4.4 
722 *The Angi rating for Gutter Cleaning companies in Sherborn, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
*The HomeAdvisor rating for Gutter Cleaning companies in Sherborn, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
Last update on November 18, 2025
Serving Sherborn, MA and surrounding areas
Approved
In business since 2006
Free estimates
Small jobs welcome
"The workers were prompt; took care to keep thinks clean; were not distracted by cell phones, etc. and very polite. I would hire them again in the future."
Serving Sherborn, MA and surrounding areas
Approved
In business since 2005
Free estimates
Warranties offered
"Gutters are clean. Windows sparkle. They were fast, very pleasant, and cleaned up before they left. Will definitely have them back."
+6
Serving Sherborn, MA and surrounding areas
Approved
In business since 2000
Free estimates
Warranties offered
"I have been using Hennelly & Son Roofing & Gutters for over 6 years now. Whether it is fixing the gutters, addressing roof problems or simply cleaning gutters, the result is always equally good - great professional job ! What is most amazing is his responsiveness -- Joe as he promises in his voice mail -- always returns your call immediately. In spite of weather not always cooperating he goes the extra mile by working even on Sunday to meet the deadline and make my house ready for an upcoming snow storm !"
+3
Serving Sherborn, MA and surrounding areas
Approved
In business since 2013
Free estimates
Warranties offered
"Fantastic work! They exceeded my expectations. Cleaned all of our windows - even several that I forgot I had. We've hired window cleaners before with mixed results - these folks were great."
+30
Serving Sherborn, MA and surrounding areas
Approved
Super Service Award Winner
In business since 1990
Free estimates
Warranties offered
"American gutter did a great job replacing our two gutters. They were on time, the crew was friendly, the Work was executed well, and they cleaned up after themselves. I would use them again in a heartbeat."
+4
Serving Sherborn, MA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"I was tired of cleaning my gutters so I had the gutters cleaned out, sealed, and LeafFilter Gutter Guards installed. Excellent job!"
+63
Serving Sherborn, MA and surrounding areas
Approved
In business since 1999
Free estimates
Emergency services offered
"Received estimate on 11/14/16 from Wayne. Was told that it would be a week out before scheduling, Crew showed up on 11/15/16 to take care of the job. All in all, unless the lack of service from East Coast Gutter - Hollis, NH, Gutter Kings was very responsive, professional, and quick with the repair. Will be hiring them for a bigger job this coming Spring."
Serving Sherborn, MA and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"10 Stars for Ned Stevens gutter cleaning!! I had small trees growing in my gutters and the front gutter was coming loose. They cleaned the gutters, fixed the gutter where it was loose and they bagged all the trash up. They did not charge extra for the loose gutter either. Nice and neat and EXCELLENT service!! So happy I found you guys!! Kathy from Dallas"
+1
Serving Sherborn, MA and surrounding areas
Approved
In business since 1990
Free estimates
Customers say: True professional
Healy Construction has been in business since 1990 and is known for reliability, great communication, attention to detail, integrity and quality work. Chris Healy is an expert in all things home repair, from the floor to the roof! We look forward to earning your business!
Serving Sherborn, MA and surrounding areas
Approved
In business since 2011
Free estimates
Warranties offered
"house pressure washing and gutters cleaning"
+76
From average costs to expert advice, get all the answers you need to get your job done.
This guide to gutter cleaning costs in Boston, MA, provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
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