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10 Best Roofers in Winter Park, FL

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Written By David Cusick

Last Updated April 2024

Your roof insulates your home and protects you from the elements, but caring for it isn't always easy. In Winter Park, your roof may be at high risk of heat damage due to the higher-than-average temperatures in the area.

No matter the problem, there's a roofing professional near you who can help. Use our guide of Winter Park's top roofers to find the best one for your job.

Top 10 Best Roofers in Winter Park

Fiddler's Roofing

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521 W Miller St, Orlando, FL 32805 (321) 985-5547 fiddlersroofing.com

Customer education

Transparent pricing

Reputation for timeliness

Free inspections

Quality customer service

Services Offered

Solar panel installation
Emergency tarp
Skylights
Flat roofs
Slate
Roof repair
Dormers
Metal roofs
Asphalt roofs
Replacement
Quality inspection

Gold Key Roofing

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4874 S Orange Ave, Orlando, FL 32806 (407) 851-0680 goldkeyroofing.com

Preventive services

Honors appointment windows

Free inspections

Customer education

Transparent pricing

Quality customer service

Services Offered

Roof cleaning
Roof repair
Solar panel installation
Mold remediation
Attic insulation
Skylights
Metal roofs
Quality inspection
Replacement

Pro Roofing Contractors

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518 Lombardy Rd, Winter Springs, FL 32708 (407) 901-1733 proroofingcontractorsfl.com

Customer education

Transparent pricing

Transparent project updates

Quality customer service

Free inspections

Services Offered

Roof repair
Asphalt roofs
Replacement
Slate
Flat roofs
Skylights
Metal roofs
Ventilation
Quality inspection

Johnson Roofing Orlando Inc

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405 Ruth St, Longwood, FL 32779 (407) 774-0940 johnsonroofingorlando.com

Reputation for timeliness

Preventive services

Transparent pricing

Free inspections

Customer education

Quality customer service

Services Offered

Flat roofs
Terra cotta
Wood roofs
Metal roofs
Replacement
Asphalt roofs
Slate
Quality inspection
Roof repair

Premiere Roofing and Carpentry, Inc.

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5611 Carder Rd, Orlando, FL 32810 (407) 578-6893 prcroofservices.com

Customer education

Quality customer service

Free inspections

Transparent pricing

Preventive services

Services Offered

Mold remediation
Quality inspection
Skylights
Asphalt roofs
Flat roofs
Replacement
Attic insulation
Roof repair
Metal roofs
Terra cotta

Roof Pros USA

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794 Big Tree Dr #106, Longwood, FL 32750 (407) 831-7663 roofprosusa.com

Preventive services

Quality customer service

Honors appointment windows

Locally owned

Customer education

Free inspections

Transparent project updates

Transparent pricing

Services Offered

Flat roofs
Roof repair
Replacement
Quality inspection
Ventilation

Shield Roofing & Contruction LLC

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1360 N Goldenrod Rd, Orlando, FL 32807 (407) 815-5100 shieldroofing.biz

Quality customer service

Preventive services

Transparent pricing

Customer education

Services Offered

Metal roofs
Asphalt roofs
Quality inspection
Wood roofs
Replacement
Skylights
Terra cotta
Flat roofs
Ventilation
Roof repair
Roof cleaning

Rhyne Restoration Roofing Company

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6765 Narcoossee Rd Suite 118, Orlando, FL 32822 (407) 277-4963 rhynerestoration.com

Quality customer service

Customer education

Free inspections

Preventive services

Transparent pricing

Services Offered

Quality inspection
Roof repair
Asphalt roofs
Ventilation
Replacement
Emergency tarp
Flat roofs
Metal roofs

Brian Sikes Roofing

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210 North St, Longwood, FL 32750 (407) 878-3750 briansikesroofing.com

Quality customer service

Transparent pricing

No deposit required

Customer education

Free inspections

Locally owned

Transparent project updates

Services Offered

Roof repair
Quality inspection
Flat roofs
Replacement
Ventilation
Skylights

Central Homes Roofing & Solar Services

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1920 Boothe Cir, Longwood, FL 32750 (407) 732-7262 centralhomesroofing.com

Preventive services

Free inspections

Online quote

Honors appointment windows

Quality customer service

Transparent pricing

Customer education

Services Offered

Quality inspection
Metal roofs
Replacement
Flat roofs
Roof repair
Solar panel installation
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on roofers to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

How Much Does a New Roof Cost in Winter Park?

For a project as involved as roof replacement, cost is important. Below is the typical price range to replace a roof on a 1,500 square foot home in Winter Park. We also compare costs for popular roofing materials.

How To Choose a Roofing Company

Installing a new roof is a major home renovation that may cost tens of thousands of dollars when finished. It's essential to research thoroughly to find the most qualified and trustworthy roofing company for the job. Here are some important considerations when choosing a roofer.

  • Roofing materials and products: Reputable roofing companies sell quality materials that can withstand Winter Park's weather and endure a long time. Be careful of contractors pushing extremely inexpensive or generic options. Review shingle samples before committing.
  • Detailed written estimate: Reputable roofing companies will offer a comprehensive estimate in writing that outlines the scope of the work, materials requirements, and total cost without hidden fees. Avoid vague quotes or ones that seem dramatically high or low.
  • References and reviews: Research companies carefully by reviewing their profiles on review sites such as Google, Yelp, or the Better Business Bureau (BBB) and looking for years of consistently positive feedback. Also ask for recent local references.
  • Experience and credentials: Companies operating for over a decade demonstrate years of experience on top of quality work and satisfied customers. Make sure any provider you consider is properly licensed, bonded, and insured. Ask about professional certifications, such as those from the National Roofing Contractors Association.
  • Responsiveness and communication: From the time you get a quote to when the project is complete, a roofing contractor should maintain regular contact. A representative should respond to questions and handle any issues during the project.
  • Warranties and guarantees: Reputable roofers provide robust guarantees from shingle manufacturers which protect shingles for over 30 years and labor guarantees for at least 5 years. Use caution with roofers offering shorter warranties.

Signs Your Roof Needs Repair or Replacement

Though it likely doesn't cross homeowners' minds daily, your roof plays a key role in protecting your home. Watch for these common signs that your roof may need an inspection and repairs from a professional roofer.

Roof Age

The age and material of your roof are key factors. Asphalt shingles, the most common residential roofing material, typically last about 20 to 25 years before needing to be replaced. If your roof is approaching or past this lifespan, get a professional inspection to determine if full replacement is needed.

Leaks or Water Stains in Your Home

One of the clearest signs of roof trouble is water leaks. Stains on your ceilings, walls, or insulation, or in your attic likely indicate water seeping through worn or damaged shingles. Even small leaks should not be ignored, as they can lead to mold growth and further damage to your roof.

Exposed Roof Decking Underneath Shingles

If you can see your roof deck boards underneath your shingles, it means those shingles are severely curling or losing their seal and need to be replaced. Shingles should lie flat to keep water from entering your home.

Cracked, Broken, or Missing Shingles

Check your roof shingles from the ground or a steady ladder. Look for tears in the shingle surface or missing granules. Bouts of high wind can cause surface damage over time. To keep your roof in good shape, replace any shingles that are missing or are openly gaping.

Flashing Deterioration Around Roof Penetrations

Roof flashing provides a weatherproof seal around valleys, chimneys, vents, and other areas that penetrate your roof. If this metal flashing is cracked, peeling away from the surface, or otherwise deteriorated, it can allow leaks. Problems with roof flashing should be addressed promptly.

Sagging Roof Line

If your roof sags or is uneven, get a roofer to evaluate it. These issues could signal a structural problem. A sagging roof that's not properly supported or fixed will deteriorate more over time.

Frequently Asked Questions About Roofing in Winter Park, FL

The best type of roofing material for your home in Winter Park will be determined by a number of factors, such as your budget and how often you want to do maintenance.

Asphalt is more budget-friendly, while options like metal cost more but last longer. Clay roofing may be beneficial around Winter Park due to its high solar reflectivity. Roofs of this type can help you save on cooling costs during the sunny summer months. You might be swayed by how environmentally friendly a material is, and opt for something like wood.

In Florida, contractors can be registered or certified. Registered contractors work in a specific city or county and must meet certain competencies and obtain business insurance. Certified contractors are able to work throughout the state, and have additional requirements, including the need to hold roofing insurance. Both types of license are handled through the Department of Business and Professional Regulation.

It generally takes about one to five days to replace a roof. Things that could influence the timeline include the size of your roof, how easily accessible it is, and what the weather is like in Winter Park during the timeframe. Winter Park tends to see a lot of rain, which might delay the project.

Generally, spring or autumn is the best time of year to have your roof replaced. In the summer, Winter Park's hot temperatures can slow down the project.

Spray foam insulation in one of the best types of roofing insulation. It's longer lasting than other kinds and also seals any cracks in your roof. The disadvantage is that it's more expensive than other types of insulation.

There isn't one single best color for everyone, but you can find yours by weighing several factors. Your local climate is important to take into consideration because lighter colored roofs reflect more heat than darker roofs, therefore keeping your home cooler. This makes them better in warmer areas, such as Winter Park. You should also think about what color and style your home is, as well as your personal aesthetic preferences.

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