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    Average homeowner rating
  • 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.

Gallery
Gallery
Gallery
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."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+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."
Power washing
Power washing
Power washing
Power washing
Power washing

+4

22 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 AQUA Van Pressurewashing
AQUA Van Pressurewashing
4.9(
19
)
Gutters & Downspouts - Clean

Serving Chelsea, MA and surrounding areas

Approved

In business since 2019

Free estimates

Credit card accepted

Welcome to Aqua Van Pressurewashing! With over 10 years of experience, we take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help

Before
After
Before
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Before Concrete

+2

Response time1 day
4 neighbors recently requested a quote
Recommended by89%of homeowners
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Gutter Cleaning FAQs, answered by experts

The cost to install a downspout extension or reroute a downspout generally falls between $30 and $200. The final price depends on factors like whether you DIY the project or hire a gutter professional, the complexity of your gutter system, and the length of the new extension. A simple, above-ground DIY installation can cost as little as $30 for materials. In contrast, a more complex project involving professional installation and digging trenches for underground piping could cost over $1,000. This is still a significant saving compared to replacing your entire gutter system, which costs around $1,900 on average.

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

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.

Yes, professionals can spot and rectify downspout issues such as clogs, leaks, or disconnections during cleaning. They ensure proper water flow, protecting the building's foundation and preventing water damage or erosion.

Regular cleaning, applying rust-resistant coatings, and checking for leaks help extend their lifespan.

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.