Are there any loopholes for capital gains tax?

Asked by: Ms. Simone Larkin  |  Last update: August 28, 2025
Score: 4.2/5 (32 votes)

A few options to legally avoid paying capital gains tax on investment property include buying your property with a retirement account, converting the property from an investment property to a primary residence, utilizing tax harvesting, and using Section 1031 of the IRS code for deferring taxes.

How can I legally avoid capital gains tax?

9 Ways to Avoid Capital Gains Taxes on Stocks
  1. Invest for the Long Term. ...
  2. Contribute to Your Retirement Accounts. ...
  3. Pick Your Cost Basis. ...
  4. Lower Your Tax Bracket. ...
  5. Harvest Losses to Offset Gains. ...
  6. Move to a Tax-Friendly State. ...
  7. Donate Stock to Charity. ...
  8. Invest in an Opportunity Zone.

What is the loophole for capital gains?

A stepped-up basis is a tax provision that allows heirs to reduce their capital gains taxes. When someone inherits property and investments, the IRS resets the market value of these assets to their value on the date of the original owner's death.

How do rich people avoid capital gains tax?

“It is a simple fact that billionaires in America can live very extraordinarily well completely tax-free off their wealth,” law professor Edward J. McCaffery writes. They can do so by borrowing large sums against their unrealized capital gains, without generating taxable income.

Can I reinvest my capital gains to avoid taxes?

A 1031 exchange, named after Section 1031 of the Internal Revenue Code, allows you to defer paying capital gains taxes by reinvesting the proceeds from the sale of your investment property into a similar property.

How to LEGALLY Pay 0% Capital Gains Tax on Real Estate

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What is the 6 year rule for capital gains tax?

Here's how it works: Taxpayers can claim a full capital gains tax exemption for their principal place of residence (PPOR). They also can claim this exemption for up to six years if they move out of their PPOR and then rent it out. There are some qualifying conditions for leaving your principal place of residence.

Is there a way to offset capital gains taxes?

Utilize tax-loss harvesting

This strategy involves selling underperforming investments and booking a loss. You can use these capital losses to offset taxable investment gains and up to $3,000 each year of ordinary income.

How to pay 0 capital gains tax?

Capital gains tax rates

A capital gains rate of 0% applies if your taxable income is less than or equal to: $47,025 for single and married filing separately; $94,050 for married filing jointly and qualifying surviving spouse; and. $63,000 for head of household.

What is the inherited capital gains tax loophole?

But when gains are inherited, the loophole zeroes out the gain for tax purposes. As a result, an investment sale that would create a taxable gain for the original owner is tax-free for the inheritor. Example: an investor buys 100 shares of stock for $200. Ten years later, the stock is worth $500.

What lowers capital gains tax?

To limit capital gains taxes, you can invest for the long-term, use tax-advantaged retirement accounts, and offset capital gains with capital losses.

Do you have to pay capital gains after age 70 if you?

Current tax law does not allow you to take a capital gains tax break based on your age. In the past, the IRS granted people over the age of 55 a tax exemption for home sales, though this exclusion was eliminated in 1997 in favor of the expanded exemption for all homeowners.

Can I put my home in a trust to avoid capital gains tax?

In short, yes, a Trust can avoid some capital gains tax. Trusts qualify for a capital gains tax discount, but there are some rules around this benefit. Namely, the Trust needs to have held an asset for at least one year before selling it to take advantage of the CGT discount.

What is the 3 year capital gains rule?

Section 1061 imposes a three-year holding period as a precondition to recognizing long-term capital gains on carried interests issued to investment professionals, and otherwise treats the capital gains as short-term capital gains.

At what age can you sell your home and not pay capital gains?

The seller, or at least one title holder, had to be 55 or older on the day the home was sold to qualify. Following the passage of the Taxpayer Relief Act of 1997, the exemption was replaced. As of 1997, there are new per-sale exclusion amounts for all homeowners regardless of age.

How do I waive capital gains tax?

A few options to legally avoid paying capital gains tax on investment property include buying your property with a retirement account, converting the property from an investment property to a primary residence, utilizing tax harvesting, and using Section 1031 of the IRS code for deferring taxes.

What is the 2 out of 5 year rule?

To qualify for the principal residence exclusion, you must have owned and lived in the property as your primary residence for two out of the five years immediately preceding the sale. Some exceptions apply for those who become disabled, die, or must relocate for reasons of health or work, among other situations.

What is the trust fund loophole for capital gains tax?

The trust fund loophole refers to the “stepped-up basis rule” in U.S. tax law. The rule is a tax exemption that lets you use a trust to transfer appreciated assets to the trust's beneficiaries without paying the capital gains tax. Your “basis” in an asset is the price you paid for the asset.

How to avoid capital gains tax on inherited money?

How to Avoid Paying Capital Gains Tax on Inheritance
  1. Sell the inherited property quickly. ...
  2. Make the inherited property your primary residence. ...
  3. Rent the inherited property. ...
  4. Disclaim the inherited property. ...
  5. Deduct selling expenses from capital gains.

What is the loophole in capital gains tax?

The so-called 'Mayfair loophole' is part of the capital gains system and was agreed by the last Labour Government. It allows private equity firms to treat their profits as capital gains when there is capital at risk.

Does social security count as income for capital gains tax?

Social Security and capital gains

Keep in mind that up to 85% of Social Security benefits can be subject to tax depending on your overall income, including capital gains. The calculation that determines how much of your Social Security benefits are taxable includes realized gains.

What states have no capital gains tax?

There are only eight states that do not tax capital gains:
  • Alaska.
  • Florida.
  • Nevada.
  • New Hampshire*
  • South Dakota.
  • Tennessee.
  • Texas.
  • Wyoming.

Can I sell stock and reinvest without paying capital gains?

What if I reinvest the proceeds? Buying additional stock shares with the proceeds from a stock sale will not eliminate or reduce capital gains taxes. However, if you reinvest the gain into a QOF (Qualified Opportunity Fund), you can defer the payment of capital gains taxes while you are invested in an eligible fund.

How to avoid capital gains tax after selling a house?

How Do I Avoid Paying Taxes When I Sell My House?
  1. Offset your capital gains with capital losses. ...
  2. Use the IRS primary residence exclusion, if you qualify. ...
  3. If the home is a rental or investment property, use a 1031 exchange to roll the proceeds from the sale of that property into a like investment within 180 days.13.

How do I stop paying capital gains?

Common strategies to avoid paying CGT, include:
  1. Main residence exemption.
  2. Temporary absence rule.
  3. Investing in superannuation.
  4. Timing capital gain or loss.
  5. Partial exemptions.

Do capital losses cancel capital gains?

You can offset capital losses against your capital gains to reduce your total taxable income (gain). Once you've identified the right assets for tax loss harvesting and you sell them, the next step is offsetting capital gains with losses.