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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
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

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%
108 neighbors recently requested a quote
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,538
)
Gutters & Downspouts - Clean

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

10774 neighbors recently requested a quote
Recommended by82%of homeowners
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

18 neighbors recently requested a quote
Avatar for Clean & Tidy
Clean & Tidy
New to Angi
Gutters & Downspouts - Clean

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 Westside Home Improvement
Westside Home Improvement
3.6(
54
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

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

The best times of year to clean your gutters are typically in the spring and fall. Cleaning in the fall is crucial for removing leaves and debris that have accumulated, which helps prevent clogs. A spring cleaning ensures your gutters are clear and prepared for seasonal rainfall.

As a general guideline, experts recommend cleaning your gutters at least twice a year. However, the optimal frequency depends on several factors, such as local weather patterns, the type of gutters you have, and the number of trees on your property. If your home is surrounded by many large trees or pine trees, you may need to clean your gutters as often as every three to four months. If you have few or no trees nearby, twice a year is likely sufficient. In some cases, you may need to clean them a couple of times during the fall and spring to keep them clear and allow water to flow freely.

Yes, gutter cleaning methods without using a ladder are available, including:

  • A curved wand attachment for your hose 

  • Gutter tongs on an extension pole

  • A leaf blower gutter cleaning kit

  • Vacuum designed for cleaning gutters

Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.

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.

The cost to clean gutters usually ranges from  $120 to $230, depending on the type, length, and location. Seamless gutters usually come in at the lower end of that range since the lack of seams means there are fewer places for debris to build up. In fact, seamless gutter cleanings usually cost 10% to 25% less than sectional gutter cleanings.

No—gutters should be designed and properly installed so they are ready to handle any level of rainflow from your roof. If you notice pooling water around your gutters or on the roof, it’s imperative that you contact a gutter repair pro near you—the slope of your gutters could be off and need adjusting.

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.