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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.

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2 neighbors recently requested a quote
Recommended by88%of homeowners
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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%
2 neighbors recently requested a quote
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Better View Cleaning Services
4.6(
249
)
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
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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

"Gutters are clean. Windows sparkle. They were fast, very pleasant, and cleaned up before they left. Will definitely have them back."
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Gutter Repairs
Additional Photos

+6

Recommended by98%of homeowners
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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

"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."
Additional Photos
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+3

Response time12 hrs
Response rate100%
7 neighbors recently requested a quote
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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
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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

"I agree with all the other reviewers. Everardo was prompt, professional and extremely thorough in power washing our house. He meticulously got every part of the house from top to bottom sparkling clean. The price was resonable for such a complete job and we are thrilled with the results. We will definitely hire him again. He is going to come back to clean the gutters as well."
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
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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
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+30

Recommended by96%of homeowners
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Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,572
)
Gutters & Downspouts - Clean

Serving Chestnut Hill, 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!"
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

11302 neighbors recently requested a quote
Recommended by81%of homeowners
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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

"They came, they gave me a date, they did their thing and I gave them a check. They did a good job. They got rid of all the debris that were all over the gutters. I would recommend them and I would use them again."
22 neighbors recently requested a quote
Recommended by83%of homeowners
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Showing 1-10 of 384
Gutter Cleaning questions, answered by experts

Water should not be dripping behind your gutters. Rain dripping between your gutters and the fascia might indicate that the gutters are misaligned with the fascia board or there are loose screws in the gutters, allowing water to pass through. Start by checking for these issues and make repairs ASAP.

Frequently, when water flows over gutters, it indicates a potential clog, necessitating cleaning. For instance, if a twig becomes lodged in the downspout, it can lead to a traffic jam, causing more leaves and sticks to accumulate. Another potential issue is an incorrect pitch, as gutters should channel water toward the downspout. If you observe water overflowing the end cap or leaking through it, it suggests that your gutters are improperly tilted.

Properly installed gutters should be able to function normally in heavy rains. Allowing water to overflow can cause water damage around your home's basement or foundation. If the overflow is caused by a simple clog, paying a gutter cleaning cost of $125 to $250 may be enough to get the gutters running clear again. If there's a larger issue, you may need to repair or replace your gutters.

Yes, gutter cleaning methods without using a ladder are available, including:

  • A curved wand attachment for your hose 

  • Gutter tongs on an extension pole

  • A leaf blower gutter cleaning kit

  • Vacuum designed for cleaning gutters

Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.

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 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