Is money tight? Your letter doesn't read that way. Instead, it reads like you want to make sure you've made the right decisions concerning your savings and your mortgage. Your room rental income is covering the mortgage, the HOA fees and maybe even your court and gym time. Although I think it's a sound financial decision for most people to try to pay off the mortgage prior to retirement, most aren't renting out rooms at rates that cover their monthly nut.
If you have an outstanding mortgage, the first thing you must do when you get a reverse mortgage is to use part of the proceeds to pay off the existing mortgage. In your case, a reverse mortgage would get you out of the monthly mortgage payment, but it wouldn't do a whole lot more. Maybe it would give you $25,000 that you could take as a lump sum or as needed in a line of credit. While closing costs are coming down on reverse mortgages, it's still an expensive way to finance yourself out of a monthly mortgage payment, especially when you don't have to do it.
Cashing in a fixed annuity that's earning 7.5 percent to pay off the mortgage doesn't make much sense either. I'm assuming when you say you have a five-year fixed-rate mortgage, you're talking about a 5/1 adjustable-rate mortgage, or ARM. I don't know any of the particulars concerning the interest rate or the loan terms, but it's likely you meet my rule of thumb for not paying off the mortgage.
That rule is: If you expect to earn more after tax on your investments than you pay after tax on your mortgage, then it doesn't make sense to pay off the loan. It's possible you could even make an argument to refinance the loan at today's low rates.
With the details you've provided, I'd suggest standing pat at least for now. Reviewing the terms of your mortgage and considering a mortgage refinance might make sense, but you'd have to run the numbers to determine the interest savings versus the cost of refinancing.
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