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QUALITY. DEPENDABILITY. EXPERIENCE.

Anne Arundel County, MD top trusted roofing contractors.


        Services we provide

Chesapeake Roofing is a local Annapolis roofing and home improvement company. We serve communities in and around Anne Arundel County, MD.

We are a family owned local business, and proud to be one of the area’s top trusted roofing contractors. Our customer testimonials and gallery of work is a testament to how much pride we put in the quality of our work.

OUR CUSTOMER SERVICE & ATTENTION TO DETAIL IS UNMATCHED.

 
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                    Chesapeake Roofing team

FAMILY OWNED, FAMILY RUN.

Our team

Let our family of Anne Arundel County roofing contractors help you improve the value and comfort of your home. We provide new roof installation, replacement windows and doors, siding installation, and more. We also offer custom decks to expand your living space for family fun and entertaining. Our professionals are Siding & Window Master Craftsmen, and CertainTeed Master Shingle Applicators. With more than 50 years of combined experience, you can be sure that we get the job done right the first time. Receive excellent results with Chesapeake Roofing, Windows & Siding today.

Our History

Our Referral Program

Tell A Friend, Earn A Gift!

SEE OUR LATEST WORK ON INSTAGRAM

Chesapeake Roofing has been providing quality workmanship for over 30 years

Proving Quality Roofing, Windows + More to Anne Arundel County + Annapolis + Crofton + Bowie + Upper Marlboro + Howard County + Severna Park + Surrounding Communities.

 

CLIENT TESTIMONIALS

Chesapeake Roofing, Windows & Siding Inc.

Chesapeake Roofing, Windows & Siding Inc.

Jeff T

5 out of 5 stars

Highly recommend Chesapeake Roofing. Their staff is patient, understanding, and will do whatever they need to do to get the job done and keep the customer happy. We had a few minor concerns but Chesapeake was patient and made everything right. They are terrific, and I will definitely be calling them again. Thanks for everything Robbie, Mark, and Victor!

Chesapeake Roofing, Windows & Siding Inc.

Chesapeake Roofing, Windows & Siding Inc.

Tracey Gibson

5 out of 5 stars

The team was professional, efficient, and did a great job replacing the roof on our house and shed. They also replaced a missing piece of aluminum trim on Left side Rake board that match perfectly! The quality of work that was done was priced well, and I would highly recommend this company!

Chesapeake Roofing, Windows & Siding Inc.

Chesapeake Roofing, Windows & Siding Inc.

Ben + Cindy Borchelt

5 out of 5 stars

We had to replace a few windows in our home office. Chesapeake did a great job. The entire staff was informative, professional and kind. We are very happy with the installation and the windows are great! They did our roof about 15 years ago and did a great job, too.