We analyze thousands of real estate agents in Highland Beach and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Highland Beach offers residents a peaceful coastal lifestyle with pristine beaches, convenient waterfront amenities, and a tight-knit, welcoming community.
Highland Beach is a small, waterfront community on the Chesapeake Bay, known for quiet streets, resident-only beaches, and easy access to nearby Annapolis. With just a few blocks of walkable roads along the shoreline, daily life is shaped by the water, from sunrise views over the bay to evening strolls along the sand.
Despite its size, Highland Beach feels connected. Residents can reach the trails and historic grounds of Quiet Waters Park in minutes, or visit the nearby Annapolis Maritime Museum & Park to engage with local history and bay conservation. Everyday errands and dining are close at hand in Parole and Edgewater, where you will find grocery options, marinas, and casual waterfront restaurants.
Community life centers on the shoreline and civic pride. The Twin Oaks home of Frederick Douglass’s son stands as a meaningful local landmark, while nearby Annapolis Neck Library and Hillsmere Shores expand cultural and recreational choices. Families often look to schools in the Anne Arundel area, with county resources and transportation links shaping daily routines.
Because Highland Beach is compact and regulations protect its shoreline character, inventory can be limited and details matter. A local agent who understands flood zones, beach access rules, and surrounding neighborhoods can streamline decisions and reduce uncertainty. Agent Pronto connects buyers and sellers with Highland Beach experts who make each step more straightforward and less stressful.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Cameron was absolutely amazing. He helped me in my family find the perfect house. It was a long-term endeavor due to personal circumstances on my end. But he was patient and driven to help me in my family find a house. I cannot recommend Cameron enough. Professional honest and down to earth. Best realtor I've ever dealt with.”
“I highly recommend Mark! As a first-time homebuyer, I couldn’t have asked for a better realtor. He was attentive, patient, and available every step of the way, whether during the day, late at night, or even on weekends. What I appreciated most was that Mark took the time to educate me throughout the entire process, answering my questions and helping me gain confidence in every decision. His years of experience, knowledge, and insight truly made a difference. Mark genuinely cares about his clients and goes above and beyond to make the home-buying experience as smooth as possible. I’m extremely grateful for his guidance and would absolutely recommend him to anyone looking to purchase a home!”
“Diane is a wonderful agent. She is very professional, courteous and knowledgeable agent. Recommend her as a excellent agent that goes above and beyond to get the job done.”
“We couldn’t have asked for a better team than The Legal Team of Long & Foster. Stephanie Maric and Robin Covington guided us through every step of selling our home with professionalism, warmth, and real expertise. Their staging advice was a game-changer. They knew exactly how to make our home feel inviting, and buyers responded. We went under contract just five days after listing, and the contract was ratified within five days. That kind of result doesn’t happen by accident; it comes from a team that knows the market and knows how to present a home. Selling a house can be stressful, but Stephanie and Robin made it feel easy. If you’re thinking of selling, I can’t recommend The Legal Team highly enough. Thank you both!”
“Outstanding Jerrod is Very knowledgeable about the property and informative. He was on time for each appointment available for any questions I had and give responses right away. Wonderful experience working with him. Jerrod . I will recommend his services to anyone I know that is in the market to purchase a new home.”
“"We can't recommend Pitina and her team at Sotheby's highly enough. We first had the pleasure of working with Pitina about ten years ago, and she left such a lasting impression that when it came time to sell our home, there was no question who we'd turn to. From listing to closing, she handled every detail with professionalism, warmth, and care. Our condo sold quickly, and the closing went beautifully smooth. And we have to give equal credit to her executive assistant, Christina, who was absolutely aces, coordinating everything seamlessly and keeping the entire process on track from start to finish. Together, Pitina and Christina make an exceptional team. If you're buying or selling, you'll be in the best possible hands. Highly recommend!"”
“Karen was Great in every way, i am not to good with words i just would like to say, If i would buy another house i would go with Karen again 100%. Karen is professional, a great listener, We bought the house we wanted at the price we wanted .Thank you Karen again for all that you did for us.”
“Vinny and his team were outstanding helping me sell my house and buy my new house in 2023. Thank you for a smooth transaction from selling to purchasing to moving. Highly recommend Vinny and his team.”
“I recently purchased a home. My realtor was Erin. She was the best. I had not dealt in real estate in a while. I was a bit nervous. Erin guided me through the process with great patience and professionalism. Her knowledge of the industry is top notch. She interacted with the seller agent, contractors, inspectors, closing agents, loan officers, et al. I was so fortunate to have her. She is GREAT!!!”
“Working with Jamie has been such an amazing experience! She is super attentive to what we wanted in a home and was wonderful at communication with her timely responses to our questions throughout the process! We found our very first home with her and are so excited to move in! My husband and I would most assuredly recommend her to anyone who wants the best in this field!”
“We have had the pleasure of working with Jim and Winning Edge Real Estate not once, but twice over the past 20 years. He helped us sell and purchase our home 20 years ago, and when it was time to do it again recently, there was no question that we wanted Jim to be our agent. Jim is incredibly knowledgeable, professional, and dedicated. He was always available whenever we needed him and guided us through every aspect of the process with patience, experience, and genuine care. His strategy for selling our home was extremely effective, and thanks to his expertise, we were able to sell our house in a remarkably short period of time. What impressed us most, however, was that Jim's commitment did not end when the house was sold. He personally spent his valuable time helping us sort through and get rid of unwanted items, going far beyond what anyone could reasonably expect from a real estate agent. That kindness and generosity truly meant a lot to us. Jim is not only an outstanding real estate professional, but also a wonderful person who genuinely cares about his clients. We are extremely grateful for everything he did for us and would wholeheartedly recommend Jim and his Winning Edge agency to anyone looking to buy or sell a house. We feel very fortunate to have had Jim by our side once again!”
“Kerry was extremely patient and very helpful in following through with questions. She always sent new listings that might be of interest as they came on the market. Even after the sale when we had concerns she addressed all of our questions.”
“Kevin was an exceptional realtor. He was able to find me a great offer that got to close in just a few weeks. He listened to what I wanted and delivered above expectations. Would highly recommend this realtor to anyone looking to buy or sell their property!”
“It was an absolute pleasure working with Bryan. His knowledge of the area was instrumental in first helping us lock down a potential location. His expertise in all the inner facets of houses also helped us gain more information. Whenever we had potential options, his responsiveness was always above and beyond expectations. In between searches he would always preach an open door policy in asking questions. When we were looking over potential offers he would provide helpful guidance that eventually helped us find our home, which we love. We would highly recommend him in any future search.”
“We have moved and purchased several homes in the past 3 years. For our home in Delaware, we were very luck to find Dale. As we all know, the stress of finding a home and then moving can be overwhelming. This is where the professionalism, knowledge, and practical experiences of Dale took over. If he didn't have an answer (very rare) he would research and present the best solution. Without a doubt, Dale is the best Real Estate Partner that we have ever worked with in our home search. You and your Family will benefit working with Dale.”
“Gene was excellent helping me sell my home. He and his team made things super easy, barely an inconvenience. I would use him and his team in the future!”
“Mark was fantastic to work with as our real estate agent. He was always quick to respond to questions, thorough in his explanations, and knowledgeable every step of the way. He made the process smooth and seamless from the buying of our new home to the selling our old home. We appreciate his professionalism and expertise and would highly recommend him to anyone buying or selling a home.”
“I recently had the pleasure of working with Megan to sell my mom's home, and I truly can't say enough wonderful things about her. I would not hesitate for a second to work with her again. Megan is absolutely amazing! From day one, Megan impressed me with her knowledge of the local real estate market, her professionalism, and her resourcefulness. My mom’s home was sold through an estate sale that came with plenty of unexpected challenges, but Megan handled every single one with calm confidence, kindness, and expertise. No matter what issue came up, she never got flustered. Instead, she dug in, found solutions, and kept everything moving forward. Her resourcefulness and determination made all the difference. One of the things I appreciated most was how great Megan was at keeping our family informed every step of the way, regularly checking in and making sure we always knew what was happening. She was always available and ready with great advice and, best of all, solutions!! Megan helped us with finding repairmen, plumber, and she shared lots of options to quickly clear out the house, incredible! Knowing she was working tirelessly in our corner gave me tremendous peace of mind. Beyond her expertise, what truly sets Megan apart is that she genuinely cares about her clients. She always advocated for our best interests, worked relentlessly on our behalf, and treated our family with kindness, patience, and respect. Thanks to her hard work, the house was sold so quickly, I couldn’t believe it. At the end of this process, I feel that Megan is more of a friend than our realtor. If you're looking for someone who is knowledgeable, incredibly hardworking, compassionate, and a true advocate for her clients, I can't recommend Megan highly enough. She is the BEST!!”
“We had an exceptional experience working with Laura Anderson during a very difficult time for our family. After losing our father, we needed to sell our mom’s home in Maryland while living in Virginia, and Laura was truly a lifesaver. We first connected with her about six months before listing, and she immediately provided clear, practical advice on how to prepare the home for sale. She went above and beyond by coordinating with vendors on our behalf, which saved us countless trips back and forth. Laura was responsive, compassionate, and always had our family’s best interests in mind. Thanks to her expertise, she was able to secure a great outcome for our mom. We’re incredibly grateful for her support and highly recommend Laura to anyone looking for a knowledgeable, trustworthy realtor.”
“Denise is absolutely amazing! I have had the pleasure of working with her through 7 different sales and purchases, and I truly couldn’t imagine trusting anyone else with such important decisions. She is incredibly knowledgeable, professional, and always goes above and beyond to make the process as smooth as possible. One of the things I appreciate most about Denise is her patience. I have asked countless questions throughout the years, and she has always taken the time to answer every single one with kindness and understanding. She makes you feel supported, informed, and confident every step of the way. Whether buying or selling, Denise is someone you want in your corner. Her dedication, communication, and genuine care for her clients set her apart. I am so grateful for everything she has done for me and would highly recommend her to anyone looking for an exceptional realtor!”
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Highland Beach. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Highland Beach Realtor® or real estate agent today.
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