I suggest you work with an experienced broker who can explain your options and future of your investments into country club communities. Please keep in mind that all Realtors have the same inventory through our MLS system. The difference is in the experience and expertise of the Realtor you're working with.
If you buy in that you'll be the lucky person who get to pay BOTH the membership fees and the HOA fees. There are some good deals available as long as you're aware there will be the membership, annual dues, and HOA.