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TRUSTED BY CARLISLE, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon421
    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
68 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

Offers commercial services

Customers say: Quality work

"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

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.

Regular cleaning to remove debris and ensure functionality throughout the year.

To clean the tops of gutter guards, use a soft-bristle brush or a leaf blower to remove debris like leaves, twigs, or dirt. For stubborn grime, spray the guards with a garden hose, directing water downward to avoid forcing debris into the gutter. If the guards are removable, take them off and rinse thoroughly before reattaching. Regular cleaning, especially during fall or after storms, will help maintain their effectiveness.

On a typical three-bedroom home, gutter cleaning takes about one hour. For larger homes, especially those with multiple stories, the job can take two to three hours. The time required may increase if the gutters need extensive cleaning, the roof is steep, the gutters are hard to reach, or if gutter guards need to be uninstalled and reinstalled.

Hiring a local gutter cleaner costs an average of $119 to $228. For many homeowners, it’s worth bringing in a pro to make sure there’s a regular cleaning schedule and that the job is done thoroughly. A pro can also inspect your gutters and roofline and flag any issues before you start experiencing costly mold, rot, or water damage.

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.