I don't know where cheap rentals are in the US (Detroit?), but presumably $600 a month isn't going to get there, pay rent, deposit and keep her alive.
It's not what I would call pleasant, their are few jobs, and transportation is an issue. However, basic food and shelter can be really cheap.
Not sure what I'd do near retirement age in that situation. I'd be torn between staying near work I might not get for age discrimination reasons, and building a retirement cabin to see out my days looking at trees and surfing the net. If I had health issues I might want reasonable distance to doc and hospital.
PS: Medicine is also a huge issue, but such is life.
The real issue is many structures are designed to be actively cooled so they get much hotter than ambient temperatures which is an issue. The urban heat island effect also tends to make thing far worse for homeless populations.
People will also do things like fill a cheap kiddie pool with water under a tarp which will take the edge off. In extreme days you can even add some ice cubes to that, but just as heating a kotatsu is much cheaper than heating a room this is fairly cheap. https://en.wikipedia.org/wiki/Kotatsu
PS: I recommend using a comforter to make a low cost Kotatsu out of a computer desk in you use your PC near the window in the winter. You stay comfortable at a much lower room temperature.
That specific case may have all kinds of issues, like any purchase buyer beware. You generally want someplace close to people that let's you live there. Further, transaction costs are not free. However, the point is land is cheap, making renting it cheap, not that someone would necessarily want to buy any specific part of it.
The fact that she's currently without a permanent residence doesn't change any of the other things you quoted, any more than someone taking a lower-skilled job during a downturn would mean that "working retail is a lifestyle choice."
I'm a little confused. Her blog and personal site make it seem like it's more of a lifestyle choice than a victim of circumstance. Perhaps both?
Anyway, I don't think social security was designed to be a complete retirement plan. I agree with the author about some laws discriminating those without permanent lodging (e.g. many places it's illegal to sleep in your car), but I hope that able and intelligent people take responsibility for their own retirement.