The Realized Team’s Picks

Second (and Third) 1031 Exchanges: How Many Times Can You Defer Taxes on the Same Property?

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For seasoned real estate investors, the allure of the 1031 exchange lies in its ability to defer capital gains taxes by reinvesting in like-kind property. However, what unfolds when an investor revisits the same piece of real estate again and again, each time choosing to defer gains through subsequent exchanges? Is there a ceiling on this clever tax strategy?

Mar 7, 2026

From Landlord to Investor: A Practical Guide to Moving into DSTs in Your 60s

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As you enter your 60s, the prospect of managing your investment properties can become increasingly daunting. The tenant calls, maintenance tasks, and fluctuating real estate markets may no longer align with your desire for a more relaxed pace of life. This is where Delaware Statutory Trusts (DSTs) offer an appealing alternative, transforming the role of a hands-on landlord into that of a passive investor.

Should Long-Time Landlords Still Do a 1031 Exchange, or Is It Time to Cash Out?

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For long-time landlords, the decision between leveraging a 1031 Exchange or cashing out on their investment property can be pivotal. Each option offers distinct advantages and potential drawbacks, but focusing on long-term goals and current market conditions can provide clarity.

How to Talk to CPAs and Attorneys About 1031 and DST Strategies

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Navigating the complexities of investment property transactions can be daunting, especially when it involves intricate processes like 1031 exchanges and Delaware Statutory Trusts (DSTs). It's crucial for property owners to engage effectively with Certified Public Accountants (CPAs) and attorneys who play pivotal roles in these transitions. Here’s a guide to help you communicate more effectively with these professionals.

Mar 6, 2026

How Are DST Distributions Taxed?

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Real estate investors often seek instruments that provide regular income while deferring taxes, which is why Delaware Statutory Trusts (DSTs) have become increasingly popular. These trusts allow investors to pool resources to acquire institutional-grade real estate, diversifying their portfolio in a more significant way than they could independently. However, a crucial element of this investment is understanding the tax implications of DST distributions.

Estate Planning for Investment Property Owners: What to Do Before You Sell

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Estate planning can be a daunting task, especially for investment property owners considering selling their assets. Owning investment properties entails various responsibilities, from managing tenants and maintaining the physical condition of properties to understanding the financial implications of selling them. If you plan to sell your investment property, it is crucial to have an estate planning strategy in place to ensure a smooth transition of your assets. Here are some key considerations for investment property owners before selling:

Mar 4, 2026

Passive Real Estate Income in Retirement: Options Beyond REITs and Rental Homes

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As investment property owners approach retirement, the quest for steady and passive income streams becomes increasingly crucial. While Real Estate Investment Trusts (REITs) and rental homes are popular options, they aren't without challenges. Many retirees may seek alternatives that offer both financial returns and a reduced headache of property management. Here, we explore a few viable alternatives.

Selling a Rental You’ve Owned for 20+ Years: Options to Defer Taxes and Preserve Income

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Owning a rental property for over two decades is a significant achievement that comes with financial rewards and tax obligations. Whether you've decided to cash in on its appreciated value or simply need a change, selling a long-held rental property involves key financial considerations, especially regarding taxes. Understanding how to defer taxes while preserving income can make this transition smoother and more profitable.

Mar 3, 2026

DST vs Direct Real Estate: Tax Benefits, Control, and Income Compared

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For investment property owners looking to diversify their assets and potentially maximize returns, choosing between a Delaware Statutory Trust (DST) and direct real estate ownership can be pivotal. Each avenue offers distinct advantages and drawbacks in terms of tax benefits, control, and income generation, which are critical to consider when crafting a successful investment strategy.

How to Use Qualified Opportunity Zones (QOZ) to Defer and Reduce Capital Gains Taxes

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In the realm of real estate and investment, savvy property owners constantly look for strategies to optimize their returns while minimizing tax liabilities. One such lucrative strategy involves the use of Qualified Opportunity Zones (QOZs). These zones, as part of a federal program established by the Tax Cuts and Jobs Act of 2017, offer significant tax benefits to investors willing to inject capital into economically distressed areas across the U.S.

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