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TRUSTED BY CHELSEA, MA HOMEOWNERS

  • Average homeowner rating star icon4
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  • Verified reviews icon139
    Verified gutter cleaning services reviews

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

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

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

Serving Chelsea, 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%
5 neighbors recently requested a quote
Avatar for Valley View Gutter Cleaning LLC
Valley View Gutter Cleaning LLC
5.0(
14
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chelsea, MA and surrounding areas

Approved

In business since 2019

Free estimates

Credit card accepted

At Valley View Gutter Cleaning LLC, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote! \n

Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning

+11

1 neighbors recently requested a quote
Avatar for Sun Bright Window Cleaning
Sun Bright Window Cleaning
4.9(
134
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chelsea, MA and surrounding areas

Approved

In business since 2017

Free estimates

Offers commercial services

From everything from window cleaning, to gutter cleaning, to power washing, we are the experts you need to take care of your home or business. We provide fast and detailed service and look to treat every home or business as we would our own. We look forward to working with you!

4 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Boston Window Cleaning
Boston Window Cleaning
5.0(
12
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chelsea, MA and surrounding areas

Approved

In business since 2021

Free estimates

Small jobs welcome

"Boston Window Cleaning responded very promptly to my gutter and downspout cleaning request and came the same day. Jay was friendly, professional, worked efficiently, and did a great job on our house, which has some tight spaces for accessing the gutters. And the price was very good. Will definitely use these guys again."
Power washing
Power washing
Power washing
Power washing
Power washing

+4

21 neighbors recently requested a quote
Recommended by8%of homeowners
Avatar for B&D Construction and Painting, Inc.
B&D Construction and Painting, Inc.
4.7(
159
)
Gutters & Downspouts - Clean

Serving Chelsea, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Small jobs welcome

"Three gentlemen came early morning; efficiently removed all leaves/ debris from gutters. They understand New England weather and timeliness of gutter cleaning to prevent ice damns from forming! I will rely on them for exterior gutter cleanings in the future."
Window before
Window install after
Response time7 hrs
Response rate90%
17 neighbors recently requested a quote
Avatar for GUTTER MASTER SERVICE LLC
GUTTER MASTER SERVICE LLC
5.0(
4
)
Gutters & Downspouts - Clean

Serving Chelsea, 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

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Gutter Cleaning FAQs, answered by experts

There’s more to gutter cleaning services than simply scooping out fallen leaves and debris. You should consult your gutter professional about which services they’ll provide during your appointment to ensure you receive the best value for your investment.

Gutter cleaning usually consists of some basic services, including:

  • Removing debris such as leaves, twigs, pests, moss, algae, and pollen

  • Uninstall and reinstall gutter guards

  • Flush the gutter with a hose

  • Inspection for any damage or leaks

  • Recommendations for repairs

Use of harnesses and ladders ensures safe roof access.

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.

The most common problem with gutters is clogging from debris like leaves, blossoms, and seeds from surrounding trees. This debris can block downspouts, leading to improper drainage and water overflow.

Other common issues include:

  • Leaks and holes, which can often be repaired with gutter sealant or caulk.

  • Rust, sagging, or detachment from the roofline.

  • Damage from strong storms.

  • Improperly pitched gutters that don't drain correctly.

Regular cleaning in the spring and fall is the best way to prevent most of these problems. You may need to clean them more often during periods of heavy leaf fall.

Clean regularly, inspect for rust or damage, and apply sealant to joints as needed.

The Chelsea, MA homeowners’ guide to gutter cleaning services

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