OK, pretty much same boat, moved here at 59 and had to purchase our own health care insurance. Unless you want the absolute bare bones, it's expensive, to the tune of about $1,400/month for 2. We started with Florida Blue, but changed to United Health care for last year (they seem to be the preferred provider in The Villages). as of Jan 1, 2017, UHC will no longer be issuing individual policies in the State of Florida. So, for us, it's back to Florida Blue at about the same rate with a higher deductible than last year.
You can try going through the exchange, while it still lasts, but if you don't qualify for a subsidy, it's really not worth it. BTW, we used Mid Florida Agencies in the Palm Ridge Plaza and Renata Cockburn 352 259-0666. Good Luck!
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Mark & Linnae
Birmingham, The U.P., Saginaw, Bay City, Toledo, Columbus, Dayton
& The Village of Chatham 
"I wish I didn't know now, what I didn't know then"
-Bob Seger-
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