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TRUSTED BY CHESTERFIELD, MA HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon34
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Chesterfield

Avatar for Advanced Seamless Gutters
Advanced Seamless Gutters
4.4(
210
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chesterfield, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Removed old gutters, installed new, seamless gutters, downspouts and gutter guards. Needed to work around an awning for the downspout with excellent looking results. Polite workers and cleaned up the yard after work was completed. Patty C."
BASEMENT RE-FINISHING
MOLD CERTIFICATION
Hatchway
Footer
Hatchway Foundation Walls

+63

Response time1 day
Response rate86%
104 neighbors recently requested a quote
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,538
)
Gutters & Downspouts - Clean

Serving Chesterfield, MA and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"LeafFilter doesn't clean gutters, they sell and install their LeafFilter Gutter products and only clean the gutters if you buy their product. I can't even begin to afford their product so I wasn't able to get my gutter cleaned by them."
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

10732 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for SOS Powerwash
SOS Powerwash
5.0(
12
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chesterfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2022

Free estimates

Small jobs welcome

"My house and roof look fantastic. The chemical used for treating the moss on a portion of my roof also affected some of my surround plants on the ground. I'm sure they will come back fine next spring. It was worth it to have a clean house and roof."
What We Do...
What We Do...
What We Do...
What We Do...
Front Steps

+42

Response time7 hrs
Response rate97%
31 neighbors recently requested a quote
Avatar for CJ's Gutter and Glass
CJ's Gutter and Glass
3.4(
5
)
Gutters & Downspouts - Clean

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We offer a variety of General Contractor services that are customizable to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships and guarantee your satisfaction!\n

18 neighbors recently requested a quote
Avatar for Chloe’s Cleaning Co
Chloe’s Cleaning Co
New to Angi
Gutters & Downspouts - Clean

Serving Chesterfield, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Hi, I’m Chloe!! I’m a friendly, dependable housekeeper who genuinely enjoys helping people create clean, comfortable, and welcoming homes. I take pride in my work and pay close attention to detail, ensuring every space is cleaned with care and thoroughness. With previous housekeeping experience, I understand the importance of reliability, professionalism, and treating your home with respect. I’m currently growing my housekeeping business and am excited to connect with new clients through this platform. I look forward to earning your trust and helping keep your home looking its best!! Please feel free to reach out to me with any questions, to receive a custom quote or for more information

Avatar for Gutters & More
Gutters & More
4.2(
27
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chesterfield, MA and surrounding areas

In business since 1996

Free estimates

Emergency services offered

"They responded to my request for an estimate right away. They cleaned my gutters, replaced my gutter leaf guards, and removed and replaced a section of gutter and the attached downspout.They worked efficiently and did a great job. I was very pleased with the value I received and the workmanship and professionalism of the crew"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+7

Recommended by90%of homeowners
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Gutter Cleaning questions, answered by experts

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.

Absolutely—and lots of it. Overflowing water from your gutters can damage your siding and your roof. All of the moisture getting into the cracks and crevices of your home can lead to mold or mildew problems down the line. In addition, when water pools around your home, it needs a place to go—and sometimes it ends up inside the house, creating a very unwanted flood.

It’s best to schedule regular gutter cleanings before there’s a major issue, but sometimes life gets in the way. Luckily, a few telltale signs will let you know when to clean your gutters ASAP:

  • You notice built-up debris in your gutters.

  • Your gutters overflow with water when it rains.

  • Water doesn’t readily flow from your downspouts.

  • Your gutters are damaged or visibly leaking.

  • You notice evidence of leaking along your roof, siding, yard, or pavement.

  • Your gutters have pulled away from your roofing or exterior walls.

  • You see water damage on your soffits or fascia.

  • You have weeds growing in your gutters.

  • You start to see ants or other insects around your gutters or in your home.

  • You suddenly have issues with leaks in your crawl space or basement.

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

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 Chesterfield, MA homeowners’ guide to gutter cleaning services

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