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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

"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."
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+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."
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+39

Response time1 day
Recommended by94%of homeowners
Higher Ground Gutters, LLC
4.7(
76
)
Seamless Metal Gutters - Install

Serving Winter Park, FL and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

"I hired Higher Ground to clean, repair existing and replace several feet with new seamless gutter. Edwin and his crew were on time as promised and worked very efficiently. They completed the project as agreed including cleaning up the site. Their Bid Estimate was very competitive and customer service was excellent. I would definitely recommend this company."
Response time10 hrs
Response rate95%
3 neighbors recently requested a quote
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
Avatar for Marshall Roofing & Contracting, LLC
Marshall Roofing & Contracting, LLC
4.6(
101
)
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%
30 neighbors recently requested a quote
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Gutter Repair and Replacement questions, answered by experts

Yes, caulking or sealing your vinyl gutters is a good way to help prevent gutter leaks. When you’re installing gutters, it’s important to overlap the sections to help avoid issues like leaks or drips, but they can still happen. In this case, adding caulk can help. Make sure to use a caulk designed for multiple surfaces, like a silicone-based caulk. You can also purchase a gutter sealant as well, which is specifically designed for this purpose.

It’s technically possible to remove some soffit material without removing your gutters, but it’s usually a good idea to remove gutters, fascia, and soffit and then reinstall them in the opposite order. Replacing soffits without removing gutters is likely to leave you with a less professional and clean appearance, and you’re more likely to do damage to your gutters and fascia boards in the process.

Frequently, when water flows over gutters, it indicates a potential clog, necessitating cleaning. For instance, if a twig becomes lodged in the downspout, it can lead to a traffic jam, causing more leaves and sticks to accumulate. Another potential issue is an incorrect pitch, as gutters should channel water toward the downspout. If you observe water overflowing the end cap or leaking through it, it suggests that your gutters are improperly tilted.

Poor gutter drainage can cause sagging gutters, roof damage, mold, mildew, rot, basement flooding, and foundation cracks. With gutter replacement costs possible for just $500, getting the right system can save you thousands in repairs down the road.

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.

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.