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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+4 more

Serving Winsted, 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

44 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Northland Roofing LLC
Northland Roofing LLC
4.9(
12
)
Seamless Metal Gutters - InstallSeamless Metal Gutters - Repair

Serving Winsted, CT and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

About Northland Roofing\n\nNorthland Roofing proudly serves Fairfield and Litchfield Counties, providing high-quality roofing, siding, and window installations that protect your home and add lasting value. We believe homeowners deserve honesty, craftsmanship, and peace of mind — not sales pressure or surprises. From your first estimate to final cleanup, our team focuses on clear communication, dependable scheduling, and quality workmanship that stands the test of time. Every project is completed using trusted materials and installed by professionals who care about your home as much as you do. At Northland Roofing, protecting your home is our priority — and we do it right the first time.

Roofing project
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+12

Response time2 days
Response rate100%
Recommended by54%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
511
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+3 more

Serving Winsted, CT and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"I had a great experience from initial phone call inquiring about gutter repairs and roof repairs on my home. After contacting a few companies for estimates. I decided the customer care, warranty, and pricing was best with Home Genius. I had my roof and gutters replaced with gutter guards, the crew was efficient, neat, but most importantly everything looks great! Thank you to Alex, Andrew, Becca, and Taylor they were all knowledgeable and answered my random questions almost immediately."
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing

+44

Recommended by72%of homeowners
Avatar for The Builders & Cleaners
The Builders & Cleaners
4.9(
122
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+5 more

Serving Winsted, CT and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"i desperately needed gutter cleaning the day before a major storm. I spoke with Dave initially and he worked with me to make it possible and sent out his crew by the afternoon to my house. His crew was so professional and worked very hard to make sure that all the work was done for me and they cleaned up and got rid of all the mess. This company could not have been nicer and helpful. I highly recommend them and am thankful that I found their business."
Dust out from the ductwork
Dust out from the ductwork
Clean vent
Clean vent
Dust in the return

+1831

Response time1 day
Response rate92%
Recommended by85%of homeowners
Avatar for Leafguard
Leafguard
4.2(
311
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

Serving Winsted, 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

64 neighbors recently requested a quote
Recommended by89%of homeowners
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Showing 1-10 of 110
Gutter Repair and Replacement questions, answered by experts

DIY is possible for minor leaks or realignments. Professional services handle complex issues like sagging or joint repairs.

It’s technically possible to remove some soffit material without removing your gutters, but it’s usually a good idea to remove gutters, fascia, and soffit and then reinstall them in the opposite order. Replacing soffits without removing gutters is likely to leave you with a less professional and clean appearance, and you’re more likely to do damage to your gutters and fascia boards in the process.

With routine maintenance, gutters don’t usually need to be replaced for 20 years, but there are warning signs that they might need early replacement. Signs that your gutters need to be replaced include sagging, visible cracks or holes, peeling paint, rust, standing water in your gutter, and water leaking into your basement. Pushing off replacing your gutters can lead to extensive damage to both the interior and exterior of your home. Regular maintenance can help your gutters last all 20 years — and sometimes, even longer. 

If your gutters get overwhelmed every time it rains, adding an extra downspout is a solution. First, you'll need to decide where to add the downspout. If your current setup only has a single downspout, one option is to place a new one at the opposite end of the gutter. If you already have a downspout at each end, adding a third one in the middle can help to lighten the load. 

You can hire a professional to add a downspout yourself by cutting into the existing gutter and attaching the necessary parts, such as an outlet and brackets.

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 Winsted, CT homeowners’ guide to gutter repairs and replacements

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