The issue I see buying outside of TV is resale values. If one is certain they want to live there for the long haul, then perhaps it is an option worth considering. If one is not sure they will like central Florida, or the rural aspects of the areas surrounding TV, then it would seem the prudent decision is to find a home within one's budget within TV. Having regrets after a year or so, it will be much easier to deal with reselling a Villages home vs a home in a 1000 lot development where there are only 25 lots sold. Granted, nothing is a sure thing, but the history and price movement in TV is certainly a positive.
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