Regarding your question about Regal Oaks by Old Town. That is a great location, but HOA is close to 300 a months and units start at 150K, both above your mentioned budgets. However, now that CLC has taken over the community they will expand the community house, complete a nice pool recreation complex and elevate the standards of the place. New construction starts at 255K and they offer a GUARANTED rental program. There is no doubt that is a great location.
Currently available 5 units > http://mfr.mlxchange.com/DotNet/Pub/EmailView.aspx?r=9792371
Again, call or eM me with any questions.
Your observations on what you get in the cheaper vacation condo market echo what I've heard many times from notherners and Canadians that I've shown them to.
This link will show you 13, 3/2 condo/townhomes in 9 communities which all list HOA as under $250 per month.
Click > http://mfr.mlxchange.com/DotNet/Pub/EmailView.aspx?r=7408142
Let me know if you have any questions, or need assistance to view them or make an offer.