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From a Single, Vulnerable Property to a Diversified Portfolio: Why the 721 Exchange Is the New Upgrade in Real Estate Investment

October 26, 2025

Anyone who thinks owning rental property is an easy road to riches should spend a little time with a landlord. From managing tenant relations and coordinating short- and long-term maintenance and repairs to worrying about nearby vacancy rates—it adds up to what can be a very lucrative business that’s in no way easy.

This is also why many investment property owners regularly review their portfolios as they near retirement to see if they’re meeting their expected needs. This is a time when some choose to sell properties to help fund retirement and other life goals. And others decide they want to keep the tax advantages and income provided by real estate, but they’re not interested in the day-to-day drudgery of land lording. What are their options?

Expanding Your Choices with a 1031 Exchange, and More

The 1031 exchange is one of the most valuable tools investors can use. It allows them to effectively trade one property for another of equal or greater value and defer capital gains on any profit from the sale.

However, there are situations where investors find they need to do more than simply swap properties in and out of their portfolio. Individuals may see that their holdings are concentrated in a particular area, making them vulnerable to disasters or local economic upheaval. They might want to ease their loved ones’ burden by setting up a simpler portfolio in case of their incapacitation, or they could be looking for an uncomplicated way to stay invested in real estate without being so hands-on. Fortunately, there are two solutions investors can use that address these issues and simplify their portfolios.

The 721 exchange, also known as an umbrella partnership real estate investment trust (UPREIT) and the Delaware Statutory Trust (DST) are recognized as two efficient methods of conducting a 1031 exchange. Both are designed to fit into the needs of most real estate investors, but there are key differences (see the comparison matrix) that may help you decide on one over the other.

They also help alleviate a big headache for people doing a 1031 exchange: the countdown clock. Once an investor closes on the sale of their rental property, the 45-day clock begins during which time they must identify potential replacement properties that would replace the sold asset in their portfolio. And on the same day, a 180-day clock begins to count down on the closing of a replacement property(ies). These are calendar days, not business days, and in general they are not extendable.

For investors who haven’t researched enough into exchange opportunities, these can be tough deadlines and can tarnish a profitable sale due to capital gains taxes. This is why many look to both DSTs and 721 UPREITs as “standby investments.” If they’re unable to find transferable property that suits them, they can invest in one to ensure they defer the capital gains taxes before the deadline.

721 vs. DST

While similar, there are some subtle differences in both solutions that investors should be aware of. The typical DST gives investors a fractional ownership of one or a small number of properties held by the trust. The ownership shares are legally considered securities, and most are limited to 499 owners to avoid the additional SEC paperwork that comes with 500 or more investors.

“A key difference is that in a DST you’re still considered to have direct ownership of a piece of real estate,” says Dwight Dunton, founder, CEO, and CIO of Bonaventure, an integrated alternative asset management firm based in Alexandria, Virginia. “This gives you some of the same tax benefits you had when you owned an individual property, like depreciation.”

A 721 UPREIT could be described as a DST with a little more flexibility. Investors trade their property for operating partnership (OP) units in an underlying REIT that owns a group of diverse properties. UPREIT investors are completely passive, and their only interaction with the entity can be when income distributions show up in their account. “In addition, holding OPs makes estate planning easier, since they’re easily divided among heirs and are more liquid than fractional shares in a DST,” says Dunton.

Choosing between the two solutions may seem a little like splitting hairs because of the similarities, but many investors find 721s to be more adaptable to their needs.

Think of the 721 As an Upgrade: A Better 1031 Exit for Investors

For one thing, investors looking for an exit that takes them out of property management headaches but still gives them the income they need find participating in a UPREIT a refreshing change. There’s also the end of existential worries that come with a portfolio that lacks geographic and category diversity, since UPREITs balance risk by owning multiple properties in different areas.

Another advantage of a 721 is that it’s generally more liquid than other types of real estate investments. In a publicly traded REIT owners can trade their OPs after a period of time for REIT shares that can be sold on the stock market. With private REITs there are agreements that after an initial holding period owners can begin redeeming their OPs for cash. This is also often an important consideration in estate planning since not all of one’s heirs may be interested in keeping their shares in real estate.

If one doesn’t have a property that would interest a UPREIT for a 1031 exchange, there is another method to investing in one. The individual first does a 1031 exchange with a DST, then after a waiting period, the fractional shares in the DST property(ies) are exchanged for OPs in a 721 exchange.

The inherent advantages make it clear that if you find you’re looking for reduced portfolio risk, greater liquidity along with a reduced workload, the 721 exchange is worth a long, hard look.

Disclosures

The article is for informational purposes only and not intended to be all-inclusive and may be changed at any time without notice or obligation to update. This article does not constitute tax, legal, or financial advice. Bonaventure does not provide tax, legal, or accounting services. Tax laws and regulations are subject to change, and individual circumstances vary. Investors should consult their own tax advisor, attorney, or qualified intermediary regarding their specific situation before pursuing any of the strategies discussed. Forward-looking statements may be influenced by a variety of factors, many of which are beyond the control of Bonaventure and could cause the actual outcomes to be materially different from what is projected. Past Performance is not indicative of future results.

Investments in the shares involves a high degree of risk that prospective investors should carefully consider before investing. The investment is for Accredited Investors who have the financial ability and willingness to accept the risks and lack of liquidity inherent in an investment in the shares. There can be no assurance that investment objectives will be achieved or that investors will receive a complete return of their capital. This material is not an offer to sell or a solicitation of an offer to buy any interest in any fund sponsored by Bonaventure or its affiliates. Any offering is made only pursuant to a confidential private placement memorandum (PPM) and related offering documents, which should be reviewed in full and which control in the event of any inconsistency with this material. Share interests are not registered under the Securities Act of 1933 or any state securities laws, and Bonaventure offerings are not registered under the Investment Company Act of 1940.

COMPARISON MATRIX: Which is Right for Me?

Feature 721 UPREIT Delaware Statutory Trust (DST)
Structure An investor contributes one or more of their holdings to the trust’s operating partnership. In return, they receive an agreed-upon number of operating partnership units (OPs). A DST gives investors beneficial ownership in fractional shares of investment properties in exchange for a property they’re exchanging, giving them ownership of institutional-grade real estate without management responsibilities.
Tax Deferral As with a regular 1031 exchange, any capital gains are tax-deferred at the time of the exchange. As with a regular 1031 exchange, any capital gains are tax-deferred at the time of the exchange.
Diversification In exchange for a single investment property, the owner receives OPs in the UPREIT portfolio, which is typically diversified across property types and locations. A trust sponsor purchases institutional-grade assets such as multifamily, commercial, or retail buildings, offering diversification individual investors could not typically access.
Planned Liquidity After receiving OP units and waiting a predetermined time, investors can redeem their units for cash or convert them 1:1 for publicly traded REIT shares that can be liquidated. No public or centralized market exists for DST interests. Investors should plan to hold for 5–7 years; early exits are possible but may require selling at a discount.
Management Investors are not responsible for daily management or administrative duties since they do not directly own the property. The sponsor manages operations, leasing, and maintenance; a trustee oversees compliance and finances. Investors are fully passive.
Estate Planning Benefits OP units can be easily divided among heirs, who benefit from a “step-up in basis,” resetting asset value to current market value at inheritance. Fractional DST shares can be divided among heirs, who also receive a “step-up in basis.” However, DST shares may need to be held for years before being sold at full value.