About Pearson Roofing and Gutters in Saint Leonard, MD

Locally Owned Roofing Specialists Serving Southern Maryland Since 1999


Pearson Roofing and Gutters is a locally owned and operated roofing company serving homeowners throughout Saint Leonard and Southern Maryland. Owner James Pearson has been in the roofing industry since 1999, bringing more than two decades of hands-on experience to every installation, repair, and replacement project. As a family-owned and operated business, we approach each project with the care and attention you'd expect from people who understand that your home is one of your greatest investments.


We're licensed and insured, and we hold Owens Corning certification—a credential that requires ongoing training and demonstrates our ability to install high-performance roofing systems to manufacturer specifications. This certification allows us to offer enhanced material warranties alongside our own workmanship guarantees, giving you protection at multiple levels. All large projects receive a five-year labor warranty, with specific warranty details provided at the time of contract so you know exactly what's covered.


Our experience spans both retail roofing projects and insurance restoration work. Whether you're planning an upgrade to improve your home's curb appeal and energy efficiency, or you're recovering from unexpected storm damage, we understand the different considerations each situation requires. For insurance claims, we help homeowners navigate the documentation and approval process, working with adjusters to ensure your claim accurately reflects the scope of necessary repairs.


We also offer flexible financing options that help homeowners complete necessary repairs without delaying critical work. When roof damage threatens your home's interior or gutters fail to protect your foundation, waiting isn't always an option—financing provides a path forward that fits your budget.



Contact us to schedule a consultation and learn more about our approach to residential roofing and gutter services.

As Proverbs 22:1 states

"A good name is more desirable than great riches; to be esteemed is better than silver or gold."

We take this to heart in everything we do, knowing that our reputation and the way we serve others reflect our faith in Jesus Christ.

Honest Recommendations and Quality Craftsmanship Throughout the Project


Pearson Roofing and Gutters is built on the principle that honest recommendations and quality workmanship create lasting relationships. We don't believe in overselling services you don't need or taking shortcuts that compromise durability. If a repair can extend the life of your current roof, we'll tell you. If a full replacement is the better long-term investment, we'll explain why and show you the evidence.


Saint Leonard's location along the Chesapeake Bay means homes face consistent exposure to humidity, salt air, and seasonal weather patterns that accelerate wear on roofing materials and gutter systems. Our team understands these environmental factors and selects materials designed to perform in coastal conditions.


From the initial consultation through final cleanup, you'll work directly with a team that prioritizes clear communication and reliable scheduling. We show up when we say we will, keep you informed as work progresses, and leave your property clean at the end of each day. These aren't small details—they're the foundation of dependable customer service that makes the construction process less disruptive to your daily life.

Two-story brick house with white garage, front porch, and dormer windows surrounded by trees

Experience a Customer-First Approach to Residential Roofing


What you'll experience working with Pearson Roofing and Gutters is a team that views every project as an opportunity to serve with integrity and precision. We take the time to walk your property, inspect both visible and potential problem areas, and provide written estimates that detail all costs before work begins. You'll understand what we're installing, why we're recommending specific materials, and how long the project will take.


  • Owner James Pearson brings roofing industry experience since 1999
  • Licensed and insured with Owens Corning certification
  • Family-owned and operated business serving Saint Leonard, Waldorf, Annapolis, Dunkirk, Huntingtown, Bowie, Prince Frederick, Upper Marlboro, Clinton, Chesapeake Beach, Crofton, Severna Park, Owings, Edgewater, La Plata, and surrounding Southern Maryland communities
  • All large projects backed by a five-year labor warranty, with manufacturer warranties and specific coverage detailed in your contract
  • Flexible financing options available to help homeowners complete necessary repairs without delay



Whether you need a complete roof replacement, storm damage repairs, or new gutter installation, you'll work with a team that combines technical expertise with a customer-first philosophy. Schedule your consultation today and experience the difference that honest recommendations and quality craftsmanship make for your home.