Todd Glaser

Glaser exemplifies the real estate eccentric. Grey-haired and bespectacled, he almost always wears an AirPod in one ear, so as to take calls mid-conversation.

As a Palm Beach–based real estate investor and spec developer, he is known for producing and selling some of the region’s most expensive and culturally significant estates. 

His portfolio includes landmark projects such as the former Al Capone house in Miami Beach and Tarpon Island in Palm Beach, which he sold for $150 million in 2024 in one of the most expensive residential transactions in South Florida history. He also bought and demolished Jeffrey Epstein’s Palm Beach estate for $18.5 million in 2022, and sold the land for $25.8 million that year. 

Raised in Miami Beach, Glaser’s path to real estate was unconventional. As a teenager, he worked as a waiter at the Regency Hotel in Bal Harbour and later co-founded the streetwear brand Pervert before pivoting into property development. His first real estate deal came in 1990, when he flipped a house in Coconut Grove, marking the beginning of a career defined by opportunistic acquisitions and high-risk, high-reward projects.

Glaser frequently partners with prominent South Florida developers and investors, including Jim Randall, Scott Robins and Jonathan Fryd. 

As of early 2026, he was marketing a 2.3-acre property on Miami Beach’s North Bay Road as a development opportunity for $169 million. If the lot finds no buyers, he’s planning to build a 35,000-square-foot megamansion on spec and list it for $300 million.