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Matthew Littlefield

REALTOR®

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A little about me...

My name is Matt Littlefield and Hampton Roads has been my home for the past twenty five years. I was first brought to this incredible community when I served in the U.S. Navy during the events of 9/11, and what began as a duty station quickly became the place where I chose to put down roots and raise my family. Today, I’m honored to serve the area as a dedicated and trusted real estate professional.

Before real estate, I built a career grounded in precision, integrity, and problem-solving. I served as an Avionics Technician on the F-14 Tomcat and later worked as a nuclear reactor services electrician. These experiences shaped my strong attention to detail, work ethic, and ability to stay calm and focused during complex situations—skills that translate directly into protecting my clients’ best interests.

Using my GI Bill, I earned a bachelor’s degree in business with a specialization in marketing and went on to become one of the top-producing sales representatives for a local Virginia Beach company. This background gives me a deep understanding of pricing, negotiation, marketing strategies, and the ever-changing real estate market—tools I use every day to help my clients succeed.

I proudly serve the Hampton Roads community as a member of The Bryant Group and our experienced support staff.  Together, we handle every detail of the real estate process to ensure smooth, efficient, and successful transactions. 

My mission is simple: to provide exceptional service, clear communication, and trusted guidance to the people I serve.

Thank you for the opportunity to be of assistance to our Hampton Roads community. I look forward to working with you and helping turn your real estate goals into reality.

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    "Matt was incredible. Helped my wife and I when we had to move.He was very knowledgeable about the area, professional and persistent to get things done in a timely manner. Once again I cannot thank MatRead MoreRead Less
    "Matt helped me buy my first home. It felt like having a team of attorneys with me everyday of the process. On days when I put the stress of home buying out of my mind to relax, Matt was aggressively nRead MoreRead Less
    "Matthew is an excellent Real Estate Agent that we were so very lucky to have met as my family and I were planning to relocate from San Diego to Virginia for a new job opportunity. From start to finisRead MoreRead Less
    "We cannot recommend Matt enough! From start to finish, he went above and beyond to make the entire process smooth, stress-free, and even exciting. His professionalism, deep knowledge of the market, anRead MoreRead Less
    "Had an amazing experience working with Matthew and his team. He made the home buying process easy to understand and was able to help us find our dream home."

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