Hello, and thank you for visiting! As a seasoned real estate professional and Broker-Owner, I bring a wealth of knowledge and experience to the Florida Keys market. I’ve been a proud Florida Keys homeowner since 2001 and have held my real estate license since 2004. With deep roots in the community, I am truly a Florida Keys expert and local.

My specialty lies in the Middle Keys, particularly Marathon and Key Colony Beach, but I am well-equipped to serve buyers and sellers throughout the entire Florida Keys. Whether you're looking to buy your dream home, sell your property, or simply explore homeowner resources, my goal is to provide you with exceptional service and trusted guidance at all times.

I consider the Florida Keys an incredible place to live and would love to share my enthusiasm for its unique neighborhoods and lifestyle. My commitment to delivering unparalleled service ensures that I build long-lasting relationships with my clients.

Please feel free to contact me directly to discuss how I can best assist with your real estate needs. I look forward to working with you!

Sincerely,

David Grego

REALTOR®, GRI

2018 Marathon & Lower Keys Association of Realtors Board President

2018 MLKAR Realtor of the Year 

Past President and Active Member of the Marathon Rotary Club #4459 

Graduate of Leadership Monroe County, Class XVIII

During David's real estate career he was consistently ranked Top 5 Highest Producing Agents & Top 20 Highest Producing Brokerages in the Keys

Fun Fact: David appeared on the HGTV Beach Hunters The Florida Keys House Hunt Episode with the Buyers of our “Life’s A Beach” Vacation Rental Home.

Click here to read my reviews!

Click here to check out our educational videos on YouTube

Carly has worked alongside David since 2016 helping to coordinate many of the listing aspects for the sellers as well as assisting potential buyers. Carly focuses on listening to the needs of the client and paying close attention to detail.  Prior to her real estate career Carly worked as a licensed veterinary technician for many years.  Her patience and attentiveness to the needs of her patients has carried over into her real estate career.

I moved to Marathon in 1987 from Illinois. Marathon has always been special to me as my grandparents lived here when I was a child. I met David Grego in 2006 when my husband and I were selling our home. After living here so long we knew too many realtors and didn't want to combine friendship with business. We decided to hire David because we didn't know him! After working as a Certified Medical Assistant for many years I left the field in 2017 and started working for David. I work as David's assistant and part time office manager.

As a longtime local and dedicated real estate professional serving Marathon and the Florida Keys, I find few things more rewarding than helping buyers and sellers navigate one of life’s most exciting investments.

For sellers, I take pride in showcasing your property in its best light, using strategic marketing and local expertise to ensure a smooth and successful sale.

For buyers, I love connecting with people, learning their stories, and finding the perfect property to match their dreams—whether it’s a forever home, a vacation retreat, or a lucrative rental investment.

Real estate represents something different for everyone. For some, it’s a place to create lasting memories with friends and family. For others, it’s financial security through income-producing property. No matter your goals, I would be honored to guide you through every step of the process.

Born in Clearwater, Florida, I was raised in Chicago but always felt drawn back to the sun and sea. In 2015, I followed that calling and made Marathon—nestled in the heart of the Florida Keys—my permanent home. Now, as part of the dedicated team at Island Breeze Realty LLC, I’m here to help you live, work, play, and invest in this incredible paradise.

Let’s make your Florida Keys real estate dreams a reality!