Our Customers Say
I appreciate the courteous and efficient manner in which the job was completed. My wife and I are very happy with the appearance of the new roof and skylights. I especially want to thank you for your professionalism and responsiveness to my questions. I would highly recommend your company to my friends and neighbors. – Tony C., Crofton, Maryland
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(800) 564-7230Shingle Steep Slope Roofing Annapolis
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Any Complete Roofing Job Over $1000
Choosing the Best Shingle Roofing for Your Home
Chesapeake Roofing, Windows & Siding Inc. represents some of the leading shingle roof manufacturers. We are a CertainTeed ShingleMaster™ contractor. This certification demonstrates our skill and expertise in the installation of asphalt shingle roofs and enables us to offer extended warranties through CertainTeed. We also offer GAF roofing materials. In offering a wide selection of shingle roof options, we can help you make the best choice for your house and budget.
Types of Roof Shingles in Annapolis
There are numerous options for shingle roof materials. The combination of style, texture, and color is nearly limitless. The most popular types of residential roofing shingles in the Annapolis region are dimensional or architectural shingles. CertainTeed’s Landmark series: Landmark Premier, Landmark Pro, and Landmark are our best-selling shingle roof systems.
The three types of shingle styles include:
Timeless and affordable, 3 Tab Shingles are a popular choice for homeowners who want a reliable roofing option. These shingles have a classic look and give you a good balance between performance and price. They protect your home from the weather, are strong enough to handle different conditions.
These shingles also come in many colors to match your home’s style. If you’re looking for a budget-friendly roof that still offers great quality, 3 Tab Shingles are a traditional choice that will last for years.
Also known as dimensional shingles, architectural shingles offer extra beauty, texture, and depth to a roof. They have a more detailed and layered appearance, making your home stand out. Architectural shingles are usually thicker and stronger than 3 Tab Shingles, providing better protection and a longer lifespan.
Architectural shingles are very popular because they are both durable and stylish. They make your roof look great and last a long time. If you want a roof that not only works well but also makes your home look more attractive, architectural shingles are a fantastic choice.
Premium, or designer shingles, are the top-of-the-line choice for homeowners. These dimensional shingles are extremely thick and crafted to match the appearance of slate, cedar, or other natural materials.
In addition to their beauty, they are also highly durable, providing long-lasting protection against the elements. If you want a roof that stands out and adds real value to your home, premium shingles are the ultimate choice.
CertainTeed Landmark Shingles
Landmark is CertainTeed’s tried-and-true architectural laminate roofing shingle. Designed to replicate the appearance of cedar shake roofing, Landmark is available in an impressive array of colors that complement any trim, stucco, or siding.
- Dual-layered construction provides extra protection from the elements
- Ten-year StreakFighter® algae-resistance warranty
- Priced at a fraction of the cost of traditional cedar shake
The Landmark Pro and Landmark Premier shingles are thicker and come with extended warranties.
Landmark series shingles offer top-notch fire protection with their Class A fire resistance, the best level available. This makes them a safe option for your home. They also use StreakFighter® technology to stop algae from growing, which helps prevent ugly stains on your roof. The shingles have a multi-layer design that makes them strong and gives your roof a textured, stylish look. Plus, they come in many different colors, so you can pick the perfect shade to match your home’s style.
Visit CertainTeed.com to see the full range of residential roof products.
GAF Roof Shingles
GAF is the top-selling shingle roof brand in the United States, trusted by countless homeowners and contractors for its quality and durability. Much like CertainTeed, GAF provides a wide selection of roofing options to fit different needs and preferences. Their shingles come in a variety of styles, textures, and colors that can fit your home’s exterior design.
To explore their full range of roof products and find the right option for your home, you can visit GAF.com and browse through their extensive collection.
Get Roofing Services
Protecting your home starts with a sturdy roof. A reliable roof not only keeps your home safe from the elements but also enhances its overall appearance and value. At Chesapeake Roofing, Windows & Siding Inc., we specialize in shingle roofing in Annapolis, MD. Our team of experienced professionals is dedicated to providing high-quality roofing solutions tailored to meet your needs.
Shingle roofing is a popular choice among homeowners. With a variety of styles and colors available, you can choose a look that complements your home’s design. At the same time, you can keep your home well-protected against rain, wind, and snow.
If you’re considering a new roof or repairs, we make the process easy for you. Simply call us at (800) 564-7230 or schedule an appointment online at your convenience. We also offer free quotes, so you to understand the costs before you make a decision.
See What Our Customers Are Saying About Us!
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"I was very impressed with the entire process. The crew was professional and did an excellent job installing my roof and gutters. They cleaned up thoroughly and left the place even better than they found it. I highly recommend Chesapeake Roofing!"
©2026 Chesapeake Roofing, Windows & Siding Inc.
All Rights Reserved
License: #126792
©2026 Chesapeake Roofing, Windows & Siding Inc.
License: #126792
©2026 Chesapeake Roofing, Windows & Siding Inc.
License: #126792