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TRUSTED BY CHARLESTOWN, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon279
    Verified gutter cleaning services reviews

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

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

Serving Charlestown, 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.

Gallery
Gallery
Gallery
2 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for AAA Sparkling Window & Gutter Cleaning
AAA Sparkling Window & Gutter Cleaning
4.6(
389
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Charlestown, 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%
2 neighbors recently requested a quote
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Charlestown, 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."
Additional Photos
Additional Photos
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+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
Avatar for Boston Window Cleaning
Boston Window Cleaning
5.0(
12
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Charlestown, 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
Avatar for Gotta Get A Gutter
Gotta Get A Gutter
4.4(
17
)
Gutters & Downspouts - Clean

Serving Charlestown, MA and surrounding areas

Approved

In business since 1986

Free estimates

Emergency services offered

"Very nice, hard working, knowledgeable and Professional. I appreciate their attention to detail and senior discount! Would hire again. The work was done primarily to provide repairs needed to keep animals like squirrels and other rodents from entering the house by repairing openings between roof and gutters with metal barrier. Photos were provided to show details of the work."
Roof & Gutters
Roof & Gutters
Roof & Gutters
Roof
Roof

+29

Response time6 hrs
Response rate94%
15 neighbors recently requested a quote
Avatar for EP LANDSCAPE DEMO & SERVICES LLC
EP LANDSCAPE DEMO & SERVICES LLC
5.0(
77
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Charlestown, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Emergency services offered

"Customer Service was Excellent. Albert returned my call immediately and was out to do the work the same afternoon. The fall clean-up was done efficiently and with great care to detail. The staff were so nice and worked very hard. It's beautiful and I'm so happy. I will definitely use them again and hope you try them too."
Response time3 hrs
Response rate100%
2 neighbors recently requested a quote
Avatar for Eddi's Construction, Inc.
Eddi's Construction, Inc.
5.0(
32
)
Gutters & Downspouts - Clean

Serving Charlestown, MA and surrounding areas

Approved

In business since 2017

Free estimates

Small jobs welcome

"He came up with a better idea than I had, he added more support anchors and screws. He was very easy going and polite. Very neat, cleaned up after and he replaced and exterior thermostat that was attached to the old part of the deck. I would hire Eddi again."
Decks
Decks
Decks
Decks
Decks

+10

Recommended by88%of homeowners
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Gutter Cleaning FAQs, answered by experts

The kind of gutter guards you have will affect how often you need to clean them. The more basic type of gutter screen requires cleaning once or twice a year. With a micromesh screen, you may be able to extend the time between cleanings to every two years or so.

However, if you have trees near your roof, you’ll need to clean your gutters more frequently, especially if you have chicken-wire or colander-type gutter guards. If you have pine trees near your roof, you may even need to clean your gutters quarterly, as tiny pine needles can get through any type of gutter guard.

Yes, it is okay to knock down icicles yourself. Just make sure to take the proper safety precautions. If you’re not comfortable doing it yourself, contact a roofing professional.

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.

Walking on the roof to clean gutters is unsafe and not recommended due to significant safety risks. It is especially dangerous on steep or slippery roofs, or if the roof is wet or covered in leaves, which increases the chance of a fall. In addition to personal injury, walking on the roof can damage shingles, potentially leading to water leaks. Instead of walking on the roof, use a sturdy ladder positioned on a stable surface to access the gutters. Be aware that using a ladder also carries risks, as it can be difficult to maintain balance while performing the work. You can also use ground-based cleaning tools. For safety reasons and to prevent damage to your roof, hiring a professional to clean your gutters is the best and safest option.

If you do end up with frozen gutters, it's important to thaw them correctly. Thawing your gutters slowly is far safer than trying to break apart the ice. Once you get through the ice, bring in a gutter professional to check out the effectiveness of your heated system.

The Charlestown, MA homeowners’ guide to gutter cleaning services

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