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TRUSTED BY WINTER PARK, FL HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon108
    Verified gutter repairs and replacements reviews

Find Gutter repair and replacement pros in Winter Park

Avatar for Empire Gutters, Inc.
Empire Gutters, Inc.
4.9(
32
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

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."
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+13

Response time1 day
10 neighbors recently requested a quote
Recommended by90%of homeowners
Avatar for Higher Ground Gutters LLC
Higher Ground Gutters LLC
4.8(
51
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallCopper Gutters - Repair+5 more

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."
Additional Photos
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Additional Photos

+6

23 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for CJT Construction Corp.
CJT Construction Corp.
5.0(
20
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

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."
Job
Job
Job
Job
Job

+39

Response time1 day
Recommended by94%of homeowners
Avatar for C & J Gutters, LLC
C & J Gutters, LLC
4.9(
43
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

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!"
Front Left downspout
Downspout and Gutter
New Gutter
Back Downspout
First & second story gutter installation

+37

Response time7 hrs
Recommended by95%of homeowners
Avatar for D&D Seamless Solutions LLC
D&D Seamless Solutions LLC
5.0(
9
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

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!"
Bassil Home
Bassil Home
Bassil Home
Bassil Home
Bassil Home

+27

23 neighbors recently requested a quote
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Gutter Repair and Replacement questions, answered by experts

With routine maintenance, gutters don’t usually need to be replaced for 20 years, but there are warning signs that they might need early replacement. Signs that your gutters need to be replaced include sagging, visible cracks or holes, peeling paint, rust, standing water in your gutter, and water leaking into your basement. Pushing off replacing your gutters can lead to extensive damage to both the interior and exterior of your home. Regular maintenance can help your gutters last all 20 years — and sometimes, even longer. 

Yes, many homeowners find that seamless gutters are worth the investment. Although they have a higher upfront cost than standard gutters—an average of $2,700 compared to $2,000—their benefits often outweigh the price difference. Seamless gutters last longer, require less maintenance, and are less prone to clogs and leaks due to having fewer seams. In contrast, standard gutters typically have seams every 10 feet, which can leak and require new sealant every one to five years. Additionally, seamless gutters are considered more aesthetically pleasing, come in a variety of colors to match your home, and can improve your home's curb appeal and potential value.

Properly installed gutters should be able to function normally in heavy rains. Allowing water to overflow can cause water damage around your home's basement or foundation. If the overflow is caused by a simple clog, paying a gutter cleaning cost of $125 to $250 may be enough to get the gutters running clear again. If there's a larger issue, you may need to repair or replace your gutters.

Any small amount of standing water can be damaging to your gutters. It’s recommended that a ¼ inch puddle or more should be addressed. Failure to keep water from pooling in your gutters can result in clogs, algae growth, and pests that damage your gutters over time. 

In most cases, it makes more sense to repair leaking or damaged gutters than it will to replace them. You’ll spend an average of $400 to repair your gutters, while full replacement will cost around $2,000 or more, depending on the gutter material and style and the size of your home. If your gutters are nearing the end of their lifespan—usually around 20 years for aluminum or vinyl gutters or up to 50 years for copper or steel—then it might make sense to replace them, as it could cost you less in the long run.

The Winter Park, FL homeowners’ guide to gutter repairs and replacements

From average costs to expert advice, get all the answers you need to get your job done.