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 icon4.4
    Average homeowner rating
  • Verified reviews icon917
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Chestnut Hill

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

" I called for gutter cleaning and setting up an appt was easy. It's so nice to actually get someone live and not talk to a machine. I was told that they'd come within two weeks. 
A crew came in about a week and a half.  They were quick, efficient, and did an excellent job on our really full, nasty gutters.
We used AAA a few years back, and we'll definitely use them again.
"
Response time2 days
Response rate100%
1 neighbors recently requested a quote
Avatar for JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
4.4(
533
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1998

Free estimates

Warranties offered

"This was the third time that JLM came over.  The first was for gutter cleaning ($120), the second to install a section of gutter on a side proch.  I find that it is hard to try to contact JLM by phone but by email it works just fine.  Anne, Luis' assistant, is helpful, friendly and efficient.  Luis is honest, cordial, prompt and gets the work done as promised.   I am pleased with JLM and hope to continue being my go-to outfit for anything gutters.
"
Gallery
Recommended by88%of homeowners
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
738
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

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

+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
Avatar for Sun Bright Window Cleaning
Sun Bright Window Cleaning
4.9(
134
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, 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."
House power washing
During the power washing
After work is done
Before Cleaning
After cleaning

+13

Response time2 hrs
Response rate98%
1 neighbors recently requested a 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

"A team of 3 people showed up to clean the gutters. Very professional. Got it done under 30 mins. The appointment happened very fast, in two days time. No pricing issues as I have utilized their services through their advertized deal. I will be very happy to use their services again. Thank you, A-Z Cleaning Services for your valuable service."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+30

1 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Gutter Kings
Gutter Kings
4.3(
525
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Update: received a call from the company indicating they had seen the original review (below) and were coming out to fix the problem. They arrived the next day, and I explained the problem. Everything was fixed within 30 minutes or so. They explained all the work was under warranty if there are any problems. I should have simply called the company in the first place to ask if they could come out to fix it. I am impressed that they were motivated to correct a problem without me even contacting them directly. I think that is rare these days. 

Was not home when work was done. One side looks ok and works fine. The other side had a single screw through the gutter and into the fascia to correct the pitch (I guess). This screw ripped out of the fascia at some point during/after installation. I'm guessing more than a single screw should have been used or it should have been at the correct pitch with the straps that hold the gutter and are screwed in beneath the shingles. Slight sag in the middle of gutter holds some water now, so will need to be fixed.
Overall, the job looks rushed, gutters twisted a bit and the fittings between gutter and downspouts are slightly misaligned. Better work was done by this company in a previous job when they did gutters on the house. Maybe just a less experienced crew for this smaller job?"
13 neighbors recently requested a quote
Recommended by83%of homeowners
...
Showing 1-10 of 367
Gutter Cleaning questions, answered by experts

Using less toilet paper is the easiest way to prevent future clogs. Also, avoid flushing sanitary products, thick paper towels, or hair down the toilet. If you’ve been using a brick in the tank to reduce the water used to flush the toilet, take it out immediately. Bricks will eventually fall apart and clog your toilet drain. Keeping your toilet lid closed also helps avoid future clogs.

Clean regularly to prevent clogs, check for cracks, and ensure downspouts direct water away from the foundation.

It’s best to schedule regular gutter cleanings before there’s a major issue, but sometimes life gets in the way. Luckily, a few telltale signs will let you know when to clean your gutters ASAP:

  • You notice built-up debris in your gutters.

  • Your gutters overflow with water when it rains.

  • Water doesn’t readily flow from your downspouts.

  • Your gutters are damaged or visibly leaking.

  • You notice evidence of leaking along your roof, siding, yard, or pavement.

  • Your gutters have pulled away from your roofing or exterior walls.

  • You see water damage on your soffits or fascia.

  • You have weeds growing in your gutters.

  • You start to see ants or other insects around your gutters or in your home.

  • You suddenly have issues with leaks in your crawl space or basement.

To clean the tops of gutter guards, use a soft-bristle brush or a leaf blower to remove debris like leaves, twigs, or dirt. For stubborn grime, spray the guards with a garden hose, directing water downward to avoid forcing debris into the gutter. If the guards are removable, take them off and rinse thoroughly before reattaching. Regular cleaning, especially during fall or after storms, will help maintain their effectiveness.

The cost to install a downspout extension or reroute a downspout generally falls between $30 and $200. The final price depends on factors like whether you DIY the project or hire a gutter professional, the complexity of your gutter system, and the length of the new extension. A simple, above-ground DIY installation can cost as little as $30 for materials. In contrast, a more complex project involving professional installation and digging trenches for underground piping could cost over $1,000. This is still a significant saving compared to replacing your entire gutter system, which costs around $1,900 on average.

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.