
"Smart strategies like 1031 exchanges, installment sales, and depreciation planning can turn a tax burden into an opportunity when selling commercial real estate."
Selling commercial real estate can be a lucrative endeavor, but it can also lead to significant tax liabilities. If you’re not careful, the proceeds from the sale can be significantly reduced by capital gains taxes, depreciation recapture, and other related costs. Fortunately, there are several strategies that can help you minimize the taxes owed when selling commercial real estate. In this blog, we’ll explore key methods to save on taxes and maximize your profit.
When you sell commercial property, you’re likely to incur a capital gains tax on the profits made from the sale. Capital gains tax is calculated based on the difference between the property’s sale price and your cost basis (the amount you paid for the property, plus any improvements and transaction costs).
Short-Term vs. Long-Term: If you’ve held the property for over a year, the sale will generally qualify for long-term capital gains rates, which are lower than short-term rates. Long-term capital gains can be taxed anywhere from 0% to 20%, depending on your income bracket.
Depreciation Recapture: If you’ve claimed depreciation on the property during the time you owned it, the IRS will "recapture" some of those tax savings when you sell. Depreciation recapture is taxed at a higher rate (up to 25%).
Understanding how capital gains taxes work is the first step in planning your tax strategy when selling commercial real estate.

One of the most powerful tools for deferring taxes when selling commercial real estate is the 1031 exchange. This IRS tax code provision allows you to defer paying capital gains taxes on the sale of property by reinvesting the proceeds into another like-kind property.
You sell your commercial property and use the proceeds to purchase another similar property (like-kind property) within a specified time frame.
As long as the transaction meets the IRS’s criteria for a 1031 exchange, you won’t have to pay capital gains taxes immediately. Instead, the taxes are deferred until you eventually sell the replacement property without doing another exchange.
This strategy allows you to defer taxes indefinitely, as long as you continue to reinvest in new properties. The key benefits are the ability to defer taxes and grow your real estate portfolio without immediate tax consequences.
If you want to reduce the tax impact of selling your commercial property, an installment sale can be an effective strategy. With an installment sale, you receive the sale proceeds over time rather than all at once. This can help spread the tax burden out over several years, reducing the overall amount of taxes you owe each year.
You sell the property to a buyer who agrees to make payments over a set period of time (e.g., 5 years).
You report each payment as income, which means you’re only taxed on the portion of the gain that you receive in each year.
This strategy can be particularly useful if you’re looking to minimize your tax bracket in any given year by spreading the gain over multiple tax years.
Commercial properties are eligible for depreciation, which allows you to write off the cost of the property over time. Depreciation can be a significant tax deduction, but it also means you’ll face depreciation recapture when you sell the property. However, by using certain strategies, you can mitigate the impact of depreciation recapture.
Cost Segregation: A cost segregation study allows you to break down the costs of the property into different components (e.g., building, land, and personal property). This can accelerate depreciation deductions in the early years, which lowers your taxable income. However, when you sell, it could trigger more depreciation recapture, so it’s important to balance this approach with your long-term goals.
Like-Kind Exchange: If you complete a 1031 exchange, the depreciation recapture is also deferred along with the capital gains taxes, so you won’t have to pay it until you sell the replacement property.
Understanding how depreciation and depreciation recapture work can help you strategize on ways to offset these taxes when you sell.
If you have other investments in your portfolio that are showing losses, you may be able to offset the capital gains from the sale of your commercial real estate by using tax-loss harvesting. This involves selling other investments that are at a loss in order to reduce your taxable gains.
If you sell a commercial property at a profit but have losses in stocks, bonds, or other real estate investments, you can use those losses to offset the gains from the property sale. This can reduce your overall tax liability.
This strategy is often used by investors to balance gains and losses across their portfolios, ensuring that they pay the least amount in taxes.
Each state has its own set of rules regarding taxes on real estate transactions. Some states have lower capital gains taxes or specific credits or deductions for commercial property owners. It’s important to be aware of your state’s tax laws and how they may impact your sale.
Some states don’t tax capital gains at all, while others might have favorable treatment for long-term investments.
If your state has a higher capital gains tax rate, consider how a 1031 exchange or other strategies could help mitigate the local tax burden.
Working with a tax professional who understands your state’s tax code can help you identify any opportunities for savings.
If you’re charitably inclined, a Charitable Remainder Trust (CRT) can be an effective strategy for reducing taxes when selling commercial real estate. With a CRT, you donate the property to the trust, and in return, you receive a charitable deduction and avoid paying capital gains taxes on the sale of the property.
You transfer the commercial property into the CRT.
The trust sells the property and doesn’t pay any capital gains taxes.
You receive an income stream from the trust for a specified period, and the remainder goes to the charity of your choice.
This strategy can be especially beneficial for those looking to support a cause while also minimizing taxes. Plus, it can provide you with a charitable deduction that lowers your overall tax liability.
Navigating the complexities of taxes when selling commercial real estate can be tricky. That’s why it’s essential to work with a qualified tax professional or real estate accountant who understands the ins and outs of real estate tax law.
A tax professional can help you:
Determine the best tax strategy for your situation.
Ensure you comply with IRS regulations.
Maximize your savings through strategies like 1031 exchanges, installment sales, or charitable giving.
Selling commercial real estate can lead to significant tax liabilities, but with the right strategies, you can minimize those taxes and keep more of your profits. From using 1031 exchanges to taking advantage of installment sales and depreciation deductions, there are several ways to save on taxes. By planning ahead and working with professionals, you can structure your sale in a way that maximizes your financial outcome.
Remember, every situation is unique, and the best strategy for you will depend on your specific financial goals and circumstances. The key is to be proactive and well-informed to make the most out of your commercial real estate sale.