Roy Head is a Naples, Florida real estate agent and trusted advisor with deep roots in Southwest Florida. Born and raised in Naples, Roy offers clients an insider’s understanding of the local market, neighborhoods, and lifestyle that only a lifelong resident can provide. Having witnessed Naples’ growth firsthand, he brings historical perspective, market clarity, and practical insight to every transaction.
Before real estate, Roy spent more than 20 years in hospitality leadership with world-class brands including Hilton Hotels and Walt Disney World Resorts. That experience shaped his service-first approach, focused on anticipation, clear communication, and calm execution. Today, he applies those same hospitality standards to residential and luxury real estate, ensuring buyers and sellers feel informed, supported, and protected throughout the process.
As a Realtor with SERHANT., Roy leverages innovative marketing strategies, professional media, and global exposure to position homes effectively in the competitive Naples real estate market. Sellers benefit from thoughtful preparation, strategic pricing, and consistent communication, while buyers receive clear guidance, strong advocacy, and local insight that extends well beyond the transaction.
Roy is known for delivering a calm, transparent process built around clear options and steady follow-through. His clients value his honesty, professionalism, and ability to simplify complex decisions, especially during high-stakes moments. Whether working with primary residences, second homes, or investment properties, Roy’s goal is always the same: confident decisions, smooth transactions, and exceptional client experiences.
When you are ready to buy or sell real estate in Naples or Southwest Florida, Roy Head offers local knowledge, hospitality-grade service, and a commitment to doing things the right way, every time.
Discover our expertly curated collection of properties for sale. With a focus on quality and value, we offer some of the best properties on the market.
It was a pleasure working with Nicole and Roy on the sale of my condo. As a snowbird who was out of the country throughout the process, I truly appreciated how seamless and stress-free they made everything. Their presence at every showing gave me great peace of mind, knowing my condo was well cared for in my absence. They were attentive, professional, and always kept me informed along...
Lorraine C
