My DH has one - an older Mooney.
He bought it in 2010, when the market was very depressed, as a sealed auction bid. Since his bid was all-cash, he got the plane.
He had been a member of a local flying club, but getting time on the planes he wanted became a thing, and there was overt pressure to not "ground" a rental plane, even it the pre-flight showed something not quite right. One example? The handle on the oil dipstick came off, so he couldn't check the oil level, and club management was mad that he noted the problem in the binder.
Since he has his own plane, he pays for insurance and a hanger nearby. He pays about $2k per year in insurance, and $3600 per year for the hangar. He does his own annual, with a local FAA-certified mechanic signing off on the work. (It takes ~ 2 months every year, but costs are minimal, as opposed to the $5k+ per year he was paying for a shop in NorCal to do it).
I would say you should buy it while you're still younger. DH had back surgery when he was barely 40, and he wasn't sure that he was going to get re-certified for his medical. Life is short - seize some fun along the way.