I wonder if they have security cameras covering every street, similar to the UK. You could set up some facial tracking across all the cameras, and a centralized security system in every house, and it might become the safest city in the world. It could also make a great episode of Black Mirror.
I work remotely on my laptop, and my wife and I have a lot of hobbies, including yoga, ballet, archery, art, music [3]. We're living in Chiang Mai, and many of the archery club members are retirees from the UK. So we're already interacting out with some older people, and don't have any qualms about it. All residents of The Villages must be over the age of 19, but 20% of the houses can be owned by younger people who live by themselves. Not saying we would want to live there, but it's not too hard to imagine.
This would also be a great place to build home automation startups (or even city automation), just like Voyage is doing. For example, many of the residents might be able to afford robotic chefs [4]. The system could automatically order your groceries, and they'd be delivered by a self-driving Voyage car. Then another robot in your house could receive the delivery and store the food in your smart refrigerator.
It also makes me realize that a blockchain might be unnecessary. You trust your neighbors, you trust the people who manage the community, and you trust the legal system, lawyers, judges, and prisons. So there's probably no need for a trustless payment network in a community like this. The Octopus card works fine in Hong Kong, and it's just integers in a database.
Lots of people are working from home these days, so I think this might lead to more planned communities. The digital nomad lifestyle is great for a while, but it gets exhausting after a few years. Hopefully there will some communities that are geared towards younger people and people with families. I've also been following the High Street Cohousing Project [5] in New Zealand. Would be very interested to hear about other cohousing projects and planned communities.
[1] https://www.thevillages.com
[2] https://en.wikipedia.org/wiki/The_Villages,_Florida