4.3 
510 *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
"THey cleaned my all glass sunroom, all house windows, and removed the green mold form the garage roof. They did an excellent job at a good price. I will definitely hire them again next year."
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
"Hennelly & Son sent Jack and Mike and they went above and beyond! They not only cleaned the gutters but also took time and care to listen to my concerns and addressed as needed. Whenever I asked them to look at an area again, they did so without any hesitation and said their goal was to make sure I was satisfied. It is hard to explain the excellent level of service they provided in words. There is good customer service, then there is great customer service, then there is best customer service and then there is Hennelly and Son! And they are so friendly to talk to. I would hire Hennelly & Son again and also highly recommend Jack and Mike. If there was a higher rating than A I would choose that."
+3
Serving Ashland, MA and surrounding areas
Approved
In business since 2013
Free estimates
Warranties offered
"They did a fantastic job! Very flexible with scheduling and professional on the job! Windows were sparkling and gutters cleaned thoroughly! Highly recommend!"
+30
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
"Very polite and thorough cleaning of gutters"
+4
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!
Serving Ashland, MA and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Arrived the next day. Their crew was very professional. Did a great job cleaning my gutters and cleaning up afterwards!"
+1
Serving Ashland, MA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Credit card accepted
"Very thorough gutter cleaning. The service man power washed gutters, going under partially shielded sections of some gutters."
Serving Ashland, MA and surrounding areas
Approved
In business since 2025
Free estimates
Small jobs welcome
"Jim did a great job cleaning our windows and screens. I am going to recommend him to my neighbors and friends. Would definitely ask for Jim for my next window project."
+2
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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