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How to Buy a Vacation Home using 1031 Tax Deferred Exchange

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1031 Vacation Homes

Matt DeAntonio

Matt provides Buyer and Seller Representation services throughout the extended Charleston area with a special focus on beach, waterfront, and luxury h...

Matt provides Buyer and Seller Representation services throughout the extended Charleston area with a special focus on beach, waterfront, and luxury h...

Mar 28 3 minutes read

A 1031 tax-deferred exchange, also known as a like-kind exchange, is a transaction that allows a property owner to defer paying capital gains taxes on the sale of an investment property by reinvesting the proceeds from the sale into another similar investment property. Under the Internal Revenue Code (IRC) Section 1031, any gains from the sale of an investment property are not taxed if the proceeds are reinvested in a like-kind property. In other words, a property owner can swap one investment property for another without incurring immediate tax liability.

To use a 1031 exchange to purchase vacation rental property, an investor would need to follow several rules and guidelines.


1. Be "Like-kind".

First, the property being sold and the property being purchased must both be considered "like-kind" properties, meaning they are similar in nature, character, or use. In the context of vacation rental properties, this means that the old property and the new property should both be considered investment properties, rather than personal residences or primary homes.

2. Watch the clock.

Second, the investor must identify the replacement property within 45 days of selling the old property and must close on the new property within 180 days of the sale of the old property. 

3. Make it beautiful.

Third, the investor must use a qualified intermediary, or "QI" to facilitate the exchange. This intermediary will hold the proceeds from the sale of the old property until the new property is purchased. Your CPA, closing attorney, or Realtor should be able to refer someone to act as your QI. 

4. Avoid the boot.

 Finally, the investor must use all of the proceeds from the sale of the old property to purchase the new property. Any leftover funds sometimes referred to as "boot" will be subject to capital gains taxes.


Using a 1031 exchange to purchase vacation rental property can be a smart investment strategy, as it allows investors to defer taxes and reinvest the proceeds from the sale of one investment property into another. However, it is important to consult with a qualified tax professional and real estate attorney to ensure that all rules and regulations are followed correctly.

It's also very important to employ the services of a Realtor like Matt DeAntonio who understands the mechanics of a 1031 Exchange and has experience navigating clients through the critical timing and financial criteria required for deferring your taxes on those capital gains.  

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