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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
63 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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Showing 1-10 of 272
Gutter Cleaning FAQs, answered by experts

Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.

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.

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.

Pressure washing isn’t the only way to clean your gutters. Use a hose and a long-handled brush if you aren’t afraid of a little elbow grease. Alternatively, set up a stable ladder and scrub by hand with a brush. It’s also possible to purchase gutter wand extensions for hoses or a gutter vacuum if you don’t mind the investment. These help clean thoroughly without you having to scale a ladder.

The best times of year to clean your gutters are typically in the spring and fall. Cleaning in the fall is crucial for removing leaves and debris that have accumulated, which helps prevent clogs. A spring cleaning ensures your gutters are clear and prepared for seasonal rainfall.

As a general guideline, experts recommend cleaning your gutters at least twice a year. However, the optimal frequency depends on several factors, such as local weather patterns, the type of gutters you have, and the number of trees on your property. If your home is surrounded by many large trees or pine trees, you may need to clean your gutters as often as every three to four months. If you have few or no trees nearby, twice a year is likely sufficient. In some cases, you may need to clean them a couple of times during the fall and spring to keep them clear and allow water to flow freely.

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.