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Best gutter repair and replacement pros near Roxbury, CT

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

Avatar for The Gutter Shutter of CT
The Gutter Shutter of CT
4.4(
515
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallSeamless Metal Gutters - Repair+4 more

Serving Roxbury, CT and surrounding areas

Approved

In business since 2006

Free estimates

Credit card accepted

"Ray was very experienced and helpful and eager to help me with my gutter drainage issues. He didn’t just install brand new gutters—he examined the entire exterior of my house and made recommendations for downspout placement that would drain most of the rainwater away from my house. He made other non-gutter suggestions to help with my drainage issues as well. I had four contractors come to my house for this work and I gave them all the same direction. He was the only one who actually addressed my questions. I would use him again and recommend him highly to others looking for a consultative approach to their gutter project."
Gutters
Gutters
Gutters
Gutters
Additional Photos

+4

50 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
532
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+3 more

Serving Roxbury, 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 by69%of homeowners
Avatar for Leafguard
Leafguard
4.2(
311
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

Serving Roxbury, 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

19 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 Roxbury, 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
Avatar for Black Diamond Home Improvement
Black Diamond Home Improvement
4.8(
10
)
Gutter Covers and Accessories - Install or Replace

Serving Roxbury, CT and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"????? I couldn?t be more satisfied with Black Diamond Home Improvement! I had gutter guards installed on my house, and from beginning to end, the experience was absolutely outstanding. The pricing was honestly mind-blowing. I couldn?t believe how reasonable the price was for the quality of work I received. On top of that, the knowledge, professionalism, and attention to detail this pro brought to the job were beyond impressive. He clearly knows what he?s doing and takes pride in his work. Everything was done professionally, and the finished job looks great. I?m extremely happy that I found Black Diamond Home Improvement on Google. Finding a contractor you can trust isn?t always easy, but I?m very glad I found this company. I would absolutely recommend Black Diamond Home Improvement to anyone looking for quality work at a great price. In fact, I was so impressed that he will definitely be doing my sister?s house next week! Could not be happier with the service. Five stars all the"
Gutter guards
Gutter guards
Gutter guards
Roof cleaning
Roof cleaning

+84

28 neighbors recently requested a quote
Recommended by50%of homeowners
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Gutter Repair and Replacement FAQs, answered by experts

Yes, many homeowners find that seamless gutters are worth the investment. Although they have a higher upfront cost than standard gutters—an average of $2,700 compared to $2,000—their benefits often outweigh the price difference. Seamless gutters last longer, require less maintenance, and are less prone to clogs and leaks due to having fewer seams. In contrast, standard gutters typically have seams every 10 feet, which can leak and require new sealant every one to five years. Additionally, seamless gutters are considered more aesthetically pleasing, come in a variety of colors to match your home, and can improve your home's curb appeal and potential value.

The duration of a repair job can range from a few hours to several days. Simpler issues may take 1-4 hours, while more complex work or extensive damage could take 1-3 days. The final timeline depends on the complexity of the problem, the extent of the damage, and the location of the work.

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.

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. 

Leaks, corrosion, sagging sections, and loose fasteners are common problems that need fixing.

The Roxbury, 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.