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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

15 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

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.

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.

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.

Minor repairs like sealing small leaks or cleaning debris are DIY-friendly, but professional repairs ensure long-term stability and proper drainage.

In most cases, it makes more sense to repair leaking or damaged gutters than it will to replace them. You’ll spend an average of $400 to repair your gutters, while full replacement will cost around $2,000 or more, depending on the gutter material and style and the size of your home. If your gutters are nearing the end of their lifespan—usually around 20 years for aluminum or vinyl gutters or up to 50 years for copper or steel—then it might make sense to replace them, as it could cost you less in the long run.

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.