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Eddie Matthews Oxford, MD Real Estate Agent Headshot

Eddie Matthews

Get To Know Me

Eddie Matthews is a seasoned full-time real estate agent with a wealth of experience. He has been a licensed Real Estate Agent with Benson & Mangold since 2002, serving Maryland's Eastern Shore from the Beach to the Bay. His expertise spans both listing and selling properties, with a successful track record of over 410 transactions totaling $300+ million dollars.
 
Eddie's extensive local knowledge is a valuable asset to his clients. With 62 years of living in the area, he possesses a deep understanding of the market and the community. His expertise extends beyond real estate transactions; he can offer recommendations on everything from home builders to home inspectors to decorators and lenders, ensuring a seamless experience for his clients.
 
Being born and raised on the Eastern Shore, Eddie has an intimate connection with the Chesapeake Bay and the surrounding waters. In his leisure time, he enjoys activities like crabbing, fishing, and hunting, further solidifying his connection to the region.
 
Eddie resides in Trappe, Maryland, with his wife, Cindy, their daughter, Isabelle, and their dogs Max and Addie. With his local expertise, extensive experience, and passion for the Eastern Shore, Eddie is a trusted partner for all your real estate needs in the area.
WHAT MY CLIENTS SAY

Working with Eddie Matthews was an exceptional experience from start to finish—and well beyond the closing. As buyers purchasing a home while our primary residence was out of town, we relied heavily on having someone we could truly trust on the ground. Eddie was absolutely that person and more. He consistently went above and beyond, serving as our local eyes and ears and proactively helping us navigate e...

— Jamie N.

WHAT MY CLIENTS SAY

We met Eddie completely by chance — from a Zillow inquiry on a Saturday morning to see a property that same day. Even though we’d never met, he happily showed up right away, and from the moment we noticed his NFL license plate bracket, we knew we’d get along! From day one, he was genuine, knowledgeable, and never pushy. When a family member was diagnosed with cancer, he told us to focus on family first a...

— David L.

WHAT MY CLIENTS SAY

Eddie was great to work with when we sold our home! He is very knowledgeable about the area and quick to respond. Would highly recommend working with Eddie if you are buying and selling a home!

— Marshalls

WHAT MY CLIENTS SAY

Eddie was the best realtor that I could ask for. His experience and local connections were the reason that the house was able to hit the market quickly and get a great contract secured quickly. Eddie is one of the best agents that I have worked with!

— Sarah R.

WHAT MY CLIENTS SAY

This is our second time working with Eddie, and he did a fantastic job. Signed on with him as our agent and went under contract within 2 weeks. Very professional and informative throughout the entire process, and had great communication.

— Sam W.

WHAT MY CLIENTS SAY

Eddie helped us through the process of purchasing a second home. His local knowledge and responsiveness were terrific. He is a pleasure to work with, and we would highly recommend him to others.

— Mike T.

Know Your Home's Worth

Home Valuation

Work With Eddie

Whether you’re buying your first home, selling a trust property, or navigating a probate sale, my goal is always the same: to provide honest guidance, strong advocacy, and a smooth experience from beginning to end. Real estate is about people, not just properties. I would be honored to help you take your next step.