OP, you state your window is 3 years off, so IMHO, you may be jumping the gun, unless you plan on buying and renting the house out. With all of the recently announced building plans (over 60,000 homes south of 44), The Villages will be somewhat different in 3 years. Your plan to come down for a lifestyle visit is excellent, as you will get a sense of the area, etc. You can keep an eye on houses for sale as mentioned above, and make up your mind on a location and house when you are getting ready to actually move. I have seen tremendous changes in just the 6 years that we have lived here. When we bought, we were at the southern end of TV, we are now in the center!!
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Pennsylvania, for 60+ years, most recently, Allentown, now TV. 
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