DSTs Are the Carpool Lane of Investments
Like the car that bypasses traffic in its special lane, Delaware Statutory Trusts, a unique vehicle to invest in direct real estate, take advantage of tools and rules to offer stability amid volatility.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.
You are now subscribed
Your newsletter sign-up was successful
Want to add more newsletters?
Delivered daily
Kiplinger Today
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more delivered daily. Smart money moves start here.
Sent five days a week
Kiplinger A Step Ahead
Get practical help to make better financial decisions in your everyday life, from spending to savings on top deals.
Delivered daily
Kiplinger Closing Bell
Get today's biggest financial and investing headlines delivered to your inbox every day the U.S. stock market is open.
Sent twice a week
Kiplinger Adviser Intel
Financial pros across the country share best practices and fresh tactics to preserve and grow your wealth.
Delivered weekly
Kiplinger Tax Tips
Trim your federal and state tax bills with practical tax-planning and tax-cutting strategies.
Sent twice a week
Kiplinger Retirement Tips
Your twice-a-week guide to planning and enjoying a financially secure and richly rewarding retirement
Sent bimonthly.
Kiplinger Adviser Angle
Insights for advisers, wealth managers and other financial professionals.
Sent twice a week
Kiplinger Investing Weekly
Your twice-a-week roundup of promising stocks, funds, companies and industries you should consider, ones you should avoid, and why.
Sent weekly for six weeks
Kiplinger Invest for Retirement
Your step-by-step six-part series on how to invest for retirement, from devising a successful strategy to exactly which investments to choose.
On our way to work, many of us are accustomed to sitting in standstill traffic, depending on where we are and what times we make our commute. Other than the jealousy you may feel when you’re sitting in that traffic and see a car in the carpool lane zoom by, something in you may admire those who figured out a way to make the rules of the road work for them. They put in the work to take extra people with them wherever they’re going and save valuable time in their day.
When it comes to the investment options available to you, Delaware Statutory Trusts (DSTs), which are a unique vehicle to invest in direct real estate, aren’t too different from the carpool lane! So, let’s get into how DSTs are a bastion of stability in a market where returns and low-volatility opportunities are hard to come by.
Considering the Full Range of Your Investment Options
Flashback to a few years ago. Stocks were on the rise, whether the stability-centered Dow Jones Industrial Average or the high-risk, high-reward Nasdaq Composite. Corporate and Treasury bonds were also rising in value as yields were sinking. In general, your portfolio was seeing double-digit gains over the year, inflation was low so your budget wasn’t as stressed, and interest rates were nearly at zero, so putting your money anywhere else other than the public markets might have seemed like an ill-advised decision at first glance. When it came to real estate, you might have seen the low growth rates of a real estate investment trust (REIT) index fund and subsequently turned elsewhere.
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
Flash-forward to the present day. We’re seeing the decade-long bull market run – a run that seemed indefinite – come to an operatic end, record inflation rates are hitting our budgets, and the overall economy could be in the early stages of recession. Chances are that your retirement finances took a hit due to these factors. The stocks that grew the most during the bull market run are coming down the fastest, leaving your stock portfolio at risk of large declines.
But what about real estate? How are real estate markets performing relative to the overall market?
The Resilience of Real Estate
If you’ve been tuned to the real estate markets, you may have noticed that, because of the Federal Reserve’s decision to sharply raise interest rates, mortgage rates have been rising, pushing buyers out of the market, and pushing home values down. Some have coined this as the start of a housing recession, but that doesn’t tell the full story.
The Case-Shiller Home Price Index shows that, yes, in terms of percentage performance over the years, the S&P 500 outperforms the growth of average home values in the long term, but that doesn’t necessarily mean that your real estate will perform poorly for you. If you do the math, the downside risk is greater than what the percentages show. And to put the icing on the cake, the index shows that from October 2021 to July 2022, home prices went up roughly 13%, whereas the S&P 500 went down roughly 13%. That’s a 26-percentage-point difference!
The factor here is that real estate markets and stock markets simply operate differently. The stock market is highly liquid and tends to move together, while real estate is an illiquid, highly individualized asset class. Think about your own home and what goes into its value. Then think about all the other properties out there with their own unique factors and property management, ranging from cheap lots to multimillion-dollar developments, and that’s not even discussing property types, neighborhoods or geographies.
Most important, unlike stocks, there isn’t a centralized exchange where people can buy and sell real estate in seconds. That wouldn’t even make sense for real estate! With such tangible assets as property and buildings, real estate markets can be relatively more insulated from the psychological herd behavior that governs stock market prices.
For this reason, the right real estate assets can perform successfully even in difficult market conditions. However, if your only exposure to real estate is through your own home or a small allocation of your investment portfolio towards REIT stocks, you’re left with an undiversified direct real estate asset (your home) and a basket of stocks whose performance is subject to market volatility and is based on the speculative value of the real estate investment company, an indirect entity as opposed to the real estate itself. So, you must be thinking, “How do I access direct real estate more effectively?”
Enter Delaware Statutory Trusts (DSTs)
DSTs are legal entities that allow investors to passively invest in direct real estate assets. That means that you can pool your money along with other investors for a larger development that you would have otherwise had to fund on your own, all while the headaches of property management are taken care of by a separate management team. This provides you with access to your portion of the potential gains of direct property development.
In addition, you can transfer your real estate asset into a DST in exchange for a basket of diversified assets rather than one large one. This allows the investor to reduce their risk through diversification. You can also make this transfer tax-free by using a 1031 exchange, in which you defer capital gains on the sale of your original, appreciated investment. This deferral can continue, and eventually, heirs can enjoy a step-up in basis, essentially extinguishing the original gain (more on that below!).
Another benefit for you is that you can see a complete elimination of capital gains tax if the investment is held inside the DST or continues to roll into another 1031 exchange indefinitely. At your passing, the beneficiaries would receive the stepped-up basis, meaning that the asset ownership timeline would reset, and any capital gains on the sale of their inherited asset would be calculated starting when they received the asset, not when you first bought it – significantly reducing their capital gains burden.
What’s more, you can receive passive income without the responsibilities of being the landlord. However, the DST still allows you to perform tax write-offs on costs of buying and improving properties that the DST manages (a function called “depreciation”). This makes DSTs a highly tax-efficient investment vehicle while potentially producing regular cash flow.
So, back to the original analogy, the DST investors are just like those people who use the carpool lane. They found a way to use the rules and tools available to them to meet a specific need. As a DST investor, you’re using a tool built to grant you access to a potentially lucrative segment of the real estate market that was previously closed to singular investors. In the same way roads get less crowded when multiple people use one car, the real estate industry benefits from having passive investors in direct real estate to increase the amount of capital available for larger developments.
The Bottom Line
Of course, investing in DSTs involves risk as well. Like any investment, real estate through DSTs can come with an investment loss. But also, DSTs are illiquid, meaning you can’t take your money out whenever you want like you can in the stock market.
But if the DST investment vehicle is right for you, you could gain access to a previously inaccessible asset class, insulated from stock market volatility, that can potentially produce income or high gains as well.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Jon began his career in the insurance industry first as an Agent for Combined Insurance and later as a Marketing Consultant for industry giant Financial Independence Group. In his nine years with Financial Independence Group, Jon worked directly with hundreds of financial advisers. Over the years, Jon became a recognized industry leader in the development of financial advisory practices, becoming an “adviser to advisers.” Jon holds degrees in Tourism Management and Business from UNC Greensboro and is licensed for numerous forms of insurance work along with holding Series 7 and 66 Securities licenses. Jon is a Chartered Retirement Planning Counselor® (CRPC) – a designation program for financial professionals that enables experienced advisers focused on retirement planning for individuals to define a comprehensive “road map to retirement.”
-
Ask the Tax Editor: Federal Income Tax DeductionsAsk the Editor In this week's Ask the Editor Q&A, Joy Taylor answers questions on federal income tax deductions
-
States With No-Fault Car Insurance Laws (and How No-Fault Car Insurance Works)A breakdown of the confusing rules around no-fault car insurance in every state where it exists.
-
7 Frugal Habits to Keep Even When You're RichSome frugal habits are worth it, no matter what tax bracket you're in.
-
For the 2% Club, the Guardrails Approach and the 4% Rule Do Not Work: Here's What Works InsteadFor retirees with a pension, traditional withdrawal rules could be too restrictive. You need a tailored income plan that is much more flexible and realistic.
-
Retiring Next Year? Now Is the Time to Start Designing What Your Retirement Will Look LikeThis is when you should be shifting your focus from growing your portfolio to designing an income and tax strategy that aligns your resources with your purpose.
-
I'm a Financial Planner: This Layered Approach for Your Retirement Money Can Help Lower Your StressTo be confident about retirement, consider building a safety net by dividing assets into distinct layers and establishing a regular review process. Here's how.
-
Stocks Sink With Alphabet, Bitcoin: Stock Market TodayA dismal round of jobs data did little to lift sentiment on Thursday.
-
The 4 Estate Planning Documents Every High-Net-Worth Family Needs (Not Just a Will)The key to successful estate planning for HNW families isn't just drafting these four documents, but ensuring they're current and immediately accessible.
-
Love and Legacy: What Couples Rarely Talk About (But Should)Couples who talk openly about finances, including estate planning, are more likely to head into retirement joyfully. How can you get the conversation going?
-
How to Get the Fair Value for Your Shares When You Are in the Minority Vote on a Sale of Substantially All Corporate AssetsWhen a sale of substantially all corporate assets is approved by majority vote, shareholders on the losing side of the vote should understand their rights.
-
Dow Leads in Mixed Session on Amgen Earnings: Stock Market TodayThe rest of Wall Street struggled as Advanced Micro Devices earnings caused a chip-stock sell-off.