A 1031 exchange is generally better for long-term wealth building, as it defers substantial capital gains, depreciation recapture, and potential net investment income taxes, allowing full reinvestment. Paying taxes is better for immediate liquidity, simplifying investment, or if the gain is small, with 1031 exchanges requiring strict timelines and high, qualified intermediary costs.
Benefits of a 1031 Exchange
Defer Capital Gains Tax: A 1031 exchange allows you to defer capital gains taxes, which can be substantial. This deferral can free up more capital for reinvestment, enabling you to acquire larger or more lucrative properties.
The "6-year rule" for Capital Gains Tax (CGT) in Australia allows you to treat a former main residence as tax-exempt for up to six years after you move out, even if you rent it out, enabling you to avoid CGT on any growth during that period. You qualify by moving out, choosing to treat it as your main home for tax, and can reset the rule by moving back in. If you rent it out for longer than six years, only the portion of the gain after the six-year mark becomes taxable.
Section 1031(f) provides that if a Taxpayer exchanges with a related party then the party who acquired the property in the exchange must hold it for 2 years or the exchange will be disallowed.
The Deferred Sales Trust is a 1031 exchange alternative that lets you sell your company, practice, or property and defer capital gains tax. The Deferred Sales Trust acts a third party in your transaction. You, as the seller, sell your asset to the trust. The trust then sells your asset to the buyer.
On a $100,000 capital gain, you'll likely pay 15% for long-term gains, resulting in about $15,000 in federal tax (plus potential state tax), but it could be 0% or 20% depending on your total taxable income and filing status, while short-term gains are taxed as ordinary income (potentially 22-24%).
The capital gains tax over 65 is a tax that applies to taxable capital gains realized by individuals over the age of 65. The tax rate starts at 0% for long-term capital gains on assets held for more than one year and 15% for short-term capital gains on assets held for less than one year.
Section 54F of the Income Tax Act provides an exemption from long-term capital gains tax when the gains arise from the sale of a long-term capital asset (Long term asset can be defined like asset with holding period of 24 months or more except for listed securities where it is 12 months or more) other than a ...
On a $100,000 capital gain, you'll likely pay 15% for long-term gains, resulting in about $15,000 in federal tax (plus potential state tax), but it could be 0% or 20% depending on your total taxable income and filing status, while short-term gains are taxed as ordinary income (potentially 22-24%).
Need for Liquidity: If you require immediate cash from the sale of your property, a 1031 exchange might not be suitable. The exchange requires reinvesting all proceeds into a like-kind property, which means you won't have access to the cash until you sell the replacement property in a taxable transaction.
Second, capital gains taxes on accrued capital gains are forgiven if the asset holder dies—the so-called “Angel of Death” loophole. The basis of an asset left to an heir is “stepped up” to the asset's current value.
The 2025 tax legislation signed into law by President Trump, commonly referred to as the One Big Beautiful Bill Act, largely preserves the existing capital gains tax framework. Long-term capital gains rates remain set at 0%, 15% and 20%, with no changes to the underlying brackets.
The primary "one-time" capital gains exemption in the U.S. allows single filers to exclude up to $250,000 (or $500,000 for married couples filing jointly) of profit from selling their main home, provided they've owned and lived in it for at least two of the last five years before the sale. While it's often called a one-time exclusion, you can use it multiple times, but you must wait two years before claiming it again on another property.
One key benefit of a 1031 exchange is the potential to defer taxes indefinitely. By continually exchanging properties through a series of 1031 exchanges, investors can effectively delay paying capital gains taxes and continue to invest their funds in new properties.
And to go one step further, we recommend dividing your mutual fund investments equally between four types of funds: growth and income, growth, aggressive growth, and international.
On July 4, 2025, President Donald J. Trump signed the “One Big Beautiful Bill” into law — a broad tax package aimed at stimulating investment. For real estate investors, the biggest win is what the bill didn't change: Section 1031 Like-Kind Exchanges remain fully intact.
The seller must have owned the home and used it as their principal residence for two out of the last five years (up to the date of closing). The two years don't have to be consecutive to qualify. The seller must not have sold a home in the last two years and claimed the capital gains tax exclusion.