Yes, not totally worry-free, but our building has inside entrances, only 3 windows (1 is a french door), a new fridge, new water heater, new hvac system, and there is another condo above ours (which, yes, could leak into ours - but they and their insurance would be responsible to fix any damage to ours. And yes, the new stuff could fail also, but the odds are with us. Just saying it's a lot less of a worry than a single-family house.
There is also an onsite part-time maintenance person (who is one of the owners) who can oversee that type of repair (damage from the condo above ours) if we are not here. I have a brother-in-law who will check ours monthly, but could (and might) also pay the on-site caretaker to do that. He already has the right from the condo assoc. to enter to see if we are causing or or on the receiving end of any damages. We turn the water off, and the heat down as it is when we leave.
Condos have their disadvantages too, don't get me wrong, just saying there is another alternative than owning and maintaining 2 single-family homes.
The other set of people the snowbird thing tends to work well for seems to be people with lake or mountain houses, which are already vacation-type properties that people are used to leaving, with caretakers often readily available.
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