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
"Did a great job cleaning my gutters! Fair price!"
Serving Sherborn, MA and surrounding areas
Approved
In business since 2005
Free estimates
Warranties offered
"We just had all our window cleaned, both interior and exterior. Karl and his team did an immaculate job; the windows sparkle, any furniture that had to be moved was put back exactly in place and they were fully prepared to maintain with masks, gloves, booties and safe distancing. I’ve used Third Generation for many years."
+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
"Went well, nice job. Gutter waste left on the lawn but not a big deal."
+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 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
"Showed up on time and cleaned the gutters. They were very neat and efficient."
+76
Serving Sherborn, MA and surrounding areas
Approved
In business since 2013
Free estimates
Small jobs welcome
"I have an extra lot as part of my backyard and they showed up with about 5 guys, and literally blew the yard clean. They removed overgrown areas and really cleaned up. They were very thorough. Would recommend to all."
+70
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.
The average gutter guard installation cost varies depending on types, materials, home height, and other factors. See what it costs to install in Boston, MA.
The cost of seamless gutters varies based on home size, labor rates, gutter materials, and more. Here’s what you can expect to pay in Boston, MA.
What is gutter cleaning, and why is it important? From benefits and cost to recommended cleaning frequency, we bring you essential gutter cleaning basics you need to know.
If your gutter is clogging constantly, a gutter guard like LeafFilter will make your life easier. But is it worth the money? Read on to find out.
Protect your home from water damage with these practical gutter cleaning tips that work. Real solutions for a cleaner, safer home.
