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 WAS VERY PLESENT COMPLEATED A VERY DIFFICULT JOB REPLACEING MY GUTTERS ON A OLDER Mobile Home. He cleaned up everything and took all trash with him"
+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
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
Credit card accepted
"Pricey. We paid 8000 for 53 ft of gutter cover. Transferable Lifetime guarantee and the covers can be moved to new gutters if we replace the gutters. So I think it is worth it."
Serving Winter Park, FL and surrounding areas
Approved
In business since 2010
Free estimates
Credit card accepted
"From the beginning to the end, we had a great experience with the gutter installation. Edwin was responsive and attended to all the details during the estimate. The team showed up on time, on the scheduled day, and were extremely friendly and informative, and they kept our yard clean of debris. On top of this, we had rain barrels which they went above and beyond to work with. I also appreciated that this job was not outsourced to a different company, which has been our experience with others. The gutters looked so good we could almost not tell at first that they were on there. All around, great company and excellent work."
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
"The pro was early !!! He was efficient! He did a beautiful job repairing the seam in the gutter. He cleaned up after the job better than I would have. Alex did a fantastic job!"
+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
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