If you buy into a poorly managed building though you are screwed. Many buildings don't keep enough cash on hand for unexpected bills because they want to keep the fees low for residents. Then an elevator breaks, sewage backs up, someone floods their apartment, and all of a sudden there's a $20,000 bill that everyone has to pony up money for.

You are not thinking about the large picture.

Renting a tiller and throwing down some clover seeds is cheap compared to a lifetime of lawn people.

Just like with your first comment. Yes things break and are expensive, but you're not throwing ~1500 a month out the window renting.

Nah, the process you'd want to do is called over seeding. You trim the grass super super short, spread seeds, and that's it. You can get seeds and a spreader for pretty cheap. It's not as expensive as something like sod or ripping up your old grass.

I am disabled, and the work needed to upkeep a house is orders of magnitude less than the stress of being forced to move every couple of years because the landlord raised the rent, or won't upkeep the place, or they're selling the house, or the agent takes an irrational dislike to you. I've had all of those happen, many of them concurrently. That's not to mention the disability issues involved in not being able to fix your own space and solve problems that exacerbate your illness.

Not having friends is a problem that could be addressed with a stable local community, something that gets broken up when people are forced to move and can't put down roots anywhere.

And you lost money twice? Okay, unlucky, but are you going to tell me you lost more than you would have in rent? Did you give up on owning and go back to renting, and do you prefer it? Are you telling me you made the choice to rent rather than own, or were you forced to rent by financial hardship? Or wait... do you still own and you're just bitching about it? Why don't you go back to renting if owning is such a burden? (EDIT: Also, in case you didn't realise, you'll still have to mow the lawn if you rent, so that's a weird problem to focus on)

I owned a house outright with my partner, with no debt, but then my disability became too much for me to work, the relationship broke down, the assets were split and we both fell off the property market. All of the money we made selling the place has now disappeared into various landlords' pockets. I'm sure I could've bought one of their places for all the money I've given them over the years. And I could've made a down payment once upon a time, but without a steady income I can't get approved for a loan, yet another problem forcing me to rent. Now, any money I could've made a downpayment with is gone.

And before you say that this is a downside of owning, I will remind you that the problem I am describing is no longer being able to own and being forced to rent, so if that's a problem, then renting is worse.

Oh by the way, renting is worse. It is a fucking crime against humanity. The village is gone, and landlords destroyed it. The destruction began with the fencing of the commons, that brutally violent theft by proto-capitalists from the peasants, and it's never stopped since. It won't stop until we organise and take back what's ours.