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The best way to find top real estate agents in Highland Beach, MD

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Highland Beach, MD real estate

Compare top Highland Beach real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2025. *


* 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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Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“After speaking with Tyrone, it's clear he possesses the experience, expertise, local market knowledge and professionalism I was looking for in a realtor. Throughout the entire home buying process he patiently listened to me and quickly understood what my needs were in terms of amenities, community, location, proximity to work, and convenient access to shopping, dining entertainment, etc. And when it came to preparing and presenting our offer, it was collaborative because he valued my input! He had the foresight to establish rapport and an open line of communication with the listing agent early on in the negotiation phase, which helped tremendously! Aside from being a top tier real estate professional, Tyrone is good people...he's an honest guy and his integrity is beyond reproach!!! I recommend him highly, without reservation.”

Clay · Columbia, MD

Photo of Tyrone Eugene
CENTURY 21 Envision
“The service was great, and for the agent, you couldn't ask for anyone better.”

John E. · Pittsville, MD

Photo of The Harrington Group
Coldwell Banker Realty
“Realtor Kerry Foley is an exceptional agent. She is completely 'buttoned up' on every detail of the home buying process. She has every detailed piece of information at her fingertips and offers insightful advice about properties including condition, market comparisons and neighborhood insights.”

Robert S Scanlon · Annapolis, MD

Photo of Kerry Foley
Keller Williams Select Realtors
“I loved John and Susan like they were my own family! Absolutely loved working with them! Communication was great and just the experience from start to finish was amazing! I would highly recommend John to anybody who needs a realtor! Words can't express nor describe what a wonderful experience I had working with John and Susan! They deserve the highest level of appreciation! Thank you for aligning me with them through my sale! The world needs more people like John and his sister Susan in the realtor community! Hugs to them!”

Chari G. · Pasadena, MD

Photo of John Collins
Long & Foster Real Estate Long and Foster Real Estate, Inc.
“Matt Arnold is a superior agent. He helped me sell my home and buy my new home. Matt made the process happen quickly and seamlessly. I would highly recommend Matt to everyone.”

Cathy Y. · Odenton, MD

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REAL Brokerage LLC
“The service was awesome! I had no issues, unlike others that I've dealt with in the past. They were a huge mistake until I found Agent Pronto. The agent I worked with was excellent, professional. And to be honest, I am now able to call him a friend! ”

Brian F. · Capitol Heights, MD

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eXp Realty The Keri Shull Team
“All my communications were prompt and very courteous. My agent, Mark Hewitson, couldn't have been more attentive or helpful from beginning to closing, even though my purchase was relatively modest.. Absolutely excellent service. I would recommend him completely.”

William B. · Hagerstown, MD

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RE/MAX Realty Plus
“Pitina was fast and effective.”

Roberta L. · Randallstown, MD

Photo of Pitina Stucky De Juan
Berkshire Hathaway HomeServices
“Working with Gary was a great experience. He was was very helpful, knowledgeable, and patient.”

Irma M. · Baltimore, MD

Photo of Gary Addington
Cummings & Co. Realtors
“Agent Bode far exceeded my expectations as an agent. He represented me better than I could have ever imagined and my house sold without any hiccups. As far as I am concerned, he is the best agent in the DC area. Thank you so much for sending him to me.”

Jeffrey B. · Accokeek, MD

Photo of Bode Akinola
Paragon Realty

Learn more about what Highland Beach has to offer.

Highland Beach offers residents a serene waterfront community with scenic views, a tight-knit neighborhood vibe, and convenient access to parks, boating, and nearby amenities.

Highland Beach, MD real estate

Highland Beach blends storied heritage with serene, bayfront living. Founded in the 1890s by Major Charles Douglass, son of Frederick Douglass, this small seaside town remains proudly residential, with resident-only shoreline and sweeping views of the Chesapeake and Thomas Point. Just minutes from the nautical bustle of Annapolis and the quiet lanes of Bay Ridge, it offers a rare balance: unhurried beach days, dusk walks along the water, and quick access to regional dining, arts, and marinas in Anne Arundel County.

Local history is front and center at the Frederick Douglass Museum and Cultural Center, housed in the Douglass family’s Twin Oaks and serving as town hall, where exhibits and community programs celebrate the area’s legacy. Explore it via the Frederick Douglass Museum and Cultural Center website, and keep up with civic news through the Town of Highland Beach. Nature lovers gravitate to nearby Quiet Waters Park for trails, paddle launches, and dog-friendly areas, while expansive swimming beaches and picnic spots at Sandy Point State Park make for effortless day trips.

Families are served by Anne Arundel County Public Schools, including International Baccalaureate opportunities at Annapolis Middle and Annapolis High. Whether you’re drawn by the town’s peaceful shoreline, its unique African American history, or its easy connection to regional hubs, Highland Beach delivers a lifestyle that feels both private and connected.

Ready to make a move or list your home here? Agent Pronto can connect buyers and sellers with top-rated local real estate agents to help you navigate the market with confidence.

Frequently Asked Questions

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.


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