4.8
200+ Reviews

Professional Roofing Services in Kissimmee, FL

Roof Bear provides comprehensive roofing services in Kissimmee, from emergency leak repair and storm damage restoration to full roof replacement across all major material systems. Our in-house crews deliver code-compliant installation backed by manufacturer certifications that less than two percent of contractors in North America hold, serving residential and commercial properties throughout Osceola County.

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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

Why Kissimmee Property Owners Choose Roof Bear

  • GAF Master Elite® and President's Award Contractor (top 1% nationally)
  • Florida Certified Roofing Contractor, license CCC1334010 held by Tyler Nerland
  • 4.8 stars across 200+ Google reviews
  • GAF Commercial Certified and GAF Solar Certified
  • Owens Corning Preferred Contractor
  • Over 7,000 roof installations completed in Florida
  • All employees are in-house with no subcontractors
  • Veteran-owned and operating since 2020
  • 30-year shingle warranty and manufacturer warranties ranging from 25 to 50 years
  • Financing starting at $0 down with approved credit, 0% interest for 72 months available

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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 in Kissimmee for our customers. 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

The High Cost of Deferred Roof Maintenance in Central Florida

Kissimmee's subtropical climate, with intense UV exposure, thermal cycling, and seasonal hurricane activity, accelerates roof system degradation. A minor leak that appears as a ceiling stain represents water that has already traveled through insulation, soaked roof decking, and begun compromising structural integrity. By the time moisture shows inside, the concealed damage often spans multiple roof sections, turning what could have been a $600 flashing repair into a $4,000 decking replacement.

Wind damage from afternoon thunderstorms and tropical systems lifts shingles gradually, breaking the adhesive seal and exposing underlayment to UV breakdown. Each successive storm event worsens the breach until fasteners pull through weakened material entirely. Florida's building code triggers compound the financial stakes: according to Florida Statutes 553.844(5), if 25 percent or more of a roofing system or section built under the 2007 Florida Building Code or later is being repaired, replaced, or recovered, only the repaired portion must comply with the current Florida Building Code.

Homeowners insurance claims in Osceola County increasingly hinge on documentation quality and timely reporting. Insurers deny or reduce payouts when damage progression cannot be tied to a specific covered event, which is why forensic roof inspection within 72 hours of a storm is critical. Delayed claims invite disputes over causation, pre-existing conditions, and whether the loss meets policy deductibles, often leaving property owners to fund repairs out of pocket that would have been fully covered with proper documentation.

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GAF Master Elite Contractors
Roofing AND Solar Installation Experts
Roofing Services

Our Custom Roofing Services

Roof Repair

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

Property owners in Kissimmee 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 Kissimmee 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 Kissimmee 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 Kissimmee 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 Kissimmee so homeowners and businesses can address urgent roof failures before conditions get worse.
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Metal Roofing

A metal roof can give Kissimmee 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 Kissimmee because it offers reliable protection, broad style options, and solid overall value.
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Tile Roofing

For homeowners in Kissimmee, 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!

Kissimmee Projects: Re-roofing

"Absolutely excellent and exception service from the office staff to the field staff. I would definitely recommend to future friend requiring roof services." - Bettie Jones on Google

This job on Cornwallis CT in Kissimmee 34758 had complicated shingle and metal roofing intersections, which resulted in some water-damaged substrate that was repaired before the complete re roofing job.

We installed Pro Guard 20 synthetic underlayment under GAF Timberline HTZ shingles in Barkwood color.

Permit A26-004282, Completion date July 30 2026. Photos by Sergio Jernimo, supervised by Orlando Dixon.

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Diagnostic Inspection and Moisture Mapping

We begin every engagement with a full structural assessment, not a visual ground-level estimate. Our team deploys drone imaging to capture high-resolution overhead documentation of the entire roof plane, identifying lifted shingles, missing fasteners, and damaged flashing that remain invisible from the ground. For suspected leaks, we use infrared thermal scanning to map moisture intrusion beneath the surface, tracing water paths through insulation and identifying saturated decking before it becomes visible inside the home.

Neil Allen described this level of diagnostic rigor in a review: "Since there was no visual damage, they recommended coming out for a second visit the following day as a rainstorm was expected. Hector and his team not only showed up, but they were up on my rooftop during a rainstorm communicating via walkie talkie until the leak was finally located."

Sherri Stone noted the transparency of our imaging technology: "My husband had concerns after it was determined we needed more wood replaced than we thought, (so extra $$) and Rich provided us with drone views of the areas that had damaged wood."

Code Compliance Review and Permit Coordination

Before material selection or pricing, we determine which building code edition governs the repair scope under Florida Statutes 553.844(5). For roofs built or replaced after March 1, 2009, only the repaired portion must meet current code if less than 25 percent of the system is affected. Older roofs crossing the 25 percent threshold trigger full code compliance, including uplift-rated fastening, enhanced underlayment, and secondary water barrier installation in vulnerable zones.

We handle all permit applications with local building departments in Kissimmee, St Cloud, and Poinciana, submitting engineered drawings when wind uplift calculations or structural modifications are required. We coordinate inspection scheduling and ensure compliance sign-off before final payment is due.

Decking Remediation and Structural Repair

Once we strip the existing roof covering, we inspect every sheet of plywood sheathing or OSB decking for rot, delamination, and fastener withdrawal. Soft spots, visible mold, or sagging between trusses require replacement with 5/8-inch CDX plywood or 7/16-inch OSB rated for structural use, fastened per the engineered nail schedule (typically 8d ring-shank nails at six inches on center along edges, 12 inches in the field). We sister damaged rafters and reinforce truss connections when framing shows stress fractures or moisture damage.

Fascia and soffit replacement happens concurrently when rot extends to the eave structure. We install PVC-coated aluminum fascia and vented soffit panels to prevent future moisture intrusion and ensure attic ventilation remains code-compliant.

Underlayment and Waterproofing Layer Installation

We install synthetic underlayment meeting ASTM International D8257 standards, the first U.S. product standard for synthetic underlayments published in December 2020. This material resists UV breakdown for up to 180 days of exposure, allowing for phased installation without compromising the moisture barrier if weather delays occur. In high-wind zones and along eaves, valleys, and penetrations, we apply self-adhering modified bitumen ice and water barrier that seals around fasteners and prevents wind-driven rain infiltration.

Flashing details receive individual attention. Step flashing along wall intersections is woven into each shingle course, not face-nailed through the surface. Chimney flashing includes a counter-flashing system where the upper leg embeds into a reglet cut in masonry, not caulked over brick face. Skylight installations use prefabricated curb flashing kits with integrated pans and crickets to divert water around the opening. Every penetration, from plumbing stacks to HVAC vents, receives a dedicated boot or pan flashing assembly, never relying on sealant alone.

Material Installation: Shingles, Metal, and Tile Systems

For architectural asphalt shingles, we install GAF Timberline HDZ, CertainTeed Landmark, or Owens Corning Duration series products, all carrying Class 4 impact resistance when specified. According to UL (Underwriters Laboratories), UL 2218 rates roofing materials into one of four Classes for impact resistance, with Class 4 representing the highest level. Shingles are hand-nailed with six fasteners per shingle in the high-wind nail zone (perimeter three feet and ridges), four fasteners in the field, driven flush without overdriving and breaking the mat.

Our standing seam metal roof installations use 24-gauge Galvalume or aluminum panels with concealed fastener clips that allow thermal expansion without stressing the material. Panels lock together with a mechanical seam 1.5 inches tall, then crimped with a powered seamer to create a weathertight joint. Trim and rake edges receive hemmed closures, and we install snow guards in calculated rows when roof pitch and panel length create avalanche risk. Metal roofs receive a Class A fire rating according to UL 790 standards, as confirmed by the UL, the highest classification.

Bailey Shey Morris wrote about the quality of our GAF installations: "Roof Bear did an amazing job installing a GAF Lifetime Roofing System on my home. It was a huge relief knowing I had a Master Elite contractor handling the job, top-tier quality and peace of mind."

Concrete and clay tile roofs require battens installed perpendicular to the roof slope, spaced to the tile exposure (typically 13 to 15 inches). Each tile is mechanically fastened with corrosion-resistant screws, never just mortar-set. Hip and ridge caps receive individual fastening, and we embed flexible flashing under each lap to prevent wind-driven rain from migrating beneath the tile plane. Tile roofs can last 50 years or more with proper installation and care.

Ventilation System Optimization

Attic ventilation directly affects shingle lifespan and cooling costs. We balance intake ventilation at the soffit with exhaust ventilation at the ridge, maintaining the one-to-one ratio required for passive airflow. Ridge vents are installed along the entire peak with external baffles to prevent weather infiltration while allowing hot air to escape. We clear existing soffit vents of insulation blockages and install baffles between rafters to maintain an air channel from eave to ridge.

When existing gable vents create cross-currents that short-circuit ridge vent performance, we seal or relocate them. Powered attic fans are assessed for compatibility with the passive system, and we disable units that create negative pressure strong enough to draw conditioned air from living spaces. Proper ventilation reduces attic temperatures by 20 to 40 degrees, cuts cooling loads, and prevents premature shingle aging from sustained thermal stress.

Gutter and Downspout Integration

We install seamless six-inch aluminum gutters with concealed hangers spaced 24 inches on center, pitched at a quarter-inch per ten feet toward downspouts. Gutter runs terminate in three-by-four-inch downspouts with elbows positioned to discharge at least six feet from the foundation. When existing grading directs water toward the structure, we extend downspouts with buried drain lines tied to pop-up emitters or to the street drainage system where code permits.

Gutter guards are available but not universally recommended. In areas with heavy oak or pine canopy, debris screens create maintenance burdens when organic matter mats on the surface and blocks water entry. We advise clients on realistic expectations: no system eliminates cleaning, but properly sized gutters with strategically placed downspouts reduce overflow and foundation erosion.

Final Inspection and Warranty Activation

Before we leave the site, we walk the property with a rolling magnet to recover fasteners, inspect all flashing details, verify drip edge installation, and confirm that ventilation components are unobstructed. We schedule the municipal final inspection and provide the signed permit card to the property owner for their records. Our team photographs the completed installation and submits warranty registration paperwork to GAF, Owens Corning, or CertainTeed within 30 days, activating the manufacturer coverage that extends up to 50 years on material defects and our workmanship guarantee.

Florida's Licensing and Code Framework

Florida operates one of the most stringent roofing contractor licensing regimes in the United States. According to the Florida Department of Business and Professional Regulation, state law requires four years of documented experience or an equivalent combination of college coursework and field work for roofing contractor licensing. Additionally, Florida Legislature statute mandates proof of workers' compensation insurance within 30 days of licensure or an approved exemption.

These thresholds exist because roofing work carries life-safety consequences. Improperly flashed penetrations allow water intrusion that rots structural framing. Inadequate fastening leads to blow-offs during hurricanes, transforming roof debris into projectiles. Unlicensed contractors skip permit processes, leaving homeowners with code violations that surface during resale and financing. Our license, held by Tyler Nerland under CCC1334010, demonstrates compliance with experience requirements, financial responsibility standards, and continuing education mandates that ensure we remain current on evolving building codes and material specifications.

What Our Customers Say

"8 out of those 10 companies (storm chasers) required that we sign a 'work authorization form' which I later learned is a scammy way of them getting to control the insurance claim to get more money. Roof Bear was 1 of the 2 companies that did NOT require anything to be signed nor did they ever even bring up my insurance claim."

Jessica Ellis

"He made time to come and check out our roof, help tarp it up to keep any further water from penetrating and helped guide me in the insurance process."

Lyle Dean

"Their estimate was beyond reasonable compared to the 9 others we had received. They got our roof on in 1 day and did a phenomenal job. HIGHLY recommend Roof Bear, honest, communicative, quality company right here."

Jessica Ellis

Roofing Services Throughout Kissimmee and Osceola County

We serve residential and commercial properties throughout Kissimmee, St Cloud, Poinciana, and surrounding communities in Osceola County. Our service area extends across Central Florida, including Orlando, Lake County, and Winter Haven. Whether your property sits in a historic downtown neighborhood or a newer development near the Greenway, our crews respond within 24 hours to inspection requests and provide free estimates paired with roof certification services.

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Visualize Your New Roof!

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

Kissimmee Roofing FAQs

What is the average cost for a new roof in Florida?

The cost of a new roof in Central Florida ranges from $8,000 to $20,000 and higher for a full roof replacement, depending on material choice, roof size, and complexity. For a typical 1,500 square foot home in Florida, architectural asphalt shingles run approximately $7,500 to $12,000, standing seam metal costs between $14,000 and $25,000, and tile roofing starts around $18,000. These figures include tear-off, decking repair, underlayment, flashing, and permit fees. Larger homes, steep pitches, multiple valleys, and tile or metal material selections increase costs proportionally.

What is the 25% roof rule in Florida?

Florida Statutes 553.844(5) establishes that if an existing roofing system or roof section was built, repaired, or replaced in compliance with the 2007 Florida Building Code or any later edition, and 25 percent or more of that system or section is being repaired, replaced, or recovered, only the repaired portion must be constructed to the Florida Building Code in effect at the time of the new work. Roofs predating that code remain subject to the full 25 percent rule in FBC-EB 706.1.1, which often requires complete tear-off and replacement once damage or deterioration crosses the 25 percent threshold.

What is the 15 year roof rule in Florida?

There is no statewide "15 year roof rule" codified in Florida statutes. However, many insurance carriers in Florida have adopted underwriting policies that restrict coverage or require roof inspections for homes with roofs 15 years old or older. Some insurers will not write new homeowners policies on homes with roofs exceeding this age unless the roof passes a certification inspection confirming it has at least five years of remaining useful life. Others require replacement as a condition of binding coverage. These are insurer policies, not legal mandates, and they vary by carrier and by county based on hurricane exposure and claims history.

Do I need a permit to replace a roof in Osceola County?

Yes. Roof replacement in Kissimmee, St Cloud, and unincorporated Osceola County requires a permit pulled by a licensed roofing contractor. Roof Bear handles the permit application, submits engineered drawings when wind uplift calculations are required, coordinates inspection scheduling, and provides the signed permit card at completion. Our Kissimmee 34758 project on Cornwallis Ct was completed under permit A26-004282 in July 2026.

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Schedule Your Free Roof Inspection in Kissimmee

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Roof Bear provides complete roofing services across Kissimmee and Osceola County, from emergency storm repairs to full system replacements in asphalt shingle, metal, and tile. Our in-house crews, Master Elite certifications, and code-compliant installation processes ensure your roof meets Florida Building Code requirements and manufacturer warranty standards. Call us at or request your free inspection and estimate online today.

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