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1031 DST vs. 721 Exchange


Complete Comparison Guide for Real Estate Investors

Are you a real estate investor looking to maximize your portfolio's potential through strategic tax-deferred exchanges? How do you choose between the options available, like a “standard” 1031 exchange, contribution to a Delaware Statutory Trust (DST) or to an UPREIT, or contribution to a Qualified Opportunity Fund?

In this comprehensive guide, we delve into the intricacies of these exchange vehicles and break down their mechanics, benefits, and potential drawbacks.

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Getting Started

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1031 Exchange

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What is a 721 Exchange?

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1031 DST vs. 721 Exchange

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10 Common Mistakes

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Additional Considerations

What is 1031 Exchange

A 1031 Exchange (so-called because governed by section 1031 of the Internal Revenue Code) is a direct real property- for- “like-kind” real property exchange. In the event an exchange is “deferred” – a replacement property is acquired after the taxpayer’s property is relinquished - strict time limits are imposed. 

A replacement property must be identified within 45 days of the transfer of the taxpayer’s property and must be received within 180 days after such transfer. In any event, gain must be recognized to the extent any other property or cash is received (boot) or any liabilities assumed are less than liabilities relieved, although such gain can sometimes be offset by cost segregation studies or the applicability of bonus depreciation. 

A “standard”1031 exchange, whether deferred or simultaneous, offers the benefit of tax deferral while also allowing the taxpayer to stay active in the real estate business. This ability to stay active is eliminated with respect to a 1031/DST or 721 exchange (described below) in favor of the relinquishment of management responsibilities in exchange for tax deferral.

What is a 1031/ DST Exchange?

A 103/ DST exchange  allows real estate investors to exchange their investment property for fractional ownership in institutional-grade real estate held within a Delaware Statutory Trust. This structure is sanctioned by IRS Revenue Ruling 2004-86, which treats beneficial interests in a DST as real property, and thus qualifying replacement property for 1031 exchange purposes.  

However, the activities of a DST are severely limited, as Revenue Ruling 2004-86 prohibits the DST from disposing of the DST’s property and acquiring new property, refinancing debt, making capital improvements to the property, and accepting additional contributions of assets (including cash). 

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Explore Our Full Guide to 1031 Exchanges

The strict time periods noted above still apply, i.e., you have 45 days to identify replacement property and 180 days to complete the exchange. The sponsor of the DST frequently assists in satisfying these time periods. A DST allows you to invest in professionally managed, institutional-quality properties without the burden of active management. The trust holds title to the property, while you have a beneficial interest as a trust beneficiary. When the property is sold by the DST, you can engage in subsequent 1031 exchanges to defer the gain.

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Learn More About DSTs as 1031 Alternatives


What is a 721 Exchange?

A 721 exchange (so-called because governed by section 721 of the Internal Revenue Code), also known as an UPREIT (Umbrella Partnership Real Estate Investment Trust) exchange, allows real estate investors to contribute their property to an operating partnership (OP) in exchange for OP units. 

A REIT is the general partner (or managing member) of the OP Section 721 of the IRC provides that a contribution of property to a partnership is non-taxable; unlike the rules applicable to 1031/DST exchanges, no time periods are imposed. Thus, an investor can defer capital gain recognition, which otherwise would be taxable if the property were sold. and gain  exposure to a diversified REIT portfolio.

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What are the Tax Benefits When Investing in REIT?

How Does a 721 Exchange Work?

Rather than selling your property and paying capital gains taxes, you contribute the property to REIT’s operating partnership. In return, you receive OP units that are economically equivalent to REIT shares but maintain your tax-deferred status

After a required holding period (typically one to two years), you may have the option to convert OP units to  shares in a REIT (which frequently is a public company) or redeem them for cash, both of which options can result in the recognition of the deferred capital gain. 

However, unlike the ability to engage in future 1031 exchanges with a DST exchange, a 721 exchange is a “one-way transaction” that precludes future 1031 exchanges.

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1031 DST vs. 721 Exchange: Complete Comparison

ComparisonWhile both 1031 DST and 721 exchanges offer powerful tax deferral benefits and eliminate property management responsibilities, they also differ fundamentally across several additional factors that can shape your long-term wealth strategy:  

  1. Investment Scale: DST exchanges may accommodate the exchange of one or a few properties, while 721 exchanges typically require many millions in property value. 
  2. Liquidity: DST investors face 5–10-year lock-in periods with limited exit options until the sponsor sells the property, which will result in the recognition of the deferred gain unless another 1031/DST or a 721 exchange is undertaken. The 721 structure offers the potential to redeem OP units either for cash or REIT shares after a holding period that provides additional liquidity points, though such a redemption typically results in taxable gain.  
  3. Tax Strategy: The 1031 DST enables perpetual "swap until you drop" tax deferral through unlimited future exchanges. The 721 exchange is a "set it and forget it" approach that permanently closes the door to future 1031 exchanges. 
  4. Ownership Structure: DST investors have beneficial interests in specific, identified properties, maintaining a direct connection to tangible real estate. In a 721 exchange, OP units represent equity in a REIT partnership that owns a diversified portfolio; ownership is one step removed from individual properties. 
  5. Diversification: DST allows diversification across selected properties and sponsors. The 721 exchanges can provide instant exposure to an entire REIT portfolio, potentially spanning hundreds of properties across multiple markets and asset classes. 
  6. Estate Planning: Both types of exchanges receive a step-up in basis at death, but only DST heirs can continue 1031 exchanges. 
  7. State Taxes: DSTs may face state-level limitations; OP units often create multi-state filing obligations. 
  8. Holding Periods: The IRC requires like-kind exchanges to show “investment intent” by the exchanger; thus, both 721 and DST exchanges generally impose a holding period of 1–2 years before units can be sold, redeemed, or converted. 
  9. TaxLoss Harvesting: Only 721 exchanges allow strategic recognition of gains by redeeming OP units that may be used to offset other losses.   

Important: Tax laws are complex and change frequently. The strategies discussed involve sophisticated tax planning that require professional guidance.

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10 Common Mistakes When Choosing Between DST and 721 Exchanges

Common Mistakes

Making the wrong choice between 1031 DST and 721 exchanges can have consequences that last for decades. These ten mistakes represent the most common and most costly errors investors make when evaluating these strategies.  

Mistakes to Avoid 

  1. Not Understanding the 721 One-Way Door: The most critical error is failing to appreciate that a 721 exchange permanently eliminates your ability to execute future 1031 exchanges. This decision cannot be reversed. 
  2. Underestimating Liquidity Needs: Both structures lock you in; DST for 5-10 years, 721 with uncertain redemption approval. If you might need significant capital within 5 years, reconsider both options. 
  3. Failing to Evaluate REIT Quality: Tax benefits mean nothing if the REIT underperforms. Thoroughly analyze management quality, portfolio composition, debt levels, and historical performance before committing to a 721 exchange. 
  4. Ignoring State Tax Implications: Some states don't recognize federal 1031 exchanges for state tax purposes. Multi-state filing obligations can create unexpected complexity and costs. 
  5. Not Planning for Estate Transfer: Consider whether heirs would benefit more from DST flexibility (continued 1031 exchanges) or 721 simplicities (REIT distributions). Educate heirs about these complex structures. 
  6. Overlooking OP Unit Redemption Restrictions: Redemptions generally result in tax liability and may be limited by timing, amounts, REIT approval, or suspended during volatility. The REIT may redeem with shares instead of cash; read the partnership agreement carefully. 
  7. Insufficient Diversification: Don't concentrate too much wealth on a single DST or REIT. Diversify across multiple sponsors, property types, and maintain liquid investments outside these structures. 
  8. Missing 1031 Deadlines: The 45-day identification and 180-day closing deadlines are absolute. Missing them by one day triggers full tax liability. Start the process early and have backup options ready. 
  9. Engaging a Qualified Intermediary Too Late: With respect to 1031 dispositions the intermediary must be in place before closing your property sale. Engage at least 30 days in advance and ensure the exchange language is included in the sales contract. 
  10. Choosing Based on Sales Pressure: Both DST sponsors and REITs use commissioned salespeople. Make decisions based on strategic fit, not marketing intensity. Consult independent advisors who don't sell these products. 

Our team has guided hundreds of investors through 1031 DST and 721 exchange decisions, helping them avoid these common mistakes and structure their transactions for maximum long-term benefit.

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1031 DST vs. 721 Exchange

Additional Considerations


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Combining 1031/DST and 721 Exchanges

You can start with a 1031 exchange into one or more DSTs and later move into a 721 exchange when the DST property sells. This is a common succession strategy that preserves flexibility until you're ready to exit the 1031 cycle. However, the reverse isn’t possible: once you complete a 721 exchange, you can’t return to a 1031 exchange. 

REIT is Sold or Taken Private

If the REIT is acquired or taken private, your OP units will convert into whatever the REIT shareholders receive (cash, shares, or a mix), and the conversion is typically taxable, triggering the recognition of all deferred gains. This is a key risk of 721 exchanges, as corporate actions outside your control can force tax recognition. Review the operating partnership agreement and evaluate the REIT’s stability before proceeding.

Holding Period

The general safe harbor is a two-year holding period. In practice, DST investors are locked in until the sponsor sells the property, typically for 5–10 years, with no secondary market and virtually no way to exit early. If you need liquidity sooner, DST may not be the right fit. Most 721 agreements require a 1–2 year holding period (sometimes longer) before you can redeem or convert OP units. This protects the tax-deferred status and lets the REIT integrate the property. Early redemption is usually denied or penalized.

Liquidity

Emergency liquidity is extremely limited in both DSTs and 721 exchanges. DST interests can’t be sold or transferred early, and you’re locked in until the sponsor sells them—typically within 5–10 years. For 721 exchanges, redemption requires REIT approval, and requests can still be denied even after the holding period. Given the likelihood of early access is low, you shouldn’t invest funds you may need within 5–7 years.

Fees

DSTs often include multiple fees (acquisition, asset management, property management, disposition, and financing), which can add up. While 721 exchanges have lower upfront costs, you’ll still incur ongoing REIT fees, including management, operating, and potential performance fees. In both cases, fees can meaningfully affect returns, so a thorough fee review is essential during due diligence.

Operating Distributions

DST distributions come from rental income and typically target 4–6%, but they’re not guaranteed and vary with property performance. In a 721 exchange, OP unit holders receive the same distributions as REIT shareholders, typically 3–7% and may benefit from greater stability through broader diversification. Both types of distributions are generally taxable as ordinary income. 

Qualified Sponsors

Finding qualified DST sponsors or REITs for 721 exchanges requires thorough vetting. Work with a qualified intermediary for referrals and consult advisors who specialize in 1031/721 transactions. Look for sponsors with long, transparent track records and verify SEC registration and Form ADV history. For REITs, review SEC filings, attend presentations, and speak with the investor relations team. Always seek independent verification—don’t rely solely on marketing materials. [What is ADV?] 

Leveraging QOF Exchanges

A distinct advantage of an exchange into a Qualified Opportunity Fund (QOF) is that capital gain (including section 1231 gain) from the disposition of any property (i.e., not limited to real property) can be deferred if invested in qualified opportunity zone property, which includes real property. Similar to the timing requirements applicable to a 1031/DST exchange, a taxpayer has 180 days to invest the proceeds from a qualifying sale. The significant benefit offered by a QOF exchange is that all economic appreciation is untaxed if the investment is held for 10 years. However, there is a mandatory “liquidity event” on December 31, 2026, such that any deferred gain (reduced by certain basis increases for investments held for 5 or 7 years) must be recognized, possibly resulting in the recognition of phantom income.

Which Exchange Strategy is Right for You?

Choosing between a standard 1031, 1031/DST, 721, and a QOF exchange comes down to your goals, liquidity needs, and how much future flexibility you want.

Choose a standard 1031 exchange

if you want to achieve gain deferral and remain active in the real estate business.

Choose a 1031 DST

if you want to keep all options open, continue tax-deferred exchanges indefinitely, maintain the ability to return to direct ownership, and prioritize long-term flexibility. 

Choose a 721 exchange

if you're ready to exit the 1031 cycle, want broad REIT diversification, and value potential liquidity through OP unit redemption—understanding it’s a one-way decision with no path back to 1031 exchanges.

Choose a QOF exchange

if you want to exclude all economic appreciation after holding for 10 years, at the expense of a “liquidity event” requiring the recognition of deferred gain on December 31, 2026.

Connect with our Real Estate Tax Specialists to discuss which approach best fits your investment goals.