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  • Verified reviews icon139
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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

Free estimates

Warranties offered

"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%
6 neighbors recently requested a quote
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."
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+4

22 neighbors recently requested a quote
Recommended by8%of homeowners
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Gutter Cleaning FAQs, answered by experts

Underground downspouts refer to the sections of downspout extensions that lead away from your home and gutter system. While they cost more than traditional extensions, they can provide several benefits, such as less frequent damage and no need to move them for lawn care tasks. Whether they're worth it or not depends on your budget at installation time and how much convenience they'll add to your situation.

You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.

Regular inspections, occasional rinsing, and removing large debris ensure long-term functionality.

Clean regularly to prevent clogs, check for cracks, and ensure downspouts direct water away from the foundation.

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.