A former award-winning financial advisor, Dean Matthews managed portfolios exceeding $100 million at Raymond James & Associates and Bank of America Investment Services before transitioning into real estate over 14 years ago. He began his real estate journey as an investor, acquiring, renovating, and reselling homes—gaining hands-on experience and a deep understanding of the market from the ground up.
Today, Dean specializes in luxury real estate across Jupiter, Palm Beach Gardens, North Palm Beach, and Singer Island. He leverages his extensive background in finance, sales, marketing, and digital media to deliver a sophisticated and strategic approach tailored to each client. His passion for real estate and the Florida lifestyle is evident in the personalized service and local insight he brings to every transaction.
A longtime Jupiter resident, Dean offers clients an insider’s perspective on the area's history, neighborhoods, and waterfront opportunities. Alongside his wife and business partner Heather—his teammate of over 25 years—Dean offers private tours of the area, including complimentary boat excursions to showcase waterfront homes from the most compelling vantage point.
Dean holds a B.A. in Business and Finance from Florida Atlantic University. In his free time, he enjoys boating, golf, and basketball, and values time spent with Heather and their three children.
Discover our expertly curated collection of properties for sale. With a focus on quality and value, we offer some of the best properties on the market.
Dean was absolutely outstanding. We were very difficult clients, as my husband and I couldn't get on the same page through the house hunting process. He was so patient and helpful and ended up finding us a home we both could agree on. He was knowledgeable of the market and knew every agent and truly were respected by everyone we came into contact with. His experience and knowledge of ...
N Wolff
Dean helped us sell our house and also buy our new house. He was very professional to work with, knowledgable about the markets where we were selling and buying, and got us out of our old home and into our new home quickly. He was able to create lots of interest in our prior home and got us a great price (even before the market was hot). He helped us find our family’s dream house. We ...
Christa McCann
Dean is incredible to work with. He helped us with the sell of our first house and purchase our current home. Hy worked hard to get great value for us on the sale of our house. Communication on showings and any news we needed regarding our house was prompt. He helped us on finding our new home that fit all of our needs and wants. Every step we took was seamless and so easy thanks to t...
Matt H
Hands down, without a doubt the easiest review I could write. We have worked with Dean and Heather for many years now. They have made the sale of our last few homes the highest sales price per square foot in the entire community. A stat which held for quite some time until a normal market shift took place. Unlike most relationships you hear about when someone says, “I have the best re...
Guy Cosmo
Dean and Heather are incredible real estate agents. They are extremely knowledgeable about the Palm Beach area and were instrumental in helping me choose where to live when my family and I relocated to Florida. I would not hesitate to recommend them to anyone. When you work with Dean and Heather, you are in good hands. I am grateful to have had them as my agents.
Katerina Viciana
