yes the property is in a hot spot.

he wants to buy a new house, and im worried that getting into a new mortgage at his age isn’t a good idea

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Can you persuade him to keep it and rent it out for cash flow AND buy another house?

that’s what i’ve been trying to convince him to do, i even offered to help with keeping the maintenance in the house so he doesn’t have to worry about it

If he has it paid, he should stay there. Unless he’s moving to a smaller cheaper house and can pocket the extra.

My opinion : I will keep the old house since it’s already paid for, and has a potential to increase in value in the future.

I understand that the person is old, so he can be sure that he will pay a lot for the mortgage insurance, for that new house too, which is a downside.