Highland Beach, MD

Gutter Cleaning in Highland Beach, MD | All Pro Gutter Guards

At All Pro Gutter Guards, we are proud to serve the historic and culturally rich community of Highland Beach, Maryland, with our top-quality gutter cleaning services. Based just minutes away in Annapolis, MD, our locally owned and operated team delivers expert gutter maintenance to homeowners throughout Anne Arundel County, including the uniquely significant town of Highland Beach. Whether your home is one of the historic cottages overlooking the Chesapeake Bay or a newer residence along its tree-lined streets, we are here to ensure your gutters remain clean, efficient, and fully functional.

A Historic and Proudly Independent Community

Highland Beach is more than just a town—it’s a monument to perseverance, community, and Black excellence. Founded in 1893 by Major Charles Remond Douglass, son of abolitionist Frederick Douglass, the town was established as a summer retreat for affluent African Americans from Washington, D.C., and Baltimore. After being denied service due to their race at a nearby Bay Ridge resort, Maj. Douglass purchased a 40-acre tract of land with beachfront access and transformed it into a safe and welcoming haven for Black families seeking coastal recreation during the era of Jim Crow segregation.

What followed was a legacy unlike any other in Maryland: Highland Beach became the first African-American incorporated town in the state, gaining that distinction on May 12, 1922. Today, the town remains small, private, and proudly protective of its historic identity. With only about 60 homes and a population of 118 as of the 2020 census, Highland Beach continues to reflect the vision of its founders—an exclusive, serene, and dignified community on the shores of the Chesapeake Bay.

The Importance of Gutter Cleaning in Highland Beach

While Highland Beach’s size is modest, its weather and environmental conditions present big challenges to property maintenance—especially when it comes to gutters. Located right on the Chesapeake Bay, homes in this area are frequently exposed to coastal winds, salt air, heavy rains, and leaf buildup from surrounding trees. When left unchecked, clogged gutters can lead to:

• Water damage to siding and foundations

• Roof leaks and wood rot

• Flooded basements or crawl spaces

• Insect infestations and mold

• Erosion around home perimeters

At All Pro Gutter Guards, we specialize in protecting historic homes and waterfront properties from these issues with reliable, affordable gutter cleaning services. For a town with such architectural and historical significance, regular maintenance is not just about function—it’s about preservation.

Our Gutter Cleaning Services in Highland Beach, MD

We offer comprehensive gutter cleaning and inspection services tailored specifically for the needs of Highland Beach homeowners. Our process includes:

• Manual removal of leaves, branches, and debris from gutters and downspouts

• Water flushing to ensure proper drainage and detect any clogs

• Downspout inspection and clearing, including elbow joints

• Assessment for signs of wear, rust, or detachment

• Full cleanup of any debris removed from your roof and gutters

We treat every home with the same level of respect and professionalism, whether it’s a historic cottage like “Twin Oaks” (originally built for Frederick Douglass) or a modern home occupied by descendants of the town’s founders.

A Community of Legacy and Leadership

The significance of Highland Beach extends beyond its beautiful location. Over the years, it has been home or retreat to many influential figures including:

• Alex Haley, author of Roots

• Bill Cosby, actor and comedian

• Arthur Ashe, tennis champion

• Langston Hughes and Paul Laurence Dunbar, celebrated poets

• Paul Robeson, activist and artist

• W.E.B. Du Bois, civil rights pioneer

Even today, the street names—Douglass, Henson, Dunbar, Langston—honor leading African American voices of the past. The Douglass Summer House, listed on the National Register of Historic Places, stands as a tribute to the town’s founding values.

Highland Beach has always been about community pride, independence, and the refusal to accept exclusion. These are values we at All Pro Gutter Guards deeply admire. That’s why we’re honored to serve this town and help protect its legacy through our dependable services.

Locally Owned, Locally Trusted

From our base in Annapolis, All Pro Gutter Guards is just minutes away from Highland Beach. Our team is familiar with the weather, vegetation, and coastal conditions that affect gutter systems in this region. We pride ourselves on being responsive, respectful, and reliable—qualities that matter especially in a community that values tradition and trust.

As a locally owned business, we understand the importance of maintaining not just homes, but history. Gutter cleaning might seem like a small task, but when neglected, it can cause major issues. And in a town where many homes are treasured family properties passed down through generations, maintenance is preservation.

Schedule Gutter Cleaning in Highland Beach Today

Whether you're a longtime resident or a new homeowner in Highland Beach, MD, All Pro Gutter Guards is here to help you maintain the beauty, functionality, and longevity of your property. Don’t wait for the next rainstorm to find out your gutters are clogged—reach out to our team today.

We offer free estimates, flexible scheduling, and thorough service that’s trusted across Anne Arundel County.

Our Annapolis, MD Office Serves

• Annapolis, MD
• Parole, MD
• Timber Creek, MD
• Admiral Heights, MD
• Eastport, MD
• Annapolis Overlook, MD
• Arundel on the Bay, MD
• Highland Beach, MD
• Rolling Hills, MD
• Sherwood Forest, MD
• Crownsville, MD
• Riva, MD
• Edgewater, MD
• Londontowne, MD
• Winchester On The Severn, MD
• Herald Harbor, MD
• Arnold, MD
• Arden-On-The-Severn, MD
• Crofton, MD
• Cape St Claire, MD