There are ways to force the government to pay my medical bills. Retirees are all in a lower tax bracket. Many retirees face additional taxes on income streams from work, capital gains, and stock dividends. Retirement communities provide a lower cost of living. Do your homework on real estate values, property taxes, health care costs, and sales tax.
Many cities grow into expensive communities.
That sleepy little village where you vacationed every summer may attract many more retirees like yourself. That means growth. More city services, more homes, more schools, more roads. Upon retirement my investment strategy should be conservative. This could be a mistake.