Question:
It has been vacant for several years and he does not plan to buy anything else right away.
Answers:
If it was his primary residence at one time, he can sell it, and if he has not exceed the lifetime limit for capital gains on the sale of a residence (somewhere between 1 and 1.5Million$US), he doesnt have to pay penny one in taxes.
If the property was used as an income producing property, there are many ways he can take decpreciation and repairs out of the selling price for the property and not show a profit, at least not on paper.
See an accountant on how to structure the deal. Its worth the time and effort
There is no legal way of doing it.
If one was so inclined and if the home was in the same state that they currently lived in. then one could file the homestead exemption on the home they wanted to sell and cancel it on their real home. Wait a year and then sell it claiming it was their home.
One could transfer the home into a trust which would not be a taxable event. And then sell the home through the trust and distribute the money to themselves (its a scheme or artifice to avoid paying taxes so it would technically be illegal).
or you could just bit the bullet sell it pay the capital gains tax on it and be thankful you didn't have to pay taxes at the ordinary income rate.
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