You really have to decide what is best for you at this time of your life. You can keep your condo in CT on the market for whatever price you think is best and move to The Villages. Chances are you will have 2 mortgages and no one really wants that burden.
You can lower the price on the condo to sell. Hopefully, you paid a lot less when you bought it. You can make money but not as much as keeping it on the market, maybe.
You can keep it on the market and stay in it until you do sell. That may be a long time or a short time.
Personally, I would sell a much lower price than others around me - take my profit - and move to The Villages. Pay cash for your home in The Villages and not have to think about a mortgage. Again, that is only what I would do.
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