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
"Would highly recommend Empire Gutters! Great service, punctual, and quality work!"
+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 (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
"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
In business since 2010
Free estimates
Credit card accepted
"I hired Higher Ground to clean, repair existing and replace several feet with new seamless gutter. Edwin and his crew were on time as promised and worked very efficiently. They completed the project as agreed including cleaning up the site. Their Bid Estimate was very competitive and customer service was excellent. I would definitely recommend this company."
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
"Ben and his father did a wonderful job in repairing and changing the gutters in our house. They pay attention to details and their work is impeccable. I highly recommend them."
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.
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.
Find out the average traditional stucco repair or partial replacement cost in Orlando, FL. Learn what you can expect to pay to fix your home's exterior.
Is your sidewalk in need of some TLC? Use this comprehensive guide to look at sidewalk repair costs in Orlando, FL, so you know what to expect.
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.
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.
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.
