refinishing
It's probably a good idea to remove as much of the old finish as possible. You may get the paint to stick using kilz, but This does not mean it will be durable. I am considering the same thing for an old heavy dining room set I have. It is finished in a thick, surprisingly soft varnish. If I painted over it, the layer of varnish would still be there, which would cause the new coating of paint to quickly fail.
As far as the cherry finish, it depends on what it there now. A polyurethane will not go over a varnish (and vice-versa). It may even be a lacquer. You should only recoat with the same material. If you don't know what it is, and you can't (or won't) strip it first, the only thing I could recommend is Gymseal. It is a tung oil finish made for gym floors. It's good at going over other finishes, and is very durable and glossy. It's great for furniture applications, but is expensive, and I think it is only sold by the gallon. What ever you decide make sure you try a small area first, and give it a couple of days to dry.
Hope this helps.
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leone184
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