4.6 
280 *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 July 05, 2025
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Fast response to request for quote. Thorough explanation of repair needed & cost of the job. Prompt & efficient repair of gutters & replacement of gutter guards."
+79
Serving Annapolis, MD and surrounding areas
Approved
In business since 2022
Free estimates
Credit card accepted
"We love working with Gutter Aid. Jake and his brother and staff are excellent at their work. They?ve cleaned and repaired the gutters and downspouts for our family?s 3 story property since 2023. Reliable, communicative and great at the work."
Serving Annapolis, MD and surrounding areas
Approved
In business since 2001
Free estimates
Emergency services offered
"Perfect. I scheduled an appointment on the Angi app, and Mike came on time. He thoroughly reviewed the damaged siding on our initial visit. The original siding around our carport had a cap over the top that fell away, and the team came up with a different way to attach the siding so that problem wouldn't happen again. The crew arrived on time on the repair day, completed the task, and reviewed it with me before leaving. They provided excellent communication and service throughout the whole process. I highly recommend them and will be calling on them again for future remodeling needs!"
+97
Serving Annapolis, MD and surrounding areas
Approved
In business since 1996
Free estimates
Emergency services offered
"Alexander is super friendly, responsive, and knowledgeable. He repaired and stained our deck and performed maintenance on our roof/gutters. His pricing is extremely competitive and the work is very well-done."
Serving Annapolis, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2004
Free estimates
Emergency services offered
"This was a great team that came and replaced our old gutters. Very friendly and great communication throughout the process."
+73
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
"I needed gutters replaced and some repairs to roof. Contacted them on Tuesday and they came out the same day. Recieved estimate that evening and work completed Friday morning!"
+12
Serving Annapolis, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2005
Free estimates
Emergency services offered
"I highly recommend All Pro Gutter Guards! These guys are true professionals. From the first call to the completion of the job, everything was handled flawlessly. They not only installed the gutter guards quickly and efficiently but also took the time to explain each step of the process. The team is incredibly friendly and respectful it is clear that customer satisfaction is their top priority. They work neatly, leaving no mess behind. Now my gutters are fully protected, and I no longer have to worry about clogged drains. If you are looking for reliable gutter protection, All Pro Gutter Guards is the best choice!"
+12
Serving Annapolis, MD and surrounding areas
Approved
In business since 1976
Free estimates
Warranties offered
"Zach did an outstanding job! He provided a prompt estimate with quality materials that was significantly less expensive than the other quotes we received (for using exactly the same systems). His crew came out and quickly and efficiently replaced our gutters within a few days of us signing the contract. I'd highly recommend their work and appreciated everything about the experience, including their communication throughout."
+56
Serving Annapolis, MD and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Quick to schedule and finish the job (gutter cleaning), though their estimate to repair/replace sections was pricey."
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