Avoiding Capital Gains Tax

The Legacy of Your Investment

When my parents retired and traded New York for Florida, I honestly thought they’d sell off their rental property, cut loose, and just enjoy the good life. Instead, they played the long game. They used two powerful tax strategies—the 1031 exchange and the stepped-up basis—to maximize their tax savings and preserve their real estate legacy for us, their children.

If you want to understand how they pulled it off, here is exactly how it works:

1. Selling a rental home: Capital gains tax

When you sell a rental property, you may owe tax on:

  • Capital gain: The difference between your adjusted basis and the sale price.
  • Depreciation recapture: If you’ve claimed depreciation, that amount is generally taxed separately (up to a 25% federal rate).

Your adjusted basis is generally:

Purchase price + capital improvements − depreciation claimed (or allowable)

For example:

  • Bought rental for $300,000
  • Claimed $80,000 in depreciation
  • Sell for $600,000

Your adjusted basis is $220,000, so your total gain is $380,000. Part of that gain is depreciation recapture.

2. Benefit of a 1031 exchange

A 1031 exchange allows you to defer (not eliminate) capital gains tax by:

  • Selling an investment or rental property.
  • Reinvesting the proceeds into another qualifying investment property.
  • Following strict IRS timing and procedural rules.

Benefits:

  • No immediate federal capital gains tax.
  • No immediate depreciation recapture tax.
  • More money remains invested, potentially allowing you to buy a larger property.

Important:

  • It is only for investment or business property—not your primary residence.
  • The deferred gain carries into the replacement property.

3. Inheriting property: Stepped-up basis

One of the most significant tax benefits occurs when property is inherited.

If you own a rental property until your death, your heirs generally receive a stepped-up basis to the property’s fair market value on the date of your death (or the alternate valuation date if applicable).

Example:

  • You bought the property for $200,000.
  • At your death it’s worth $900,000.

Your heir’s basis generally becomes $900,000, not $200,000.

If they sell shortly afterward for $910,000, they may owe tax only on about $10,000 of gain (subject to adjustments and selling costs), rather than on the entire appreciation during your ownership.