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Find Gutters & downspouts cleaners in Chestnut Hill

Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
737
)

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Couldn't have been happier. I called the company at 7:10 and the crew was at our door one hour later. We had thought that the downspouts needed repair but they found only sludge which plugged up the downspouts in three different areas. They checked out the gutters and downspouts and cleaned them. Am glad we found Hennelly."
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+3

Response time12 hrs
5 neighbors recently requested a quote
Recommended by97%of homeowners
Better View Cleaning Services
4.6(
249
)

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 time2 days
72 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Gutter Kings
Gutter Kings
4.3(
523
)

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Received estimate on 11/14/16 from Wayne. Was told that it would be a week out before scheduling, Crew showed up on 11/15/16 to take care of the job. All in all, unless the lack of service from East Coast Gutter - Hollis, NH, Gutter Kings was very responsive, professional, and quick with the repair. Will be hiring them for a bigger job this coming Spring."
Recommended by84%of homeowners
Avatar for A-Z Cleaning Services
A-Z Cleaning Services
4.8(
56
)

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2013

Free estimates

Warranties offered

"I could not be any more pleased with the end result of A-Z Window Cleaning. They were ontime, polite and efficient. Windowns cleaned inside and out, screens cleaned and all of the sills wiped down. Results better than expected. I will definetely use them again in the future"
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+30

1 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for American Gutter Cleaning & Installations, Inc.
American Gutter Cleaning & Installations, Inc.
5.0(
29
)

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."
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Gutter Install
Gutter Install

+4

Response time9 hrs
Response rate96%
203 neighbors recently requested a quote
Avatar for Sun Bright Window Cleaning
Sun Bright Window Cleaning
4.9(
134
)

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"They did a thorough job cleaning our gutters for a great price. They even blew the leaves off of our deck when they were finished. We were very happy with their service!"
House power washing
During the power washing
After work is done
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After cleaning

+13

Response time2 hrs
Response rate98%
1 neighbors recently requested a quote
Avatar for Rooster Maintenance Services LLC
Rooster Maintenance Services LLC
5.0(
45
)

Serving Chestnut Hill, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2021

Free estimates

Small jobs welcome

"JHighly Recommended Window Cleaning Service Juan was fantastic from start to finish. He returned my call promptly, came out to provide an estimate, and we scheduled a convenient time for the work. I have attached double-pane windows, and he and his coworker carefully detached the panes, thoroughly cleaned between them, and reattached everything. The results were incredible—the windows, which were previously blurred, now sparkle and look like new. We’re amazed at how clear and beautiful they are. Juan is not only skilled but also a pleasure to work with. His customer service is exceptional. Although he didn’t have time initially to install the basement screen windows, he followed up, called to confirm, and came back the next week as promised to finish the job. I cannot recommend his services highly enough. If you want reliable, high-quality window cleaning with outstanding service, Juan is your guy."
Response time1 day
Response rate89%
28 neighbors recently requested a quote
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FAQs for gutters & downspouts cleaning service projects in Chestnut Hill, MA

You’ll want to clean gutters once or twice a year—in early spring and again in fall—to keep water flowing and avoid pricey leaks. Homes tucked beneath tall trees or hit with heavy debris may need two to four visits instead. Staying on schedule protects your roof, siding, and foundation from costly water damage.

Even with gutter guards, plan on an occasional cleaning—just not as often as homes without guards. Installing gutter guards blocks leaves, but grit and shingle granules still slip through and pile up over time. A quick sweep keeps water moving and stops overflow that can damage your roof or foundation.

Watch for overflowing water, slow or silent downspouts, sagging sections, or debris peeking over the gutter edge. You might also spot water stains, weeds, or an increasing number of ants in certain areas. Any of these red flags means it’s time to call a gutter cleaning pro for service before minor clogs turn into major leaks.

Skip cleanings for too long and gutters overflow, sending water under shingles, down siding, and toward the foundation. The result can be mold, rotted fascia, basement leaks, and repair bills that dwarf the price of a quick cleaning. It can also mean that future cleanings will be more expensive as it will take pros longer to deep clean gutters that are full of heavy debris. Staying on schedule saves money and headaches.

Plan on gutter cleaning service to take an average of one hour for an average single-story home and two to three hours for taller houses. Add extra time if gutter guards need to come off or clogs are packed in. Pros work methodically, clearing every linear foot so water can flow freely again.

The Chestnut Hill, MA homeowners’ guide to gutters & downspouts cleaning services

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