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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(
532
)
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%
94 neighbors recently requested a quote
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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.

You may have a clogged gutter. Downspouts can also clog if your gutter collects too much debris. Hire a professional gutter cleaner, and if you still have problems, install a gutter guard (which prevents debris from entering your gutter system) and a downspout extension (which helps drain water further away from your foundation, so it doesn't pool near your house). Follow these tips to keep your gutter downspouts clean.

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

Icicles don't necessarily mean your gutters are clogged or bad, but they can indicate an underlying issue. While clogged gutters can cause icicles to form, the problem could also be an ice dam on your roof from poor insulation. In that case, melting snow can refreeze in the gutter even without a clog. Regardless of the cause, the weight of the ice can damage your gutters or even rip them completely off the house. If you are unsure of the underlying problem, it's best to call a roofing company to assess the issue and implement a permanent solution.

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. 

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.