Capital Wealth
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Personal Journal · Taxes · M5

The Opportunity Zone Deferral Ends Dec. 31, and Gains Deferred as Far Back as 2018 Become Taxable

The 2017 tax law let investors put off the tax on old capital gains until Dec. 31, 2026. Many will owe on their 2026 returns without selling a thing.

By Sean Anees Saifi · Capital Wealth · Published Friday, September 25, 2026 · Source: The Wall Street Journal, Wednesday, September 23, 2026 edition, whose market figures are the Tuesday, September 22 close (Personal Journal)
Key Points
Dec. 31
when deferred Opportunity Zone gains become taxable
$75B
deferred gains invested in the zones through 2024
$29B
one-time revenue bump implied by JCT estimates
10 yrs
hold for tax-free gains on the zone investment itself
A desk lamp over tax forms, a calculator and a wall calendar in a home office.
Deferral’s quiet win: the tax is owed in nominal dollars, and post-pandemic inflation shrank what those dollars are worth.
In one line: A deferred tax is still a debt with a due date, and the investors who handle Dec. 31 best will treat it that way: cash set aside, losses booked and a potential 10-year winner left alone.

The offer, written into the 2017 tax law, was generous: move a capital gain into a project in a designated low-income area, and the tax on that old gain could wait until Dec. 31, 2026. Some investors have been waiting since 2018. Now the date is close, and it doesn’t care whether anything was sold; on Dec. 31, those long-deferred gains count as taxable income for 2026, the Journal’s Richard Rubin reports in Wednesday’s Personal Journal. For many, there’s no avoiding a sizable 2026 tax bill.

Congress sweetened the deal with discounts for money that stayed in at least five years, plus a bigger prize for patience: hold an Opportunity Zone investment for 10 years, and gains on the investment itself aren’t subject to capital-gains tax. Tens of thousands of investors, mostly high earners, signed on, and $75 billion of deferred gains went into the zones through 2024, per the Treasury; the Joint Committee on Taxation’s estimates imply a one-time revenue bump of about $29 billion. The record on the ground is mixed. Officials tout a revitalized downtown in Erie, Pa., and affordable housing in Charleston, S.C., while analyses find the money clustered in real estate and in neighborhoods already poised for development. Congress made the program permanent last year, and states are drawing a new map of zones for money invested starting next year.

Singles, not home runs

For the original investors, waiting mostly paid. The tax is figured in nominal dollars, and prices surged after the pandemic, so the bill is lighter in real terms than it would’ve been in 2019, and a proposal to lift the top capital-gains rate to 43.4% from 23.8% didn’t advance. The problem is cash: some investors planned to pay from project refinancings that slowed as rates rose and rental markets struggled, and RSM’s Christian Wood says some clients only recently mentioned their zone holdings. So advisers are harvesting losses, weighing earlier charitable gifts and ordering fair-market appraisals, since the law lets the deferred gain shrink if the investment’s worth less than what went in. As PKF O’Connor Davies partner Alan Kufeld put it, “There is no home run.”

Our read

A deferred tax is still a debt; it just doesn’t mail a monthly statement (M5, cash flow). If you hold a zone fund, get the numbers now — the deferred gain, any holding-period discount, today’s appraised value — and set the cash aside, because the bill comes due with the 2026 return next spring whether or not the fund has paid you anything. Ask your preparer about estimated payments, too, so a year-end income bump doesn’t become an underpayment penalty. And there’s a time-value lesson here (M3): postponing a tax is an interest-free loan from the Treasury, and inflation made this one cheaper to repay.

The subtler call is the one the Journal flags. Selling an underwater stake books a loss against the deferred gain, but it also forfeits the 10-year tax-free upside, which gives investors a reason to keep potential winners. Harvesting losses elsewhere and getting the appraisal come first; a one-year bill shouldn’t decide a ten-year position. Charitable gifts can help, though a deduction usually does more against wages or business income taxed up to 37% than against lower-taxed gains.

What It Means For Your Portfolio

Hold — fund the bill; keep potential 10-year winners

No portfolio action. For Opportunity Zone investors, Dec. 31 is a cash-flow date: know the deferred gain, get the appraisal, book offsetting losses, and fund the 2026 bill without dumping a potential 10-year winner.

General planning principles, not advice for anyone in particular. Deferring a tax is valuable because of time value: a dollar paid years later, after inflation, costs less in real terms. But a deferral without a funding plan just moves the stress to the due date, because the cash has to exist when the bill does.

Tax-driven investments often pair a tax break with illiquidity, as many zone funds did. Before committing to one, ask where the money comes from when the deferred tax is due and what an early exit costs; those answers matter as much as the break itself.

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