Easy answer, because we just did what you are contemplating. We are seasonal residents in Florida and our primary home is in Massachusetts. Last month we bought a used car in the Villages to leave at our Florida home. Since we own a home in the Villages and the car will be garaged primarily in our Florida home, it is no problem to get Florida tags on your car with an out of state license. It's very easy if you have a clean, no lien, Florida title and proof of insurance from a Florida insurance provider. We bought the car from a seller with clean title and went to the Villages Insurance and took out a policy. With clean title, bill of sale, and proof of insurance in hand just go to tax collector/motor vehicle department with check book and you can walk out with new title and license plate. We went to office near intersection of 466 and Morse Blvd. and we're done in about 15 minutes. Hope this helps.
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