Always wanted to see a round MAC instead of the normal Square version.

There is one more announcement that's due for October and that is Catalina OS.

Was not announce in September.

Apple device with its own ARM processor well that's really is an eye opener for a change .