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
"Perfect experience. Claimed an Angie's List deal for gutter cleaning. Joe called within the hour and got me on their schedule on the same day. Guys arrived promptly and thoroughly cleaned all of our gutters. There is a steep hill on one side of our house which has prevented other gutter cleaning companies from getting to the gutter over that area, but Joe's crew got up on the roof and cleaned that area, too. They cleaned up well afterwards, as well. Couldn't have asked for a better experience. Will definitely have them back in the fall."
+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 was tired of cleaning my gutters so I had the gutters cleaned out, sealed, and LeafFilter Gutter Guards installed. Excellent job!"
+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
"Ned’s was very responsive. Fair estimate. Service guys showed up on time. Super polite. Did a great job on the gutters and cleaned up afterwards like they were never one site. Highly recommended."
+1
Serving Roslindale, MA and surrounding areas
Approved
In business since 2011
Free estimates
Warranties offered
"Nice job cleaning the gutters. The guys showed me the before and after pics while they were here."
+76
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"
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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