How a Two-Year Installment Sale Strategy Can Save on Taxes
When selling property or another substantially appreciated asset, you could spread the taxes over two years to save big bucks. Following the rules is critical, though.


Navigating the intricacies of asset sales demands a strategic approach akin to conducting a finely tuned orchestra. Among the array of tactics available, the two-year installment sale strategy emerges as a sophisticated method for optimizing tax outcomes, particularly for assets with a low basis.
Essentially, an installment sale, as defined by the IRS, involves selling an asset with at least one payment received after the tax year of sale. This approach offers a strategic advantage by allowing sellers to spread their capital gains tax liabilities over a predetermined period, typically two years. The appeal lies in its ability to mitigate tax exposure, enabling sellers to manage their tax burden more efficiently.
For instance, imagine an individual decides to sell real estate valued at $5 million with a capital gain of $3 million. By structuring the sale as a two-year installment plan, the seller can realize several benefits.

Sign up for Kiplinger’s Free E-Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
First, it allows for a more favorable tax treatment, as the capital gains are recognized proportionally over the installment period. This can potentially keep the seller within lower tax brackets, optimizing tax efficiency.
Second, it provides a buffer against sudden spikes in taxable income, reducing exposure to additional taxes such as the net investment income tax.
However, the successful implementation of this strategy necessitates a nuanced understanding of tax regulations and financial implications. Collaboration with legal experts, tax advisers and financial planners is essential to ensure compliance and tailor the strategy to suit individual financial objectives.
In the realm of asset sales, the two-year installment sale strategy emerges as a potent tool for optimizing tax outcomes and enhancing overall financial efficiency. Its strategic application can significantly contribute to wealth preservation and tax management, positioning sellers for long-term financial success.
Related Content
- Worst States for Investors With Long-Term Capital Gains
- States With Low and No Capital Gains Tax
- Capital Gains Tax on Real Estate and Home Sales
- Biden Calls for Doubling Capital Gains Tax
- How Retirees Can Minimize the Net Investment Income Tax
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Derek Miser serves as Chief Managing Member at Miser Wealth Partners, LLC, located in Knoxville, Tenn., and Tellico Village, Tenn. Miser Wealth Partners delivers family office services to successful retirees and entrepreneurs nationwide and in Puerto Rico. He recently published his first book, "Golden Years, Greener Pockets." This guide to tax efficiency for retirees is an excellent read for anyone contemplating or already retired.
-
Fall Is Tax Time? Yes! Act Now to Make Needed Adjustments
Review your withholdings, contribute to tax-saving HSA and FSA accounts, manage a bonus' impact and adjust for major life events such as weddings and job changes.
-
Board Service in Retirement: The Best Time to Join a Board Is Before You Retire
Many senior executives wait until retirement to take a seat on a corporate board. But making this career move early is a win-win for you and your current organization.
-
A Financial Professional's Take on Long-Term Care Insurance: Buy or Not?
Unless you have about $6,000 burning a hole in your pocket every month, you should make a plan in case you need long-term care. Luckily, you have options.
-
How to Unearth Sustainable Investment in Mining: A Financial Professional's Guide
Mining is likely to play a critical role in the global transition to more environmentally friendly energy resources. Here's how you can balance the opportunities and the risks.
-
Don't Be a Sucker: The Truth About Guarantor and Cosigner Agreements
There are significant financial and relationship risks involved if you agree to be a cosigner or guarantor. Make sure you perform your due diligence, and know exactly what you're getting into, before agreeing to such a commitment.
-
The Hidden Risk Lurking in Most Retirement Plans: Human Behavior
What's one of the differences between a good financial adviser and a great one? The ability to use behavioral coaching to guide clients away from emotional decision-making and toward retirement success.
-
Addressing Your Clients' Emotional Side: Communication Techniques for Financial Advisers
Rather than focusing only on financial plans, you can better serve your clients — and grow your business — by learning what to say and do when a client gets anxious or emotional.
-
Seven Hidden Downsides of Dividend Investing, From a Financial Adviser
Dividend investing could be draining your wealth with unexpected costs and limited growth potential. Here are some downsides, along with smarter strategies to take control of your retirement income.