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Best gutter repair and replacement pros near Winter Park, FL

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

Top-Rated Gutter repair and replacement pros in Winter Park - Updated Nov 2026

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
4 neighbors recently requested a quote
Recommended by90%of homeowners
Avatar for Higher Ground Gutters LLC
Higher Ground Gutters LLC
4.8(
52
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallGalvanized 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."
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+6

14 neighbors recently requested a quote
Recommended by95%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
1 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for D&D Seamless Solutions LLC
D&D Seamless Solutions LLC
5.0(
10
)
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

26 neighbors recently requested a quote
Avatar for Marshall Roofing & Contracting, LLC
Marshall Roofing & Contracting, LLC
4.6(
102
)
Seamless Metal Gutters - Repair

Serving Winter Park, FL and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"We were looking for a local (MD) company that specialized in roofing and gutters and found B Marshall on Home Advisors. It is a father and son company that provides the services themselves (no subcontracting). We were more concerned with quality and reputation rather than price (they were not the least expensive of the people we spoke to) but they did a great job of cleaning/protecting our roof and replacing our gutters, including the installation of gutter guards. Very responsive and professional in person and on the phone."
Response time1 day
Response rate100%
42 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

On average, gutters need to be replaced every 20 years. Unprotected gutters in more extreme weather conditions are more prone to breaking and may need to be replaced sooner. Meanwhile, proper maintenance can extend your gutter’s life span even further. That said, proper installation, gutter hangers to provide additional support, and gutter guards or helmets all play an important role in how long your gutters last.

Downspouts channel water from your roof and gutters into the ground following a specific route so water doesn’t accumulate around your house’s foundation. Without a downspout, the standing water will wash away material and disrupt the soil, leading to foundation erosion. The standing water will also form ice around your house during cold weather, causing a safety hazard.

Snow and ice can both accumulate on the top of a metal roof and slide off as the weight of the snow increases or as the snow and ice melt. This can rip the gutters off your roof and damage the gutters or the roof if you don’t take preventative measures. Snow guards are one of the easiest methods for helping to prevent snow accumulation on your metal roof from damaging your gutters.

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.

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.