The entitlement of drivers to think they have a right to park a metal box wherever they want for free in the middle of the most expensive real estate in the world is staggering.
The neighborhood is also quite clearly full of cars that basically never get used—given there's no cost to store them, the owners save them for an occasional trip and in the meantime they accumulate snow/leaves/pollen etc the rest of the year, in proportion to how long they sit without being used.
The dysfunction of this system is particularly aggravating when you have an actual need to park nearby your home, e.g. if you're loading/unloading heavy things, and there's never any space. I would love if every block had temporary loading zones, but people freak out about the idea because it requires taking away some free parking.
The system can prioritize either method of travel. It's no surprise that when this happens, one is faster than the other.