Meet Johnathan Shirey

A Market-Minded Real Estate Leader Defined by Relationships

For Johnathan Shirey, real estate was never just a career choice, it was a natural evolution shaped by experience, curiosity, and an entrepreneurial spirit. Born and brought up in Canton, Ohio, Johnathan has strong family ties to Naples on his father’s side. Those early visits planted the seeds of familiarity and appreciation for Southwest Florida long before he officially made it home. In 2004, after graduating and relocating with his family, Johnathan moved to Naples, a decision that would set the foundation for a thriving real estate career spanning nearly two decades.

Johnathan didn’t initially plan on real estate. After trade school, he pursued computer networking, believing technology would be his long-term path. Ironically, it was that technical mindset, combined with a pivotal life moment, that redirected him. Watching his parents navigate the sale of their Ohio home sparked a deep interest in the process. Soon after arriving in Naples, he landed his first job in the industry as an assistant to the area’s top-producing agent at the time. It was an invaluable education, where Johnathan learned the mechanics, strategy, and discipline behind luxury real estate.

Licensed since 2008, Johnathan entered the profession just before the global financial crisis, a time that would shape his philosophy. His unique blend of skills, analytical thinking, and adaptability proved essential during one of the most challenging periods in real estate history. His business has grown every year since, a testament to resilience, informed decision-making, and an unwavering commitment to his clients.

Today, Johnathan is ranked as the #60 agent by volume in Naples in the 2025 RealTrends Verified rankings. But for him, success has never been defined by being number one. “My business isn’t built on volume or sides,” he explains. “It’s built on quality over quantity.” He prioritizes relationships over transactions, offering clients his full attention, insight, and care, not just a piece of his time. Many of his clients return again and again, a reflection of trust earned through consistency and results.

What truly distinguishes Johnathan is his data-driven approach and dedication to client education. As a Naples agent with more than 17 years of experience, he closely tracks market cycles and analyzes monthly statistics to help buyers and sellers navigate today’s complex landscape. Since 2020, rapid fluctuations and pricing distortions have made informed guidance more critical than ever. Johnathan believes knowledge is power, and he refuses to gatekeep it. Through detailed market reports and transparent conversations, he ensures his clients know as much as he does so they can make confident, well-informed decisions.

His primary focus is the coveted 34102 zip code, widely regarded as one of the most desirable areas in Florida. Johnathan is deeply passionate about Old Naples: the walkability, charm, pride of ownership, and sense of community that make it so special. Helping clients become part of that lifestyle is both his profession and his pleasure.

Outside of real estate, Johnathan leads an active, well-rounded life. He enjoys spending time with his wife, working out, playing tennis, and traveling. A passionate skier, he frequents Aspen, Vail, and Jackson Hole, along with international destinations. At home in North Naples, he relaxes by the pool, visits the beach, and participates in Porsche Club of America events.

At his core, Johnathan is driven by growth, not just of his business, but of himself. His goal is simple yet powerful: to become better at his craft every year so he can show up better for everyone he serves. In a market that never stops changing, his depth of knowledge and relationship-first mindset make all the difference.