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TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon30
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Cheshire - Updated Nov 2026

Avatar for CJ's Gutter and Glass
CJ's Gutter and Glass
3.4(
5
)
Gutters & Downspouts - Clean

Serving Cheshire, 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

102 neighbors recently requested a quote
Oak and ivory cleaning co
New to Angi
Gutters & Downspouts - Clean

Serving Cheshire, MA and surrounding areas

Approved

Hi! I’m Shelbea, the owner of Oak & Ivory Cleaning Co. 🤍✨\n\nI started my cleaning business with one simple goal: to help make life a little easier by giving my clients a clean, comfortable, and welcoming space to come home to. I take pride in being dependable, detail-oriented, and treating every home as if it were my own.\n\nWhether you need a routine cleaning, deep clean, move-in/move-out service, or just some extra help getting your space back in order, I’d love the opportunity to help! 🧹🫧\n\nThank you for supporting my small business — I can’t wait to make your space shine! 🤍

2 neighbors recently requested a quote
Integrity Property Solutions
New to Angi
Gutters & Downspouts - Clean

Serving Cheshire, MA and surrounding areas

Approved

Hi! I'm a hardworking, dependable professional who takes pride in doing quality work and treating every home with respect. I offer painting, cleanouts, yard cleanups, and general odd jobs. I believe in being honest, showing up on time, communicating clearly, and leaving every job looking its best. Whether it's a small project or a bigger cleanup, I work hard to get the job done right and make sure my customers are satisfied. I look forward to helping you with your next project!

Avatar for Robert Roofing & Gutters
Robert Roofing & Gutters
4.1(
127
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Cheshire, MA and surrounding areas

In business since 1980

Free estimates

Emergency services offered

"Robert Roofing and Gutters did an excellent job!  My husband and I had a leak in the living room of our home and decided we would give Angie's List a try. After reading through the reviews, we decided on Robert Roofing. We contacted them, and fortunately, they were able to come out the next day!  The owner was very upfront about the costs and they did not charge us a penny over what was quoted.  They replaced our shingles - they look great and no leaks!  Comments:  professional, prompt and courteous.  Would recommend.
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Recommended by86%of homeowners
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Gutter Cleaning FAQs, answered by experts

To clean the tops of gutter guards, use a soft-bristle brush or a leaf blower to remove debris like leaves, twigs, or dirt. For stubborn grime, spray the guards with a garden hose, directing water downward to avoid forcing debris into the gutter. If the guards are removable, take them off and rinse thoroughly before reattaching. Regular cleaning, especially during fall or after storms, will help maintain their effectiveness.

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.

Ensures thorough cleaning, preventing blockages and potential water damage.

Using less toilet paper is the easiest way to prevent future clogs. Also, avoid flushing sanitary products, thick paper towels, or hair down the toilet. If you’ve been using a brick in the tank to reduce the water used to flush the toilet, take it out immediately. Bricks will eventually fall apart and clog your toilet drain. Keeping your toilet lid closed also helps avoid future clogs.

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

The Cheshire, MA homeowners’ guide to gutter cleaning services

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