The settlement is signed — now the tax clock is running. This issue shows you exactly what to do next. ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­    ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏  ͏ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­  
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Tax Alpha Companies

Tax Implications of Condemnation Awards  ·  For Eminent Domain Practitioners

The Condemnation

Tax Brief

What happens to a large cash award after the check clears

www.taxalphacompanies.com  ·  (689) 279-0829

VOL. 1  ·  NO. 3 JULY 2026 MONTHLY

A Note to Eminent Domain Attorneys

We understand that as an eminent domain attorney, your focus is on securing the best possible outcome for your client — not navigating the tax consequences of a large condemnation award. Providing tax advice is outside your lane, and it should be. That is exactly why we are here. Tax Alpha Companies exists to step in the moment a settlement is reached, so your clients don't walk away from a hard-fought victory only to lose a significant portion of it to avoidable taxes. You win the case. We protect what comes next.

▶  Quick Hits — This Month at a Glance
Click the bullet number to jump directly to that article.
✦01 — The IRS can extend the § 1033 replacement window for good cause — but the request must be made before the deadline expires. Multiple extensions are not permitted. Also: clarification on the 2-year vs. 3-year window — it depends on the property type.
✦02 — § 1033(g) gives condemned business and investment real estate owners far more replacement flexibility than most clients realize — any like-kind property qualifies. Continued from May's § 1033 series.
✦03 — § 1033 defers depreciation recapture — it does not eliminate it. § 1245 recapture is recognized as ordinary income in the year of receipt regardless of deferral.
✦04 — Severance damages can shield your client from significant tax exposure — but only if properly allocated in writing before closing. Next month: how to maximize severance damage allocation as a tax strategy.
 
 

This issue continues our ongoing § 1033 series. Last month we covered the basics and the § 1031 comparison. This month we go deeper — replacement window extensions, the like-kind exception for business and investment real estate, depreciation recapture, and the tax trap hiding inside severance damage payments.

§ 1033 — Replacement Period Extensions
01  IRS Can Extend the Replacement Period — But the Request Must Be Made Timely and with Good Cause

[ IRS · Rev. Proc. · Extension Request ]  ·  [ Replacement Period · Extension Procedure ]

The IRS has authority to extend the § 1033 replacement period beyond the statutory window upon request. Extensions are granted for good cause — supply chain issues, permitting delays, litigation over replacement property, or other circumstances outside the taxpayer's control have all been recognized. The key is that the request must be made before the deadline expires.

The AICPA has urged the IRS to establish a more streamlined procedure for processing these requests, particularly for large commercial transactions where replacement timelines are genuinely unpredictable. Currently, multiple extensions of the same replacement period are not permitted — meaning once an extension is granted, that is the final deadline.

Practitioners should calendar the replacement deadline at first contact and initiate extension requests well in advance if the client's replacement acquisition is in doubt. Waiting until after the deadline requires a significantly stronger showing and leaves the client exposed to full gain recognition if the request is denied.

 

Deadline Trap

Multiple replacement periods are not available even when condemnation proceeds are received in separate payments across different years. The first taxable year in which any gain is realized starts the clock — regardless of when subsequent payments arrive. Docket the trigger date prominently at first contact.

 

Clarification — 2 Years or 3 Years?

We want to be precise on this point because it matters for your clients. The § 1033 replacement window is not always three years — the correct answer depends on the type of property involved.

2 years — applies to most involuntary conversions of personal property and general assets. The replacement period closes two years after the end of the first taxable year in which any part of the gain is realized.

3 years — applies specifically to condemned real property under § 1033(g). If the condemned property was real estate held for business or investment use, the replacement period extends to three years.

For most eminent domain clients — whose condemned property is real estate held for business or investment — the three-year window will apply. However, if the taking involves personal property, equipment, or other non-real-estate assets, the two-year window controls. Always confirm the nature of the property taken before advising on the replacement deadline.

 

✦   ✦   ✦

§ 1033(g) — Like-Kind Replacement · Continued from May
02  The § 1033(g) Like-Kind Exception — More Replacement Options Than Your Client Realizes

[ IRC § 1033(g) ]  ·  [ Continued from May · § 1033 Series ]

As we introduced in May, the general § 1033 replacement standard requires property that is "similar or related in service or use" — a stricter test than most clients expect. A client whose retail strip center is condemned cannot simply replace it with a warehouse under the general rule because the functional use differs.

§ 1033(g) changes this entirely for business and investment real estate. If the condemned property was held for productive use in a trade or business or for investment, the replacement standard drops to the same like-kind standard used in § 1031 exchanges. That means any real estate held for business or investment qualifies — raw land, commercial property, multifamily residential, industrial, and even out-of-state real estate.

For large condemnation clients this is transformative. A client whose industrial facility is taken for a highway project is not limited to replacing it with another industrial facility. Under § 1033(g) they can replace it with an apartment complex, a commercial office building, or undeveloped land held for investment — whichever best fits their financial situation at the time.

The caveat: § 1033(g) only applies when the condemned property qualifies as real property held for business or investment use. Primary residences and personal-use property do not qualify for the broader like-kind standard and remain subject to the stricter similar-use test.

 

Advance Purchase Advantage

Unlike § 1031, § 1033 allows a client to acquire replacement property before the condemnation proceeds are received — as long as the purchase occurs after the threat of condemnation is communicated. This means a client who identifies ideal replacement property early can lock it in without waiting for the award to close.

 

✦   ✦   ✦

Depreciation Recapture — § 1245 / § 1250
03  § 1033 Does Not Eliminate Depreciation Recapture — It Only Defers It

[ § 1245 · § 1250 · Recapture ]  ·  [ Common Misconception ]

One of the most consequential misunderstandings in condemnation tax planning: a successful § 1033 exchange does not eliminate depreciation recapture — it defers it. The basis of the replacement property is reduced by the deferred gain, which means the recapture follows the asset forward into the replacement property.

§ 1245 recapture applies to personal property and equipment. It is ordinary income, computed before any § 1231 gain or loss calculation. If condemnation proceeds are allocable to § 1245 assets — common in pipeline easements involving fencing, wells, or irrigation equipment — that recapture is recognized as ordinary income in the year of receipt, even if the remainder of the gain is deferred under § 1033. This is the portion that cannot be deferred regardless of how well the exchange is structured.

§ 1250 recapture applies to depreciated real property — specifically buildings and structural components. For commercial property, the accumulated depreciation on improvements drives significant recapture exposure at the 25% unrecaptured § 1250 gain rate. This rate is not reduced by § 1033 deferral.

For clients receiving large awards on commercial or income-producing properties, the depreciation recapture calculation should happen before any discussion of replacement property — because it determines the non-deferrable portion of the tax event that your client will owe regardless of what they do next.

 

First Conversation

Before your client starts shopping for replacement property, determine the depreciation recapture exposure. It defines the floor of what they will owe — the non-negotiable portion. Everything else in the tax plan builds from there. Tax Alpha Companies can run this analysis as soon as a settlement figure is on the table.

✦   ✦   ✦

Severance Damages — The Tax Trap in the Award
04  Severance Damages Can Shield Your Client From Tax — But Only If Allocated in Writing

[ Severance Damages · Partial Taking ]  ·  [ IRS Pub. 544 · Rev. Rul. 83-49 ]

When only part of a property is condemned, severance damages compensate the owner for the diminished value of the retained remainder. From a tax standpoint, they are treated as proceeds from an involuntary conversion of the remainder — meaning they first reduce the owner's adjusted basis in the retained property. This is a non-taxable event as long as the severance damages do not exceed the basis.

For clients with low-basis retained property, maximizing the allocation of the total award to severance damages absorbs more of the cash event against basis rather than triggering taxable gain on the taken parcel. The condemning authority's total payment is the same regardless of how it is characterized — but the tax difference for your client can be substantial.

The IRS requires documentation. The allocation must be specified in the closing papers — it cannot be inferred or reconstructed after the fact. Revenue Ruling 83-49 confirms that severance damages deferred under § 1033 can be reinvested in like-kind property beyond just the retained parcel, expanding the options for clients who do not wish to restore the remainder.

 

Next Month

July's issue goes deeper on severance damage strategy — specifically how to negotiate maximum allocation with the condemning authority, what appraisal evidence is needed to support the allocation, and how to structure reinvestment of severance damages under § 1033.

We can help.

Contact Tax Alpha Companies to set up a free consultation:

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The Condemnation Tax Brief  ·  Published Monthly
For informational purposes only — not legal or tax advice.
© 2026  ·  All rights reserved.
CTB Issue No. 3  ·  July 2026
Next Issue: August 2026
www.taxalphacompanies.com

This communication is provided for educational and informational purposes only and does not constitute legal, tax, accounting, or investment advice. The strategies discussed are general in nature and may not apply to specific individual circumstances. Any examples are hypothetical illustrations and are not a guarantee of any particular result. Tax laws are complex and subject to change; readers should consult qualified tax and legal professionals before acting on any strategy discussed.

Matt Chancey, Ross Brannon, Johnny Borrelli, Jimmy Nelson and Jacob Harvey are Registered Representatives 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. Neither CSG or CAG are affiliated with Tax Alpha Companies, Including Tax Alpha Title and Tax Alpha Solutions. Brokerage services offered through CSG. Investment advisory services offered through CAG. Steve Medendorp is a Florida licensed attorney but does not provide any legal or tax advice. Steve Medendorp and CSG or CAG are not affiliated.

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