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
"Marcus explained all the work he was going to do ahead of time, then did a great job. Iâ d definitely recommend Shineâ s Gutter Repair to anyone needing their gutters cleaned or repaired."
+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
"A fantastic job on the gutter installation. Edwin listened to my requests patiently on the uniqueness of the project and did his own research too and made good suggestions. I had started the project myself, did 1/4th of it and hired Higher Ground Gutters to compete the job. He made sure the necessary materials were in place before starting the project and made suggestions on the roof valley diverters. Overall a great experience and will definitely recommend."
+6
Serving Winter Park, FL and surrounding areas
Approved
In business since 2018
Free estimates
Warranties offered
"Very professional and pleasant. Arrived early like they said they would, set all the material that was to be used for the job. Went to work immediately and finished just in time for the rain. They did an awesome job on my gutters and cleaned up after themselves when they were done. I would definitely recommend CJT Construction Corp for gutter installation. I love how they turned out and also the areas where they placed the down spouts. I would definitely use them again if needed. My gutters look very neat and flawless. Great job Cesar I really appreciate you and your crew."
+39
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 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 2019
Free estimates
Small jobs welcome
"They provided excellent craftsmanship and went above and beyond to make my gutters functional again."
+78
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 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
From average costs to expert advice, get all the answers you need to get your job done.
Wondering how much gutter installation costs? We’ll break down prices by material, gutter type, and other factors impacting overall gutter costs in Orlando, FL.
The average gutter guard installation cost varies depending on the type, materials, home height, and other factors. See what it costs to install in Orlando, FL.
The cost of seamless gutters varies based on home size, labor rates, gutter materials, and more. Here’s what you can expect to pay in Orlando, FL.
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.
Learn how to hire a qualified gutter repair pro. Find tips on credentials, questions to ask, and what to expect for your gutter repair project.
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.
