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Representing Waterfront Realty Group, Inc.
Powered by the construction expertise of Red Key Builders
Our team combines the professional real estate services of Waterfront Realty Group, Inc. with the hands-on construction knowledge of Red Key Builders, creating a uniquely informed approach to luxury real estate in Naples.
With experience in new home construction, remodeling, land evaluation, project management, and investment analysis, our team offers clients more than traditional real estate guidance. We understand build quality, feasibility, permitting, and long-term value—allowing clients to make smarter decisions whether buying, selling, or planning a custom home.
We provide elevated support at every stage of the process, including:
With all real estate transactions conducted exclusively through Waterfront Realty Group, Inc., and construction insight provided by Red Key Builders, clients benefit from a well-rounded, strategic, and seamless experience tailored to Naples’ luxury market.

Anna Smith is a Naples luxury home developer, investor, and Luxury Real Estate Advisor with a rare combination of high-end market expertise and deep construction knowledge. As a licensed Florida Residential Contractor (CRC1334839) and CEO of Red Key Builders LLC, Anna brings more than 15 years of hands-on experience in custom home building, major renovations, and investment-driven development across Naples and surrounding luxury neighborhoods.
Her background extends far beyond traditional real estate. Anna specializes in land acquisition, new construction strategy, architectural planning, project management, and ROI-focused property evaluation. This unique skill set allows her to guide clients through every stage of the process—whether building a multimillion-dollar custom home, purchasing a high-end residence, remodeling an existing property, or preparing a luxury home for sale.
As a long-time Naples resident, Anna has a deep understanding of the city’s most desirable communities, including Park Shore, Moorings, Coquina Sands, Seagate, Old Naples, and Royal Harbor. Her approach blends design vision, investment insight, and market intelligence to deliver exceptional results for clients seeking elevated coastal living.
For buyers, sellers, and investors who want a trusted advisor with development-level expertise, Anna offers a concierge, end-to-end experience—ensuring every project, purchase, or sale is handled with precision, strategy, and unmatched attention to detail.

Joseph Pappacoda is a Luxury Real Estate Advisor with a strong foundation in new home construction, high-end remodeling, project management, and financial strategy. As Vice President of Operations at Red Key Builders, Joseph has overseen the development and sale of numerous luxury residences across Collier and Lee Counties—guiding projects from initial site evaluation and budgeting through architectural planning, finish selections, contract negotiation, and investor relations.
Known for his structured, analytical approach, Joseph brings valuable experience in both real estate and construction. He is licensed in real estate, serves as a notary, and has his Florida State Certified Residential Contractor license pending, further strengthening his ability to manage sophisticated, high-value residential projects with precision and accountability.
Before transitioning into luxury development, Joseph worked at Gartner, Inc., an S&P 500 research and advisory firm, where he partnered with CEOs, CIOs, and C-suite executives to help them make informed, strategic decisions. This background sharpened his ability to interpret market trends, evaluate opportunities, and apply data-driven insights—skills that now enhance his work with luxury buyers, sellers, and developers.
Today, Joseph combines his real estate expertise with deep construction knowledge to deliver a highly informed, turnkey advisory experience. Whether assisting clients in evaluating a purchase, sourcing a prime lot for development, analyzing remodel potential, or overseeing a new construction project from concept to completion, Joseph provides unmatched professionalism, financial discipline, and long-term value.
Selling your home with me means partnering with a luxury real estate advisor who understands far more than pricing and marketing—I understand the true value of your home from a builder and developer perspective. With 15+ years in construction, remodeling, and luxury development, I know exactly which features increase buyer demand, how to position your home for maximum impact, and how to negotiate from a place of expertise. My marketing is targeted, elevated, and tailored to Naples’ high-end buyers, ensuring your home sells faster and for the highest possible price.
Buying a home with me means more than choosing the right property—it means having an advisor who understands how a home is built, what it’s truly worth, and how to protect your investment long-term. With 15+ years as a builder and developer, I evaluate every home with a trained eye for construction quality, hidden issues, renovation potential, and resale value. I guide you through the best neighborhoods, the smartest opportunities, and the properties with the strongest future ROI. My goal is to ensure you not only find a beautiful home, but the right home, with confidence and expert insight at every step.
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