I’m 67, married and have two mortgages worth $660,000. Should I use my 401(k) to pay them off?

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I’m a 67-year-old married man with three homes.

My wife and I are planning to retire next year. We have $175,000 in our savings account, $280,000 in our 401(k), and a $500,000 retirement villa on a Caribbean island, which we own free and clear. All we pay for that home is the monthly maintenance fees of around $1,000.

I have two other properties, which I still owe money on. I have a primary residence, with a mortgage balance of around $327,000, and a rental property with a mortgage balance of $334,000.

Should I use the money from my savings and 401(k) to pay off the mortgage on the rental property?

My rental brings $4,100 a month, before taxes, insurance, and landscaping fees, which are about $1,200 a month. And I still have 21 years of monthly payments left on this property. My mortgage payment is $2,890 a month.

I want to pay it off, but I know if I withdraw from my savings, I could incur heavy taxes. I also have a monthly payment of $2,300 on my primary residence, with 16 years left.

To be honest, I don’t want to sell my properties. I want to leave them for my son and daughter. But I also want to pay off my debts. I started collecting Social Security last year.

I want to have $6,000 a month in cash to live comfortably and travel upon retirement.

What are my options?

Island Guy

It’s hard to give you a roadmap that definitively puts $6,000 in your pocket every month without understanding how much in Social Security you’re expected to receive, other debt obligations you have, and so on. But here’s my back-of-the-envelope math.

If your savings, 401(k), and Social Security combined can give you that much per month and cover the mortgage, then maybe there’s no need to sell anything.

But I’m inclined to think that is not the case; otherwise, you wouldn’t be writing this letter.

If you don’t have enough cash on hand, it looks like you might need to consider selling one of the properties, or rent out your primary residence, said Kendall Meade, a senior financial planner at San Francisco-based SoFi. Meade is also a certified financial planner, and SoFi offers free financial planning services for its members.

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