I want to clear out one thing.
Rules say to sell winery or vineyard (first wineries then vineyards) when you have no money on your bank account.
The rules say: "If he cannot pay the interest, the Player, after paying all he can, must discard a Winery from his Player Board. If he does not have a Winery, he must discard a Vineyard of his choice"
1) Do I have sell one unit of property for every 1000 bagos I owe in maintaining phase or just one property?
Just 1 property.
2) Do cellars count as my property or because they do not produce wine they are not for sale?
A cellar is not a Winery nor is it a Vineyard. You cannot discard a cellar.
3) what happens to player when he is out of all of his property?