Pensacola, Fla.
Home Value Index: $134,700
There’s no shortage of beautiful white sand beaches in this affordable locale. If you don’t want to buy a home, Pensacola is also a great place to retire where rent is less than $1,000 a month. Retirees can save on healthcare costs in this Florida city too; with annual costs averaging $6,289, it has the second-most affordable healthcare of all the places on this list.