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  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon104
    Verified gutter repairs and replacements reviews

Top-Rated Gutter repair and replacement pros in Middletown - 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 Middletown, 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

51 neighbors recently requested a quote
Recommended by98%of homeowners
Gutter Armor
4.5(
80
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Middletown, CT and surrounding areas

Approved

In business since 2022

Free estimates

Credit card accepted

"They were only interested in selling their gutter guard product, not in helping me complete my project. Did not hire. If you don't have a specific brand / style of gutter in mind, these folks might work for you, but despite reaching out to me promptly, they were not right for my project."
Response time7 hrs
Recommended by91%of homeowners
Avatar for Klaus Larsen, LLC
Klaus Larsen, LLC
4.3(
38
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Middletown, CT and surrounding areas

Approved

In business since 1998

Free estimates

Warranties offered

"Great work overall but had a few issues: 1) installer fell through ceiling, requiring ceiling sheet rock to be replaced. Took a couple of weeks for them to do it and never told us it would take the guy 3 days to complete. We had to take 3 days off work (loss of income; no work, no pay) which went uncompensated. 2) Informed Jeremy skylight was a special size no longer made. Told me not to worry about it after coming back to re-measure. On roofing day, sure enough, skylight didn’t fit and a custom one had to be ordered, requiring another unpaid day off to allow for installation. 3) to hide the imperfections from the skylight installation, they put in several border boards that don’t match color scheme but are also unevenly installed, requiring me to have to fix it. Other than this, the job was done right aside from a few left over nails. Fabio and the installation team were very efficient and did good work."
Finished Roofs
Finished Roofs
Finished Roofs
Finished Roofs
Finished Roof

+45

Response time1 day
Response rate90%
Recommended by96%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
533
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+3 more

Serving Middletown, 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 Ned Stevens Gutter Installation
Ned Stevens Gutter Installation
4.1(
3,072
)
Seamless Metal Gutters - Install

Serving Middletown, CT and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"Iwas notified via text of their arrival as I was at work. They did the job quickly and cleaned up the debris. I couldd see this via my ring camera. Wish they would have taken pics so I could see the inside of my gutters."
Roofing & Gutters
Roofing & Gutters
Roofing & Gutters
Roofing & Gutters
Response time1 day
Response rate100%
92 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

Most repairs take 2-4 hours, but extensive repairs or full section replacements may take an entire day.

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.

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.

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. 

When you need to repair your galvanized gutters from leaks and caulk isn’t doing the job, you can solder your gutters with a roofer’s soldering iron. First, you’ll need to clean your gutters thoroughly with a wire brush and remove rust and oxidized paint. Next, you’ll make weld points on the gutter and solder over the connection until it’s completely smooth. You can also hire a roofing company near you to tackle this project.

The Middletown, 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.