Luxury Real Estate Milestone: Digital Marketing CEO's Delray Beach Estate Sells for $24M

In a significant off-market transaction highlighting Delray Beach's thriving luxury real estate market, digital marketing executive Jeffrey Herzog and his wife Jill have sold their sprawling estate for $23.5 million. The sale represents an impressive 122% return on investment just five years after purchasing the property, underscoring the area's robust appreciation for premium properties.

Property Details: Inside the Magnificent Estate

The magnificent residence at 9480 Bent Grass Court encompasses 13,900 square feet of meticulously designed living space situated on an expansive 2.6-acre lot. Built in 2017, this architectural masterpiece features seven bedrooms, nine full bathrooms, and two half-bathrooms, providing ample accommodation for family and guests alike.

The estate's outdoor amenities rival those of a five-star resort, featuring a professionally designed swimming pool that serves as the property's centerpiece. Tennis enthusiasts will appreciate the private tennis court, a rarity even among luxury estates in South Florida. The property's generous acreage provides exceptional privacy and expansive grounds for outdoor entertainment.

While not publicly listed at the time of sale, the mansion had briefly appeared on the market in 2023 with an asking price of $23 million before being withdrawn, according to Zillow records. The final sale price exceeded this earlier valuation, indicating continued strength in Delray Beach's ultra-luxury segment.

The Sellers: Jeffrey Herzog's Real Estate Investment Strategy

Jeffrey Herzog, CEO of Avenue Z, a Miami-based digital marketing firm, has established himself as a savvy real estate investor alongside his professional career. The Herzogs have demonstrated a pattern of strategic real estate investments throughout South Florida, consistently capitalizing on market opportunities.

In 2022, the couple executed a remarkable transaction involving a pair of Continuum condos, which they acquired for $7.7 million and sold just months later for $10 million, realizing a swift 30% profit. Their investment portfolio expanded further in 2023 with the acquisition of a spec mansion in Coconut Grove for $14.3 million.

The substantial profit realized from their Delray Beach property—purchased for $10.6 million in 2018 and sold for $23.5 million in 2025—exemplifies their successful investment approach, yielding approximately 17% annualized returns over the holding period.

Delray Beach: South Florida's Emerging Luxury Real Estate Hotspot

Delray Beach has increasingly emerged as a premier destination for luxury real estate, attracting high-net-worth individuals seeking the perfect blend of sophisticated coastal living and privacy. The area offers exclusive gated communities, oceanfront estates, and custom-built mansions that rival properties in more established luxury markets like Palm Beach and Miami Beach.

Recent high-profile transactions have cemented Delray Beach's status in the luxury market. Earlier this month, billionaire Wayne Rothbaum sold an oceanfront lot in the area for $22 million, while boxing legend Mike Tyson acquired a $13 million spec mansion in January 2025.

Perhaps most notably, the luxury community of Stone Creek Ranch, located near Delray Beach, witnessed a remarkable $55 million transaction in January when developer Aldo Stark sold a spec mansion to a member of the prominent Cafaro real estate family. This sale represents one of the highest residential transactions in Palm Beach County outside of Palm Beach island itself.

The Buyer: Privacy Maintained Through Trust Acquisition

The Herzog estate's buyer has chosen to maintain privacy through the use of the ST Land Trust, with attorney Parker F. Taylor handling the transaction on behalf of the trust. This approach to property acquisition is increasingly common among high-net-worth individuals seeking to shield their identities in high-profile real estate transactions.

The use of trusts for luxury property acquisitions offers several advantages beyond privacy, including potential estate planning benefits and liability protection. While the true identity of the buyer remains confidential, the transaction reflects continued strong demand for trophy properties in South Florida's most exclusive enclaves.

Market Insights: Expert Perspectives on Delray Beach Luxury Real Estate

Is Delray Beach becoming the next Palm Beach for luxury real estate?

While traditionally in the shadow of Palm Beach, Delray Beach has experienced remarkable growth in its luxury segment. Properties offering expansive acreage, privacy, and resort-style amenities are commanding premium prices previously seen only in more established luxury markets. The area's charm, coupled with slightly lower price points than Palm Beach proper, makes it increasingly attractive to ultra-high-net-worth buyers seeking value without compromising on luxury.

What factors are driving the surge in Delray Beach luxury property values?

Several key factors contribute to Delray Beach's rising property values: limited inventory of large estate properties, the migration of wealth from northern states, Delray's vibrant downtown with upscale dining and shopping options, and the area's comparative value proposition against neighboring Palm Beach. Additionally, the pandemic-driven desire for more space and privacy has significantly benefited communities like Stone Creek Ranch.

How sustainable is the current luxury real estate boom in South Florida?

Market analysts suggest that while the frenzied pace of 2021-2022 has moderated, the fundamental drivers of South Florida's luxury market remain strong. Limited developable land, continued migration from high-tax states, and international interest provide a solid foundation for long-term appreciation. Properties offering exceptional quality, privacy, and amenities—like the Herzog estate—are expected to maintain their value even during broader market fluctuations.

What investment strategy has proved successful for luxury real estate investors like the Herzogs?

The Herzogs' approach demonstrates several successful strategies: targeting properties with strong appreciation potential, focusing on premier locations, investing across diverse luxury segments (from condos to estates), and timing market entries and exits strategically. Their willingness to hold properties for optimal periods—whether months or years—shows flexibility that maximizes returns based on market conditions.

Are off-market deals becoming more common in the ultra-luxury segment?

Indeed, discretion remains highly valued among ultra-wealthy buyers and sellers. Off-market transactions, like the Herzog estate sale, often indicate that parties value privacy over maximizing exposure. These deals typically rely on established networks of luxury real estate professionals who connect qualified buyers with sellers through private channels, avoiding public marketing altogether.