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Hello, my name is ***** ***** I will try to help you. Please remember I just report or interpret the law, so the outcome may not be what you hoped for.
Do you have any idea of the basis on which he is defending against your request for him to leave? For example is he claiming he has the right to live there free? Did you formally start an eviction proceeding in Magistrate court?
Here is what I think is going on. I believe that they are going to claim that he has a life time right to remain there without paying anything and even if you sell the land the sale would be subject to his right to remain there. I suspect they transferred to the Superior Court because they are treating this as an action to quiet title to the property. You will need to retain an attorney because if they are successful you will not be able to sell the land. This is a little too complicated for you to try to handle it on your own.
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Just because there is no agreement does not mean he will not try to make the argument I indicated. He will rely on the undisputed fact that he was living there and not paying rent. You will need a lawyer to demonstrate that he cannot make that argument and at most such an agreement was terminable at will by your father or you as his successor. However, as I said these issues can be complex and that is why you need an attorney.
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That means he was just occupying land. My original answer always was based on the fact that Willie did not own the land. The fact that he had already lost the land further undermines his position. Nonetheless, he still may raise the same argument that he had the right to stay there without paying rent. I do not see any other basis on which he could claim the right to stay there. I do not see him winning but that is what I believe he has to try.