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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

48 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
526
)
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

"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

+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

36 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

The average cost to install or replace gutters is around $2,000, with typical project costs ranging from $900 to $7,000. Most companies charge between $4 and $30 per linear foot. The total price depends on several factors, including the size of your home, the complexity of its footprint, the gutter material (e.g., vinyl, metal), and the gutter style (e.g., half-round, custom-built). Additional elements like downspouts, corners, and optional add-ons like gutter guards can also increase the price. The condition of your roof is another consideration, as new gutters cannot be installed on a rotting or sloping roof. While it can be an expensive upfront cost, new gutters are a worthwhile, long-lasting investment for protecting your home's exterior. You can save up to half on labor costs by installing them yourself.

Most homes will sustain water damage without gutters. When a home doesn't have gutters, water that runs off the roof will splash down to the ground to create foundation damage, rotting trim, rotting fascia, and soil erosion. A broken or compromised gutter system can be just as damaging as having no gutters. That's why it's essential to talk to roofing pros about how to fix gutters pulling away from house as soon as you notice an issue.

Water overflow, foundation damage, and mold growth are risks.

Repairs typically take 1-3 hours, depending on the extent of the damage.

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.

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.