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Unlocking Smart Tax Deferral: Creative Strategies for Minimizing Capital Gains on Real Estate Sales

February 18, 2026

By: Edward D. Brown, Esq.

Exploring Code Section 1031 Exchanges and Delaware Statutory Trusts for Savvy Investors

Introduction

For real estate investors, selling a property can be both exciting and daunting—especially when it comes to the tax bill. Capital gains taxes on appreciated property can take a significant bite out of a seller’s profits, making strategic tax planning essential. Fortunately, U.S. tax laws offer several methods to defer or even avoid these taxes, empowering investors to maximize returns and preserve wealth. In this article, we break down the most effective strategies, including Code Section1031 exchanges and Delaware Statutory Trusts (DSTs), to help you make informed decisions.

Understanding Capital Gains Taxes on Real Estate

Generally, the capital gains tax applies when you sell an asset—like real estate—for more than its original purchase price. The taxable gain is generally the difference between the sale price and the adjusted basis (purchase price plus qualifying improvements and minus depreciation). For real estate, these taxes can be substantial, especially for long-held properties that have appreciated significantly. The federal capital gains tax rate typically ranges from 15% to 20% for long-term gains, with potential state taxes adding to the burden. Without a plan, a large portion of profits could end up with the IRS.

1031 Exchange Basics: Deferring Taxes with Like-Kind Exchanges

One of the most popular tools for deferring capital gains taxes is the Code Section 1031 exchange. Under IRS rules, a Code Section 1031 exchange allows a seller to defer taxes by reinvesting the proceeds from the sale of one investment property into another “like-kind” property. Here’s how it works:

  • Eligibility: Only investment or business properties qualify—not personal residences.
  • Process: You must identify replacement property within 45 days of selling your original asset and complete the purchase within 180 days.
  • Qualified Intermediary: Funds from the sale must be held by a third-party intermediary until the exchange is complete.
  • Deferral: Capital gains taxes are deferred, not eliminated. When you eventually sell the replacement property without another exchange, the taxes become due.

Standard Code Section 1031 exchanges are powerful, but can be complex and require careful timing and transaction management.

Delaware Statutory Trusts (DSTs): A Modern Twist on Code Section 1031 Exchanges

Delaware Statutory Trusts (DSTs) have emerged as an innovative option within the Code Section 1031 exchange universe. A DST is a legal trust structure that holds title to investment real estate, allowing multiple investors to own fractional interests in large properties—such as apartment complexes, office buildings, or shopping centers. Here’s how DSTs work in the context of 1031 exchanges:

  • Fractional Ownership: Investors can acquire partial interests in institutional-grade real estate.
  • Passive Investment: Professional managers handle property operations, freeing investors from day-to-day landlord responsibilities.
  • Code Section 1031 Exchange Eligibility: DST interests qualify as “like-kind” property under IRS guidelines, making them eligible for 1031 exchanges.

This trust structure opens up high-value properties to individual investors and streamlines the exchange process.

Advantages of DSTs Over Standard Code Section 1031 Exchanges

Delaware Statutory Trusts offer several distinct benefits compared to traditional Code Section 1031 exchanges:

  • Diversification: DSTs enable investors to diversify across multiple properties and geographic regions, reducing risk. By owning shares in a DST, investors can spread their investment over a portfolio of properties rather than a single asset.
  • Management Relief: DSTs are professionally managed, eliminating the need for hands-on property oversight.
  • Lower Minimum Investment: DSTs often have lower minimum investment requirements, making them accessible to a broader range of investors.
  • Simplified Closing: DSTs can be acquired quickly, helping investors meet strict Code Section 1031 exchange deadlines.

While DSTs are not ideal for everyone—investors surrender control and liquidity is limited—they present a compelling solution for those seeking passive income and hassle-free tax deferral.

Other Code Section 1031 Exchange Strategies

Beyond standard and DST exchanges, several alternative Code Section 1031 strategies may better suit specific circumstances:

  • Reverse Exchanges: Acquire a replacement property before selling your original asset. This approach is useful when the ideal property becomes available before your sale closes.
  • Improvement (Construction) Exchanges: Use exchange proceeds to improve a replacement property, potentially increasing its value and customizing it to your needs.
  • Multiple Property Exchanges: Combine proceeds from one sale to purchase up to three replacement properties, or more if you meet certain valuation requirements.

Each strategy requires careful planning, coordination with qualified intermediaries, and strict adherence to IRS timelines and rules.

Conclusion: Choosing the Right Strategy

Deferring or avoiding capital gains taxes when selling real estate is a critical consideration for investors and advisors. Code Section 1031 exchanges—including those utilizing DSTs —remain the gold standard, offering diversification and management relief. Alternative Code Section 1031 strategies add further options for those with unique needs. The best approach depends on your investment goals, property type, timeline, and risk tolerance. Consult with tax professionals and qualified intermediaries to ensure compliance and optimize your results. With smart planning, you can unlock the full potential of your real estate investments while minimizing your tax liability.

About Greenspoon Marder

Greenspoon Marder LLP is a full-service law firm with over 215 attorneys and more than 20 office locations across the United States. With operations from Miami to New York and from Denver to Los Angeles, our firm attracts some of the nation’s top talent in key markets and innovation hubs. Our core practice areas include Real Estate, Litigation, and Transactional Services, complemented by the capabilities of a full-service firm. Greenspoon Marder has maintained a spot on The American Lawyer’s Am Law 200 as one of the top law firms in the U.S. since 2015, and our goal is to provide exceptional client service by developing a thorough understanding of each client’s business needs and objectives in order to provide strategic, cost-effective solutions.

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