4.7 
127 *The Angi rating for Gutter Repair And Replacement companies in Highland, 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 Highland, 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 December 10, 2025
Serving Highland, 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 Highland, MD and surrounding areas
Approved
In business since 2007
Free estimates
Emergency services offered
"I asked a friend of mine who is a contractor who I should call to replace my roof and gutters after I had some storm damage. He recommended I call E.R. Roofing, so I did. Elliott came out, he walked me through the entire process, explained the products they would use and how the job was to be done. It rained the day they were suppose to come. I received a phone call letting me know they wouldn't be there and that they would be there the next day. They showed up as I was leaving for work and when I got home the roof and gutters were completed. Everything was completed and cleaned up."
+24
Serving Highland, MD and surrounding areas
Approved
In business since 1996
Free estimates
Emergency services offered
"It is a work in progress; still need to see how well the repairs hold up under heavy rainfall and wind. Then I will be able to finalize my assessment of the work done."
Serving Highland, 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 Highland, 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 Highland, 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 Highland, MD and surrounding areas
Approved
In business since 1998
Free estimates
Emergency services offered
"Isaac came out for an estimate and quickly diagnosed the issue. I hired him on the spot for the repair, which was completed same day (within 30 minutes). Will definitely reach out to Edward Kelbie for future roofing/gutter needs."
+26
Serving Highland, MD and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Gutter was ffixed on the roof. Downspout was fixed on the wall. Gutters was cleaned. Felix and other tekknician woked good and fast."
+1
Serving Highland, MD and surrounding areas
Approved
In business since 1976
Free estimates
Warranties offered
"I liked this outfit the first time I talked with Zach on the phone. They have a professional and highly respectable demeanor and their is no pressure. I got a real sense that Winfield Builders truly appreciated my business and that the company takes pride in their work and their customer service. We completely overhauled our gutter system including replacing all of the old fascia board with PVC. The quality of the materials are stellar, the workmanship was prompt and precise, and the clean up after the job exceeded expectation. This company is built on good values and is itself probably the best value work and craftsmanship for the money out there. They are the real deal. We plan to rehire them for gutter guards here in the near future once we save funds. Thank you Winfield Builders!"
+56
Serving Highland, MD and surrounding areas
Approved
In business since 1995
Free estimates
Warranties offered
"Excellent hard-working crew gave us a new roof and repaired water-damaged woodwork within 36 hours. They accidentally clipped a TV cable, but made things right by paying for the replacement. Very good response times via instant messaging. Will use them again to replace gutters next year."
+2
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