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TRUSTED BY CARLISLE, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon417
    Verified gutter cleaning services reviews

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

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

Serving Carlisle, 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
Better View Cleaning Services
4.6(
250
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Carlisle, MA and surrounding areas

Approved

In business since 2006

Free estimates

Small jobs welcome

"Jose & his team responded to my initial inquiry quickly, and always provided prompt responses to follow up communication. We have lots of windows for cleaning! On the day of the work, the team was on time, polite, and did a great job overall. Value for the cost was excellent. Thank you!"
Response time12 hrs
65 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Third Generation Window & Gutter Cleaning
Third Generation Window & Gutter Cleaning
4.8(
110
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Carlisle, MA and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"We just had all our window cleaned, both interior and exterior. Karl and his team did an immaculate job; the windows sparkle, any furniture that had to be moved was put back exactly in place and they were fully prepared to maintain with masks, gloves, booties and safe distancing. I’ve used Third Generation for many years."
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Gutter Repairs
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+6

Recommended by98%of homeowners
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Carlisle, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Hennelly & Son sent Jack and Mike and they went above and beyond! They not only cleaned the gutters but also took time and care to listen to my concerns and addressed as needed. Whenever I asked them to look at an area again, they did so without any hesitation and said their goal was to make sure I was satisfied. It is hard to explain the excellent level of service they provided in words. There is good customer service, then there is great customer service, then there is best customer service and then there is Hennelly and Son! And they are so friendly to talk to. I would hire Hennelly & Son again and also highly recommend Jack and Mike. If there was a higher rating than A I would choose that."
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+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

At least twice a year, or more if surrounded by trees.

If you don't want to install gutter guards, the most common and inexpensive alternative is regular gutter cleaning, either annually, biannually, or as soon as they start to fill up. Using a leaf blower attachment can make this process easier. Other products designed to reduce cleanings include gutter screens (made of wire mesh, nylon, or foam), which are typically less expensive than a full gutter guard installation. You can also find guards and inserts designed specifically to protect your downspouts or opt for a whole gutter system like LeafGuard, which integrates the gutter and guard into a single product.

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.

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.

While both underground and above-ground downspout extensions are a step up from no downspout extensions, underground downspouts are better for those looking for a more discreet option. Underground downspouts are hidden away—out of sight, out of mind. You won't be bumping into the extended sections with your lawn mower, nor will you see the downspouts sticking out like a sore thumb.

The Carlisle, MA homeowners’ guide to gutter cleaning services

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