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TRUSTED BY CHESTNUT HILL, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon979
    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 has remained Local Family Owned & Operated. Specializing in all things Gutters. 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 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%
1 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
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+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

"Prompt quoting; prompt service; completed on time; cleaned up; identified some additional concerns that they corrected in the quoted price. Everything they did was properly and neatly done."
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+3

Response time12 hrs
Response rate100%
6 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

"Everado and his professional, hard-working team did an excellent job cleaning the interior and exterior of our home windows. They have also cleaned our gutters, and are pleasant, responsive and thorough. Highly recommend Everado and Sunbright, and will absolutely hire again."
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
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Avatar for Valley View Gutter Cleaning LLC
Valley View Gutter Cleaning LLC
5.0(
11
)
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 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."
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+30

Recommended by96%of homeowners
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Avatar for American Gutter Cleaning & Installations, Inc.
American Gutter Cleaning & Installations, Inc.
5.0(
30
)
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%
200 neighbors recently requested a quote
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Avatar for Gutter Kings
Gutter Kings
4.3(
526
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Fantastic! Replaced about 75% of my standards sized gutters with oversized gutters (steeper roof sections with faster runoff). Even cleaned out some of the remaining gutters for me. That resolved the overflow problems I was having on the steeper sections of roof. The Leaf Relief gutter guards have been doing an excellent job. Home Depot sells the same brand, but only in very short (like 3-4 ft.) lengths for DIYers. That would be a huge pain to install, moving a ladder every few feet! The contractors can get them in much longer lengths and the install goes much faster. A high quality job done quickly! They also did a good job cleaning up after themselves. I would definitely recommend New England Gutter Kings to anyone considering gutter replacement, cleaning or gutter guard installation."
17 neighbors recently requested a quote
Recommended by83%of homeowners
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Gutter Cleaning questions, answered by experts

Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.

Gutter guards and covers can minimize debris accumulation.

Regular cleaning, checking for leaks, and applying protective coatings help prevent corrosion.

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.

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.

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