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Best gutter repair and replacement pros near Winsted, CT

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Top-Rated Gutter repair and replacement pros in Winsted - Updated Nov 2026

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

49 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
527
)
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 by70%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

"Excellent service! Highly recommend! David was prompt and very professional. We had damage to our gutters from strong wind gusts. David sent a handy man the same day we called, they repaired the damage quickly, and it was excellent work! Highly reliable!"
Dust out from the ductwork
Dust out from the ductwork
Clean vent
Clean vent
Dust in the return

+1837

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

27 neighbors recently requested a quote
Recommended by89%of homeowners
Avatar for Outstanding Pressure Washing Service
Outstanding Pressure Washing Service
5.0(
20
)
Gutter Covers and Accessories - Install or Replace

Serving Winsted, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Emergency services offered

We have the experience, and we are committed to providing quality workmanship and superior customer service on all our applications. We at Outstanding Pressure Washing Service strive to maintain our reputation as a high quality, very service-oriented company with our main focus being customer satisfaction.

#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch right front

+9

Response time4 hrs
Response rate97%
1 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

If you don't repair your home’s gutter leaks, water or the gutters themselves can damage your home’s siding, roofing, foundation, and landscaping. Untreated leaks encourage mildew, mold, and rot, depending on the type of siding material. The foundation, chimney, window frames, and drywall can also crack over time, leading to costly repairs. 

Water should not be dripping behind your gutters. Rain dripping between your gutters and the fascia might indicate that the gutters are misaligned with the fascia board or there are loose screws in the gutters, allowing water to pass through. Start by checking for these issues and make repairs ASAP.

Gutters should not drip at the seams. This problem could indicate that water is collecting in the gutters instead of moving to the downspouts. You could have leaves or other debris blocking the flow of water at the seams. Try cleaning the gutters, adjusting the slope, and sealing any holes or cracks in the material to fix this problem.

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.

There are a handful of things you can look for to determine if you need to pay for gutter repairs, including the following:

  • Water leaking from the underside of your gutters during rainfall

  • Visible gaps between your gutters and your roof

  • Frequent issues with gutters overflowing or holding standing water

  • Gutters that sag or pull away from the house

  • Water damage to soffits, fascia boards, or other building materials

  • Mold growth on your exterior walls

  • Soil erosion underneath your roof overhang

  • Foundation leaks or inward bowing of foundation walls

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.