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  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon99
    Verified gutter repairs and replacements reviews

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

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 Oakland, 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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+6

14 neighbors recently requested a quote
Recommended by95%of homeowners
Higher Ground Gutters, LLC
4.7(
76
)
Seamless Metal Gutters - Install

Serving Oakland, 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%
2 neighbors recently requested a quote
Avatar for Deluxe Seamless Gutter k-Style LLC
Deluxe Seamless Gutter k-Style LLC
5.0(
39
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

Serving Oakland, FL and surrounding areas

Approved

In business since 2019

Free estimates

Small jobs welcome

"The professionals at Seamless Gutters were fantastic! They were hored to clear my gutters and downspouts of leaves and came prepared to delicately climb onto the roof and perform a very much needed service. The owner of Seamless Gutters also istalls new gutter and relevant systems. I would highly recommend the work that they did with no mess or fuss. Job done under two hours!"
Gutters K-Style White
Gutters Seamless K-Style
Gutters Seamless K-Style
Gutters Seamless K-Style
Gutters Seamless K-Style

+78

13 neighbors recently requested a quote
Avatar for Friendly Gutters, Corp.
Friendly Gutters, Corp.
4.8(
37
)
Seamless Metal Gutters - InstallSeamless Metal Gutters - Repair

Serving Oakland, FL and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"Amazing work and very reasonably priced! Ed did a fantastic job on our house. It was a large project because we completely replaced our gutters and also had some wood work (fascia and soffit board) to be repaired. He really took pride in his work and did the job right. From the beginning Ed was courteous, professional, and competent. We will definitely use his services in the future and I would absolutely recommend him and his company for anyone needing gutter work."
Response time1 day
Response rate93%
Recommended by80%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 Oakland, 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 Oakland, FL and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"B. Marshall was different than the other roofing companies, who either stopped showing interest in me as a customer the minute there was not an opportunity to replace my entire roof and bill my insurance company, or did not return calls or messages. I had some roof shingles that blew off due to high winds and poor installation by the original roofing company. Both the father and son Ben stopped by within 24 hours of me reaching out, repaired the roof and inspected the rest of the roof for issues that I may not have been able to see from the ground. They did exactly what they promised, showed up as promised and did not try to oversell the job. Will call them first when I have another roofing job in the future, large or small."
Response time1 day
Response rate100%
41 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

If you don't want to install gutter guards, the most common and inexpensive alternative is regular gutter cleaning, either annually, biannually, or as soon as they start to fill up. Using a leaf blower attachment can make this process easier. Other products designed to reduce cleanings include gutter screens (made of wire mesh, nylon, or foam), which are typically less expensive than a full gutter guard installation. You can also find guards and inserts designed specifically to protect your downspouts or opt for a whole gutter system like LeafGuard, which integrates the gutter and guard into a single product.

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, 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.

How long hangers last will depend on what gutter material they’re made from, but generally you can expect to get at least 10 to 15 years from them no matter what they’re made from. But don’t wait for them to break to give them a checkup. Inspect this part of your gutters on a yearly basis, and make repairs at the first sight of damage.

The Oakland, 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.