Top-Rated Gutter Pros Near You in Winter Garden, FL

CH Evans Roofing of Winter Haven FL

CH Evans Roofing is a trusted roofing contractor serving Winter Haven, FL for decades. We have a proven track record of getting leaks and other roof issues solved in the quickest time possible. We are committed to putting you first by delivering quality roof repairs, installation, and replacements.

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The Brothers That Just Do Gutters

Reinventing Contractor Service The Brothers that just do Gutters is a community minded, client-focused gutter contractor who understands the importance in investing in our employees, and providing our clients with a 5-star experience. We believe in the importance of honesty, integrity, and transparency. Because of this, we are fully committed to posting every review � positive, or negative! We do this to not only keep ourselves honest, but to also use as a learning tool to better ourselves as serv

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Gilpin Construction, Inc.

Gilpin Construction Inc.is a company which provides services in the areas of : Construction management Consulting. General Contracting. Roofing Contracting. Home Inspection. Mold Assessment and Remediation. Serving it’s clients with integrity. Our aim is to provide affordable,high quality job that ensures customer satisfaction. With over ten years in business,with experienced and skilled employees, satisfactory workmanship is guaranteed. Management of the company is performed by experienced and certifie

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MSM Business Service LLC

We specialize in gutter services, installs, replacements, repairs, guards, and more! We guarantee your satisfaction, and we won�t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

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G&A Certified Roofing North

With over 15 years of experience in the roofing industry, we take pride in the work we do. We are a licensed and fully insured Central Florida roofing company. If you are looking for an Orlando roofer that is dependable, honest, and does excellent work, look no further! Contact us today for a Free Estimate! G&A Certified Roofing North is a family owned and operated business. Our services include roof repairs, total roof replacements, and other roofing requests. There is no job too big or too small! We provi

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FL Commercial Roofing of Winter Haven

FL Commercial Roofers is a trusted roofing contractor serving the residents and businesses in Winter Haven, FL for decades. We are a complete service roofing company that is committed to excellence and exquisite workmanship to deliver full customer satisfaction. We have years of experience in roofing services.

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Supreme Roofing Services

Winter Haven's Go-To Roofing Services Since 1983 Locally owned 38 years in business Custom work

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Roof Top Services of Central Florida, Inc.

A sound roof does more than protect the things you value; it protects the ones you love. Roof Top Services of Central Florida, Inc. has been fixing roofs in our community for over ten years. We are a State Certified Roofing Contractor that can handle all of your Commercial & Residential roofing needs. We can complete anything from a small residential roof repair to a full commercial install. No job is too small. It pays to use a local, home-based roofing company for your home repairs. We pride ourselves on

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Next Dimension Construction & Roofing

Here at Next Dimension Construction and Roofing we can take care of all of your construction and roofing needs!

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Robert Binns Roofing Inc

Turn to the team at Robert Binns Roofing Inc for all your residential, commercial and industrial roofing needs. Since 1996, we have been providing unparalleled roofing and sheet metal services to all of Polk County, FL. We strive to find economical, cost-effective options that will solve your roofing problems simply and efficiently. Our team specializes in new roofing, repairs, replacement and insulation. Don't see a specific service listed on this site? Just contact us and we'll see if we can help you. Cal

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Gutters FAQs

The cost of gutter services varies depending on the scope of the project and materials used. Nationwide, homeowners can expect:

  • Gutter installation: $4 to $12 per linear foot, depending on material (vinyl, aluminum, steel, or copper).
  • Gutter repair: $150 to $350 on average, depending on the type and severity of damage.
  • Gutter cleaning: $100 to $250, largely based on house size.

For large custom projects or high-end materials, such as copper gutters, costs can exceed $25 per linear foot. Always get multiple quotes and ask for detailed estimates to compare pricing and avoid surprises.

Regular gutter cleaning is crucial to prevent clogs caused by leaves, debris, and dirt. Clogged gutters can lead to water overflow, damaging your roof, siding, and foundation. Additionally:

  • Prevent water damage: Standing water can accumulate near your foundation, leading to cracks or leaks.
  • Avoid pest infestations: Mosquitoes and other pests often breed in stagnant water found in clogged gutters.
  • Extend gutter lifespan: Clean gutters are less likely to corrode or develop structural issues.

Experts recommend cleaning your gutters two to four times annually, depending on tree coverage near your home.

"Gutter Pros" installs a wide range of materials and styles. Popular choices include:

  • Vinyl gutters: Affordable and lightweight, ideal for budget-conscious homeowners.
  • Aluminum gutters: Rustproof, durable, and widely popular for residential properties.
  • Steel gutters: Strong and resistant to physical damage, but prone to rust over time.
  • Copper gutters: Premium option that adds character but comes with higher costs.
  • Seamless gutters: Custom-designed to minimize leaks and ensure a precise fit.

Choosing the best gutter depends on your home's style, local climate, budget, and maintenance preferences. A professional assessment can help you decide the best option for your specific needs.

To verify Gutter Pros' licensing in Winter Garden, homeowners are encouraged to check with their state or local licensing agency. Licensing ensures that contractors meet minimum standards for quality and safety.

You can often look up a contractor’s license number online using resources like the local building department or the National Association of State Contractors Licensing Agencies (NASCLA) at nascla.org. Always ask for proof of licensing before work begins.

Yes, several signs indicate your gutters may need attention. Look out for:

  • Visible cracks or holes: Any damaged sections can lead to leaks.
  • Sagging gutters: This indicates structural issues that could lead to collapse.
  • Pools of water near your foundation: Improper drainage because of clogged or broken gutters.
  • Peeling paint or water stains on siding: This is often a sign of water overflow.
  • Rust or corrosion: Particularly common in older metal gutters.

If you notice any of these issues, contact a professional like Gutter Pros for an inspection.

The timeline for gutter installation or repair varies depending on the size and complexity of the job. In general:

  • Gutter installation: Completing an average residential home typically takes 1–2 days. Larger homes or custom solutions may require additional time.
  • Gutter repair: Most minor repairs take just a few hours, but large-scale fixes could take a full day or more.

Weather conditions and seasonal schedules can also impact timelines. Be sure to discuss project deadlines during your initial consultation with professionals like Gutter Pros.

Before hiring a gutter contractor, it’s essential to ask these key questions:

  1. Are you licensed and insured? Ensures you're protected against accidents or poor workmanship.
  2. Can you provide references or photos of past work? Gives insight into their quality and experience.
  3. What warranties do you offer? Covers potential issues after installation or repair.
  4. Do you provide written estimates? Helps prevent hidden fees.
  5. What materials do you recommend for my home? Tailored advice based on local climate and home architecture.

The answers can help you determine whether the contractor is professional, experienced, and attentive to your needs.

Yes, Gutter Pros offers specialized services in Winter Garden, including seamless gutters, rain chains, and custom options. Seamless gutters are popular for their sleek design and low risk of leaks, while rain chains provide an aesthetically pleasing way to manage water runoff.

If you’re located in Winter Garden, contact us to discuss your specific needs. Our team can recommend the best options based on your home’s architecture and environment.

When hiring a gutter service company, be mindful of these red flags:

  • Lack of licensing or insurance: This could leave you liable for accidents.
  • High-pressure sales tactics: A trustworthy company informs; it doesn’t pressure.
  • Vague pricing or no written estimate: Always insist on detailed, upfront pricing.
  • Poor reviews or unverified references: Check testimonials and ask for proof of past work.
  • No warranty or guarantee: Reliable contractors will stand behind their work with warranties.

Choosing a reputable provider like Gutter Pros can help you steer clear of these pitfalls.

Professional gutter estimates typically include an on-site evaluation, during which a contractor assesses the size, layout, and needs of your home. Here’s what to expect:

  • Inspection: Checking existing gutters, roofline, and drainage.
  • Recommendations: Suggesting appropriate materials and styles.
  • Detailed estimate: Providing a clear breakdown of costs, including materials, labor, and any additional services like removal of old gutters.

Always seek a written estimate and compare quotes to ensure fair pricing. With Gutter Pros, you’ll receive clear, upfront costs with no surprise fees.

Reviews for Gutter Pros

Flood-Free Basement at Last!
After weeks of dealing with overflowing gutters causing water to seep into our basement, Gutter Pros stepped in and fixed everything within a day. The team installed sturdy gutter guards that saved us both time and worry. Best part? No more expensive water damage repairs—our basement is finally dry!
Megan H.
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Fast Fix Before the Storm
A storm was headed to Atlanta, and my old gutters were sagging badly. Gutter Pros came out the next day, reinforced them, and added downspouts just in time. Thanks to their quick response, I avoided what could have been some serious water damage to my home.
James R.
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Saved Hundreds on Gutter Repairs
I was ready to replace all my gutters, but the pro from Gutter Pros suggested a detailed cleaning and minor adjustments instead. It not only solved my drainage issues but also saved me hundreds of dollars. It’s rare to find someone who prioritizes honesty over upselling!
Emily P.
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Maria Vierra avatar

Maria VierraEditor

Maria Vierra is the lead designer at Vierra Fine Homes, bringing over two decades of experience in high-end residential design and construction. Her expertise and attention to detail ensure every project meets the highest standards of excellence, blending functionality with aesthetic appeal.

Brett Taylor avatar

Brett TaylorAuthor

Brett Taylor is the co-founder of The Builder Market and a visionary entrepreneur in the home services and construction industries. With a passion for innovation, Brett has played a pivotal role in revolutionizing how professionals and homeowners connect and collaborate.

This page was last updated on Jan 25, 2026, 7:37:52 PM