About Robert

Welcome to Bailey Property Management

Team Bailey Values & Philosophy

Enduring Values, Progressive Practices

We are a team of driven entrepreneurs who are committed to the real estate industry and our clients. The foundation of our company is built on a deep-rooted culture that values integrity, teamwork, personal empowerment, and giving back to the community. This strong foundation allows us to continuously evolve our systems and practices, keeping Bailey Properties and our REALTOR® Associates ahead of new technologies and client expectations. We do this while staying true to our values and our mission. Learn more about our career development.

Our Mission: We will attract, develop, and support the best team of real estate professionals in the county. Our team of REALTORS® will be known for providing the highest level of professional service to help clients achieve their real estate goals.

A Message from Paul & Robert

We strive to have the most knowledgeable REALTORS® in the business available for the clients of Bailey Properties. Our REALTORS® have a current understanding of the real estate market and the tools to deliver the best possible real estate experience to their clients. Specializing in Coastal California we represent a wide diversity of properties and work diligently to manage your real estate transaction to a successful close

Our regional and global partnerships empower Bailey Properties to provide concierge level service to our clients that no other local real estate company can offer. We love our work and have a talented, engaged team that works at the highest level. Together we strive every day to improve the real estate services that we deliver to our clients and associates throughout Santa Cruz County, the Monterey Bay Region, Silicon Valley, and beyond.

Bailey Properties has the exclusive membership in Luxury Portfolio International© and Leading Real Estate Companies of the World© for Santa Cruz County. This membership enables our consumers to have a worldwide reach for their real estate needs through which they are assured of working with the best real estate professionals. Membership in these programs is limited by qualifications that include knowledge of the market place, and sales production in the top tier of the area. Simply put, the best of the best.


While earning a degree at San Jose State University Robert was holding open houses on weekends.  At the time of graduation he was already well on his way to a successful 
real estate career.  
Robert is well regarded in the real estate industry.  He was the 2002 President of the California Association of REALTORS®, and has served on many National Association of REALTOR® committees, testified before Congress, and remains active on several committees.  Robert is a Past Chair of Ziplogix, the nation’s largest supplier of real estate electronic forms and forms technology. He also is former Chair of Real Estate Business Services (REBS), a subsidiary of the California Association of REALTORS®. 
Robert is currently serving this third year as Chair of MLS Listings, which serves over 16,000 REALTOR® members of San Mateo, Santa Clara, Santa Cruz, and Monterey Counties.  
Along with management of Bailey Properties Inc. he is also a national speaker on the real estate industry trends and MLS issues. 
Robert has lived in his home in La Selva Beach with his wife Lillie for over 25 years where they raised their two children Amy and Nicholas. Robert and Lillie enjoy spending time at baseball games, and working in their garden and orchard. Robert also tends to his over 100 year old red wine vinegar barrels that he inherited from his grandfather.