About Annie Hagen

Born and raised in Islamorada, Annie Hagen brings deep local knowledge, multigenerational ties, and a heartfelt commitment to community into every real estate experience. The daughter of a top-producing Ocean Sotheby’s International Realty agent and wife of a charter boat captain, Annie has lived the island lifestyle all her life—and proudly shares that passion with her clients.

She and her husband co-own Yabba Dabba Doo Sportfishing Charters, an Islamorada-based family business that reflects their strong roots in the local fishing industry and dedication to small business life in the Keys.

Annie earned her Bachelor’s degree in Psychology from the University of Miami, followed by both Master’s and Specialist degrees in School Psychology from Barry University. Her academic background gives her an exceptional understanding of people, communication, and complex decision-making skills that translate seamlessly into client-centered, high-integrity real estate service.

Beyond real estate, Annie is a committed community advocate. She serves as Tournament Director for Fish For Holly, now recognized as one of the largest nonprofit sailfish tournaments in the country, which raises funds for scholarships and supports domestic abuse prevention initiatives—a cause close to her heart.

Her personal success with real estate investing sparked a passion for the power and potential of the Florida Keys market. Annie now helps others navigate those same opportunities with authenticity, professionalism, and a local’s perspective.

When she’s not working with clients or organizing tournaments, Annie enjoys boating, fishing, tennis, pickleball, and traveling to her favorite spots, such as the Bahamas and Costa Rica, with her husband and their two young boys. A lifelong equestrian, she competed in hunter-jumper shows throughout high school and later coached the University of Miami’s collegiate riding team.

Whether you’re buying your forever home, a vacation escape, or a wise investment, Annie brings the perfect balance of local insight, professional expertise, and community-driven passion to help you make it happen in the Florida Keys.