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  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon653
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Winchester, MA

*The Angi rating for Gutter Cleaning companies in Winchester, 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 Winchester, 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 December 02, 2024

Top-Rated Gutter cleaning pros in Winchester - Updated Nov 2026

Avatar for JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
4.4(
533
)
Gutters & Downspouts - Clean

Serving Winchester, 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 Winchester, 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 Elite Gutter Cleaning Service
Elite Gutter Cleaning Service
5.0(
28
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, MA and surrounding areas

Approved

In business since 2022

Free estimates

Offers commercial services

"Cleaned and flushed my gutters. Did a great job and left no mess behind. Very professional."
Response time20 mins
Response rate100%
Recommended by100%of homeowners
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Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, MA and surrounding areas

Approved

In business since 2000

Offers commercial services

Customers say: Quality work

"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 A-Z Cleaning Services
A-Z Cleaning Services
4.8(
56
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, MA and surrounding areas

Approved

In business since 2013

Free estimates

Warranties offered

"The gutters were cleaned and my particular concerns were addressed. They were great!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+30

Recommended by96%of homeowners
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Avatar for Earth Green Dryer Vent & Duct Cleaning
Earth Green Dryer Vent & Duct Cleaning
4.6(
817
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1998

Free estimates

Emergency services offered

"Professional, explained what, and how he would do the cleaning. Very careful. Would definitely hire again."
Before cleaning
After cleaning
Truck Mount Duct Cleaning
Blower Motor Cleaning
Response time5 hrs
103 neighbors recently requested a quote
Recommended by94%of homeowners
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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 Winchester, MA and surrounding areas

Approved

In business since 2019

Free estimates

Credit card accepted

At Valley View Gutter Cleaning LLC, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote! \n

Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning

+11

1 neighbors recently requested a quote
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Avatar for Gutter Kings
Gutter Kings
4.3(
527
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, 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."
27 neighbors recently requested a quote
Recommended by83%of homeowners
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Avatar for American Gutter Cleaning & Installations, Inc.
American Gutter Cleaning & Installations, Inc.
4.9(
31
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, 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%
223 neighbors recently requested a quote
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Avatar for Boston Window Cleaning
Boston Window Cleaning
5.0(
12
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, MA and surrounding areas

Approved

In business since 2021

Free estimates

Small jobs welcome

"Boston Window Cleaning responded very promptly to my gutter and downspout cleaning request and came the same day. Jay was friendly, professional, worked efficiently, and did a great job on our house, which has some tight spaces for accessing the gutters. And the price was very good. Will definitely use these guys again."
Power washing
Power washing
Power washing
Power washing
Power washing

+4

22 neighbors recently requested a quote
Recommended by8%of homeowners
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Showing 1-10 of 357
Gutter Cleaning FAQs, answered by experts

Gutter guards and covers can minimize debris accumulation.

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

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.

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.

You may have a clogged gutter. Downspouts can also clog if your gutter collects too much debris. Hire a professional gutter cleaner, and if you still have problems, install a gutter guard (which prevents debris from entering your gutter system) and a downspout extension (which helps drain water further away from your foundation, so it doesn't pool near your house). Follow these tips to keep your gutter downspouts clean.

The Winchester, MA homeowners’ guide to gutter cleaning services

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

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