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1031 Book

Everything you need to know about the 1031 Exchange.

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Second (and Third) 1031 Exchanges: How Many Times Can You Defer Taxes on the Same Property?

March 7, 2026 by johnpohly

Downtown central district in warsaw, Office buildings at summer day.

For seasoned real estate investors, the allure of the 1031 exchange lies in its ability to defer capital gains taxes by reinvesting in like-kind property. However, what unfolds when an investor revisits the same piece of real estate again and again, each time choosing to defer gains through subsequent exchanges? Is there a ceiling on this clever tax strategy?

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