How to avoid capital gains on sale of commercial property?

Asked by: Gay Wintheiser  |  Last update: August 13, 2026
Score: 5/5 (2 votes)

To avoid or defer capital gains taxes on the sale of commercial property, investors can use a 1031 exchange to reinvest proceeds into a like-kind property within 180 days, or invest in a Qualified Opportunity Fund within 180 days. Other methods include utilizing tax-loss harvesting, using a Delaware Statutory Trust (DST), or engaging in a charitable remainder trust.

How to avoid paying capital gains tax on commercial property?

1031 Exchanges

A 1031 Exchange, sometimes referred to as a like-kind exchange, allows investors to defer capital gains taxes by reinvesting sale proceeds into another qualifying commercial property.

What is the 2% rule in commercial real estate?

The 2% rule in commercial real estate is a quick screening guideline suggesting a property is a good investment if its monthly rental income is at least 2% of the total purchase price (including necessary repairs), indicating strong cash flow potential, though it's now mostly used for initial filtering in low-cost markets as it often doesn't hold true in pricier areas or for complex properties. It helps investors quickly eliminate properties that won't generate enough income for profitability but must be followed by deeper financial analysis. 

How do I reduce capital gains on sale of business property?

11 Ways to Offset Capital Gains From the Sale of Your Business

  1. Hold Assets for Over a Year. ...
  2. Offset Gains with Losses. ...
  3. Structure the Sale as an Installment Sale. ...
  4. Leverage the Qualified Small Business Stock (QSBS) Exemption. ...
  5. Take Advantage of a 1031 Exchange. ...
  6. Invest in a Qualified Opportunity Zone.

How do I avoid capital gains tax on selling my business?

An investment in a Qualified Opportunity Zone Fund will allow the business owner to defer and minimize their tax bill. The investor will only need to invest the capital gains portion of the sale of the business to qualify for both tax deferral and minimization.

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

33 related questions found

How to get 0% tax on capital gains?

Capital gains tax rates

A capital gains rate of 0% applies if your taxable income is less than or equal to: $48,350 for single and married filing separately; $96,700 for married filing jointly and qualifying surviving spouse; and. $64,750 for head of household.

What is the 6 year rule for capital gains tax?

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.
 

How do the rich not pay capital gains?

Billionaires often employ the “buy, borrow, die” strategy to avoid income and capital gains taxes. First, they acquire appreciating assets like stocks or real estate. Instead of selling these assets when they need cash (which would trigger capital gains tax), they borrow against them at favorable interest rates.

What is the 1% rule in commercial real estate?

The 1% rule1 is a popular rule of thumb that can give investors an idea of whether they can earn a return on investment in a rental property. It states that in order for a property to produce a return, it needs to rent for 1% of its purchase price each month.

Can you sell half of a commercial property?

The general answer to this is yes, with caveats. In order to sell off a portion of your property, you'll first need to make sure you have the authority to do so in terms of legal ownership, financing, and planning permission.

What is the 75% rule in real estate?

The primary purpose of the 75% Rule is to ensure that the Replacement Property aligns closely with what was initially identified. This alignment is crucial for maintaining compliance with the IRS regulations and securing the tax-deferral benefits of a 1031 exchange.

Who is eligible for a 50% CGT discount?

The beneficiary claiming the discount must be an Australian resident for tax purposes. The trust must have held the asset for at least 12 months before the CGT event occurs.

How much capital gains do I pay on $100,000?

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%). 

Can I use a trust to avoid capital gains?

A Living Trust Does Not Eliminate Capital Gains Taxes

Another common myth is that putting a home or investments in a trust removes capital gains tax obligations. However: If you sell an asset while it's in a revocable living trust, you still owe capital gains tax on any profit.

Who qualifies for the capital gains exemption?

Qualifying for the exclusion

You're eligible for the exclusion if you have owned and used your home as your main home for a period aggregating at least two years out of the five years prior to its date of sale. You can meet the ownership and use tests during different 2-year periods.

What is the time limit to avoid capital gains tax?

If you plan to sell your property after 24 months, the gains will be taxed under the long-term capital gain tax for property. After July 2024, there have been several changes to how property gains are taxed, indexation benefits and exemptions.

How to avoid capital gains tax previous years?

Offset gains by making use of allowable losses

If your total taxable gains are still above the CGT allowance after using your current year's losses, you can also use losses from previous years. If they reduce your gain to the tax-free allowance, you can carry forward the remaining losses to a future tax year.

What is the loophole for capital gains tax?

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.

How can I legally avoid capital gains tax?

A common way to defer or reduce your capital gains taxes is to use tax-advantaged accounts. Retirement accounts such as 401(k) plans, and individual retirement accounts offer tax-deferred investment. You don't pay income or capital gains taxes on assets while they remain in the account.

How to get exempted from capital gains tax?

BIR Revenue Regulations No. 13-99 exempts citizens and resident aliens from capital gains tax on the sale of their principal residence, provided they fully utilize the proceeds to acquire or construct a new principal residence within 18 months and meet specific documentation requirements.

How to avoid capital gains tax on business property sale?

1031 exchanges permit investors to defer the payment of capital gains taxes on commercial real estate, provided that they purchase a similar, “like-kind” commercial property of equal to or greater value. Homes used as a primary residence are not eligible.

How do the rich avoid paying capital gains tax?

How Wealthy Households Use a “Buy, Borrow, Die” Strategy to Avoid Taxes on Their Growing Fortunes

  1. Step 1: Buy Assets. Wealthy family buys stocks, bonds, real estate, art, or other high-value assets. ...
  2. Step 2: Borrow Against Assets. ...
  3. Step 3: Die and Pass Assets Tax Free to Heirs.

What is the most tax-efficient way to sell a business?

Tax Planning Tips for Business Owners Before Selling

Here's how to prepare: Choose the Right Sale Structure – If you qualify for Business Asset Disposal Relief, a share sale is often more tax-efficient.