New York’s estate tax includes a provision that exists in no other state in the country. When a taxable estate exceeds 105% of the basic exclusion amount, the exclusion disappears entirely. The estate is taxed on its full value from the first dollar. This provision is known as the “estate tax cliff,” and it produces results that strike most families as deeply unfair.

Understanding the cliff is the single most important thing a Westchester County family can do when planning for the New York estate tax.

How the Cliff Works

The New York basic exclusion amount for 2026 is $7,350,000. Estates at or below this amount owe no New York estate tax. Estates above the exclusion but below 105% of the exclusion are taxed only on the excess above the exclusion.

The cliff triggers at exactly 105% of the exclusion. For 2026, that number is $7,717,500.

Once the taxable estate exceeds $7,717,500, even by a single dollar, the entire exclusion vanishes. The estate is taxed on its full value, starting at the lowest bracket (3.06%) and working upward through the graduated rate schedule to the top rate of 16%.

The Cliff in Numbers

The mathematics of the cliff are striking. Consider three estates, each belonging to a Westchester County resident who dies in 2026:

Estate A: $7,350,000. This estate equals the exclusion amount. New York estate tax: $0.

Estate B: $7,700,000. This estate exceeds the exclusion by $350,000 but remains below the cliff. The tax is calculated only on the $350,000 excess. New York estate tax: approximately $10,710 (at the 3.06% rate on the first $350,000 of taxable value).

Estate C: $7,720,000. This estate exceeds the cliff threshold by just $2,500. The entire $7,720,000 is now taxable. New York estate tax: approximately $650,096 (calculated through the full graduated rate schedule).

The difference between Estate B and Estate C is $20,000 in estate value. The difference in tax liability is more than $639,000. That is the cliff in action.

Why the Cliff Exists

The cliff was introduced as part of a 2014 overhaul of the New York estate tax. The legislature increased the basic exclusion amount significantly (it was $1,000,000 before the reform) and phased the increase in over several years. The cliff was included as a revenue protection measure: it prevents taxpayers with large estates from using aggressive valuation discounts or deductions to bring their estates just below the exclusion and avoid all tax.

Whatever the legislative intent, the practical effect falls hardest on families with moderate wealth. Families with estates of $20,000,000 or $50,000,000 are not significantly affected by whether the exclusion applies. Families with estates between $7,000,000 and $8,000,000 face a binary outcome that turns on precise valuation.

Assets That Push Families Over the Cliff

In Westchester County, it does not take extraordinary wealth to approach the cliff. The following asset categories are the most common contributors:

Real property. A home in Scarsdale, Bronxville, Rye, Chappaqua, Larchmont, or Pelham Manor can easily be valued at $1,500,000 or more. Some properties exceed $3,000,000. A single piece of real estate can represent 20% to 40% of the exclusion amount.

Retirement accounts. IRAs, 401(k) plans, 403(b) plans, and defined benefit pensions are all included in the gross estate at their full value on the date of death. A professional who has contributed consistently over a thirty-year career can accumulate $2,000,000 or more in retirement accounts alone.

Life insurance. Proceeds from life insurance policies owned by the decedent, or over which the decedent retained incidents of ownership, are included in the gross estate. A $500,000 or $1,000,000 term life policy, intended to provide for the surviving family, can be the asset that triggers the cliff.

Investment and brokerage accounts. Taxable investment accounts, including stock portfolios, mutual funds, and brokerage accounts, are included at fair market value.

Business interests. Ownership interests in closely held businesses, professional practices, and LLCs are included at their fair market value, which may be difficult to determine precisely.

When these assets are combined, many Westchester families find that their total estate is closer to the cliff than they expected.

Strategies to Avoid the Cliff

Several well-established planning strategies can help families keep their estates below the cliff threshold, or at least mitigate its impact.

1. Lifetime Gifting

New York does not impose a gift tax. Gifts that exceed the federal annual exclusion ($19,000 per recipient in 2026, or $38,000 per recipient for a married couple using gift-splitting) will reduce the donor’s federal lifetime exemption but have no New York gift tax consequence.

The critical limitation is the three-year clawback: any taxable gift made within three years of death is added back to the New York taxable estate (Tax Law Section 954(a)(3)). This means that a gifting strategy must begin well in advance. Gifts made more than three years before death are permanently outside the New York estate.

For families near the cliff, an annual gifting program of $100,000 to $200,000 per year to children or other beneficiaries can, over time, move the estate safely below the threshold. For a detailed guide to gifting strategies, see Lifetime Gifting Strategies to Reduce New York Estate Tax.

2. Irrevocable Life Insurance Trusts (ILITs)

If life insurance is the asset that pushes the estate over the cliff, the solution is straightforward. An irrevocable life insurance trust (ILIT) is a trust that owns the policy and is the named beneficiary of the proceeds. Because the decedent does not own the policy and retains no incidents of ownership, the proceeds are not included in the gross estate. This strategy is detailed in our estate planning guide.

There are two important caveats. First, if an existing policy is transferred to an ILIT, the transfer must occur more than three years before death to be effective (under the federal three-year rule in IRC Section 2035). Second, the trust must be properly structured and administered, with annual Crummey notices to trust beneficiaries to preserve the annual exclusion treatment of premium payments.

3. The “Santa Clause” (Conditional Charitable Bequest)

The Santa Clause is a drafting technique that provides a safety net against the cliff. The will or revocable trust includes a provision that directs a charitable bequest in an amount sufficient to reduce the taxable estate below the cliff threshold, but only if the estate would otherwise exceed the cliff.

For example: “If my taxable estate for New York estate tax purposes would exceed 105% of the basic exclusion amount in effect at the time of my death, I direct that the amount by which my estate exceeds that threshold be distributed to [named charity].”

This approach has two advantages. It is self-executing (the personal representative does not need to make a discretionary decision), and it applies only when needed (if the estate is below the cliff, no charitable distribution occurs). The disadvantage is that it diverts assets from family members to charity, though the tax savings often exceed the charitable transfer.

4. Credit Shelter Trust Planning

For married couples, a credit shelter trust (also called a bypass trust) preserves the first spouse’s New York exclusion. Assets up to the exclusion amount are placed in a trust at the first spouse’s death, providing for the surviving spouse during life and passing to the next generation without inclusion in the surviving spouse’s estate.

Because New York does not allow portability of the state exclusion, this trust structure is essential for married couples whose combined estates exceed the exclusion. Without it, the first spouse’s exclusion is wasted.

5. Qualified Personal Residence Trust (QPRT)

A QPRT allows the homeowner to transfer a personal residence to an irrevocable trust while retaining the right to live in the home for a term of years. At the end of the term, the home passes to the beneficiaries (typically children) at a reduced transfer tax value. If the grantor survives the trust term, the home is removed from the estate. This strategy is particularly valuable for Westchester families whose home values are a major factor in their taxable estate.

In Westchester, where home values represent a large fraction of many estates, a QPRT can be an effective tool for reducing the taxable estate below the cliff.

6. Precise Estate Valuation

For families near the cliff, obtaining accurate and defensible valuations of all estate assets is critical. Real property should be appraised by a qualified appraiser. Business interests should be valued by a credentialed business valuation professional. The difference between a $7,700,000 estate and a $7,720,000 estate is the difference between a modest tax bill and a catastrophic one.

The Cliff and the Federal Estate Tax

The cliff is a New York state provision only. The federal estate tax has no equivalent. Under the federal system, the $15,000,000 exemption functions as a true exclusion: estates above that amount pay tax only on the excess, regardless of how far above the threshold the estate falls.

This means that a Westchester family with an estate of $8,000,000 could owe substantial New York estate tax (because the cliff has eliminated the state exclusion) while owing zero federal estate tax (because the estate is well below the $15,000,000 federal threshold).

For a detailed comparison of the two systems and how they interact, see New York vs. Federal Estate Tax: Key Differences.

Legislative Proposals

The cliff has drawn criticism since its enactment. Legislative proposals to soften or eliminate it have been introduced in multiple sessions of the New York State Legislature. As of March 2026, the cliff remains in effect, and no pending bill has gained sufficient support to suggest imminent repeal.

In fact, a March 2026 legislative proposal would move in the opposite direction, reducing the basic exclusion amount to $750,000. While this proposal faces significant political opposition, it serves as a reminder that the estate tax landscape in New York is subject to change, and estate plans should be reviewed regularly.

What Westchester Families Should Do

If your estate is within range of the cliff, taking the following steps now rather than later can make a material difference:

Obtain current asset valuations, particularly for real property and any business interests.

Calculate the total gross estate, including retirement accounts, life insurance, and assets that pass outside of probate.

Consult with an estate planning attorney about whether credit shelter trust planning, lifetime gifting, an ILIT, or a Santa Clause provision is appropriate.

Review the plan annually. The exclusion amount is adjusted for inflation each year, and asset values change. A plan that provides adequate margin in 2026 may not in 2028.

Speak with a Westchester Estate Planning Attorney

If you have questions about estate planning, probate, or Surrogate's Court matters in Westchester County, we can help you understand your options.

Schedule a Consultation