The Best Real Estate Loophole: 1031 Exchange (2024)

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Rule #1: It Must be investment Property

You’ve probably heard my good friend, and Rich Dad Advisor on Taxes, Tom Wheelwright, discuss how to pay less taxes legally. And while we all want to pay less, sometimes there’s just no way around it. But, there is a legal way to defer your taxes, and that’s by utilizing what’s called a 1031 Exchange.

The term 1031 Exchange is defined under section 1031 of the IRS Code. To put it simply, this strategy allows an investor to “defer” paying capital gains taxes on an investment property when it is sold, as long another “like-kind property” is purchased with the profit gained by the sale of the first property. We’ll discuss like-kind property in more detail in section four.

A 1031 exchange is available only for property held for investment or used in a trade or business. Used in a trade or business means that if you own a bicycle shop, and you own the building that your bicycle shop is in, that building is used in your (bicycle) trade or business. A 1031 exchange does not apply to your personal residence, meaning the house you live in. The new tax law repealed personal property exchanges as of 2018. No longer can patents, vehicles, aircraft, boats, livestock, artwork, collectibles, and the like be exchanged.

While people do exchanges on property used by their business, the vast majority of real estate exchanges are done by people that own other investment property. Under the law that has been in effect since 1991, you can exchange any type of investment property for any other type of investment property. For example, if you sell a purple duplex, you could buy an office building, an apartment building, a warehouse, or even bare land. Or you could sell bare land and buy income-producing property in order to increase cash flow, which is a popular investment strategy.

Warning: Special rules apply when depreciable property is exchanged in a 1031. It can trigger a gain known as "depreciation recapture" that is taxed as ordinary income. In general, if you swap one building for another building you can avoid this recapture. But if you exchange improved land with a building for unimproved land without a building, the depreciation you've previously claimed on the building will be recaptured as ordinary income.

After Section 1031 was first written in 1921 (it had a different code number back then), people commonly thought that if you had a purple duplex, you had to find someone else who also owned a purple duplex and swap deeds with them. You might find Adam, who had a purple duplex and was willing to sell it, but he didn’t want yours—he wanted Barb’s. Barb wanted Chris’s, and he wanted Debby’s. Debby, luckily, was willing to take yours. This is what we used to call a five-legged exchange, and the problem with them was that if any one of the parties to this transaction backed out, or wasn’t able to complete his/her leg of the transaction, the entire exchange fell apart for everyone.

1031 Exchanges are incredibly helpful when buying and selling real estate. Here is Investopedia's list of the 10 things to know when using the 1031 Exchange:

  1. 1031 isn’t for personal use: The provision is only for investment and business property
  2. Personal property no longer qualifies: Under the new law, only real estate qualifies, unlike previously where aircraft and equipment qualified
  3. A special transition rule might help: The Tax Cuts and Jobs Act of 2017 includes a transition rule that permits a 1031 exchange of qualified personal property in 2018 if the original property was sold or the replacement property acquired by Dec. 31, 2017.
  4. “Like-kind” is broad: You can exchange an apartment building for raw land, or a ranch for a strip mall. The rules are surprisingly liberal.
  5. You can do a ‘delayed’ exchange: In a delayed exchange, you need a Qualified Intermediary (middleman) who holds the cash after you "sell" your property and uses it to "buy" the replacement property for you. This three-party exchange is treated as a swap.
  6. You must designate replacement property: The IRS says you can designate three properties so long as you eventually close on one of them. You can even designate more than three if they fall within certain valuation tests.
  7. You must close within six months: You must close on the new property within 180 days of the sale of the old.
  8. If you receive cash, it’s taxed: You may have cash left over after the intermediary acquires the replacement property. If so, the intermediary will pay it to you at the end of the 180 days. That cash – known as "boot" – will be taxed as partial sales proceeds from the sale of your property, generally as a capital gain.
  9. You must consider mortgages and other debt: You must consider mortgage loans or other debt on the property you relinquish, and any debt on the replacement property. If you don't receive cash back, but your liability goes down – that, too, will be treated as income to you, just like cash.
  10. Using a 1031 for a vacation house is tricky: Yes, taxpayers can still turn vacation homes into rental properties and do 1031 exchanges. But this is incredibly sensitive and you should seek professional advice before tackling this.

To learn more about using a 1031 Exchange, read my book, Loopholes of Real Estate.

Original publish date: March 13, 2019

The Best Real Estate Loophole: 1031 Exchange (2024)

FAQs

What is better than a 1031 exchange? ›

The Deferred Sales Trust is an effective 1031 exchange alternative to help business and real estate owners sell their assets and defer capital gains tax. Both the 1031 exchange and Deferred Sales Trust are well-established investment strategies.

What is the easiest 1031 exchange option? ›

DSTs can also be one of the easiest 1031 replacement property options to access because the real estate already has been acquired by the DST sponsor company and in turn may typically be closed on by the investor within three to five business days.

What disqualifies a 1031 exchange? ›

Property used primarily for personal use, like a primary residence or a second home or vacation home, does not qualify for like-kind exchange treatment. Both properties must be similar enough to qualify as "like-kind." Like-kind property is property of the same nature, character or class.

What is the 2 year rule for 1031 exchanges? ›

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.

Can you avoid capital gains without 1031 exchange? ›

Utilizing a Deferred Sales Trust, investors can defer capital gains taxes over time. Deferred Sales Trusts provide an alternative to 1031 exchanges for deferring capital gains taxes on appreciated assets.

What is a lazy 1031 exchange? ›

The Lazy 1031 exchange works by taking advantage of two tax strategies: the 1031 exchange and cost segregation. Here's how it works: Sell a rental property at a gain. Gain = sales prices less adjusted basis of the property. This strategy will NOT work for the sale of a primary residence.

When should you avoid a 1031 exchange? ›

The two most common situations we encounter that are ineligible for exchange are the sale of a primary residence and “flippers.” Both are excluded for the same reason: In order to be eligible for a 1031 exchange, the relinquished property must have been held for productive in a trade or business or for investment.

How soon after a 1031 exchange can you sell? ›

However, when the property in question was initially acquired through a 1031 Exchange, to benefit from the tax exclusion on the subsequent sale of the property as a personal residence, the owner must not sell the property within five years following the exchange.

What is the most common 1031 exchange? ›

A delayed exchange is the most common type of 1031 exchange. In this scenario, you sell your existing property and then have 45 days to identify a replacement property. You then have 180 days to close on the replacement property.

What are the disadvantages of a 1031 exchange? ›

Risks of 1031 Exchanges
  • More complex tax documentation. In order to conduct a 1031 exchange, you'll need to file IRS Form 8824 with your tax return. ...
  • Adherence to standards and regulations. ...
  • Responsibility to choose an experienced qualified intermediary. ...
  • Strict timelines may apply. ...
  • Some taxes may still apply.
Jul 31, 2023

Did Biden eliminate 1031? ›

President Biden has released his proposed budget for 2024, which again looks to eliminate 1031 like-kind exchanges.

Can I sell 2 properties in a 1031 exchange? ›

Investors who want to use a 1031 exchange to defer taxes often ask if they can sell more than one property. You can, but it's important to remember that you only have 45 days from the first sale to identify replacement properties, and you only have 180 days to complete the entire transaction.

Can you gift a 1031 exchange property? ›

Yes, it is possible to gift a 1031 exchange property to a family member. However, there are some requirements you should follow. The property must be transferred to a related party, a lineal descendant or ascendant of the transferor, or a spouse or a former spouse as a result of a divorce.

Can you buy before you sell a 1031 exchange? ›

In conclusion, purchasing replacement property before selling your relinquished property is possible under 1031 exchange rules, but it requires careful planning and adherence to strict guidelines.

How does 1031 exchange work for dummies? ›

A 1031 exchange is a strategy in real estate investing where an investor can defer paying capital gains taxes on an investment property when it is sold as long as another "like-kind property" is purchased with the profit gained by the sale of the first property.

What is the difference between a Qof and a 1031 exchange? ›

Unlike with a 1031 exchange, another benefit to a QOF is that, long or short-term, you can invest capital gains realized from any type of capital asset sale, into a QOF, i.e., capital gains from the sale of stock. With a 1031 exchange, you can only reinvest net proceeds from the sale of real estate.

What is the difference between a 1031 exchange and an Opportunity Zone Fund? ›

At the end of 2026, capital gain taxes are due on the remaining 85% of the deferred gain. Unlike a 1031 exchange, OZ Funds do not allow permanent capital gain deferral. (3) Investors who choose to invest in an OZ Fund and hold for 10 years receive 100% tax exclusion on any new gain within the OZ Fund investment.

How does a 721 exchange work? ›

Instead of selling a property for cash or exchanging for another property, in a 721 Exchange, an investor can contribute ownership of a property (or “sell”) to a partnership in exchange for a partnership interest or shares in the partnership.

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