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
This four‑day festival brings a mix of free and ticketed songwriter performances throughout downtown Annapolis—ideal for Highland Beach residents seeking variety in local live music and community atmosphere.
A free, family‑friendly morning of open‑level dance classes including Zumba, hip‑hop, Latin, and fitness—great for engaging locals in active community fun near Annapolis Neck.
Annapolis’s beachside street bash with food, music, and festivities—perfect for a local night out with friends or family in a fun outdoor setting.
A neighborhood unity festival at People's Park celebrating local culture and community—ideal for residents looking to connect with Eastport and nearby neighborhoods.
A cultural street festival with food, beer, and live entertainment—great for Highland Beach residents seeking festive regional flavor just a short drive away.
A live concert by the Grammy‑winning trio at a popular Annapolis venue—ideal for locals looking for a high‑energy night of music in the heart of town.
Stories, updates, and things to know in Highland Beach
Local characteristics and demographics for Highland Beach
