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TRUSTED BY CHESTNUT HILL, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon981
    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 September 14, 2026

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

"They showed up when they said they will and the gutters looks great."
Response time2 days
Response rate100%
2 neighbors recently requested a quote
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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

"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."
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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

"Prompt and professional. Did a great job cleaning my exterior windows and cleaning my gutters."
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

11289 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."
21 neighbors recently requested a quote
Recommended by83%of homeowners
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Showing 1-10 of 382
Gutter Cleaning questions, answered by experts

Whether or not you can use a pressure washer to clean your gutter guards depends on the type of gutter guard you have and the strength of the pressure washer. Most gutter guards can handle a low-pressure setting but check first. If you’re unsure if your gutter guard is designed for pressure washing, check your manufacturer’s instructions, ask a pro, or use a garden hose to clean the gutter guard instead. As gutter guards age, they become less resistant to the strong forces of a power washer, so treat older gutter guards with more care.

Use of harnesses and ladders ensures safe roof access.

If your gutters are out of reach, a leaf blower with a gutter cleaning attachment can help blow out leaves and dirt. You can also consider using a telescoping gutter cleaning tool, which extends your reach while allowing you to clean from the ground. These tools often have adjustable attachments, such as brushes or hoses, to clear debris effectively. If these options aren’t practical, hiring a professional is a safe and efficient way to clean your gutters without risking injury.

Regular cleaning, checking for leaks, and ensuring that downspouts direct water away from the foundation help prolong gutter life.

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.

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