About Diana Caballero


Diana is well-known in Puerto Rico’s social and business community and possesses an excellent understanding of the Puerto Rican real estate market. Diana is a lifelong resident of Puerto Rico and has vast experience in sales and marketing with a stellar track record since she started her career in the real estate business in 2003.  Since then she has managed 500+ transactions, including multi-million luxury properties in Condado, Culebra, Dorado, Guaynabo, Ocean Park, and Old San Juan. Clients include new Puerto Rico residents under Act 60 (previously Act 20/22), Opportunity Zone investors, corporate relocation, hospitality industry executives and well-known businesspeople and professionals from Puerto Rico.


A graduate of Regis College in Weston, Massachusetts, Diana worked in advertising, marketing, and public relations prior to becoming a real estate broker. She is completely fluent in both English and Spanish. Her background in marketing and advertising provide her with the skills necessary to effectively market your property. This puts your property in front of your target customer for a faster sale at the best price possible.


She is a skilled negotiator and is adept at knowing what to look for whether you’re searching for a residential, vacation or commercial property. She is able to guide you in all aspects of the property selection process, including market overviews, the various financial options available and helping you to choose the best course of action.  


Diana is committed to making your real estate transaction a pleasant and satisfying experience. Her goal is to build long-lasting and trusting relationships with her clients. When you work with Diana, she dedicates her time and talents to you and your best interests.