4.6 
125 *The Angi rating for Gutter Repair And Replacement companies in Madison, CT 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 Madison, CT 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 August 16, 2026
Serving Madison, CT and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Gutter now fully functional. Went out during a recent rain and the gutters worked fully as advertised - better than the original."
+79
Serving Madison, CT and surrounding areas
Approved
In business since 2000
Free estimates
Warranties offered
"Left the yard cleaner then when they arrived! Did a full roof and gutters in 2 days time I couldnâ t be happier!"
Serving Madison, CT and surrounding areas
Approved
In business since 2014
Free estimates
Credit card accepted
"Henry and his team were profession and hard working. Here on time and started the job when they said they would. My roof was seriously damaged after the Aug 4, 2020 storm dropped a 60 foot tree on my house! Once they opened the roof, the work doubled as the team worked 11 hour days to replace 2 cracked support beams, 50+ splintered rafters and 20+ pieces of plywood before they could even start to install new shingles. In spite of the damage, that was much worse than anyone expected, Henry handled everything like a true pro. He assessed what needed to be done and got the supplies he needed delivered that day. His team worked incredibly hard. I was provided with pictures to support my insurance claim. Connecticut Masonry & Waterproofing, LLC took care of it all - the main roof, the garage roof, the roof repair, the chimney repair, the gutters and downspouts, even the damaged siding. The clean up was done so meticulously, at the end of the project, my property was 100% cleared of any debris, remnants and stray nails. Their work ethic and superior workmanship make this company the ONLY choice for all your house repairs. Henry and Xavier(Juan) get the job done! (And they are really nice guys.)"
Serving Madison, 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"
+4
Serving Madison, CT and surrounding areas
Approved
In business since 2010
Free estimates
Emergency services offered
About Northland Roofing\n\nNorthland Roofing proudly serves Fairfield and Litchfield Counties, providing high-quality roofing, siding, and window installations that protect your home and add lasting value. We believe homeowners deserve honesty, craftsmanship, and peace of mind — not sales pressure or surprises. From your first estimate to final cleanup, our team focuses on clear communication, dependable scheduling, and quality workmanship that stands the test of time. Every project is completed using trusted materials and installed by professionals who care about your home as much as you do. At Northland Roofing, protecting your home is our priority — and we do it right the first time.
+12
Serving Madison, CT and surrounding areas
Approved
In business since 2008
Free estimates
Emergency services offered
"The best gutter cleaning we have had in 5 years."
+25
Serving Madison, CT and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Quick to schedule and finish the job (gutter cleaning), though their estimate to repair/replace sections was pricey."
Serving Madison, CT and surrounding areas
Approved
In business since 2004
Free estimates
Emergency services offered
"I appreciate the work done by Home Genius. They replaced the soffits, fascia aluminum, and gutters on my 1928 built home. The communication during the sale could’ve been a bit more specific. At the end of the day, the work performed is acceptable and looks nice. Presentable job."
Serving Madison, CT and surrounding areas
Approved
In business since 2004
Free estimates
Emergency services offered
"Everything was handled very well, gutters look great!"
Serving Madison, CT and surrounding areas
Approved
In business since 2018
Free estimates
Emergency services offered
"Reached out to get our gutters cleaned. David was very responsive and offered a reasonable rate. Did the job quickly and thoroughly, sent lots of pictures and video of the finished work. Very satisfied, would definitely recommend"
+1817
From average costs to expert advice, get all the answers you need to get your job done.
Gutter repair costs may not be as high as you think—but it depends on the type of damage you're addressing. Learn why you need to hire a gutter pro for this work.
Wondering how much gutter installation costs? We’ll break down prices by material, gutter type, and other factors impacting overall gutter costs.
Are gutter guards worth it? The average gutter guard installation cost is $650 to $2,000 but varies depending on types, materials, home height, and other factors.
Gutters have a huge responsibility to protect your home from water damage. These simple DIY gutter repair tips will keep rainwater flowing and your home happy.
Repair your gutters to reduce potential water damage and basement flooding. Review these gutter repair questions for when you talk with a pro.
Are your gutters sagging or leaking? Learn about gutter repair costs, warning signs of water damage, and how to hire the right local pro to fix your system.
