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Charitable Remainder Trust vs Installment Sale Compared

By Hans Goldstein, EA · Updated 2026-09-27

A charitable remainder trust (CRT) and an installment sale both spread the tax on appreciated property over many years, but they end in different places. An installment sale keeps the unpaid note, and the family's inheritance, in your hands.

A CRT lets the trust sell your property with no tax at the sale, pays you an income stream for life or up to 20 years, and then gives everything that is left to charity.

Choose a CRT only if you actually want charity to get the remainder; otherwise an installment sale usually leaves your family more.

This page compares the two with a labeled simple example and lists the rules and traps. For the basic cash-now versus paid-over-time choice, see installment sale vs lump sum.

Go deeper: charitable remainder trust pros and cons, with a calculator, on Big Sale Tax.

How a charitable remainder trust works

  1. You transfer appreciated property, before any sale is binding, to an irrevocable CRT.
  2. The trustee sells it. The trust is exempt from income tax under §664(c), so the full price is reinvested.
  3. The trust pays you, and your spouse if you choose, either a fixed amount (a charitable remainder annuity trust, CRAT) or a fixed percentage of the trust's value each year (a charitable remainder unitrust, CRUT).
  4. The payout must be between 5% and 50%, for life or a term of up to 20 years (§664(d)).
  5. When the term ends, the remainder goes to the charity you named.
  6. You get an income tax charitable deduction in the year of the gift for the present value of the charity's remainder, subject to the §170 percentage limits.

Two qualification tests matter most:

Test Rule Source
10% remainder Charity's remainder must be worth at least 10% of the property (CRAT: of the initial net value; CRUT: of each contribution when contributed) §664(d)(1)(D), (d)(2)(D)
5% probability (CRATs) The IRS disallows the deduction for a CRAT if there is more than a 5% chance the trust runs dry before the charity gets anything Rev. Rul. 77-374; Rev. Proc. 2016-42 offers a sample clause

How CRT payments are taxed: the four tiers

You do not escape the gain. The trust's tax-free sale simply moves the gain into the trust's books, and it comes out to you with your payments under §664(b):

  1. Ordinary income the trust has earned (this year and undistributed prior years).
  2. Capital gain, including the gain from selling your property.
  3. Other income, such as tax-exempt interest.
  4. Return of principal (corpus), tax-free.

Because the gain from your sale sits in tier 2, most of your payments for many years are taxed as capital gain, much like installment payments. The difference is that you are taxed on distributions, not on a buyer's principal schedule, and the trust invests the full untaxed proceeds.

Simple example: $2,000,000 of land

Simple example. Assumptions: land worth $2,000,000, basis $400,000, gain $1,600,000, all long-term capital gain (no depreciation). Married filing jointly, $120,000 of other taxable income each year. 2026 federal brackets and 3.8% net investment income tax, computed with the §1(h)(1) ordering.

State tax, the charitable deduction and investment returns are ignored so the tax timing is easy to see. The CRUT pays 5% of an assumed $2,000,000 value, all characterized as tier-2 capital gain. The installment sale is a 20-year note with equal principal and interest ignored.

Cash sale 20-year installment sale 5% CRUT
Gain taxed in year one $1,600,000 $80,000 $100,000 distributed
Federal tax that year $295,315 $12,000 $15,000
Net investment income tax $55,860 $0 $0
Year-one tax $351,175 $12,000 $15,000
Who gets what is left at your death Your heirs Your heirs (unpaid note) Charity

The CRUT and the installment sale look similar on annual tax. The difference is at the end: the note's unpaid balance goes to your heirs, and the CRT's remainder goes to charity. You also get a charitable deduction up front with the CRT, which the example ignores.

Its size depends on your age, the payout rate and the §7520 rate, and it is limited to 30% of your contribution base for capital gain property given to a public charity (§170(b)(1)(C)), with a 5-year carryforward. Starting in 2026 there is also a 0.5% floor on itemized charitable deductions (§170(b)(1)(I)).

Run the installment side with your own numbers in the calculator.

Side by side

Feature Installment sale (seller financing) Charitable remainder trust
Tax at sale On payments received (§453) None; trust is exempt
Recapture §1245 recapture taxed in year of sale (§453(i)); see recapture in an installment sale Recapture is tier-1 ordinary income, carried out first
Income Note payments set by the deal Fixed amount or fixed % of trust value
Investment control None; you hold a note Trustee invests the full proceeds
Credit risk The buyer None on a buyer; market risk on the trust
Charitable deduction None Yes, for the remainder value
What heirs get The unpaid note Nothing from the trust (some donors buy life insurance separately)
Can you change your mind? You can sell or pledge the note, with tax consequences Irrevocable

A deferred sales trust and a structured installment sale are other ways to spread gain after a cash closing. A structured sale is usually funded by a fixed annuity the assignment company owns (some programs use a funding agreement), and the seller chooses the schedule before closing.

The payments depend on the assignment company's ability to pay, there is no published IRS ruling on this specific structure, so have your CPA review it, and the commission is built into the pricing.

Traps to avoid

Bottom line

A CRT and an installment sale can produce similar annual tax, but a CRT sends the remainder to charity and an installment note keeps it for your family. If you are charitably inclined, a CRT can add a deduction and reinvest the full untaxed proceeds. If you are not, seller financing usually wins. Decide before you sign a purchase contract.

Questions to ask your CPA

Run your own numbers. Compare a cash sale, seller financing and a structured installment sale side by side, free.

Open the calculator Get the free book

Educational only, not tax, legal or investment advice. Examples are illustrative. Have your CPA or tax attorney review your facts before you act.

Hans Goldstein is an Enrolled Agent, admitted to practice before the Internal Revenue Service, and a licensed insurance agent (CA Insurance License #4273294). He is not a CPA or attorney. He is paid a commission only if a structured installment sale is funded; seller financing pays him nothing. Disclosures.

Installment sale + 1031 + ILIT: when is it a slam dunk?

For a large estate, a 1031 exchange, an installment sale and a trust-owned life insurance policy (an ILIT) can work together. It tends to win when most of these are true (2026 figures: the federal estate tax exemption is $15,000,000 per person, $30,000,000 for a married couple):

  1. Your estate is clearly over the line: a projected estate tax bill of $10,000,000 or more.
  2. You are married, age 50 to 60, in preferred health or better. At 75 or older, single, or in a rated health class it usually does not win.
  3. One separate property has stuck (suspended) passive losses at least as big as its gain.
  4. That property earns little: low cap rate, slow growth.
  5. You would sell or borrow anyway, or you do not have the cash on hand to pay the premiums.

Four or five true? Run the numbers. Enter your own estate and ages below, or open the full calculator. Estimates from published rates, not a quote or advice; your CPA and attorney decide.

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Hans Goldstein is an Enrolled Agent, admitted to practice before the Internal Revenue Service. Not affiliated with or endorsed by the IRS. General education, not tax or legal advice for your situation.