Bobby Hewitt
Lic. Florida Real Estate Broker

Bobby is a native of Orlando having graduated from Lake Highland Prep in 1984 and then the University of Florida in 1989. Following an 8 year career in coaching basketball and teaching, he entered the real estate business working on property management, commercial leasing, multi-family management and residential sales and development. He started Hewitt Residential in 2001 as a compliment to the family commercial brokerage, Hewitt Properties. Bobby has been a multi-million dollar producer in residential sales for several years. In 2010 with his brother Thomas' help, he explored better ways for the brokerage to service their residential clients. The result of that is a streamlined website that gives both Buyers and Sellers the power of the internet and the best of residential real estate on the web all at "The 2000's were great for us and our clients, but we believe with the research and work we have done in regards to technology, we have put ourselves out front for many years to come." Bobby has been married to his wife Beth since 1996, and has two children, Hunter and Sarah Beth. 

Thomas Hewitt
Lic. Florida Real Estate Broker

Thomas is a second generation Orlando native who resides there with his wife and two children. Upon graduation from the University of Florida Thomas moved home to join forces with his Dad and brother building up their over forty year-old real estate agency to an even stronger portfolio of commercial and residential properties. Thomas is a Licensed Florida Real Estate Broker and a member of the Orlando Board of Realtors. Very few people can say they love what they do and Thomas feels blessed to be one of those people. After a decade of being involved in all aspects of real estate including, residential sales, appraisal, property management, commercial leasing, transactional agent, commercial developer and residential developer Thomas feels confident in all aspects of his career. The combination of his educational and professional background taken with his knowledge of the greater Orlando area places him in a unique position to respond to your every real estate need.

Endsley Hewitt

Upon earning her Journalism degree from the University of Florida, she married her college sweetheart, Thomas and moved to Orlando. Over the last several years Endsley primarily worked as a fashion model for companies such as Neiman Marcus, Saks Fifth Avenue, Dillard's and Tiffany and Company. During this time she began marketing for Hewitt Residential on social media platforms such as Facebook and Instagram where she continues to provide Real Estate sales tips and home design inspiration for their clients. It was shortly thereafter that she went on to receive her Real Estate License.  Within the first year of licensure she was Gold Key Certified, the highest ethical designation for Realtors and completed the Graduate Realtor Institute GRI, an in depth designation in Real Estate which elevates her knowledge on technical subjects as well as fundamentals of the real estate business. Endsley has lived in Winter Park for almost 20 years, where she and Thomas have been raising their two sons, Watson and Pierson. She is extremely knowledgeable of this rapidly developing market and passionate about the city she loves. Her expert eye of home and interior design and relationships she builds with her clients provides a selling and buying experience her clients say they love working with.

Jan Pierce
Lic. Florida Real Estate Sales Associate



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Hewitt Residential | 407-960-6900 | Contact Us
1353 Palmetto Ave #102 - Winter Park, FL 32789
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