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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 - 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

If you want to avoid burying your downspouts, several alternatives can help direct water away from your home's foundation. One option is to connect a rain barrel to your downspout. During a storm, the barrel collects water that you can later use for irrigating your lawn or garden. Another common solution is to install an above-ground downspout extension. This can be done in a couple of ways:

  • Splash Guards: Placing a splash guard, available at most hardware stores, under your downspout can act as a simple funnel to direct water away from the house.

  • Downspout Extensions: You can add an extension to the end of the downspout's elbow to carry water further into your yard. Some extensions are flexible, allowing you to maneuver them around landscaping.

These above-ground solutions are particularly useful if your home has a slab foundation that you cannot dig up. However, they have limitations. An extension may not move water as far from your home as an underground system. More importantly, if your yard slopes back toward your house, these methods will be ineffective, and burying your downspouts remains the best option to prevent potential flooding and water damage.

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.

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.

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.

There are several ways to tell if your gutter downspout drain is backed up. The most obvious sign is when you see water flowing over your gutter edges. This can occur during everything from light rain to a rainstorm. Additional signs can include peeling paint around your downspout, visible dirt around your downspout, and moisture on the side of the house. If you're having ongoing problems with clogs caused by a poorly designed or worn-out gutter system, consider getting a quote for gutter replacement cost.

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.