Eminent Domain · October 16, 2026 · 7 minute read

Section 1033 Tax Audits And Court Findings in Eminent Domain

Section 1033: A Provision Many Tax Professionals Rarely Use

Section 1033 of the Internal Revenue Code applies in a situation most property owners never have to deal with: an involuntary taking under eminent domain. If a property is condemned, it may be possible to receive compensation for the taking, but there may be serious tax consequences that follow. Section 1033 lets property owners defer the taxable capital gains by reinvesting the proceeds from an eligible property into another qualifying property within a specified window of time.

From a property owner’s perspective, Section 1033 is one of the most beneficial provisions in the tax code, yet it is one of the least understood. That lack of familiarity can lead to real monetary consequences for the property owner in a condemnation proceeding.

There’s a simple reason. Eminent domain cases are relatively rare, and many tax practitioners may never have a condemnation case arise as part of a normal real estate transaction. Even then, the inclination is usually to view the exchange as a traditional sale rather than a possible Section 1033 exchange and to default to the more well-known Section 1031 exchange.

There is another important aspect to consider. Section 1033 exchanges arise less frequently than other more common real estate transactions, and cases that have landed in tax courts have often recognized the flexibility available to property owners. Judges have shown a general willingness to consider these cases because of the involuntary nature of the transaction. It’s a pattern that is important to understand, especially for property owners already going through condemnation proceedings.

How Section 1033 Reporting Differs From a Section 1031 Exchange

If a taxpayer submits a Section 1031 exchange as part of a return, there is an established framework in place for the IRS to review it. There are qualified intermediaries, identification forms, specific deadlines, and a compliance structure that the IRS is familiar with.

Section 1033 works differently. There is no intermediary and no identification form, and the election is reported on the owner’s own return. Because Section 1033 exchanges arise less frequently, many tax professionals have considerably less experience with them than with Section 1031 exchanges.

That puts more weight on the return itself. It’s important for the filing to be handled properly from the start, preferably with the assistance of a professional with experience in managing Section 1033 and condemnation tax issues.

What Tax Courts Have Said About Section 1033

In cases where a Section 1033 election has been reviewed, the trend in tax court litigation becomes fairly clear. Courts have applied the provision in ways that often favor the property owner who has made a reasonable and good faith attempt to meet the requirements of the statute. There are several recurring themes in these decisions:

Court Findings on Diminution of Value Claims

Courts often grant diminution of value claims on the remaining property. In partial takings, where only a portion of a property is condemned, owners often argue that the remaining land has been adversely affected by the taking, and that this constitutes a measurable loss in value. Courts have tended to agree to this argument, and in some cases, courts have allowed those amounts to be treated as condemnation proceeds eligible for Section 1033 deferral rather than immediate taxable gain. This is not an altogether new concept. It’s a stance that has been considered and accepted many times by the courts. Our article on severance damages explains how these amounts are treated.

Court Interpretations of Replacement Property Requirements

The replacement property requirement has also been applied with some flexibility. For condemned real property held for business use or investment, the replacement only needs to be of like kind, the same broad standard used in a 1031 exchange. For other property, the replacement must be similar or related in service or use, and courts have found that standard satisfied when the owner shows the replacement serves a reasonably similar economic purpose.

Section 1033 Replacement Periods

Section 1033 replacement periods are considerably longer than those under Section 1031. The applicable period is generally two years after the close of the first taxable year in which any part of the gain is realized, but may extend to three years for qualifying condemned real property held for business or investment.

None of this is to say Section 1033 outcomes are a foregone conclusion. The facts of every case remain relevant. However, the direction of the law reflects a general pattern: courts tend to view Section 1033 matters by recognizing the involuntary nature of the sales, acknowledging that the property owner did not voluntarily enter into the transaction and that Section 1033 is designed to afford some measure of relief in situations involving involuntary takings.

Why a Written Tax Analysis Matters for Section 1033

It can be tempting to treat a Section 1033 election as a routine line on the return. It deserves more care than that.

A written tax analysis isn’t just protection in case the return is examined later. Its main purpose is to make sure the exchange is right before it is filed. Many aspects of condemnations can be technically complex. The treatment of different parts of the award is not always obvious, and replacement requirements take careful consideration.

A tax advisor considers the facts of each case, researches the applicable rules, and documents their analysis, offering something a routine filing does not: a basis for each decision regarding the return. Whether a formal written analysis is warranted may also depend on the property owner’s tolerance for risk and the amount at stake. When the amounts are large, a written analysis may be worth having simply as an added precaution.

Property owners then have that documentation as the basis of their defense in the event of an audit. It demonstrates that the owner’s position was considered, documented, and supported by a consistent application of the law. That work occurs prior to the notice, not after the notice is received.

Section 1033 Claims Courts Have Accepted in Eminent Domain Cases

Part of what makes the tax court record worth examination is what it can reveal about the scope of claims property owners can legitimately advance under section 1033. There are several categories of awards that might appear to fall outside straightforward compensation and have received judicial recognition:

  • Severance damages and diminution of the remainder. Where a partial taking reduces the value or utility of the property that remains, courts have allowed the owner to characterize this compensation as part of the total condemnation proceeds, eligible for deferral treatment rather than immediate gain recognition.
  • Costs related to the remainder: In cases where the owner incurred expenses to mitigate the impact of the taking on the remaining property, those amounts have sometimes been recognized as properly includable in the condemnation award for tax purposes.
  • Business damages linked to the taking: Where a business operated on or from the condemned property and suffered measurable losses as a direct result of the taking, those payments may receive different tax treatment depending on what the compensation was intended to replace. Amounts related to business losses may be treated as ordinary income and may not qualify for Section 1033 treatment.

The consistent message throughout these categories is that property owners who identified these claims, documented them, and treated them appropriately in their filings could defend them successfully. Property owners who did not address them, either because they were unaware or because the advice they received did not identify these issues, were often left unable to successfully defend them.

Why Section 1033 Tax Planning Should Start Before Settlement

Tax court rulings that favor the property owner have shared a common thread. In many of those instances, the amount of the condemnation award and the settlement arrangement were considered for their tax consequences before the transaction was finalized. But this is not always the way that condemnation proceedings happen in practice.

In most cases, the owner of the property is more concerned with the legal battle and receiving the settlement. They often fail to consider the tax implications until after they have settled and taken the documentation to a tax professional. But the problem is, the terms of the settlement agreement are usually what limit the property owner’s flexibility from a tax standpoint. The various aspects of the awards, the timing and structure of payments, and the language used to describe the compensation are all components of the settlement agreement. If the settlement is signed, those terms are set in place and remain mostly fixed. The property owners who often have the most favorable tax result after condemnation are those who brought in a tax advisor before the settlement was final.

Section 1033 is a deferral provision and not an automatic exclusion. The applicability of the award, the amount of its claims, and whether the replacement plan can be implemented properly depend on the individual circumstances of each case. Over the years, courts have repeatedly been willing to consider well-structured arguments. Having a well-structured agreement, however, is a concern to address on the front end rather than the back end of an eminent domain property exchange.

Conclusion: Understanding Section 1033 Tax Treatment and Court Findings

Section 1033 remains one of the less familiar provisions in the tax code, in part because the transactions it addresses are infrequent and many tax professionals rarely work with it. That relative unfamiliarity can make experienced tax guidance particularly important when a property owner chooses Section 1033 treatment.

But the cases that have been contested tell a different story, one where property owners who understood how the provision works, documented their positions, and communicated with qualified advisors were able to defend claims that a less informed individual may have never identified.

For property owners in active condemnation proceedings, the takeaway from this article is not that Section 1033 is a guaranteed outcome. It is that the provision has more reach than most property owners realize, and it is worth planning around before the settlement is signed.

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Talk it through with Steve. Thirty minutes, no cost, no obligation.

We are not your lawyer and we do not negotiate awards. We work the tax side, with your attorney and your CPA. If you do not need us, we will tell you.

Steve Medendorp

Steve Medendorp

Steve Medendorp has worked in title and real estate law for more than twenty years and on eminent domain matters since 2012. He is a member of The Florida Bar and does not provide legal advice through Land & Tax Strategies; he works the tax side of a taking, with the owner's attorney and CPA.

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Land & Tax Strategies, LLC is a Florida limited liability company; Matthew Chancey is a co-founder and manager. Mr. Chancey is a Registered Representative of Crescent Securities Group, Inc. (“CSG”), Member FINRA/SIPC, and an Investment Advisory Representative of Crescent Advisor Group, Inc. (“CAG”), an SEC Registered Investment Advisor. Brokerage services are offered through CSG. Investment advisory services are offered through CAG. Neither CSG nor CAG is affiliated with Land & Tax Strategies, LLC.

Steve Medendorp is a member of The Florida Bar. He does not provide legal advice through Land & Tax Strategies, and no attorney-client relationship is created by reading this article, booking a call or sending a message.

This article is general information about tax law as of its date, not legal, tax or investment advice for any specific taking, sale or award. Property owners should consult their attorney, CPA and qualified tax advisor about their own facts. Privacy Policy · Terms of Use