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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."
Additional Photos
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+13

Response time1 day
12 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

"Upon first contacting the company, they were very professional and responsive. I asked for a downspout to be moved and a gutter to be re-leveled. My goal was to eliminate some roof streaking, eliminate standing water in the gutter where mosquitoes were breeding and eliminate pooling by the front door. They came out and provided an estimate and indicated due to the age of the gutters (bit over 20 years) that they would need to replace them and would use screw in hangers vs. the nail in hangers used back then. Their price was good compared to the other companies I had contacted and we set a date for the work. The guys who showed up could not have been better. They were polite and it was clear they knew what they were doing. They took care of the job in fairly short order. It looked good. Then that night we had a heavy rain. Unfortunately the pooling by the front door continued and the gutter held a lot of water afterwards. I contacted them and we set a time for them to come out. Unfortunately the person could not make it and we rescheduled. In the end I had to continue to call and reschedule multiple times. When he did come out he made the adjustments and everything worked perfectly in the next rain storm. I think this company is good overall and has people who are doing a good job. I do think they need to work on their communication process a bit and they need to prioritize current customer issues a little higher. I would not have even mentioned the multiple rescheduling efforts if they had come out the first time and taken care of it."
Additional Photos
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+6

22 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
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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

Buried downspouts can freeze during cold weather as cold water runs through them. If you’ve discovered your downspouts are frozen, you can carefully pour hot water down the top of the downspout to defrost them. If that doesn’t work, you may need to dig your downspout back up. Avoid trying to break the ice from the exterior using a hammer as this can cause cracks and damage to your downspout.

To avoid freezing the future, consider adding a heating cable to the exterior, which can adjust heat based on the surrounding temperature.

When it comes to which gutter material is better, the choice really boils down to what you're looking for in a gutter system. If saving money is the most important factor, then your best option is to go for aluminum gutters. If longevity and durability are more important to you, then copper gutters could be the best fit. If you want to customize the color of your gutters, aluminum takes the cake, but if you're looking for a more natural appearance, copper might be a better choice.

Yes, professionals can repair or replace sections with seamless copper for better durability.

The most common problem with gutters is clogging from debris like leaves, blossoms, and seeds from surrounding trees. This debris can block downspouts, leading to improper drainage and water overflow.

Other common issues include:

  • Leaks and holes, which can often be repaired with gutter sealant or caulk.

  • Rust, sagging, or detachment from the roofline.

  • Damage from strong storms.

  • Improperly pitched gutters that don't drain correctly.

Regular cleaning in the spring and fall is the best way to prevent most of these problems. You may need to clean them more often during periods of heavy leaf fall.

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. 

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.