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Ask The Taxgirl: Mitigating Tax By Investing

Kelly Phillips ErbJanuary 3, 2023January 3, 2023

Taxpayer asks:

Can I reduce or eliminate taxes from civil suit and punitive damages winnings by immediately investing in a home?

Taxgirl says:

Unfortunately, no. You can’t reduce or eliminate taxes from the proceeds of a lawsuit by investing it in real estate—or any other kind of asset.

I think you might be thinking about the pre-1997 rule that allowed homeowners to get a break if they used the proceeds from the sale of their primary home to buy another home. That rule was eliminated, and now homeowners can exclude capital gains of $250,000—$500,000 for married taxpayers—when they sell their homes, no matter their age or whether they buy a replacement property.

When it comes to other kinds of income, including lawsuit proceeds, there’s no immediate tax benefit to simply flipping it into a home. There might be a personal benefit—a place of your own—and a possible tax benefit down the road—real estate and mortgage deductions—but you must still report the original income on your taxes.

Before you go: be sure to read my disclaimer. Remember, I’m a lawyer and we love disclaimers.
If you have a question, here’s how to Ask The Taxgirl.



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Kelly Phillips Erb
Kelly Phillips Erb is a tax attorney, tax writer, and podcaster.
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