4.4 
475 *The Angi rating for Gutter Cleaning companies in Medfield, 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 Medfield, 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 Medfield, MA and surrounding areas
Approved
In business since 2006
Free estimates
Small jobs welcome
"The workers were prompt; took care to keep thinks clean; were not distracted by cell phones, etc. and very polite. I would hire them again in the future."
Serving Medfield, 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 Medfield, 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 Medfield, 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 Medfield, MA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Cleaned out gutters and placed gutter covers on the gutters very professional job"
+63
Serving Medfield, MA and surrounding areas
Approved
In business since 2011
Free estimates
Credit card accepted
"Eddys Gutter Cleaning provide s quality work. I would highly recommend Eddys to anyone needing gutter work."
Serving Medfield, 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 Medfield, MA and surrounding areas
Approved
In business since 2011
Free estimates
Warranties offered
"house pressure washing and gutters cleaning"
+76
Serving Medfield, MA and surrounding areas
Approved
In business since 2023
Free estimates
Small jobs welcome
"Siding wash, gutter and downspout wash/cleaning. Great communication, on time and all promised tasks done right."
Serving Medfield, MA and surrounding areas
Approved
In business since 2025
Free estimates
Small jobs welcome
"Jim was punctual, professional and did an amazing job cleaning my gutters and downspouts. He even installed some gutter guards to prevent debris from collecting. Would certainly recommend and hire again."
+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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