4.6 
281 *The Angi rating for Gutter Repair And Replacement companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
*The HomeAdvisor rating for Gutter Repair And Replacement companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
Last update on September 24, 2026
Serving Annapolis, MD and surrounding areas
Approved
In business since 2022
Free estimates
Credit card accepted
"Kevin did a excellent job on our gutter guards. His service and workmanship were the best."
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Credit card accepted
"Fast response to request for quote. Thorough explanation of repair needed & cost of the job. Prompt & efficient repair of gutters & replacement of gutter guards."
Serving Annapolis, MD and surrounding areas
Approved
Super Service Award Winner
In business since 1981
Free estimates
Warranties offered
"I had gutter helmet installed 20 years ago and it has been a lifesaver - no gutter cleaning! My house backs up to woods, so lots of tall trees, leaves and pollen. With gutters at 2 and 3 stories, cleaning was necessary, but expensive before Gutter Helmet installation. Today, I had a section of helmet repaired due to damage from a fallen limb. The repair crew was great. They made the necessary repairs and cleaned and checked the gutters on the rest of the house. Gutter Helmet works great and in the event of problems the company is very responsive."
+19
Serving Annapolis, MD and surrounding areas
Approved
In business since 2018
Free estimates
Credit card accepted
"Mr. Canales arrived, reviewed the repairs needed, & gave me the price to complete the work. I agreed and then he proceeded to repair the soffit & fascia. I needed it done right away before the next storm with wind made more damage. I was pleased to have it repaired so promptly."
+12
Serving Annapolis, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2005
Free estimates
Emergency services offered
"All Pro Gutters job went well guys were polite professional . Cleaned up when done ."
+12
Serving Annapolis, MD and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Did a great job cleaning the gutters. Pouring rain the next day. Gutters worked great."
+1
Serving Annapolis, MD and surrounding areas
Approved
In business since 2014
Free estimates
Credit card accepted
"It went extremely well. They arrived on time and replaced the gutters within 3 hours."
+37
Serving Annapolis, MD and surrounding areas
Approved
In business since 1976
Free estimates
Warranties offered
"Great job on the gutters. Considering them for future home improvement projects. Nice crew."
+56
Serving Annapolis, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2004
Free estimates
Emergency services offered
"Had a great experience with replacing roof, siding and gutters! Team was helpful, professional and quick with the project."
+73
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
From average costs to expert advice, get all the answers you need to get your job done.
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