Both shots were done in NYC.
First shot was done E 72th and easy to spot.
© Estate of Garry Winogrand
Contemporary Google street view
Second shot was done 3rd Ave / E 48th and features Todd Papageorge:
© Estate of Garry Winogrand
Contemporary Google street view
Because it's there 
Haha, that is sweet, interesting. Google should use Winogrand’s photo as an Easter egg on Google map.