
Jan 22, 2026
For business owners and high-income professionals, real estate investing is rarely just about cash flow. It is about tax efficiency, timing, and long-term strategy. But what happens at the end of the deal? Some real estate investments exit profitably. Others, particularly deals acquired in 2021 and 2022, are struggling, extending hold periods, or entering foreclosure. Each outcome carries very different tax consequences, and misunderstanding them can cost six figures. Here is what high earners need to know when a real estate deal exits well or does not.
Before diving into exits, you need one core framework. Every dollar you make or lose is defined by two factors.
Examples include capital gains from selling an asset, rental real estate income, business income, and ordinary income.
Most passive real estate investors fall into the passive category rather than active.
Why this matters is simple. Losses generally can only offset gains in the same category. This is why many investors are surprised at tax time, even when they believe they lost money.
Consider a straightforward example.
That $50,000 is rarely taxed as one clean number.
Most profitable real estate exits generate long-term capital gains. These are typically taxed at preferential rates compared to ordinary income, assuming the investment was held long enough.
If the property claimed depreciation while you held it, part of your gain may be taxed as depreciation recapture.
In simple terms, you received tax deductions in earlier years, and the IRS recaptures some of that benefit when you sell. This portion is often taxed at higher rates than capital gains, though still differently than W-2 income.
An important nuance is that if you did not actually benefit from depreciation, such as when losses were suspended and carried forward, the recapture impact may be reduced.
If you have passive losses from other real estate investments, you may be able to use them to offset gains from a profitable exit.
This is where advanced planning matters. Using losses today means you will have fewer losses available later, but deferring taxes now can significantly improve long-term net worth.
Many high earners think of this as an interest-free loan from the IRS. You keep capital working instead of sending it to the government immediately.
High earners often focus on tax rates, but timing can be more powerful.
A career transition, a temporary reduction in income, a sabbatical, or a slow business year can all change the optimal tax strategy. In lower-income years, paying some tax may be cheaper than burning valuable losses. In higher-income years, deferring gains can be far more impactful.
Tax strategy should align with future income expectations, not just the current year’s return.
Foreclosure is financially painful, but tax treatment is more complex than most investors expect.
Even if you did not choose to sell, the IRS generally treats foreclosure as a disposition of the asset.
If the property is underwater, part of the loss may be reduced by cancellation of debt.
For example, if a property is worth $45 million and has $50 million of debt, the $5 million difference may reduce the total loss passed through to investors. This usually does not create an out-of-pocket tax bill, but it can significantly limit how much loss you are able to claim.
Fair market value at foreclosure is critical and is typically determined and reported by the lender.
If a loss is classified as a capital loss, the rules are restrictive.
Capital losses fully offset capital gains, but only $3,000 per year can offset ordinary income. The remainder carries forward indefinitely.
This is why investors with large losses from failed deals often feel stuck. The practical solution is not forcing losses to become active, but planning future capital gains that can absorb them.
Business owners and high earners with real estate exposure should take several proactive steps.
First, review K-1s carefully and look at capital accounts, income categories, and footnotes. Second, track suspended and carried-forward losses on the personal return, since they do not always appear clearly on the K-1. Third, ask sponsors about fair market value if a deal is distressed. Finally, plan exits around future income, not just current tax rates.
Real estate tax outcomes are determined long before a deal ends. Profitable exits, failed investments, and foreclosures all follow different tax rules. The difference between reactive filing and proactive planning can be substantial.
For high earners, the goal is not just minimizing taxes. It is controlling when and how they show up.