Kaleena Figaro

If I could give one piece of advice to anyone looking to buy a home right now, it would be to get really clear on your priorities, what matters most to you in how you live. Whether it’s proximity to the beach, a quiet gated community, or access to great amenities, clarity helps us focus your search and move quickly when the right home comes along.

If I could give one piece of advice to anyone thinking about selling their home, it would be to detach emotionally and think strategically. Selling a home is deeply personal, it holds memories, milestones, and meaning, but once you decide to sell, it becomes a product to be presented in the best possible light.

I've had the privilege of working a wide-range of clients, my approach is always the same: understand the client’s goals, communicate clearly, and make the process as seamless as possible. Ultimately, I tend to attract clients who value relationships, trust, and a collaborative approach, people who appreciate expertise, but also want someone who genuinely cares about their experience from start to finish.

One recent transaction that stands out to me was helping a couple from New York find their perfect second home here in Naples. They’d been visiting the area for years but weren’t sure where to start when it came to actually buying. We spent time narrowing down neighborhoods based on how they envisioned spending their days; proximity to the beach, walkability, and a sense of community were all important to them. What I loved most about this transaction wasn’t just the home itself, but watching their dream come full circle. They started as out-of-state buyers who were a little uncertain about the process, and by the end, they felt completely at home here.

I started my career in New York City, working in the fashion industry as a sales executive for major luxury retailers. I managed national accounts, led teams, and spent years analyzing trends, negotiating deals, and building relationships - all skills that ended up translating perfectly into real estate. When my husband and I moved to Naples, I was ready for a new chapter - one that still allowed me to connect with people but in a way that felt more personal and meaningful. Real estate quickly became that outlet. I fell in love with helping people find homes that fit their lifestyle, not just their budget or location. What began as a career change became a true calling. I bring the same level of strategy, creativity, and relationship-building from my corporate background into every transaction - and that combination of data-driven thinking with a personal touch has really shaped how I serve my clients today.

My background and ongoing education play a huge role in how I serve my clients. Before transitioning into real estate, I earned my degree from the Fashion Institute of Technology in New York and spent over a decade as a Sales Executive in the fashion industry, managing major national accounts for top retailers. That experience taught me how to analyze trends, negotiate strategically, and lead with both precision and creativity - skills that now directly benefit my clients in real estate. Within the industry, I’ve earned my GRI (Graduate, REALTOR® Institute) designation, am a Certified Luxury Home Marketing Specialist (CLHMS), and have completed my Broker’s course to deepen my understanding of contracts, valuation, and advanced marketing. I also make it a point to continue growing each year through new classes, certifications, and market training - because this business is always evolving, and my clients deserve a Realtor who evolves with it. The combination of hands-on experience, formal education, and a commitment to lifelong learning allows me to bring both professionalism and creativity to every client relationship - ensuring their experience is informed, strategic, and truly elevated.