To start with, you say the route he was walking was the opposite of what you would expect.
He likely thought so too. So, it's no surprise to me he took the opposite route to what he believed police would expect.
IMO, he had a 'clever plan' to be untraceable, and it worked. IMO, this person knew the consesquences of getting caught, and would walk all night to avoid it.
I also think, walking past home video cameras in dark neighbourhoods is much less risky than walking along brightly lit major thoroughfares, and multiple times over less risky than getting into a car anywhere close to the house. There's hundreds of thousands of faceless guys in bulky coats in TO, but far fewer of any particular make/model of car.
JMO
I think there is more to the NW choosing his particular route than it being different than people would expect.
Getting into a car on Bayview would have been quick and easy. I do not believe the NW was walking to a vehicle rendezvous.
More likely to have more camera surveillance in commercial and business areas, than in residential areas.
I will go back to my previously mentioned theory that the NW was walking to a safe house.
Merriam-Webster definition of safe house : a place where one may engage in secret activities or take refuge.
Better destination than a hotel, public transit or vehicle pickup in my opinion.
Not unusual in the annals of espionage to have a safe house close to the target, walking distance is ideal.
If the NW and team were ex-espionage, a safe house would be obvious.
A safe house is usually some sort of innocuous residence or shelter. An apartment or studio or a loft or condo will do fine.
I cannot think of any reason not to have a safe house within in walking distance.