4.3 
818 *The Angi rating for Gutter Cleaning companies in Roslindale, 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 Roslindale, 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 July 18, 2025
Serving Roslindale, MA and surrounding areas
Approved
In business since 1925
Free estimates
Warranties offered
"They have been cleaning my gutters for years and always do a great job. They are thorough and don't leave a mess behind. They are coming out in the next week or so do some additional work with the gutters and windows.
"
Serving Roslindale, 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 Roslindale, 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 Roslindale, MA and surrounding areas
Approved
In business since 2017
Free estimates
Emergency services offered
"Everado reached out to me right away. He was very professional and friendly. They were on time and did a good job. I am satisfied and have arranged for another gutter cleaning before the winter. I would recommend this company."
+13
Serving Roslindale, 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 Roslindale, MA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"I simply want my gutters cleaned and an opinion re the gutter and roof status. Not interested in gutter replacement at this time."
+63
Serving Roslindale, MA and surrounding areas
Approved
In business since 2019
Free estimates
Credit card accepted
"Showed a video of the process.. Cleaned debris. Very easy to work with"
Serving Roslindale, MA and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"They did an awesome job cleaning my gutters. The job was done quickly and they cleaned up and disposed all of the debris."
+1
Serving Roslindale, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2021
Free estimates
Small jobs welcome
"Rooster Maintenance did an outstanding job cleaning my windows. I also had them clean my gutters.. Fantastic job was done on windows and gutters. Definitely would recommend this company"
Serving Roslindale, 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.
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