Madison O’Bryan

A proud resident of Costa Rica for the past seven years, Madison offers clients an authentic, insider perspective on the Guanacaste lifestyle and the unique value of ownership in this extraordinary region.

Before relocating to Costa Rica, Madison helped lead a successful high-end construction business in Houston, Texas, where she worked closely with residential and commercial clients to bring sophisticated design visions to life. Her background in construction management, client relations, and project oversight has given her a sharp eye for detail and a deep appreciation for the craftsmanship, finishes, and service standards expected in the luxury space.

Madison is also a seasoned real estate investor, with personal experience in both residential and commercial markets across Texas and Costa Rica. This international perspective allows her to guide prospective owners with practical insight and a well-rounded understanding of the ownership journey, especially for those navigating cross-border transactions.

As Sales Concierge, Madison serves as a key point of contact for prospective buyers, ensuring a seamless and elevated experience from first inquiry through every stage of engagement. Known for her warm professionalism, responsiveness, and attentiveness, she is committed to delivering the highest level of service in alignment with the Waldorf Astoria brand.

Outside of work, Madison is an active member of the Guanacaste community and contributes to local philanthropic initiatives, including her ongoing involvement with Tank Tops Flip Flops, a nonprofit dedicated to supporting families through disaster relief, housing repairs, and community fundraising.

Madison’s passion for Costa Rica and its natural beauty is matched only by her dedication to helping others experience it. Her role on the sales team reflects her commitment to excellence, authenticity, and the art of luxury living.