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  • 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

103 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

Downspouts channel water from your roof and gutters into the ground following a specific route so water doesn’t accumulate around your house’s foundation. Without a downspout, the standing water will wash away material and disrupt the soil, leading to foundation erosion. The standing water will also form ice around your house during cold weather, causing a safety hazard.

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.

Icicles don't necessarily mean your gutters are clogged or bad, but they can indicate an underlying issue. While clogged gutters can cause icicles to form, the problem could also be an ice dam on your roof from poor insulation. In that case, melting snow can refreeze in the gutter even without a clog. Regardless of the cause, the weight of the ice can damage your gutters or even rip them completely off the house. If you are unsure of the underlying problem, it's best to call a roofing company to assess the issue and implement a permanent solution.

Use of harnesses and ladders ensures safe roof access.

The trick to getting gleaming gutters can vary based on the material of your gutters. Aluminum gutters can often be restored to pristine condition by using a cloth to scrub them with a solution consisting of 1 cup of vinegar and 1 cup of water. Vinyl gutters can be whitened using dish soap and water. For deeply stained vinyl gutters, adding bleach with water and dish soap may help to remove black streaks. Many retailers sell premixed gutter sprays. Applying cleaning solutions to dry gutters before rinsing can help cleaners attach to dirt and grime for easier removal.

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.