4.7 
415 *The Angi rating for Gutter Repair And Replacement companies in Winchester, MA 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 Winchester, MA 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 March 27, 2026
Serving Winchester, MA 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 Winchester, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2000
Free estimates
Emergency services offered
"They called back the next day and I one day after that, I had an employee inspect the gutters we had the following day. Before he left, we had an estimate in writing that was very reasonable for the amount of work to be done. Work was scheduled for about 4 days later, and they finished in one day. They replaced some gutters, repaired some, put covers on all, and added new ones where we never had them before. They repaired rotted wood behind the gutters and then painted with our paint that they had requested when the estimate was given. Good company, professional, courteous, polite and efficient."
+11
Serving Winchester, MA and surrounding areas
Approved
In business since 1997
Free estimates
Warranties offered
"Crew cleaned gutters and replaced damaged gutter, efficient @fast."
+30
Serving Winchester, MA and surrounding areas
Approved
In business since 1999
Free estimates
Emergency services offered
"They came, they gave me a date, they did their thing and I gave them a check. They did a good job. They got rid of all the debris that were all over the gutters. I would recommend them and I would use them again."
Serving Winchester, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2005
Free estimates
Emergency services offered
"Deyvin’s Construction installed new gutters for me. They were professional, very reasonable and on budget. Quick to respond for quotes and quick to get the job done. Our new gutters and downspouts are perfectly installed and we are very happy with them. We highly recommend their work and will be looking to use them again soon!"
+116
Serving Winchester, MA and surrounding areas
Approved
In business since 2019
Free estimates
Emergency services offered
"I just got my gutters done and they did pan excellent job. It was a slow season so they got the job done rather swiftly with more person power. My gutters look amazing a d they come with a warranty. They also made sure to do the best possible system to keep water away from my home and garage. Thank you!"
Serving Winchester, MA and surrounding areas
Approved
Super Service Award Winner
In business since 1990
Free estimates
Warranties offered
"I believed that the gutter would be flushed. So that my downspouts would be clear. Maybe that's an additional service?"
+4
Serving Winchester, MA and surrounding areas
Approved
In business since 2014
Free estimates
Warranties offered
"Roof repairs were done sufficiently. Great service. I recommend Mighty Dog Roofing for any repairs or new roof."
+152
Serving Winchester, MA and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"My initial experience with them was awesome they came and clean the gutters and raked up all the leaves."
+1
Serving Winchester, MA and surrounding areas
Approved
In business since 1986
Free estimates
Emergency services offered
"Very nice, hard working, knowledgeable and Professional. I appreciate their attention to detail and senior discount! Would hire again. The work was done primarily to provide repairs needed to keep animals like squirrels and other rodents from entering the house by repairing openings between roof and gutters with metal barrier. Photos were provided to show details of the work."
+29
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