4.5 
108 *The Angi rating for Gutter Repair And Replacement companies in Winter Park, FL 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 Winter Park, FL 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 January 19, 2026
Serving Winter Park, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2019
Free estimates
Credit card accepted
"prompt response and completed repair and cleaning of back gutter and I was pleased with job."
+55
Serving Winter Park, FL and surrounding areas
Approved
In business since 1998
Free estimates
Warranties offered
"Had to modify one area to have gutter installed in the back. They were great on telling me how to prep the area for the gutter. When they came to install, everything came out great and went up with ease."
+13
Serving Winter Park, FL and surrounding areas
Approved
In business since 2015
Free estimates
Credit card accepted
"Edwin and his crew were amazing! They installed our gutters and leaf guards and were so efficient! They did the job perfectly in such a short amount of time, even in our unpredictable Florida weather. I'll use these guys again if I need to, and I definitely recommend!"
+6
Serving Winter Park, FL 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 Winter Park, FL and surrounding areas
Approved
In business since 2018
Free estimates
Warranties offered
"Nice gutter installed with leafguard. Thank you."
+39
Serving Winter Park, FL and surrounding areas
Approved
In business since 2010
Free estimates
Credit card accepted
"The installers arrived when scheduled and were ready to go. 76 feet of gutter installed in less than 2 hours. Work was excellent."
Serving Winter Park, FL and surrounding areas
Approved
In business since 2020
Free estimates
Credit card accepted
"I hired C & J Gutters to replace the entire gutter system on my house. They arrived on time and we went over the request. Then the team got right after it! They were amazing and left no sign that work was even done. The new gutters look awesome and I can't wait for the next big rain to test them out! Thank you C & J.....you guys rock!"
+37
Serving Winter Park, FL and surrounding areas
Approved
In business since 2025
Free estimates
Warranties offered
"D & D put in a leaf filter after thoroughly cleaning my gutters. I requested pictures and they took many and showed me at the end of the process. They wasted no time. Water flows as it should through the gutters, a vast improvement. I am impressed with the whole operation. They did a great job!"
+27
Serving Winter Park, FL and surrounding areas
Approved
In business since 2023
Free estimates
Emergency services offered
"Excellent work, extremely fair and honest. Ben found the problem that other companies overlooked and did an outstanding job repairing it for a very fair price. I would HIGHLY recommend Marshall Roofing and Contracting. I promise you will highly satisfied."
Serving Winter Park, FL and surrounding areas
Approved
In business since 2021
Free estimates
Credit card accepted
"Great company to work with. Reasonably priced. Great installers. The gutters look great and work even better. I particularly liked the gutter guard system. By far, superior to competitors."
+3
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