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Best gutter repair and replacement pros near Winter Park, FL

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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

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."
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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

"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!"
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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

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.

Yes, professionals can spot and rectify downspout issues such as clogs, leaks, or disconnections during cleaning. They ensure proper water flow, protecting the building's foundation and preventing water damage or erosion.

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.

Yes, it’s possible to replace only one section of a gutter, and it’s a common repair. Often, a tree limb will damage a gutter on one side of the house, or constant weather will cause early corrosion. Gutters are often joined together with couplings that are easy to remove and swap out. For this reason, some homeowners will purchase extra gutters when they install them to have spare sections to use for replacement later.

No—gutters should be designed and properly installed so they are ready to handle any level of rainflow from your roof. If you notice pooling water around your gutters or on the roof, it’s imperative that you contact a gutter repair pro near you—the slope of your gutters could be off and need adjusting.

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.