4.7 
219 *The Angi rating for Gutter Repair And Replacement companies in Windsor, WI is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
*The HomeAdvisor rating for Gutter Repair And Replacement companies in Windsor, WI is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
Last update on September 22, 2026
Serving Windsor, WI and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Fast response to request for quote. Thorough explanation of repair needed & cost of the job. Prompt & efficient repair of gutters & replacement of gutter guards."
+79
Serving Windsor, WI and surrounding areas
Approved
In business since 2006
Free estimates
Warranties offered
"The sales rep suggested a creative way to address a long standing drainage issue on my roof. Installation went without a hitch and the new gutters and gutter guards look great. Highly recommend this company!"
Serving Windsor, WI and surrounding areas
Approved
Super Service Award Winner
In business since 2019
Free estimates
Emergency services offered
"When it rains, water needs to go somewhere, right? Without gutters, that water just pours off your roof and can mess up your foundation before i moved in my house has none. Now we have them and divert into milwaukee storm system"
+600
Serving Windsor, 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."
+15
Serving Windsor, 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.
"
Serving Windsor, 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"
+14
Serving Windsor, 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!
+1
Serving Windsor, WI and surrounding areas
Approved
In business since 2016
Free estimates
Warranties offered
"They are very professional but very friendly. They make you very comfortable and explain everything so that you know you are getting a fine product with expert installation. This is the 2nd time we are hiring them. The first time was for gutters."
+72
Serving Windsor, WI and surrounding areas
Approved
In business since 2023
Free estimates
Credit card accepted
"Great experience from start to finish! The gutter guard installation was quick, professional, and done right. The crew showed up on time, explained everything clearly, and made sure everything was cleaned up before they left. The new gutter guards look great, and I’m very happy with the quality of the work. I would definitely recommend them to anyone looking for gutter guards!"
Serving Windsor, WI and surrounding areas
Approved (Corporate)
In business since 2020
Free estimates
Credit card accepted
"Many roofs replace in this area..and leaf guard had the fastest crew that I saw...cleaned up well...great job...."
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