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HOW IRS SECTION  453 ALLOWS ACTS AS A CAPITAL GAINS STRATEGY TO DEFER TAXES

(Installment Sale Explained)

When selling highly appreciated real estate or a valuable asset, taxes can quietly erode a significant portion of your proceeds. Many sellers assume capital gains taxes are unavoidable and immediate. That is not always true.

Internal Revenue Code Section 453, commonly referred to as the “453 strategy,” allows qualifying sellers to legally defer capital gains taxes by structuring the sale as an installment sale.

This is not a loophole in the risky sense. It is a long-standing provision of the tax code and a powerful planning tool when executed correctly.

What Is a 453 Installment Sale?

Under Section 453, a seller agrees to receive at least part of the purchase price over time rather than all at once. Instead of recognizing the entire capital gain in the year of sale, the seller recognizes gain proportionally as payments are received.

In short:

  • Taxes are spread over multiple years
  • Cash flow is preserved
  • Timing of income is controlled

For many sellers, this results in significant tax deferral and improved liquidity.

Why Sophisticated Sellers Use the 453 Strategy

High-net-worth individuals and investors often use installment sales to:

  • Defer large capital gains into future tax years
  • Avoid being pushed into the highest tax brackets in a single year
  • Preserve capital for reinvestment or income planning
  • Smooth income over time rather than triggering a one-time tax event

When coordinated with legal and tax advisors, the strategy can materially change the financial outcome of a sale.

What Assets May Qualify?

The 453 strategy is commonly used in:

  • Investment real estate transactions
  • Sales of rental or commercial property
  • Certain business asset sales

It is not available for all property types, and strict rules apply.

Important Limitations and Risks

Section 453 must be structured carefully and before closing. Common pitfalls include:

  • Dealer or inventory property is excluded
  • Depreciation recapture may still be taxed immediately
  • Improper structuring can void the deferral entirely
  • Related-party rules and acceleration provisions apply

One misstep can collapse the entire strategy and trigger immediate taxation.

This is why installment sales should never be handled casually or without legal oversight.

The Importance of Proper Legal Structuring

An installment sale is not just a tax concept. It is a legal transaction structure that impacts:

  • The purchase contract
  • Closing documents
  • Security instruments
  • Risk allocation between buyer and seller

The legal framework must align with the tax strategy from day one.

Our Approach

At SalcinesLaw, we have an inhouse team of real estate lawyers, CPA’s, realtors, and tax strategists, and  work with sellers, accountants, and financial advisors to ensure:

  • The transaction qualifies under Section 453
  • The deal is structured correctly before closing
  • Legal documents support the intended tax treatment
  • Risk is minimized and compliance maintained

This is proactive planning, not damage control.

The Bottom Line

The 453 installment sale strategy is a powerful, IRS-approved tool for deferring capital gains taxes and preserving wealth. When done correctly, it offers flexibility, control, and significant financial advantage.

When done incorrectly, it can fail entirely.

If you are selling appreciated real estate or a high-value asset, understanding your options before signing a contract can make all the difference.  Contact us today to see how we can help you save.

Never Close Alone™