The Villages
I have lived about an hour south of the villages my entire life. I have driven through occasionally over the years and seen its growth. Although I cannot tell you what it's like to live there, I can tell you what is perceived from the nearby outside world.
The Villages began as a retirement community. It has grown into an actual town. The same thing happened (albeit over a longer period of time) to Deltona, which is now the largest city in Volusia County, even bigger than it's neighbor, the world famous Daytona Beach.
So far, the villages seems to have done a better job of remaining a retirement destination. Deltona morphed into "any other town" as the older folks passed on and the younger people grabbed up the inexpensive realestate that was within commuting distance to Orlando and its periphery.
What is reported locally about the villages is that, it is a managed community, but growing out of managability. There are things that a retirement community can do, but an actual governmental entitity (a town) cannot. There is a defined hierarchy within the community, kind of like the worlds biggest condo association. You're either in the loop or your not. And, finally, it is not a quiet place where seniors wander around in golf carts and chat on the side of the road. Although people still do that, they might not hear the birds singing because the noises that an actual town creates is to loud.
I almost forgot, there have also been issues over the years about just what you do and don't get (based both on what you pay for and your status within the community) for your money. Free, or just available golf, maybe at 3pm on Wednesday afternoon, but certainly not at 8am on Saturday. Those slots are all filled with the in crowd.
Once again, I've never lived there so I am only passing along what has been reported within news stories and local articles over the years. It might be a perfect fit for you, or it may not be. Just don't perceive it as a small, quiet little retirement village - it ceased being that a long time ago.
Good luck...