Leveraging UPREITs and DSTs for Tax-Deferred Real Estate Investment in a 1031 Exchange

Navigating the Nuances of 1031 Exchanges: Unlocking Real Estate Investment Opportunities

One of the most common questions among real estate investors revolves around the feasibility of completing a 1031 (like-kind) exchange by rolling capital gains from an investment property into shares of a real estate investment trust (REIT). While directly exchanging into a REIT does not qualify for tax deferral under IRS regulations, two compelling alternative vehicles exist that closely mirror REITs, allowing investors to defer tax obligations while accessing exposure to institutional-quality real estate assets.

Exploring REIT-Like Options for Tax-Deferred Investing

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UPREITs (Umbrella Partnership Real Estate Investment Trusts):

Also known as the 721 exchange, UPREITs are financial structures that allow REIT vehicles to facilitate tax-deferred exchange capacity through a paired operating partnership. By directly contributing investment real estate into the underlying partnership, investors can meet the IRS definition of like-kind property and defer tax liability through the continuity of direct ownership interest.

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Delaware Statutory Trusts (DSTs):

DSTs are specialized trusts that legally structure fractional beneficial ownership of commercial real estate assets among a pool of stakeholders. Unlike REITs, DSTs directly hold legal title to physical property assets, such as apartment communities, medical offices, or retail centers. Investors can purchase fractionalized shares in these tangible assets, enabling them to tap into a diversified portfolio without the constraints of large institutional vehicles.

Benefits of UPREITs and DSTs in 1031 Exchanges

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Tax Deferral:

Both UPREITs and DSTs allow investors to defer capital gains tax by meeting the like-kind property requirement.

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Fractionalized Ownership:

Fractional shares lower investment minimums, making it more accessible for investors with limited capital.

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Diversification:

Investing in UPREITs and DSTs provides exposure to a wider range of properties across geographies and sectors, spreading risks.

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Passive Investment and Professional Management:

Investors in DSTs benefit from passive investment simplicity and property management access, while UPREITs offer professional management overseen by experienced real estate operators.

While traditional public REITs do not facilitate direct 1031 exchanges, both 721 exchanges/UPREITs and DSTs empower qualified investors with the advantages of pooled large-scale institutional real estate investing. By redirecting capital gains into these durable, cash-flowing portfolios, investors can leverage the tax benefits of 1031 exchanges while benefiting from institutional-quality real estate assets that would otherwise be challenging to access individually. Both UPREITs and DSTs offer a compelling combination of direct ownership benefits and institutional access, making them valuable solutions for sophisticated investors seeking to redeploy legacy investment proceeds in a tax-efficient manner.

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