Henry Jaffe

Henry Jaffe & Associates is comprised of a highly skilled team of real estate professionals specializing in strategy, negotiation, marketing, creative design, and technology. Each member plays a vital and deliberate role in supporting our clients through the successful sale or purchase of real estate. Our integrated, full-service approach ensures that every detail from positioning and pricing to presentation and exposure is executed with precision and care.

As one of the region’s leading experts in luxury beach and coastal properties, Henry Jaffe has guided buyers and sellers through more than $380 million in real estate transactions. For the past ten consecutive years, he has been honored with the Delaware Today Five Star Real Estate Agent Award for exceptional client service, an achievement that underscores his dedication to elevating the client experience.

Henry offers clients a rare and valuable blend of expertise: not only is he a top-producing REALTOR®, but he is also an award-winning creative director for multiple Fortune 500 brands. His background in high-level marketing and design brings an elevated level of storytelling, positioning, and visual strategy to every listing he represents.

With more than four years of service on a Zoning Hearing Board, Henry also brings meaningful insight into land-use ordinances, permitting, and variance procedures, an advantage for clients navigating property rights, redevelopment opportunities, or complex entitlement considerations.

A descendant of a four-generation, family-owned commercial and residential high-rise construction company in Bethesda, Maryland, Henry has been surrounded by real estate his entire life. This legacy instilled in him a deep understanding of the construction process and the fundamentals of property valuation, development, and long-term investment strategy.

Henry earned his Bachelor’s Degree from Kutztown University, where he received the Dianne V. Dockery Award for Outstanding University Graduate in Advertising. He is a member of the National Association of REALTORS® and is licensed in Delaware, Maryland, Pennsylvania, and New Jersey.