This feature is only available with Google Maps using street view. Not possible with an arial view.
Also, it is not available for all locations. It isn't available for my town (Bellingham, WA) but it is for Chicago, for example. On a location by location basis, you can go back as far as 2007.
It is available also on Google Earth Pro
https://www.google.com/earth/versions/#earth-pro
https://support.google.com/earth/answer/148094?hl=en
I don't have Google Earth Pro but I assume the "map over time" feature includes the standard overhead view.