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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(
739
)
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

If not properly maintained, an underground downspout may damage your home's foundation. A clogged downspout can back up, causing water to pool around the base of your home and seep into the foundation. Regular inspections and maintenance keep your downspout in good working order, preventing damage and protecting your home.

Yes, you can use a pressure washer to effectively clean debris, dirt, and grime from your gutters, but it must be done with caution to avoid damage. Always use a low-pressure setting, with a recommended range between 1,200 and 1,800 PSI. Excessive pressure can bend or dent aluminum gutters, damage seams, peel paint, or even knock shingles off your roof, potentially leading to leaks and moisture issues. For a safer alternative, consider soft washing or cleaning them by hand. When using a pressure washer, it is safer to use gutter elbow extensions from the ground rather than climbing a ladder, as the force can cause instability. Due to the risks, you may want to hire a licensed and insured contractor for the job.

It’s best to schedule regular gutter cleanings before there’s a major issue, but sometimes life gets in the way. Luckily, a few telltale signs will let you know when to clean your gutters ASAP:

  • You notice built-up debris in your gutters.

  • Your gutters overflow with water when it rains.

  • Water doesn’t readily flow from your downspouts.

  • Your gutters are damaged or visibly leaking.

  • You notice evidence of leaking along your roof, siding, yard, or pavement.

  • Your gutters have pulled away from your roofing or exterior walls.

  • You see water damage on your soffits or fascia.

  • You have weeds growing in your gutters.

  • You start to see ants or other insects around your gutters or in your home.

  • You suddenly have issues with leaks in your crawl space or basement.

Ensures thorough cleaning, preventing blockages and potential water damage.

Icicles don't necessarily mean your gutters are clogged or bad, but they can indicate an underlying issue. While clogged gutters can cause icicles to form, the problem could also be an ice dam on your roof from poor insulation. In that case, melting snow can refreeze in the gutter even without a clog. Regardless of the cause, the weight of the ice can damage your gutters or even rip them completely off the house. If you are unsure of the underlying problem, it's best to call a roofing company to assess the issue and implement a permanent solution.

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.