It's a difficult one 2to3.
I've been in virtually every position posted above.
I've rented many times. Some good landlords, some dodgy or downright bad.
Bought a flat in London many moons ago on mortgage which was way over the odds compared to my salary (then-DH didn't work.) I remember bursting into tears one evening when I came home on the top of the bus and saw a newspaper placard on the street below that interest rates had gone up. For one (thankfully) short period we had about £22 to cover all monthly expenses other than mortgage. Then interest rates reduced a little and our 'disposable' monthly income went up to £89 for a little while. Had to borrow from parents to keep going. (Paid back with appropriate interest as soon as I was able.)
Moved to rented accommodation again. Then-DH found a 'sort of job' and I went with him. Formally rented out London flat because I was in serious negative equity and was, I hope, a good landlord. Just paid up to the agents whenever anything went wrong and kept on keeping on, hoping for a change in values.
Sold London flat when tenants (3) wanted to move out and property values had recovered. Then-DH blew the 'profits' on wine, women and man-toys. (Profits of course were in reality non-existent: I'd been paying service charges to the agents and mortgage and maintenance charges for years on the property. It was just a visible lump of money for once.)
Bought a house in new location. Then-DH did virtually nothing to it (I'd found a job there but he'd lost his) and finally, after many, many moons sold it at a profit which enabled me to buy the family house when my father died.
So here I am. I have the family home which I hope I shall live in until I pop my clogs. It's free and clear. However, I have buckets in the top bedroom due to leaks coming through the roof, my gas hot water is malfunctioning, I need a damp proof course in the basement and I have a door on the ground floor which is misaligned and not closing. (Mine works in the 19th century = subsidence?) And so on.
I wish I had my Dad back.