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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

"Perfect experience. Claimed an Angie's List deal for gutter cleaning. Joe called within the hour and got me on their schedule on the same day. Guys arrived promptly and thoroughly cleaned all of our gutters. There is a steep hill on one side of our house which has prevented other gutter cleaning companies from getting to the gutter over that area, but Joe's crew got up on the roof and cleaned that area, too. They cleaned up well afterwards, as well. Couldn't have asked for a better experience. Will definitely have them back in the fall."
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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 - Clean- For Business

Serving Chelsea, MA and surrounding areas

Approved

In business since 2019

Credit card accepted

Offers commercial services

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

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

16 neighbors recently requested a quote
Recommended by8%of homeowners
Avatar for GUTTER MASTER SERVICE LLC
GUTTER MASTER SERVICE LLC
5.0(
7
)
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

14 neighbors recently requested a quote
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%
16 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

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.

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.

Any small amount of standing water can be damaging to your gutters. It’s recommended that a ¼ inch puddle or more should be addressed. Failure to keep water from pooling in your gutters can result in clogs, algae growth, and pests that damage your gutters over time. 

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.

Water should not be dripping behind your gutters. Rain dripping between your gutters and the fascia might indicate that the gutters are misaligned with the fascia board or there are loose screws in the gutters, allowing water to pass through. Start by checking for these issues and make repairs ASAP.

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.