REALTOR® | Multi-Million Dollar Producer | Luxury Waterfront Specialist

Matthew Kester

Matthew Kester, REALTOR®  | Multi-Million Dollar Producer | Luxury Waterfront Specialist

  • National Association of REALTORS®
    • Central Florida
    • Treasure Coast
    • Tampa Bay Area
    • South Florida
  • Experienced in Luxury Hospitality

Matthew joins The Real Estate Collection after extensive expertise in the hospitality and service industry. This coupled with his knowledge and experience in Luxury Senior Living has led him to value the importance of understanding and listening to his customers, solving problems while adapting, continuing to help others, and working hard to make people happy. His education at the University of Central Florida in Business Management brings professionalism, critical thinking, and effective collaboration while having diligence and being detail-oriented.

Matthew has lived in Florida for the past 16 years. He spent most of those years on Florida’s Treasure Coast while living in Vero Beach, Florida. After moving to West Orange County a few years ago, he continues to be amazed by all that Central Florida has to offer. 

Matthew is a big Tampa Bay sports fan. When not working, he enjoys Lightning hockey, Bucs football and Rays baseball. He also enjoys exercising, reading, dining out, being at the beach or on the water, and spending time with his friends and family, who are spread out across the state of Florida.

Matthew is passionate about Real Estate and believes in forming life-long relationships. Matthew is honored to join The Real Estate Collection and is excited to help buyers and sellers with all their Real Estate needs.

Office Location: 100 West Plant Street, Winter Garden
Office Phone Number: 407.656.7814


I recently worked with Matthew Kester and his TC, Elena @ The Real Estate Collection on a transaction and they were really great to work with. The communication was on point through the entire process! I am looking forward to working with you again in the future.


I cannot praise my agent, Matt Kester enough for his unbelievable customer service, professionalism & overall willingness to do whatever it takes for his clients. We had such a hard time finding a home in this insane market, if it wasn't for his relentlessness, I believe we would've never found the perfect home for our family. I can't thank him enough for everything he has done for us. Please, if you are looking to purchase a home or sell your home, definitely contact Matt. You will not be disappointed. 5 STARS!!!

Anthony Polito

The entire team was great from every aspect. Our agent Matthew Kester, I cannot praise him enough. From our first conversation I knew this was the person I wanted as our agent. Thank you a million times over

Steve Carabelos

We want to thank Matt Kester for being our dedicated Real Estate Agent for us! From the moment we met Matt we felt in very good hands helping us on our journey of a home purchase during a volatile real estate period. Matt drove to endless showings and communicated promptly the results of each home we wanted him to check out. We applaud Real Estate Collection of Florida for such a great hire! If we ever decide to sell our home here in Ocala, FL we will be in contact with Matt again.

Rebecca Hagebak

Matt Kester is the best realtor we have ever worked with! So patient kind and helpful with great suggestions! He answers his text and phone calls within minutes! He is the reason we selected your agency and has also sold several homes on our neighborhood! Our home will be listed within a couple weeks! Getting excited! Thank you!

Debra Sterk

Contact Matthew to help you with your next home.