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Top-Rated Gutter pros in Madison - Updated Nov 2026

Avatar for CMW Roofing & Siding
CMW Roofing & Siding
4.9(
294
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace- For Business+1 more

Serving Madison, CT and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"I liked the way every detail we had discussed was itemized in the contract. Henry, the owner, was always polite, answered my questions and assured me that my concerns would be met. They showed up at 7:30 am, like they said they would, and finished the roofing in one day, doing an excellent cleanup job,too. The next day they put up screened gutters and downspouts. I decided to order it with screening because the screening cost will be recouped in 2 or 3 years by not hiring someone to clean the gutters. I interviewed five people and choose this company because they had a 5 star rating, their price was a great value for what they did and I interviewed the owner, Henry, not a salesperson, and he seemed very sincere in listening to and addressing my concerns."
Roof Monroe
Brookfield Roof
Ansonia Roof
Branford Siding
Response time3 days
79 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Above The Rest Roofing & Siding Inc
Above The Rest Roofing & Siding Inc
4.9(
288
)
Gutter Covers and Accessories - Install or ReplaceGutter Covers and Accessories - Install or Replace- For BusinessSeamless Metal Gutters - Install+1 more

Serving Madison, CT and surrounding areas

Approved

In business since 2014

Free estimates

Credit card accepted

"I would highly recommend them, they did my roof and gutters. Very professional and efficient, job was done quickly and I was happy with my new gutter guards they installed. The thing I liked the most is that my property was cleaned no nails or anything thing left behind. Great job guys I am more than satisfied. Thanks"
Response time11 hrs
Response rate96%
Recommended by99%of homeowners
Avatar for The Gutter Shutter of CT
The Gutter Shutter of CT
4.4(
514
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallSeamless Metal Gutters - Repair+13 more

Serving Madison, CT and surrounding areas

Approved

In business since 2006

Free estimates

Credit card accepted

"Ray was very knowledgeable and explained a good deal. He and his coworker completed the job rapidly and left everything clean afterward. The gutters look great and should be a big improvement. Would recommend Ray and his ptoducts"
Gutters
Gutters
Gutters
Gutters
Additional Photos

+4

48 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Leafguard
Leafguard
4.2(
311
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or ReplaceGutter Covers and Accessories - Install or Replace- For Business+1 more

Serving Madison, CT and surrounding areas

Approved

In business since 1993

Free estimates

Credit card accepted

LeafGuard is a market-leading, unique, customized gutter protection system for your home. It carries water away from your property faster, protecting it from water damage associated with clogged, or faulty gutters. The system is 20% thicker than regular gutters and provides added strength against the elements. \n \nLeafGuard is the only gutter brand to offer a Lifetime, No-Clog Warranty. What does this mean? Simple--your gutters are guaranteed not to clog for as long as they're installed on your home. If they do, we'll clean them out for free!

Leafguard gutter inside
Leafguard
A new leaf guard system
Leaves going over gutter
Angled view of Leaf Guard

+1

36 neighbors recently requested a quote
Recommended by89%of homeowners
Avatar for Storm Shield Roofing, LLC
Storm Shield Roofing, LLC
5.0(
24
)
Seamless Metal Gutters - Repair

Serving Madison, CT and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

Storm Shield Roofing specializes in residential roofing services. We are dedicated to providing exceptional and reliable customer service. Whether you need a new roof construction or to replace an old or damaged roof, we offer comprehensive roof repair and replacement services. We also perform chimney repointing and rebuilding. We are a licensed and insured company, committed to quality and customer satisfaction.

Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+13

35 neighbors recently requested a quote
Recommended by94%of homeowners
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