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February 24, 2026

1031 Exchange Expenses: How to Avoid Taxable Boot in CRE Deals

By Steve Brodsky, Managing Director Linkedin
Table of Contents

A 1031 exchange helps real estate investors defer capital gains taxes and reinvest every dollar of equity into their next property. However, even a small mistake in your closing statement or a single expense can trigger taxable “boot,” diminish your deferral, and reduce your returns. In some situations, it might even cause the entire tax-deferred exchange to fall apart.
Protecting your investment isn’t just about choosing the right replacement property. It needs careful planning and execution before closing.

What Creates Taxable Boot in a 1031 Exchange?

To fully defer capital gains taxes, you must reinvest all proceeds from the relinquished property into like-kind replacement property within 180 days. Exchange funds can’t be used for anything outside permitted transaction expenses. If they are, the IRS may treat the funds as if you received cash from the deal, creating taxable boot.

Even small amounts can trigger partial taxation. Common mistakes that generate boot include:

  • Paying personal or unrelated business debts
  • Using exchange funds for operating expenses
  • Structuring closing credits that reduce buyer cash but increase seller cash

For real estate investors managing multiple or high-value deals, these “small” adjustments can lead to significant financial consequences.

Safe Expenses: Keep Your Exchange Boot-Free

The IRS rules allow certain transaction-related costs to be paid from exchange proceeds without generating taxable boot:

  • Broker commissions
  • Qualified intermediary fees
  • Escrow fees
  • Transfer taxes
  • Title insurance
  • Recording fees
  • Attorney’s fees directly associated with the transaction

The rule is simple: the expense must directly relate to either the sale of the relinquished property or the acquisition of the replacement property. Properly structured, these expenses help preserve your tax-deferred status.

Financing Costs: The Hidden Boot Trap

Loan-related expenses are among the most common sources of unexpected taxable boot, including:

  • Prepaid interest
  • Mortgage insurance premiums
  • Appraisal fees
  • Loan origination fees
  • Lender’s title insurance

These costs relate to financing, not to the exchange itself. Paying them with exchange funds can create taxable boot or jeopardize the exchange. Reviewing draft closing statements early can prevent costly surprises.

Prorations and Closing Adjustments: Audit Triggers You Can Avoid

Standard purchase agreements often include prorations for rent, property taxes, and security deposits. While these adjustments seem routine, they can unintentionally create taxable boot if not handled properly. For example, if prepaid rent is credited to the seller at closing, the IRS might treat it as cash retained outside the exchange, resulting in a taxable event. Even small prorations can trigger unexpected tax assessments in audits, because the seller effectively withdraws part of the exchange equity. Escrowing these amounts before closing ensures the qualified intermediary manages the funds correctly and helps protect your exchange from unintended tax consequences.

Protecting Your Tax-Deferred Exchange Before You Close

A successful 1031 exchange requires more than just timing and property selection.

It also demands careful execution discipline. Before closing, make sure to:

  • Review draft settlement statements line by line
  • Separate true exchange expenses from financing costs
  • Carefully analyze rent and tax prorations
  • Work closely with your qualified intermediary
  • Hire experienced advisors familiar with real estate transactions

The goal is simple: protect equity and prevent avoidable tax exposure.

Strategic Planning Preserves Long-Term Value

A tax-deferred exchange is a powerful tool for reinvesting capital, growing your portfolio, and implementing long-term real estate strategies. Avoiding taxable boot isn’t just technical — it protects liquidity, enhances reinvestment capacity, and preserves overall returns.
Small details at closing can have major financial impacts. Address them early to safeguard your transaction and long-term plans.

Ensuring a Successful Exchange

As a real estate investor, navigating a 1031 exchange can be complex, and attention to detail is crucial for protecting your equity. In our experience advising clients, we highlight careful planning, early review of closing statements, and disciplined execution to preserve tax deferral and enhance reinvestment potential.

Our real estate tax team works alongside investors to provide additional support as needed, including reviewing closing statements, identifying potential 1031 exchange costs that could create boot, and reducing risk.

If you’re preparing for a transaction and want a second opinion on your closing documents, reaching out to our team can give you confidence that your exchange is properly structured and your capital stays protected.

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