owning a condo does not give you permanent residencies. Owning a house in a company name that has no business in Thailand is questionable at best and can be confiscated any time.
They can ask anything. You don't have any say on this. You are a foreigner art the mercy of Thai IOs who have allowed you to stay in their country because your own country cannot give you a decent living.
we don't know yet what the IOs will ask after 6 months when a second attempt will be made to enter Thailand. They may ask for the proof just like they do and ask for health insurance to OA visa holders before stamping them for one year.