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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 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

49 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 Home Genius Exteriors
Home Genius Exteriors
4.9(
387
)
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 2004

Free estimates

Emergency services offered

"We were looking to have gutter and downspout work on our home, but economic times being what they are, we wanted to get a few estimates to try and stay within our budget. Unfortunately the amount quoted from this company was somewhat more than we could pay without financing it. That said, the rep who came out, I believe his name is Edgar, did a great job outlining what the procedure would entail. He was very professional and took the time to answer all our questions."
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Gutters

+42

1158 neighbors recently requested a quote
Recommended by96%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
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Gutter Repair and Replacement FAQs, answered by experts

Outside of regular maintenance, most gutter repairs are best left to the pros. Most gutter projects require basic ladder safety and (sometimes) getting on top of your roof. Without the proper equipment (or if you generally get a little nervous with heights), you could put yourself at risk of serious injury. On top of that, improperly repaired gutters could result in longer term damage that requires a full replacement.

While minimal drippage may not be problematic, gutters that are constantly leaking or overflowing indicate damage or improper installation. A rain chain gutter or other ornamental feature may produce more dripping than usual. Likewise, rain dispersal systems may also cause water to sprinkle to the ground. However, if you notice pools of water or flooding around your property, then it’s a good idea to have your gutter system inspected.

Any small amount of standing water can be damaging to your gutters. It’s recommended that a ¼ inch puddle or more should be addressed. Failure to keep water from pooling in your gutters can result in clogs, algae growth, and pests that damage your gutters over time. 

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.

Yes, professionals can spot and rectify downspout issues such as clogs, leaks, or disconnections during cleaning. They ensure proper water flow, protecting the building's foundation and preventing water damage or erosion.

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.