Exactly. There will only be so many cars in the city, or on each residential block, same as today. Just - each will have an adjacent charger. You park, plug in, and unplug and go to work in the morning, just like someone with an attached garage. One of these years, every car will be like Tesla, and tell the charger who that car is, so the charger network can directly bill their account. Same at work, if that’s where the charger is. Once there is no shortage of charger spots, there is no need for overtime parking fees.
The bigger problem is cost - my home charger costs $US450. Equipping every parking spot with one of these, plus wiring and distribution infrastructure, is going to be the biggest headache. Hence the reason for the OP’s question…
My experience - when it gets to -30°C (-20F or so) I find that my Model 3 will get about 1km for every 3km range I consume, but that’s stop-and-go city driving averaging about 20kph (12mph) with heavy traffic and plenty of lights. Much of that goes to cabin heat (newer cars have a heat pump instead), cold battery, and uninsulated glass roof. I have 500km (300mi) range, but recommendation is to charge only to about 80% and not go below 20% habitually, so I have 300km of range, which becomes 100km (60 miles) - but rarely is it that cold, and on those days if I need to, I can charge to 90% or 100% (which I’ve never had to do). Higher speed highway driving is not that bad, about 1.5 to 1 in cold weather. I’m assuming a battery with about 30% more capacity would work for any weather for most commuters.
Plus, you can tell the car - while still plugged in at home - to use the power from the charger to warm the battery for better performance.
the idea of using block heater plugs doesn’t really fly - 120V 15A (actually 12A continuous) will charge about 5km/hr… if the battery is warm. I have never tried it, but I understand that outdoors in cold weather, all this amount of power will do is warm the battery. After all, the battery is basically in the body pan made of steel - not really cold-weather ready. Presumably you could change the outlets to 240V, but to add amps too you’d have to replace all the wiring. When i was up north, some places wout cycle the block heater power so the total current draw in the parking lot was lower, since a block heater did not need to be continuously on.