2004 Lake Osborne Dr Unit 4

Jonathan Woolf

Woolf Realty Inc.

Jonathan Woolf is a third-generation Floridian who lives and breathes the spirit of his home state—its heritage, tight-knit communities, and coastal lifestyle. Raised by Joe and Cathy Woolf, Jonathan proudly carries on a family legacy built on integrity, service, and strong community roots. Family is everything to him, reflected in his marriage to Heather and their life with their two children, Kaelan and Elayannah. After graduating from Santaluces High School, Jonathan jumped into real estate in 2000 and never looked back. He’s been growing ever since—earning his HVAC certification from Palm Beach State College and building a wide-ranging skill set that spans construction, property flipping, rehab projects, management, and real estate investments. Known and respected in the industry, Jonathan stands out for his passion for people, homes, and building lasting relationships. He’s also deeply committed to giving back, investing his time in local churches and helping men overcome life’s challenges. His personal motto, "love, pray, and support each other," reflects his belief in the power of community and compassion. When he’s not working or serving others, you’ll find him on or near the water—surfing, fishing, and soaking in the beauty of Florida’s coastline. It’s more than a hobby—it’s a way of life. Through it all, Jonathan remains a steady presence in the ever-evolving South Florida landscape—blending tradition with progress and always staying grounded in purpose, people, and place.