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TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon17
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Cheshire

Avatar for Advanced Seamless Gutters
Advanced Seamless Gutters
4.4(
210
)

Serving Cheshire, 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%
106 neighbors recently requested a quote
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,538
)

Serving Cheshire, 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

10746 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for CJ's Gutter and Glass
CJ's Gutter and Glass
3.4(
5
)

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

18 neighbors recently requested a quote
Avatar for BClean Cleaning Services
BClean Cleaning Services
5.0(
1
)

Serving Cheshire, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Hello, my name is Brooke and I am a small business owner.\nI vow to always be honest, dependable and respectful.\nI will do what the others won’t do! \nSpecializing in deep cleans, recurring cleans, residential and commercial.\n

Avatar for Clean & Tidy
Clean & Tidy
New to Angi

Serving Cheshire, MA and surrounding areas

Approved

Hello, I’m someone who believes in working hard, treating people with kindness, and always doing my best in everything I take on.\n\nStarting this business has been a dream of mine because I wanted to build something I could be proud of while helping others. I know life gets busy, and sometimes having one less thing to worry about can make all the difference. That’s why I’m committed to showing up with a positive attitude, being dependable, and paying attention to the little details that matter.\n\nWhen I’m not working, I enjoy spending time with my family and friends, making memories, and appreciating the simple things in life. Those values—honesty, respect, and genuine care—are the same ones I bring into my business every day.\n\nI’m so grateful for every customer who trusts me with their home or business. My goal isn’t just to provide a service—it’s to build relationships based on trust, reliability, and care. I look forward to meeting you and becoming someone you can count on.

2 neighbors recently requested a quote
Avatar for Robert Roofing & Gutters
Robert Roofing & Gutters
4.1(
127
)

Serving Cheshire, MA and surrounding areas

In business since 1980

Free estimates

Emergency services offered

"Team arrived early and worked hard all day to finish up by the end of the day. Left site clean and job looks great. Rob even fixed a piece of rotting wood on the side of the house while they were there. 3 years later no issues."
FRONT
SIDE
BACK
FRONT
SIDE

+2

Recommended by86%of homeowners
Avatar for Westside Home Improvement
Westside Home Improvement
3.6(
54
)

Serving Cheshire, MA and surrounding areas

In business since 1971

Credit card accepted

Westside Home Improvement, Inc. has been owned and operated by Alan Amerman since 1971. Alan has extensive experience in masonry, siding, roofing, carpentry, gutters etc. He personally will come out to your home, business, etc. to provide you with a free estimate of the potential job himself. ---- Alan makes sure that he is at every job site to oversee his employees and make sure that our client is getting the best quality and most professional work possible. ---- Here's a few facts about Westside Home Improvement Inc. : We are fully insured - We do FREE work for the SPCA and other animal shelters. We look forward to help you on your next project!!

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Gutter Cleaning questions, answered by experts

While both underground and above-ground downspout extensions are a step up from no downspout extensions, underground downspouts are better for those looking for a more discreet option. Underground downspouts are hidden away—out of sight, out of mind. You won't be bumping into the extended sections with your lawn mower, nor will you see the downspouts sticking out like a sore thumb.

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.

If you don't want to install gutter guards, the most common and inexpensive alternative is regular gutter cleaning, either annually, biannually, or as soon as they start to fill up. Using a leaf blower attachment can make this process easier. Other products designed to reduce cleanings include gutter screens (made of wire mesh, nylon, or foam), which are typically less expensive than a full gutter guard installation. You can also find guards and inserts designed specifically to protect your downspouts or opt for a whole gutter system like LeafGuard, which integrates the gutter and guard into a single product.

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.

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.

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.