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Maximize Your Tax Savings With These 3 Alternatives To Selling Your Investment Property

Alex Olson
3 min read
Maximize Your Tax Savings With These 3 Alternatives To Selling Your Investment Property

Every investor asks at some point: “should I sell my investment property?” Whether preparing for retirement or considering cashing in on a hot seller’s market before it turns cold, you may want to look at all your options. There are a few key things to consider when selling an investment property and a few alternatives that can help maximize your tax savings. 

Here are my suggested top three alternatives to selling your investment property.

1. 1031 Exchange

One alternative to selling your investment property is utilizing a 1031 exchange. A 1031 exchange allows you to essentially swap your investment property for a like-kind property while deferring capital gains taxes. This option wouldn’t give you cash in hand like a standard sale and comes with some strict rules and IRS regulations. However, if you’re close to retirement, using a 1031 exchange is an excellent choice when planning your estate. 

Overall, you save money on the sale and purchase of the property by deferring capital gains taxes. If you hold onto the property and add it to your estate, your heirs will not be liable for the deferred capital gains tax. Essentially, your heirs can sell the property without paying the back taxes originally owed from the 1031 exchange.

Benefits of a 1031 exchange:

  • Deferred capital gains tax
  • Cashflow from tenant rent
  • Property appreciation
  • Increased purchasing power
  • Estate planning

2. Opportunity Zone Fund

If you have been using any tax deferral strategies for your investment properties, you may face a significant tax liability when selling your investment property. If you want to sell your investment property without forking over all your back capital gains liabilities, you may want to explore investing in a Qualified Opportunity Fund (QOF).

The 2017 Tax Cuts and Jobs Act created Qualified Opportunity Zones (QOZs). These “zones” were created to incentivize taxpayers to invest in low-income communities in exchange for a tax reduction. Investing in a QOZ allows investors to potentially defer and reduce capital gains on their investments by moving their capital into a Qualified Opportunity Fund (QOF). 

The tax benefit you receive on your QOF investment will depend on how long you have held it. If you hold onto your investment in the QOF for 10 years, all of the capital gains tax could be permanently erased. 

Benefits of an Opportunity Zone Trust:

  • Estate planning
  • Maximize unused exemption
  • After five years, the QOF investment increases to 10% of the deferred gain
  • After seven years, the QOF investment rises to 15% of the deferred gain
  • After 10 years, you may be eligible to pay zero tax when a QOF investment is sold or exchanged
  • Deferred capital gains tax
  • Tax-free disposition of the investment

3. Charitable Remainder Trust

Another alternative to selling your investment property is to transfer your investment property into a charitable remainder trust. This option is tax-exempt, meaning you not only reduce your estate taxes but could sell your property via the trust at any time without paying any capital gains tax. You could reinvest the funds from the sale back into the trust, which will then act as a passive source of income while reducing your tax obligations.

For those who enjoy philanthropy or do not have heirs to pass their estate to, a charitable remainder trust can be an excellent option for your estate planning. When the trustor passes away, the remaining funds in the trust will be given to a specified public or private charity.

It’s important to note that a charitable remainder trust is irrevocable. This can be both a benefit and a disadvantage. By transferring assets into a charitable remainder trust, you are essentially removing your ownership rights over those assets. This can be advantageous as it removes those assets from your estate. You won’t have to pay taxes on the funds and can still be paid an income from the trust. It can also be a disadvantage because irrevocable trusts can be extremely difficult to modify or terminate as you technically no longer “own” the assets inside the trust. 

Benefits of a Charitable Remainder Trust:

  • Tax-exempt irrevocable trust
  • Reduces your taxable income
  • Can dispense passive income to one or more noncharitable beneficiaries for a specified period
  • The trustor is eligible for tax deductions
  • Donates funds to a specific charity upon the trustor’s death  


Owning an investment property can be a lot of work, and sometimes it’s easy to cash out and sell. However, before making a rash decision, make sure to consider all of your options. Some strategies can help you continue benefiting from your investments while avoiding expensive tax payments.

Meeting with your wealth management team and financial advisors is wise for any major financial decision. Whether you choose to sell or use one of the alternative strategies listed above, you’ll need your team to help you better understand each option’s tax liabilities and financial impact.

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Note By BiggerPockets: These are opinions written by the author and do not necessarily represent the opinions of BiggerPockets.