Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Chester, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Chester, MA?

Select your specific project to find the pro for you.

Find Gutter cleaning pros in Chester

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,523
)

Serving Chester, 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

10039 neighbors recently requested a quote
Recommended by83%of homeowners
Avatar for Advanced Seamless Gutters
Advanced Seamless Gutters
4.4(
210
)

Serving Chester, 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
80 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for MPC General Cleaning LLC
MPC General Cleaning LLC
5.0(
14
)

Serving Chester, MA and surrounding areas

Approved

In business since 2021

Free estimates

Warranties offered

"Excellent. Both the house and gutters were pristine when completed! They arrived on time. They were very respectful of property."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+19

Response time1 day
2 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for SOS Powerwash
SOS Powerwash
5.0(
12
)

Serving Chester, 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 rate91%
29 neighbors recently requested a quote
Avatar for CJ's Gutter and Glass
CJ's Gutter and Glass
3.7(
3
)

Serving Chester, 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

5 neighbors recently requested a quote
Avatar for Chloe’s Cleaning Co
Chloe’s Cleaning Co
New to Angi

Serving Chester, 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
)

Serving Chester, 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
...
Showing 1-10 of 59
Gutter Cleaning questions, answered by experts

If you do end up with frozen gutters, it's important to thaw them correctly. Thawing your gutters slowly is far safer than trying to break apart the ice. Once you get through the ice, bring in a gutter professional to check out the effectiveness of your heated system.

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

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.

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

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 Chester, MA homeowners’ guide to gutter cleaning services

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