Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Chestnut Hill, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Chestnut Hill, MA?

Select your specific project to find the pro for you.

TRUSTED BY CHESTNUT HILL, MA HOMEOWNERS

  • Average homeowner rating star icon4.3
    Average homeowner rating
  • Verified reviews icon1k+
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Chestnut Hill, MA

*The Angi rating for Gutter Cleaning companies in Chestnut Hill, 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 Chestnut Hill, 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 03, 2025

Find Gutter cleaning pros in Chestnut Hill

Avatar for JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
4.4(
533
)
Gutters & Downspouts - Clean

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1998

Free estimates

Small jobs welcome

For over 25 years, JLM Gutter Cleaning Service has remained locally Family Owned & Operated, specializing in all things Gutter-related. Cost is determined by the job. Call (800) 362-0933 to schedule an Estimate or an Appointment. Mailing Address: PO Box 553 Stoughton, MA 02072.

Gallery
Gallery
Gallery
2 neighbors recently requested a quote
Recommended by88%of homeowners
Request Quote
Avatar for AAA Sparkling Window & Gutter Cleaning
AAA Sparkling Window & Gutter Cleaning
4.6(
389
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1925

Free estimates

Warranties offered

"They were highly recommended by a friend who used them, and we were very pleased by the results. They were booked out quite a ways, but they were prompt in arriving, were very professional and did a great job cleaning all the windows, screens and doors in our house. We will definitely use them again."
Response time2 days
Response rate100%
2 neighbors recently requested a quote
Request Quote
Better View Cleaning Services
4.6(
250
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2006

Free estimates

Small jobs welcome

"I am so happy. Wonderful job and fast, done by Jose and his partner cleaning of my gutters and fixing a snow cable on my roof. These were the best gutter cleaners I ever had and very nice. Hire them, you will not be sorry. I will be hiring them again! Great job! And the price was great. And they clean a lot more besides gutters, such as windows, etc!"
Response time12 hrs
64 neighbors recently requested a quote
Recommended by96%of homeowners
Request Quote
Avatar for Third Generation Window & Gutter Cleaning
Third Generation Window & Gutter Cleaning
4.8(
110
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"nice and tidy. Also used them to clean the sun windows on the roof"
Additional Photos
Additional Photos
Additional Photos
Gutter Repairs
Additional Photos

+6

Recommended by98%of homeowners
Request Quote
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
739
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Arrived on time, did the job, seemed very professional. We later learned ( after having trouble with leaks ) that the gutters were not sealed correctly."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+3

Response time12 hrs
Response rate100%
7 neighbors recently requested a quote
Request Quote
Avatar for A-Z Cleaning Services
A-Z Cleaning Services
4.8(
56
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, 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."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+30

Recommended by96%of homeowners
Request Quote
Avatar for Valley View Gutter Cleaning LLC
Valley View Gutter Cleaning LLC
5.0(
14
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, 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"
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning

+11

1 neighbors recently requested a quote
Request Quote
Avatar for Gutter Kings
Gutter Kings
4.3(
527
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Real well, there was some debri left in the yard from the gutter flush"
29 neighbors recently requested a quote
Recommended by83%of homeowners
Request Quote
Avatar for American Gutter Cleaning & Installations, Inc.
American Gutter Cleaning & Installations, Inc.
4.9(
31
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, 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."
After Cleaning
Before Cleaning
Before Cleaning
Gutter Install
Gutter Install

+4

Response time9 hrs
Response rate98%
206 neighbors recently requested a quote
Request Quote
Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,515
)
Gutters & Downspouts - Clean

Serving Chestnut Hill, 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"
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
3859 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 384
Gutter Cleaning questions, answered by experts

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

Yes, gutters can still get clogged even with gutter guards installed. While guards significantly reduce the amount of debris that enters your gutters, they are not 100% effective.

Small debris such as pine needles, seedlings, algae, small leaves, and pebbles can pass through the guard's screen or mesh and accumulate over time. Clogs can also form if the guards themselves are not cleaned and become overwhelmed with debris on top, preventing water from entering the gutter.

If this buildup is neglected, it can lead to clogs, water leaks, mold growth, and even plants sprouting from the gutters. The primary benefit of gutter guards is not the complete elimination of maintenance, but a dramatic reduction in how often you need to perform it, often from several times a year to just once a year or less.

Shingle granules can be cleaned out of gutters using a small scoop or a hose, depending on the quantity of granules and how much other debris is in your gutters. First, clear your gutters of leaves and other debris. This may remove granules in the gutters if they are mixed in with the debris. Use a plastic scoop to remove larger quantities of granules or a hose with a high-powered nozzle for smaller amounts, and collect and dispose of the granules once they’ve been removed.

Underground downspouts refer to the sections of downspout extensions that lead away from your home and gutter system. While they cost more than traditional extensions, they can provide several benefits, such as less frequent damage and no need to move them for lawn care tasks. Whether they're worth it or not depends on your budget at installation time and how much convenience they'll add to your situation.

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

The Chestnut Hill, MA homeowners’ guide to gutter cleaning services

From average costs to expert advice, get all the answers you need to get your job done.

See all articles