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Best gutter repair and replacement pros near Middleton, WI

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TRUSTED BY MIDDLETON, WI HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon277
    Verified gutter repairs and replacements reviews

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

Pitched Rite Seamless Gutters, LLC
4.7(
90
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Middleton, WI and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"Came on time. Fair price no bait and switch sales tactics. Fair assessment of my gutters with a honest analysis. They worked around my schedule. Cleaned up great. Job done in a few hours. Sold a great product. No hard sell with a paid sales person.Owner of small business did work himself."
Response time1 day
1 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for O.G. Property Services
O.G. Property Services
4.9(
42
)
Gutter Covers and Accessories - Install or Replace

Serving Middleton, WI and surrounding areas

Approved

Super Service Award Winner

Warranties offered

Customers say: True professional

"Top marks all the way around for Oscar. Oscar is the best handyman we’ve ever employed. He was everything you want in someone working on your home: excellent communication, reasonable cost, high quality work, prompt, dependable, friendly, neat, cleans up after each day of work, very detail-oriented, and just a really nice guy. He re-screened our 3-season porch, replaced all the exterior wood facings on the porch, hung a new and much improved door on same porch, replaced about 12 feet of cedar privacy fence, and power washed the full exterior of our house. There is no question that we will call Oscar again when we need work done. If you’re looking for a talented handyman, look no further; just call Oscar."
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+15

Response time3 days
Recommended by85%of homeowners
Avatar for Diaz Roofing Co LLC
Diaz Roofing Co LLC
4.6(
45
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallCopper Gutters - Repair+5 more

Serving Middleton, WI and surrounding areas

Approved

In business since 1994

Free estimates

Emergency services offered

"Trying to find a roofer in this area was surprisingly difficult.
We called three local listings and only Diaz showed up to give us an estimate. 
This group is fantastic and they are very busy with very good reason.
I rang to set up a date that worked with our schedule and was asked if Saturday at 7am would work.
Saturday was great for us.
7am: The Diaz team showed up and began tearing off the old shingles
8am: New roofing material showed up.
12pm: We did the inspection and very happy with the service and clean up, paid the bill.
I let everyone at work know to call Diaz for great service.
An EXCELLENT company to do business with.
"
Additional Photos
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Response time10 mins
Response rate100%
5 neighbors recently requested a quote
Avatar for All American Gutter Protection
All American Gutter Protection
4.2(
103
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Middleton, WI and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

"I really enjoyed working with this company. The estimator was polite and knowledgeable and efficient with communication. The installer was friendly and in a good mood even though the old gutter guards were difficult to remove. He straightened and correctly angled the existing gutters before installing new guards. When done the installer showed me the photos of the work he had done so I didn?t need to climb the ladder to inspect the work. I recommend this company. BK"
Gutter Guard Installation
Gutter Guard Installation
Gutter Guard Installation
Gutter Guard Installation
Gutter Guard Installation

+14

Response time9 hrs
Response rate90%
58 neighbors recently requested a quote
Avatar for Leafguard
Leafguard
4.2(
311
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

Serving Middleton, WI 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
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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.

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. 

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. 

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.

Regular cleaning, checking for leaks, and ensuring that downspouts direct water away from the foundation help prolong gutter life.

The Middleton, WI homeowners’ guide to gutter repairs and replacements

From average costs to expert advice, get all the answers you need to get your job done.