For accredited investors—those with a net worth exceeding $1 million (excluding their primary residence) or annual income above $200,000 ($300,000 joint)—real estate is often a cornerstone of wealth, but passing it to heirs can come with a hefty tax sting. Capital gains taxes on appreciated properties, amassed over decades, can erode the legacy you’ve built, leaving your heirs with a fraction of what you intended. Enter the 1031 exchange, a tax-deferred strategy under Section 1031 of the Internal Revenue Code that not only preserves your capital during your lifetime but also sets the stage for a tax-free transfer to the next generation. By deferring gains through successive exchanges and holding properties until death, you can leverage a stepped-up basis to eliminate tax liability for your heirs, transforming real estate into a powerful estate planning tool. This guide explores how accredited investors can use 1031 exchanges to pass wealth tax-free to heirs, with platforms like the Great Point Capital Alternative Marketplace simplifying the process. From tax mechanics to strategic planning, here’s how to secure your legacy, tax-deferred.
The Estate Planning Challenge for Real Estate Investors

Real estate’s long-term appreciation is a double-edged sword for accredited investors. A property bought for $500,000 decades ago might now be worth $2 million, carrying a $1.5 million taxable gain. Selling it triggers capital gains taxes—20% federally, plus state rates (e.g., 13.3% in California)—potentially costing $450,000 or more at a 30% combined rate. That’s a significant chunk of wealth lost before it reaches your heirs. Even holding it until death doesn’t fully solve the problem if your estate plan lacks strategy—your heirs might still face complexities or tax burdens. A 1031 exchange flips this narrative, offering a way to grow your portfolio tax-deferred and pass it on with minimal tax impact, aligning with estate planning goals for high-net-worth families.
How a 1031 Exchange Fits into Estate Planning
A 1031 exchange lets you sell an investment property and reinvest the proceeds into a “like-kind” replacement—any U.S. real estate held for investment—without paying immediate capital gains taxes. You can repeat this process indefinitely, deferring gains each time. The estate planning magic happens at death: under current tax law, heirs inherit property at a stepped-up basis, resetting its value to the fair market value at your passing. That deferred gain—say, $1.5 million—vanishes, and your heirs owe no capital gains tax if they sell. IPX1031 notes this as a way to “strategically build wealth for inheritance,” making the 1031 exchange a cornerstone of tax-free legacy planning.
The Stepped-Up Basis: Your Tax-Free Legacy Key
The stepped-up basis is the linchpin. Imagine you buy a rental for $500K, exchange it over decades into a $2M portfolio, deferring $1.5M in gains. You die in 2025, and your heirs inherit at the current $2M value. If they sell immediately, their taxable gain is zero—no tax on the $1.5M you deferred. Without a 1031 exchange, selling before death would’ve cost $450K in taxes, slashing the inheritance. This reset, paired with tax deferral, lets you pass the full value of your real estate empire to your heirs, tax-free, a rare perk in U.S. tax code.
Step-by-Step: Using a 1031 Exchange for Estate Planning
Here’s how to weave a 1031 exchange into your estate plan:
- Assess Your Portfolio: Identify appreciated properties—e.g., a $1M rental with a $600K gain—ripe for exchange to avoid future tax hits.
- Engage a QI: Use a Qualified Intermediary (e.g., IPX1031) to hold proceeds and ensure IRS compliance, keeping gains deferred.
- Sell and Exchange: Sell your property and reinvest into a replacement—e.g., a $1.5M multifamily—deferring the $600K gain.
- Explore Options with Great Point’s Alternative marketplace: Source replacements via Great Point Capital, from traditional rentals to DSTs, aligning with your legacy goals.
- Identify Replacements (45 Days): List new properties within 45 days, focusing on long-term value for heirs.
- Close Within 180 Days: Finalize the exchange, building a portfolio to hold until death.
- Hold Until Passing: Retain properties, letting gains defer until your heirs inherit at a stepped-up basis.
Real-World Examples: Legacy Building in Action
For accredited investors, the intersection of investment real estate and estate planning offers a unique opportunity to turn years of savvy real estate investing into a tax-free legacy for heirs, and the 1031 exchange is the vehicle that makes it possible. These examples illustrate how this tax-deferred strategy transforms appreciated properties into substantial inheritances, leveraging the stepped-up basis to eliminate capital gains taxes at death. By strategically exchanging properties over time, you can amplify your estate’s value while ensuring your heirs receive the full benefit of your real estate investing efforts, unburdened by the IRS. From single properties to diversified portfolios and passive investments, these scenarios showcase the practical power of 1031 exchanges in building a lasting, tax-free inheritance.
Scenario 1: Single Property Growth
You buy a $500K rental in 1990, now worth $2M (gain: $1.5M). A 1031 exchange into a $2M commercial building defers $450K in taxes. You die in 2030; heirs inherit at $2.5M (appreciated value), selling tax-free—no tax on $2M in gains.
Scenario 2: Portfolio Expansion
Three $300K rentals ($900K total) grow to $3M. You exchange into a $3M multifamily, deferring $2.1M in gains. At death, heirs inherit at $4M, erasing the deferred tax liability, passing $4M tax-free.
Scenario 3: Active to Passive DST
A $1M rental (gain: $600K) becomes a DST stake in a $20M property via a 1031 exchange. You defer taxes, earn passive income, and die with a $1.5M stake. Heirs inherit at $1.5M, tax-free, with no management burden.
DSTs: Estate Planning with Passive Wealth
Delaware Statutory Trusts (DSTs) enhance this strategy. Inland Private Capital offers DSTs—fractional ownership in institutional-grade assets like $50M multifamily buildings—perfect for a 1031 exchange. You swap a $1M rental for a DST stake, deferring gains while generating 4–6% passive income. At death, heirs inherit at the stepped-up value, tax-free, with no landlord duties to inherit. Great Point Capital’s Alternative Marketplace streamlines DST selection, aligning passive wealth with estate goals.
Advanced Tactics for Tax-Free Wealth Transfer
For accredited investors, a 1031 exchange isn’t just a one-time tax deferral—it’s a dynamic estate planning strategy that can compound wealth across generations when wielded with sophistication. These advanced tactics elevate the basic exchange into a legacy-building powerhouse, ensuring your heirs inherit the maximum value, tax-free. By strategically manipulating timing, asset types, and financing, you can amplify your estate’s worth without sacrificing liquidity or triggering taxes.
Multiple Exchanges: Roll gains over decades—e.g., $500K to $5M—deferring taxes each time, amplifying the stepped-up basis for a tax-free inheritance. Picture exchanging a modest rental into a commercial property, then a multifamily, growing your estate exponentially with each tax-deferred step. This compounding effect turns modest beginnings into a multimillion-dollar legacy, all preserved for your heirs at death.
Diversification: Exchange into varied assets (commercial, residential, DSTs) for a robust legacy, all tax-deferred, ensuring your estate withstands market shifts. A mix of property types—say, a retail center, an apartment building, and a DST stake—spreads risk and enhances value, giving heirs a versatile portfolio. This approach not only boosts resilience but also tailors your inheritance to their future needs.
Debt Matching: Replace mortgages to defer all gains, building a larger portfolio for heirs without cash outlay, leveraging debt to maximize estate size. If your $2M property has a $1M loan, exchanging into a $3M asset with $1.5M in debt keeps all gains deferred while scaling your holdings. This tactic stretches your equity further, ensuring a bigger tax-free estate without dipping into personal funds.
Benefits Beyond Tax Savings
While the headline perk of a 1031 exchange is passing wealth tax-free to heirs, the advantages extend into practical, long-term gains that enrich your estate planning strategy. Accredited investors can harness these benefits to not only sidestep capital gains taxes but also craft a more dynamic and inheritor-friendly real estate portfolio. These perks make the exchange a holistic tool for legacy preservation and growth.
Wealth Growth: Deferral fuels reinvestment, growing your estate—$1M to $5M over time—turning tax savings into compounded value for heirs. Each exchange can upgrade your holdings, like swapping a $1M rental for a $2M property, then $5M, building a fortune tax-deferred. This exponential growth ensures your legacy reflects decades of savvy investing, not just the initial stake.
Flexibility: Adjust holdings tax-free as markets or goals shift, optimizing for heirs without losing capital to taxes. Whether pivoting from residential to commercial or into DSTs as you age, you can adapt your estate to economic trends or family needs. This agility keeps your portfolio relevant and valuable for the next generation.
Simplicity: Heirs avoid complex tax cleanup, inheriting clean, tax-free value at the stepped-up basis, sparing them financial headaches. Unlike a taxable sale that leaves a mess of gains to settle, your 1031 strategy delivers a streamlined inheritance ready to use or sell. It’s a gift of clarity as much as wealth, easing their transition into ownership.
Pitfalls to Avoid
Even with its estate planning prowess, a 1031 exchange demands careful navigation to ensure your tax-free legacy reaches your heirs intact. Accredited investors must sidestep these common traps, which can undermine the strategy’s benefits and saddle your estate with unexpected taxes or complications. Awareness and planning are your shields against these risks.
Selling Too Soon: Cashing out before death triggers deferred taxes—hold until passing to secure the stepped-up basis for heirs. A premature $2M sale with $1.5M in gains could cost $450K in taxes, shrinking your legacy—patience preserves the full value. Stick to the long game to maximize tax-free transfer.
Deadline Misses: Miss 45- or 180-day windows, and gains become taxable—use Great Point Capital’s Alternative marketplace to stay on track and keep your estate plan intact. A slipped deadline on a $3M exchange could unleash $900K in taxes, gutting your tax-free goal—proactive timing is non-negotiable. Leverage tools to ensure compliance and protect your heirs’ inheritance.
Estate Tax Risk: Large estates may face federal estate tax (2025 exemption: ~$13.61M)—consult an advisor to blend 1031 benefits with broader tax planning. A $15M portfolio might owe estate tax on $1.39M, but capital gains stay erased—pairing this with trusts can minimize the bite. Strategic advice ensures your legacy navigates both tax landscapes effectively.
Why Act Now in 2025?
As of early 2025, real estate values are climbing, and tax laws could shift—deferring gains now locks in your legacy plan. With Great Point Capital easing exchanges, it’s prime time to build a tax-free inheritance.
A Typical Investor Scenario: $5M Tax-Free Legacy
Jane buys a $500K property in 1985, now $2M (gain: $1.5M). She exchanges into a $2M portfolio in 2010, growing to $5M by 2025. She dies, and heirs inherit at $5M, erasing $4.5M in deferred gains—$5M passes tax-free, thanks to 1031 exchanges.
Conclusion
A 1031 exchange is your estate planning ace, deferring taxes to pass wealth tax-free to heirs via a stepped-up basis. With Great Point Capital’s Alternative Marketplace , building this legacy is seamless—start today to secure your family’s future.
1031 Exchanges for Estate Planning FAQ’s
By deferring capital gains through exchanges and holding properties until death, your heirs inherit at a stepped-up basis, resetting the value to the current market rate. This wipes out deferred gains—e.g., a $2M property with $1.5M in gains becomes tax-free when sold by heirs at the inherited value.
Yes, there’s no limit to how many 1031 exchanges you can do, allowing you to defer taxes indefinitely while growing your estate. Each exchange builds on the last—turning a $500K property into a $5M portfolio over decades—all passing tax-free to heirs at death.
Selling triggers immediate capital gains taxes—e.g., $450K on a $1.5M gain at 30%—shrinking what you pass to heirs. A 1031 exchange avoids this, preserving your full proceeds to reinvest and maximize the tax-free legacy via a stepped-up basis.
Absolutely—DSTs offer passive income and defer gains within a 1031 exchange, leaving heirs a tax-free, management-free inheritance at the stepped-up value. They’re ideal for accredited investors seeking to simplify their estate while still growing wealth, like a $1M stake in a $20M property.
For estates above the 2025 exemption (~$13.61M), federal estate tax might apply, but capital gains taxes on deferred amounts still vanish with a stepped-up basis. Consult an advisor to blend 1031 exchanges with estate tax planning, ensuring your heirs inherit as much as possible tax-free.
Disclosures:
The content published on the 1776ing Blog is for informational and educational purposes only and should not be considered financial, legal, tax, or investment advice. The insights shared are intended to promote discussions within the alternative investment community and do not constitute an offer, solicitation, or recommendation to buy or sell any securities or investment products.