Gift tax rules play a crucial role in estate and financial planning, especially when transferring investments to family members or other beneficiaries. Proper valuation of gifted assets is essential to ensure compliance with IRS regulations and to optimize tax efficiency. Understanding how investments are valued for gift tax purposes can help individuals structure their wealth transfers strategically.
Key Principles of Gift Tax Valuation
The IRS requires that gifts be valued at their fair market value (FMV) on the date of transfer. FMV is defined as the price a willing buyer and seller would agree upon in an arm’s length transaction. However, determining FMV can be complex depending on the type of asset being gifted.
Valuation Rules for Different Types of Investments
1.) Publicly Traded Securities
- The FMV of publicly traded stocks and bonds is generally determined by averaging the highest and lowest selling prices on the date of the gift.
- If the markets are closed on the date of transfer, the value is based on the average prices on the nearest trading day.
2.) Closely Held Business Interests
- Private business interests, including shares in family-owned companies, require a formal valuation by a qualified appraiser.
- Discounts for lack of marketability (DLOM) and minority interest discounts may apply, reducing the taxable value of the gift.
- Factors such as revenue, earnings, and comparable company analysis are used to determine the FMV.
3.) Real Estate
- The FMV of real estate is typically established through an independent appraisal that considers comparable sales, income generation potential, and market trends.
- Gifting fractional interests in real estate may qualify for valuation discounts due to lack of control and marketability.
4.) Private Equity & Hedge Fund Interests
- The valuation of private fund interests can be complex, often requiring third-party appraisal reports.
- Discounts may apply if the investment is illiquid, lacks a ready market, or has transfer restrictions.
5.) Cryptocurrency & Digital Assets
- The IRS treats cryptocurrency as property for tax purposes, and FMV is determined based on exchange rates at the time of transfer.
- Given crypto volatility, it’s crucial to document the value from a reputable exchange at the exact time of the gift.
Planning Strategies to Minimize Gift Tax
- Annual Exclusion Gifts: In 2025, individuals can gift up to $19,000 per recipient ($38,000 for married couples) without incurring gift tax or using their lifetime exemption.
- Leveraging Valuation Discounts: Structuring gifts in ways that qualify for DLOM or minority interest discounts can lower taxable gift values.
- Grantor Retained Annuity Trusts (GRATs) & Family Limited Partnerships (FLPs): These structures help shift wealth efficiently while reducing gift tax liabilities.
How Cerini & Associates Can Help
Properly valuing investments for gift tax purposes requires expertise in tax law, valuation methodologies, and estate planning. At Cerini & Associates, we help high-net-worth individuals and families navigate the complexities of wealth transfers while optimizing tax outcomes.
Contact us today to ensure your gifting strategy aligns with IRS regulations and maximizes financial benefits for your heirs.

Edward McWilliams, CPA
Partner
Ed is a Partner in the firm’s tax and business advisory practice focusing on providing services to middle market private companies across different industries as well as to early stage startups. Ed has over a decade of experience providing tax and business consulting services to these companies of different sizes and across different industries, bringing a broad and diverse knowledge base and strategic solutions to the many complex issues that businesses face.


