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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

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.

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.

Regular cleaning, applying rust-resistant coatings, and checking for leaks help extend their lifespan.

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.

It’s recommended that you clean your gutters after a severe storm, however, regular storms don’t raise the same concerns. Look for signs your gutter might need cleaning after a harsh storm. Do you see broken branches and excessive leaves all over your yard? Chances are your gutters caught quite some debris. Also, ensure a few drying days before cleaning your gutters. Dry debris is much easier to clean.

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.