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TRUSTED BY LITTLETON, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon332
    Verified gutter cleaning services reviews

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

Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Littleton, MA and surrounding areas

Approved

In business since 2000

Offers commercial services

Customers say: Quality work

"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%
5 neighbors recently requested a quote
Avatar for Gutter Kings
Gutter Kings
4.3(
528
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Littleton, 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."
26 neighbors recently requested a quote
Recommended by83%of homeowners
Avatar for GUTTER MASTER SERVICE LLC
GUTTER MASTER SERVICE LLC
5.0(
7
)
Gutters & Downspouts - Clean

Serving Littleton, MA and surrounding areas

Approved

Free estimates

Credit card accepted

Offers commercial services

We are committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade, combined with ability, is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business \n \n

14 neighbors recently requested a quote
Avatar for Top Tier Construction
Top Tier Construction
5.0(
12
)
Gutters & Downspouts - Clean

Serving Littleton, MA and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"Top Tier Construction did an amazing job on my roof replacement. From the initial call Jimmy was super professional, he explained every detail and helped us choose the perfect roof for us. Jimmy was very polite, professional and courteous. He explained his price, answered any questions I had and showed up when he said he would. They are gaf certified contractors which gives you access to exclusive warranties. They showed up on time and completed my roof in one day. Everything was cleaned up super well and the following morning Jimmy came back to make sure the crew didn't miss any nails. My roof looks fantastic. I couldn't be happier. I highly recommend them!"
Garage Roof Replacement
Garage Roof Replacement
Garage Roof Replacement
Garage Roof Replacement
6 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

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.

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.

Frequently, when water flows over gutters, it indicates a potential clog, necessitating cleaning. For instance, if a twig becomes lodged in the downspout, it can lead to a traffic jam, causing more leaves and sticks to accumulate. Another potential issue is an incorrect pitch, as gutters should channel water toward the downspout. If you observe water overflowing the end cap or leaking through it, it suggests that your gutters are improperly tilted.

There are several ways to tell if your gutter downspout drain is backed up. The most obvious sign is when you see water flowing over your gutter edges. This can occur during everything from light rain to a rainstorm. Additional signs can include peeling paint around your downspout, visible dirt around your downspout, and moisture on the side of the house. If you're having ongoing problems with clogs caused by a poorly designed or worn-out gutter system, consider getting a quote for gutter replacement cost.

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.

The Littleton, MA homeowners’ guide to gutter cleaning services

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