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.
From just $107.88 $24.99 for Kiplinger Personal Finance
Be a smarter, better informed investor.

Sign up for Kiplinger’s Free 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.
-
S&P 500 Hits New Highs as Rally Resumes: Stock Market Today
Tech stocks were the biggest gainers on Wall Street today, with Nvidia and Dell making notable moves.
-
The Shutdown Standoff Is Heading for Its Next Big Test
A key mid-October deadline could intensify the shutdown fight in Washington, and the fallout could soon hit workers and your wallet.
-
Preferred Bank Stocks: The Investment Retirees (and Others) May Be Missing Out On
Most large banks issue preferred stocks that pay out fixed dividends, often with higher yields than bonds. Should you make room for them in your portfolio?
-
Don't Let Your Equity Compensation Trip You Up: A Financial Expert's Guide
Stock options, RSUs and other executive perks can come with some serious strings attached. To avoid a nasty tax surprise, you need a plan.
-
The Spendthrift Trap: Here's One Way to Protect Your Legacy From an Irresponsible Heir
A spendthrift clause in an estate plan can protect an inheritance from a financially irresponsible child's debts and poor decisions.
-
Adapting to AI's Evolving Landscape: A Survival Guide for Businesses
Like it or not, AI is here to stay, and opting out could be disastrous for your organization. Instead, focus on what you can control and be flexible, as AI is still evolving.
-
Striking Gold (or Gas): A Financial Pro Unpacks the Nuances of Energy Investing
Investing in the energy industry, particularly oil and gas, involves understanding the facts about how projects generate returns through cash flow and long-term asset building, while also being aware of the risks.
-
Escaping the New Golden Handcuffs: A Financial Expert Has a Plan for Today's Executives
Feeling stuck in your job? It could be your complicated compensation package, but it also could be where you live, your family or even how you view yourself.
-
I'm a Financial Planner: Here's How to Invest Like the Wealthy, Even if You Don't Have Millions
Private market investments, once exclusive to the ultra-wealthy and institutions, have become more accessible to individual investors, thanks to regulatory changes and new investment structures.
-
Four Ways a Massive Emergency Fund Can Hurt You More Than It Helps
Saving too much could mean you're missing opportunities to put your money to work. Redirect some of that money toward paying off debt, building retirement funds, fulfilling a dream or investing in higher-growth options.