Can I defer capital gains on a property sale through a CRT?

A Charitable Remainder Trust (CRT) is a sophisticated estate planning tool that allows individuals to donate appreciated property, like real estate, to a trust while retaining an income stream, and potentially deferring capital gains taxes. While it sounds complex – and it can be – the core principle revolves around turning an illiquid asset into both current income and a future charitable gift. The IRS permits the deferral of capital gains taxes when property is transferred to a CRT, but it’s not a complete elimination; the tax liability is simply postponed until the income stream is received. This strategy is particularly attractive for those facing substantial capital gains taxes on properties they intend to eventually donate to charity. As of 2023, approximately 60% of high-net-worth individuals utilize some form of deferred tax strategy in their estate planning, demonstrating the growing awareness of these benefits.

What are the key benefits of using a CRT for tax deferral?

The primary benefit of a CRT lies in the immediate income tax deduction for the present value of the remainder interest—the portion of the trust that will ultimately go to the designated charity. This deduction can significantly reduce your current tax liability. Additionally, by transferring the property to the CRT, you remove it from your estate, potentially reducing estate taxes. The CRT then sells the property without immediately recognizing the capital gains; instead, the gains are taxed over time as income is distributed to you. This “spreading out” of the tax burden can be highly advantageous, especially if you’re in a lower tax bracket during the distribution years. For example, if you have a property with a $500,000 capital gain, deferring that gain over 20 years could result in a lower overall tax liability compared to paying it all at once.

How does a CRT work in practice with property sales?

The process begins with establishing the CRT, which requires a detailed trust document outlining the terms of the trust, the beneficiaries, and the charitable remainder beneficiary. You then transfer ownership of the property to the CRT. The trust then sells the property, and the proceeds are reinvested to generate an income stream for you, the non-charitable beneficiary. The income stream can be fixed, based on a percentage of the initial net asset value, or variable, based on an annual valuation of the trust assets. The IRS requires that the remainder interest—the portion going to charity—have a present value of at least 10% of the property’s value. Failure to meet this requirement can disqualify the trust. This can also be a bit tricky as the IRS valuation rules may differ from your personal assessment of the true value of the property.

What happened when Mr. Abernathy didn’t plan properly?

Old Man Abernathy, a retired fisherman, owned a beautiful waterfront property in Coronado that had appreciated significantly over the decades. He loved the idea of donating it to the local maritime museum, but didn’t want to trigger a massive capital gains tax. He attempted to set up a CRT himself, using a template he found online, but skipped a crucial step: obtaining a qualified appraisal. The IRS challenged the valuation he used, claiming it was significantly inflated. The result? The IRS disallowed the charitable deduction, and Mr. Abernathy ended up owing a substantial amount in taxes and penalties, nearly jeopardizing his retirement. He always lamented that a few extra dollars for a professional appraisal could have saved him a fortune. It was a costly lesson in the importance of professional guidance.

How did the Millers succeed with a well-structured CRT?

The Millers, long-time residents of La Jolla, owned a rental property that had amassed a considerable amount of equity. They wanted to donate a portion of the proceeds to their favorite animal shelter, but were concerned about the tax implications. Working with our firm, we structured a CRT that allowed them to sell the property, defer the capital gains tax, and receive an income stream for 10 years. We ensured a qualified appraisal was obtained, the trust document was meticulously drafted, and all IRS requirements were met. The Millers were thrilled with the outcome – they were able to fulfill their charitable goals, reduce their tax burden, and secure a stable income stream for their retirement. It was a win-win situation, made possible by careful planning and expert execution. As of 2024, the Millers continue to receive income from the CRT, and the animal shelter is well on its way to building a new facility with the future funds.

“Proper estate planning isn’t about avoiding taxes entirely, it’s about minimizing them legally and maximizing the impact of your wealth on the things you care about.” – Ted Cook, Estate Planning Attorney


Who Is Ted Cook at Point Loma Estate Planning Law, APC.:

Point Loma Estate Planning Law, APC.

2305 Historic Decatur Rd Suite 100, San Diego CA. 92106

(619) 550-7437

Map To Point Loma Estate Planning Law, APC, a wills and trust lawyer: https://maps.app.goo.gl/JiHkjNg9VFGA44tf9


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