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 free, family‑friendly day of youth orchestra performances, crafts, instrument petting zoo, and college info—perfect for local parents looking to inspire kids musically and enjoy live music close to home.
View event details →A weekly market offering fresh produce and artisan goods right in Annapolis, ideal for residents to support local farmers, grab weekend groceries, and enjoy a community feel.
View event details →Exciting aerial displays by the Blue Angels over Annapolis during USNA’s Commissioning Week—a striking spectacle for families and aviation fans, easily viewable from nearby neighborhoods.
A beloved tradition where residents decorate downtown shopfronts with handmade May baskets of fresh flowers—an uplifting stroll for Highland Beach locals wanting seasonal charm and community spirit.
View event details →An all‑day festival featuring handmade crafts, local music, food, and a beer garden—great for families and crafts lovers seeking a vibrant local arts scene within easy reach.
Stories, updates, and things to know in Highland Beach
Local characteristics and demographics for Highland Beach
