Highland Beach offers a peaceful and calm environment with predominantly single detached homes and townhouses built around 1982. The neighborhood features spacious residences, often with three or more bedrooms, providing comfortable living options. Residents have access to several restaurants, enhancing local dining opportunities. Elementary-level private and public schools serve the area, adding to community resources. While green spaces are not abundant within the neighborhood itself, nearby parks offer attractive options for outdoor enjoyment. The streets maintain a quiet atmosphere, contributing to a serene setting. Convenient parking and easy car access support travel throughout the surrounding community.
People who prefer a calm environment will enjoy Highland Beach. Most areas in Highland Beach are especially quiet, as noise from streets and other parts of the city is rarely an issue. Parks aren't well-situated, making it occasionally hard to access them. Despite that, residents will be able to access green spaces in nearby neighborhoods.
Parks, schools, dining, and what makes this neighborhood special
This private, resident-only stretch of beach along the Chesapeake Bay offers stunning waterfront views and a peaceful atmosphere, making it the heart of leisure and social life in this historic African American-founded community.
Winding through the neighborhood, this trail features interpretive signage about Highland Beach's rich history—notably its founding in 1893 as a summer retreat for Black families and intellectuals, including Frederick Douglass’s descendants.
The original summer home of Charles Douglass, son of Frederick Douglass, ‘Twin Oaks’ is a National Historic Landmark and an enduring symbol of Highland Beach’s origins and cultural significance.
Located at the center of the neighborhood, this small green space serves as a communal gathering point and hosts local events, with a playground and benches inviting peaceful relaxation under shade trees.
Serving as the civic heart of the community, the Town Hall on Bay Avenue is where council meetings and community activities take place, reflecting the self-governance and active, close-knit spirit of Highland Beach.
Things to do, events, and what's happening this month
A beloved local fundraiser offering all‑you‑can‑eat crabs, sides, and drinks—perfect for Highland Beach residents craving Chesapeake Bay flavor while supporting Annapolis nonprofits.
View event details →Enjoy live waterfront music just a short drive or bike ride from Highland Beach—ideal for families or friends looking for a relaxed summer evening by the bay.
A family‑friendly historical event celebrating Revolutionary‑era women and their stories—great for history buffs and community-minded Highland Beach families.
Meet costumed interpreters portraying local Loyalist women—a fun, educational outing for children and adults in Highland Beach interested in living history.
A high‑energy action sports show offering exciting stunts and spectacle—perfect for adventurous families or teens from Highland Beach looking for thrills.
A series of classical music concerts at nearby Maryland Hall, offering cultural enrichment and elegant summer evenings for Highland Beach residents.
Stories, updates, and things to know in Highland Beach
Local characteristics and demographics for Highland Beach
