Caleb Pringle – Condominium, Probate, Real…

About the Attorney

Caleb Pringle is a top-rated probate and estate attorney in Florida, specializing in estate planning laws in Naples, Fort Myers, and Port Charlotte. With a background in real estate law, administrative law, and homeowners’ association issues, Caleb is well-equipped to handle a wide range of legal matters related to condominiums, probate, and real estate. As a board-certified lawyer, Caleb brings a high level of expertise and professionalism to every case he takes on. Whether you are dealing with probate proceedings, estate planning, or issues related to your homeowners’ association, Caleb Pringle is dedicated to providing easy and effective legal solutions for his clients in Fort Myers, Florida. Trust Caleb Pringle to guide you through the complexities of probate and estate law with skill and compassion.

Practice Areas

Estate planning attorney Real estate attorney

Client Reviews

Gail
10/12/2026
				I’m writing this on behalf of my mother, who was the client. Before she had even decided to hire Strayhorn & Strayhorn, Attorney Strayhorn took the time to speak with her, my daughter, and me on a call and explain several things we had questions about. We appreciated that he gave us his time before my mother made a decision. My mother’s first meeting with attorney Caleb W. Pringle and paralegal Kristine Myers was also very positive. Kristine arranged the meeting, was punctual, and answered my mother’s questions clearly. Those conversations gave my mother confidence that she would be listened to and advised carefully about her case.
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Steve Sanders
8/20/2026
				I briefly worked with Caleb Pringle on handling my father's estate. Caleb was friendly and reassuring but most of the time I worked with Kristine Meyers (paralegal). Kristine was very professional, efficient and helpful in managing the probate proceedings, I am grateful that she worked with me for the entire year that it took. The only reason that I gave four stars instead of five is that I had a couple of encounters with a woman (presumably receptionist) whose attitude nearly ruined my entire week. I don't understand why anyone with that kind of attitude is in a position where the first encounter you might have at the Marco Island location.
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A O
9/29/2021
				Caleb is that type of a lawyer, whose ethics, compassion, and professionalism surpass the majority of others in this field, if not all. I've worked with various lawyers nationwide for business and personal matters, but haven't met anyone who would be on par with Caleb. It was a delight working with him. I highly recommend Caleb for any real estate needs. Bravo!
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Angelina Ols
9/29/2021
				Caleb is that type of a lawyer, whose ethics, compassion, and professionalism surpass the majority of others in this field, if not all. I've worked with various lawyers nationwide for business and personal matters, but haven't met anyone who would be on par with Caleb. It was a delight working with him. I highly recommend Caleb for any real estate needs. Bravo!
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An O
9/29/2021
				Caleb is that type of a lawyer, whose ethics, compassion, and professionalism surpass the majority of others in this field, if not all. I've worked with various lawyers nationwide for business and personal matters, but haven't met anyone who would be on par with Caleb. It was a delight working with him. I highly recommend Caleb for any real estate needs. Bravo!
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