DENNIS FLEMING

Dennis Fleming – Owner & Broker of Oceanside Real Estate Group

Dennis Fleming is a trusted leader in the Los Cabos luxury real estate market, with over 15 years of experience helping clients navigate the complexities of buying and selling homes in Baja California Sur, Mexico. Originally from Portland, Oregon, Dennis moved to Cabo in 2008, drawn by the region’s stunning landscapes and unique lifestyle. Immersing himself in the local culture, he quickly built a successful career representing high-end luxury communities such as El Encanto de La Laguna, before founding Oceanside Real Estate Group in 2016.

As the Principal Owner of Oceanside Real Estate Group, Dennis focuses primarily on selling high-end luxury properties in exclusive golf and beachfront communities. His deep expertise spans across Cabo San Lucas, San José del Cabo, Cerritos Beach, the East Cape, and La Paz, ensuring that each client finds the perfect property to meet their needs. Dennis is also one of the founding Owners of Arch Cabo Luxury Rentals, a thriving luxury rental company, and the owner of Galeria 1505, a renowned art gallery situated in the heart of San José del Cabo’s gallery district, known for its vibrant Thursday Night Art Walk.

Dennis holds Conocer and NOM 247 certification, and he is a proud member of AMPI and NAR. His professional qualifications ensure that every client receives top-tier service, from initial consultation to closing. Whether you’re looking to buy or sell, Dennis brings a deep knowledge of the market, guiding clients with personalized attention and expert advice through every step of the process.

Over his career, Dennis has been apart of more than 500 real estate transactions, resulting in over $500 million in sales. His dedication to customer service, market expertise, and luxury living has solidified his reputation as a leader in one of the world’s fastest-growing luxury markets.

Outside of real estate, Dennis is a devoted husband to Renee and a proud father of four. His commitment to family, faith, and community is a cornerstone of his life. In addition to his professional endeavors, Dennis actively gives back by donating to important local charities in Los Cabos, reinforcing his deep connection to the area. In his free time, he enjoys golfing, fishing, off-roading, and relaxing with his family on the stunning beaches of Cabo. Looking ahead, Dennis plans to further grow Oceanside Real Estate Group and Arch Cabo Luxury Rentals, while continuing to give back to the community through his art gallery, charitable contributions, and other local initiatives.

Whether you’re searching for a luxury beachfront villa or looking to sell your property in Los Cabos’ exclusive communities, Dennis is here to make the process seamless and successful. Contact Dennis today for a personalized consultation to find your perfect investment or dream home.