Only lenders require flood insurance, if applicable to the property's location. Otherwise it is your option to purchase it.
To answer your specific question; there are some areas designated as flood plains in The Villages. A realtor should disclose this if asked and there are maps available from government agencies. That said, you might still consider flood insurance to cover you from "floods" caused by unusually heavy rains, poorly designed run-off gradings done by the developer/contractors, etc. Some specific factors to consider might be; where are the nearest storm drains, general slope of your neighborhood, grade of streets nearby and in front of your property, does your property border a swamp, pond or other type of lowland, nearby parking lots, etc.
Keep in mind, what may officially not be a flood plain may be a time-bomb waiting to happen because of what the developer did to the surrounding land. A good common eye-balling of the area and some common sense many times is helpful in determining a flood potential.
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All of us could take a lesson from the weather. It pays no attention to criticism.
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