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Deferring gain in investment property

Dear Tax Talk,
I own investment land ($690,000 fair market value and $228,000 adjusted basis) that I am interested in selling. I have many cash offers, but I want to avoid recognizing the entire gain in the year that I sell the land. I am considering selling the land to the Tyson Family Corp., for a 20-year debt obligation. The corporation would then sell the land for cash. Would this strategy be effective in deferring the gains? What tax principle would support such a transaction if it is at all possible? -- Marlon Tyson

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Dear Marlon,
Unfortunately, you're not the first to come up with such a clever end run around the law, and that is why the loophole you want to exploit is closed. What you're contemplating is an installment sale to a related party. Under an installment sale, the seller reports gain annually based on the amount of principal collected on the debt and the percentage of gross profit from the sale.

For example, if you collected $35,000 in principal annually on the debt and your gross profit is 67 percent ($462,000 in gain on $690,000 in selling price), you would report $23,450 in long-term capital gain annually plus the interest you receive. Unfortunately, however, if you sell to a related party that later sells the acquired property, your deferral ends.

Page six of Publication 537 provides a long list of who is considered a related party. You can only continue to defer amounts if the related party did not fully collect and only to the extent they did not collect. In other words, their collections are your collections whether or not they're paid to you.

Bankrate.com's corrections policy
-- Posted: Sept. 13, 2005
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