Hya again, John ....
It must've been 20 years ago when my late father-in-law, who raised a family in Levittown PA, was considering a retirement move to this place in Florida called 'Orange Blossom Hills'. In retrospect -- and it WAS 20 years ago -- it might have been named Orange Blossom Village. Paul McGurrin turned my Folks onto the place.
Turns out that Orange Blossom Hills was the original footing of the place later to become The Villages. The original, entirely-residential community was this lovely slice of the South, with huge Live Oak trees and their Spanish moss overlapping some of the streets like a pleasant Dixie umbrella.
Thing is, this original heart of this modern community of a hundred thousand began on the OTHER side of highway 441. The East side of 441 - 27. That Aveneda Central strip mall of Winn Dixie, Publix, golf-cart dealers and hearing aid clinics on the West side of 441, now surrounded by the expanded Villages, was not part of the original Villages.
To my knowledge, this older, original section is very much still considered the core. It and other 'neighborhoods' may very well exist under older ordinances. Some of them may be grandfathered vis-a-vis zoning. The late founder of The Villages, Harold Schwartz (from the north himself -- Chicago) had his visions and standards. Subsequent changes through the heirs understandably have occurred. But some of those newer rules and restrictions may very well be limited, or negotiable, depending on the codes of the newer expansion neighborhoods.
For crying out loud, for a year or so there was a huge field where the Villages introduced several dozen buffaloes and let them roam. The field was only about a quarter mile from that Winn Dixie!
Supposedly, as recently as 2010, a visitor could not stay there for more than thirty days without a permit. I always thought that the original rule, if one did exist, was put in place to discourage kids from running around and screaming in the streets. Maybe Schwartz didn't like kids.....only adults,

I didn't even bother applying for a permit. Screw 'em. I stayed there five months, tending to my Folks. No one said a word.
Anyway, John, there are guidelines and there and rules. The Villages, some time after it was the original Orange Blossom Hills, is now primarily a Vietnam War veteran locale than the World War Two or Korean War retirement hammock it had been designed to be. There should be plenty of elbow room for you to maneuvre.
And if you get any hassles, suggest to someone at WVLG 640 (where my buddy from Long Island works) that half the workers along the lovely Villages thoroughfares planting flowers and palm trees just might be illegal aliens.