4.6 
1.2k+ *The Angi rating for Roofing companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
*The HomeAdvisor rating for Roofing companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
Last update on March 16, 2026
Serving Annapolis, MD and surrounding areas
Approved
In business since 1987
Free estimates
Warranties offered
"Great. They were able to do the same week we called. Looks very nice and matches roof on home"
+45
Serving Annapolis, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2015
Free estimates
Warranties offered
"Excellent from start to finish. Everyone was very friendly and professional. Our new roof looks great. I would highly recommend this company."
+44
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
In business since 2000
Free estimates
Warranties offered
"As promised roof was installed in one day. Very meticulous in cleaning up debres. Pre roof install inspection Very thorough. Way above other contractors I contacted"
+51
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
Super Service Award Winner
In business since 1994
Free estimates
Credit card accepted
"Informative and friendly first meeting, complete with detailed photos of the entire roof and an explanation of the process, followed by 1-day installation of a new roof, with excellent workmanship and a hardworking crew."
+4
Serving Annapolis, MD and surrounding areas
Approved
In business since 2011
Free estimates
Warranties offered
"We hired Cox to repair/replace the both sides of the church's pitch roof at Our Lady of Hope Church in Dundalk. They took off the old roof, added plywood, new cloth and shingles. We are talking about a roof that is 1000's of square feet! The job was done within the allotted time. The clean-up was superb! The price was 17% below the closest bid price. A most excellent result from a fantastic company."
+5
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
In business since 2008
Free estimates
Emergency services offered
"We appreciate the thorough inspection that Zachary and Andrew conducted, including inspection of the attic. From the many photos they took of the roof, we can see that they did several maintenance repairs, including caulking, re-nailing, etc. They discussed with us the condition of our roof, explained what they found and the maintenance/repairs they had performed. They also discussed with us new roof options when it is time to replace the roof. We found both Zachary and Andrew to be personable and professional, and we look forward to seeing them again when we have additional roofing needs. Susie Setser"
+6
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
Super Service Award Winner
In business since 1984
Free estimates
Emergency services offered
"great service love the roof, cleaned up after completion and great pricing"
+245
Serving Annapolis, MD and surrounding areas
Approved
In business since 2001
Free estimates
Emergency services offered
Here at HomeMatters, LLC, we believe in the people we work with and work for. We measure our own teams with not only the pride they take in their work and results, but the measure of respect and integrity they have for each other, our clients, and the project at hand. All of our technicians are certified master installers with over 30 years of experience, working hard to make a change to the reputation of the business we're in. We aim towards educating our customers and lending as much advice as we can towards any remodeling project, whether it is a repair or an installation. Allow us to listen to your needs, and to share the vision you have for your home.
+97
Serving Annapolis, MD and surrounding areas
Approved
In business since 1999
Free estimates
Emergency services offered
"Alex is outstanding. The entire experience with Long Roofing is outstanding."
Serving Annapolis, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2019
Free estimates
Credit card accepted
"Didnt try to sell me new roof. Just fixed the leak and cleaned mh gutters."
+24
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