Pay down the mortgage(s). Do not purchase a third house; that's a lot of maintenance, taxes, etc. to add to a budget; you can almost certainly "come out ahead" by renting when you want to go to Florida. Once your mortgages are gone (doesn't matter that they're smaller than those your friends carry), you'll be amazed at how much more income you have each month. Because our house was paid off, we had no problem paying for college without touching our savings -- that was a huge blessing.