4.3 
502 *The Angi rating for Gutter Cleaning companies in Ashland, 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 Ashland, 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 September 18, 2025
Serving Ashland, MA and surrounding areas
Approved
In business since 2006
Free estimates
Small jobs welcome
"Did a great job cleaning my gutters! Fair price!"
Serving Ashland, 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 Ashland, 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 Ashland, MA and surrounding areas
Approved
In business since 2017
Free estimates
Emergency services offered
"I agree with all the other reviewers. Everardo was prompt, professional and extremely thorough in power washing our house. He meticulously got every part of the house from top to bottom sparkling clean. The price was resonable for such a complete job and we are thrilled with the results. We will definitely hire him again. He is going to come back to clean the gutters as well."
+13
Serving Ashland, 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 Ashland, MA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"I found out my gutters guards were actually good so I decided just to have my gutters cleaned instead."
+63
Serving Ashland, 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 Ashland, 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 Ashland, MA and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Ned’s showed up cleaned gutters did a great job. Crew where professionals."
+1
Serving Ashland, 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!
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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