4.8
200+ Reviews

Professional Roofing Services in Winter Park, FL

Roof Bear serves Winter Park with thoughtful roofing repairs, replacements, inspections, and commercial roofing solutions that protect property value while standing up to Florida heat, rain, and seasonal storms.

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GAF Master Elite® & President's Award Contractors (Top 1% in the Nation)

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Fully Licensed for Roofing, Electrical, and HVAC

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100% In-House Roofing Team — No Subcontractors.

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4.8
200+ Reviews

Roofing Support Built for Winter Park

  • Florida license CCC1334010 held by Tyler Nerland
  • GAF Master Elite® and President's Award Contractor, top 1% nationally
  • Master Elite certification earned by fewer than 2% of roofing contractors in North America
  • GAF Commercial Certified and GAF Solar Certified
  • Owens Corning Preferred Contractor
  • 4.8 stars across 200+ Google reviews
  • Over 7,000 roof installations completed in Florida
  • W2 employees, all in-house with no subcontractors
  • Veteran-owned, operating since 2020

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Hector Marin
Hector Marin Verified Expert

Managing Partner · Technical Oversight Lead · Veteran

Hector's crews are professionally trained direct employees of Roof Bear who perform all work for our customers in Winter Park. Hector himself is personally named in dozens of customer reviews for his transparency, craftsmanship, and above-and-beyond service.

🪪 CCC1334010 ✓ GAF Master Elite® ★ President's Club Award

Reviewed by Hector Marin. License Number CCC1334010 held by Tyler Nerland · Verified by Florida DBPR

Why Winter Park Homes Need Roofers Who Diagnose First, Sell Second

A roof failure in Central Florida is rarely just a roofing problem. When underlayment degrades, water tracks along decking seams and trusses before showing up as a stain on your ceiling. By that point, you may face rotted sheathing, compromised framing, and mold colonization in attic insulation. Most storm chasers arrive with a single agenda: sign a replacement contract. They treat every call as a sales opportunity and miss the structural red flags that determine whether a repair will hold or fail again in six months.

Roof Bear approaches every service call as a diagnostic event. We document what is failing, why it is failing, and what adjacent systems are at risk. Our written reports include photos, identified deficiencies, repair recommendations, and a cost estimate delivered within 24 hours. That transparency matters during insurance claims, permit acquisition, and HOA approval processes, where vague descriptions and missing documentation delay approvals and leave homeowners paying out of pocket for work that should be covered.

The consequences of hiring unqualified contractors compound quickly. Improperly flashed valleys channel water into wall cavities. Missing drip edge allows fascia rot. Inadequate ventilation shortens shingle life and voids manufacturer warranties. A roofer who skips permit inspections to save time leaves you with an uninsurable roof and a code violation that surfaces during resale.

Emergency Response and Initial Assessment

We offer 24/7 emergency response for active leaks, missing roof sections, and structural compromise following storms or sudden equipment failure. Our crews arrive with tarps, fasteners, and temporary sheathing to halt water intrusion before it reaches interior finishes or electrical systems. During that initial stabilization, we photograph damage, measure affected areas, and note the condition of surrounding components: flashing, ridge vents, soffit and fascia, gutter attachments, and roof decking.

For non-emergency calls, we schedule a free inspection within 48 hours. That inspection covers the entire roofing assembly, not just the visible shingles or tiles. We walk the roof surface, checking for granule loss on asphalt shingles, cracked or displaced clay and concrete tiles, corrosion on metal panels, and fastener back-out. We inspect attic spaces for ventilation adequacy, insulation moisture, and truss deflection. Inspections are free when paired with a repair or replacement quote.

Material Selection and Code Compliance

Winter Park sits in Orange County, which enforces the Florida Building Code with local amendments. Wind speed design requirements, fire ratings, and impact resistance thresholds vary by roof slope, building height, and proximity to the coast. We walk clients through those requirements before recommending materials.

Our material options include GAF and Owens Corning architectural shingles with impact-resistant ratings, standing seam and 5V crimp metal roofing in Galvalume and aluminum, clay and concrete tile systems, TPO and EPDM for flat and low-slope applications, and modified bitumen for commercial projects. Each material carries different fastener schedules, underlayment requirements, and ventilation demands. Asphalt shingles require synthetic underlayment with a 6-inch overlap and mechanically fastened to meet Florida's wind uplift standards. Metal roofing demands thermal-movement clips on standing seam panels and closed-cell foam closures at panel ends to prevent wind-driven rain intrusion. Tile roofs need mortar-set ridge and hip caps, properly lapped underlayment with sealed seams, and batten systems on slopes below 4:12.

We do not install a system without pulling the required permit. Seminole County and Orange County both require roof permits for replacement, re-cover, and repairs exceeding 25 percent of a roof section. According to Florida Statutes 553.844(5), if an existing roofing system or roof section was built, repaired, or replaced in compliance with the 2007 Florida Building Code or any subsequent edition, and 25 percent or more of that roofing system or roof section is being repaired, replaced, or recovered, only the repaired, replaced, or recovered portion must be constructed to the Florida Building Code in effect. Roofs predating the 2007 code remain subject to the full 25 percent rule. We confirm the build date during inspection and advise on compliance scope before quoting.

Tear-Off, Decking Inspection, and Substrate Repair

Most replacement projects begin with a full tear-off. We strip the existing roof down to bare sheathing, exposing any rot, delamination, or fastener pullout that was hidden beneath the old material. Sheathing that has lost structural integrity gets replaced with 7/16-inch or 15/32-inch OSB or CDX plywood, fastened to trusses with 8d ring-shank nails at 6 inches on center along panel edges and 12 inches in the field. We do not patch rotted decking with mismatched materials or leave soft spots for future failure.

Flashing replacement happens during this phase. We install new step flashing at wall intersections, continuous flashing at eave and rake edges, and counterflashing at chimneys and roof penetrations. Valleys receive either woven shingle valleys or metal W-valley pans, depending on roof slope and tile compatibility. Ridge vents go in after sheathing is complete, with vent openings cut to manufacturer specs and baffles installed to maintain airflow without bypassing the filter media.

Underlayment and Fastener Installation

We apply synthetic underlayment across the entire roof deck, lapping each course a minimum of 6 inches and mechanically fastening with cap nails or staples per Florida Building Code attachment schedules. The code requirement persists because it addresses wind-driven rain, which occurs during every severe thunderstorm season.

Shingle nailing follows the fastener schedule printed on each bundle wrapper and specified in the manufacturer's installation manual. GAF and Owens Corning shingles require four to six nails per shingle depending on roof slope and wind zone. Our crews use pneumatic nailers calibrated to the correct depth, and we verify nail placement during mid-project inspections.

Final Inspection, Cleanup, and Warranty Registration

County inspectors verify compliance with permit drawings, fastener schedules, and flashing details before issuing a certificate of completion. We coordinate those inspections and address any deficiencies on the spot. After final approval, we register the installation with the shingle or metal manufacturer to activate the material warranty. GAF offers a 30-year shingle warranty on architectural products, and metal roofing carries a lifespan of 50 to 70 years depending on coating and substrate.

Cleanup includes magnet sweeps of the entire property to collect stray fasteners, bagging and hauling all tear-off debris, and power-washing any mortar or sealant residue from driveways and walkways. We leave the site cleaner than we found it.

GAF Master Elite Contractors
Roofing AND Solar Installation Experts
Roofing Services

Our Custom Roofing Services

Roof Repair

We help property owners in Winter Park resolve roofing trouble quickly with repair services for leaks, damaged sections, and visible roof deterioration.
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Roof Replacement

Property owners in Winter Park trust Roof Bear for roof replacement projects that improve protection, appearance, and long-term reliability.
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Roof Inspection

Our roof inspection services in Winter Park help identify hidden damage, evaluate wear, and give property owners a clearer picture of roof condition.
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Commercial Roofing

Our commercial roofing services in Winter Park support property managers and business owners with repairs, replacement, and ongoing roofing needs.
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Storm Damage Roof Repair

Roof Bear provides storm damage roofing service in Winter Park to restore protection after heavy rain, wind, and other severe weather events.
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Emergency Roof Repair

We offer emergency roof repair in Winter Park so homeowners and businesses can address urgent roof failures before conditions get worse.
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Metal Roofing

A metal roof can give Winter Park property owners long-lasting protection with strong performance and a modern, low-maintenance profile.
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Asphalt Shingles

Asphalt roofing remains a popular choice in Winter Park because it offers reliable protection, broad style options, and solid overall value.
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Tile Roofing

For homeowners in Winter Park, tile roofing can provide long-lasting performance and a timeless appearance that suits many architectural styles.
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Get a FREE Quote Today!

Our team of friendly experts can assess the needs of your home and provide you with the knowledge you need to make informed decisions.

GAF Energy Roof Specialists
Licensed in Roofing, Electrical, and HVAC
100% In-House Team — No Subcontractors.
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GAF Energy Roof Installations

Like the idea of solar but worry about roof strength during Florida storms? Solar shingles solve that by integrating directly into a durable roofing system that protects your home while generating clean energy. As roofing experts and certified GAF Energy installers, Roof Bear can build a roof that’s both storm-ready and energy-producing.

Reduce Bills by up to 50%

GAF Roofing Materials and Insulation seals your home like no other product on the market. We have seen this reduce energy bills by up to 50%!

Built for Florida

Our systems are designed and installed to handle Florida’s demanding weather while protecting your home for decades.

Roofing Experts + Solar Specialists

Roof Bear is a licensed roofing contractor and certified GAF Energy installer—so your system is installed the right way from the roof up.

Energy SOlutions

Icynene Insulation for Homes

Air leakage from poor sealing can account for up to half of a home’s energy loss—sometimes leaving gaps equal to a basketball. Icynene spray foam helps seal these leaks, improving comfort and efficiency. Enjoy long-term energy savings with Roof Bear’s spray foam insulation, delivering benefits that outweigh upfront costs.

Reduce Bills by up to 50%

Icynene Insulation seals your home like no other product on the market. We have seen this reduce energy bills by up to 50%!

Stay Cooler During the Summer

A propery insulated house stays cooler in the sumer and warmer in the winter. Contact us today to learn more.

Minimize Drafts or Hot/Cold Spots

Maintaining a uniform temperature around your house is possible with proper insulation.

Testimonials

Hear From Our Customers

4.8
200+ Reviews
Roofing Reviews
So happy with my new Metal Roof, skylights and TPO flat roof!  The Roof Bear crew was excellent, even going above and beyond to make things perfect.  Citi, Cesar, Hector, Joshua, and crew, and Jason with Premier Metals made sure our house looked show quality.  This roof should last for 50-70 years!
They did an amazing job!!  It looks perfect and $1,600 savings on my homeowners.  They are truly a pleasure to deal with! Thank you Hector and team!!
I recently had my full roof replaced by them and couldn't be happier with the results. From the initial consultation and working with Orlando and  crew members also Leader Sergio everything was clearly explained and organized.
Roof Bear crew was friendly, professional, and efficient from start to finish! - completing the replacement of our roof in one day! Crew leader, Eric, went the extra mile to ensure that we were pleased with the job and did a thorough job of cleaning all work debris from our property at the end of the day!

Why Florida Building Codes Demand More

Florida's position along the Atlantic coast subjects homes to hurricane-force winds, wind-driven rain, and severe thunderstorms throughout the year. The Atlantic hurricane season runs from June 1 to November 30, and damage from recent storms underscores the stakes. In 2017, Hurricane Irma caused $77.5 billion in damages as it moved through the Caribbean and Florida. The National Oceanic and Atmospheric Administration's National Centers for Environmental Information documented $1.3 trillion in damages from storms and cyclones since 1980.

Those figures drive the prescriptive requirements in the Florida Building Code for wind uplift resistance, impact ratings, and attachment methods. Class A roof coverings, as defined by ASTM International, are effective against severe fire test exposures, a rating that also correlates with material density and wind resistance. Roofers who ignore those standards leave homes vulnerable during the next named storm.

What Our Customers Say

Carlos Reyes wrote: "Roof Bear recently replaced our roof and we could not be happier with the results. From the initial consultation to the final cleanup, everything was handled professionally and efficiently. The team was knowledgeable, courteous, and respectful of our property. Our new roof looks fantastic and we feel confident it will protect our home for years to come. Highly recommend Roof Bear for any roofing needs."

Melissa Trujillo noted: "The team at Roof Bear was amazing! They were professional, efficient, and did an outstanding job on our roof. The crew was respectful of our property and left everything clean. We're thrilled with the results and would highly recommend them to anyone needing roofing services."

Johnny Doyle shared: "Roof Bear gave me an exceptional experience! They were honest, timely, and very detailed. I was given daily updates and photos of the entire process. My salesman Robert was a true professional and someone I could trust immediately. Thank you Roof Bear for an amazing roof! Highly recommended!!"

Serving Winter Park and Surrounding Communities

We serve Winter Park, Orlando, Maitland, Altamonte Springs, Longwood, Oviedo, and Apopka across Orange County, Seminole County, and Lake County. Our crews travel throughout Central Florida for residential roofing, commercial roofing, emergency roof repair, and roof inspection services.

Visualize Your New Roof!

See exactly what your new roof will look like with our free visualization tool.

Winter Park Homeowner Roofing FAQ

What is the average cost to put on a roof?

The cost of a new roof in Central Florida ranges from $8,000 to over $20,000 for a full roof replacement. For a typical 1500 square foot home in Florida, architectural asphalt shingles run approximately $7,500 to $12,000, while standing seam metal costs between $14,000 and $25,000, and tile roofing starts around $18,000. Final pricing depends on roof complexity, material choice, required decking repairs, and permit fees. We deliver a written estimate within 24 hours of inspection.

What does "roofer" mean?

A roofer is a licensed contractor who installs, repairs, and replaces roofing systems on residential and commercial buildings. Roof Bear operates under Florida license CCC1334010, which authorizes us to perform roofing work across the state. The term encompasses specialists in shingle installation, metal roofing, tile systems, flat roof membranes, and emergency repair.

What is the best way to find a roofer?

Start by verifying state licensure through the Florida Department of Business and Professional Regulation's online portal. Check references on Google, the Better Business Bureau, and Angie's List for patterns of quality and reliability. Request a written estimate that includes material specifications, labor scope, permit costs, and warranty terms. Avoid contractors who demand full payment upfront, skip permit requirements, or pressure immediate decisions. Roof Bear provides free inspections, detailed written reports with photos, and quotes delivered within 24 hours.

Who is the best roofer in Orlando?

The best roofer for your project holds proper Florida licensure, carries manufacturer certifications, maintains active insurance, and documents every phase of work with transparency. Roof Bear is a GAF Master Elite® and President's Award Contractor, a designation earned by the top 1% of roofing contractors nationally. We have completed over 7,000 roof installations in Florida with a 4.8-star rating across 200+ Google reviews and an A+ rating from the BBB. Our veteran-owned team operates with in-house crews only, no subcontractors.

Schedule Your Winter Park Roof Inspection Today

Roof Bear delivers licensed, certified roofing services throughout Winter Park and Central Florida. Whether you need emergency storm repair, a replacement quote, or a diagnostic inspection that identifies hidden structural risks, our team responds within 24 hours with documentation you can use for insurance claims and permit applications. Call (407) 594-7302 or visit our contact page to schedule your free inspection.

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