Roof Replacements Done Right
Windermere homeowners hold their properties to a high standard — and the roof is no exception. From the estates along the Butler Chain of Lakes to the custom homes that define this Orange County community, every property deserves a roof that matches its quality and character. When the time comes for a replacement, Thomas Roofing & Repair is ready to deliver the level of craftsmanship this community expects.
Why Homeowners Trust Us With Their Roof Replacement
No two homes in Windermere are exactly alike, and our approach to roof replacement reflects that. We take the time to understand your property, your goals, and your timeline before recommending a path forward — so there are no surprises from the first call to the final walkthrough.
Experienced Roofing Specialists
Top-Quality Materials
Affordable & Transparent Pricing
Responsive Support Across Central Florida
Fast & Efficient Service
Licensed & Insured
A New Roof Built for Florida’s Toughest Climate
Windermere’s combination of lakefront exposure, intense Florida sun, and annual hurricane season creates real demands on residential roofing. UV radiation degrades shingle granules and tile sealants faster in Central Florida than in most other parts of the country, and the moisture cycling that comes with year-round humidity can compromise underlayment long before exterior symptoms appear on the surface.
That’s where Thomas Roofing & Repair comes in. Whether you’re replacing an aging clay tile system, upgrading an existing shingle roof, or transitioning to standing seam metal, our team brings the precision and product knowledge that Windermere homes deserve. We work carefully from the initial inspection through the final cleanup, keeping you informed at every step.
Roof Replacement for Every Style and Material
Flat Roof Replacement
Metal Roof Replacement
Standing seam metal has become a preferred choice among Windermere’s custom and luxury home market, offering clean architectural lines, exceptional longevity, and proven hurricane resistance. When an existing metal roof approaches the end of its service life, our team handles the full replacement with precision fitting, quality fasteners, and proper sealing at every transition — the details that determine how the system performs in the years ahead.
Asphalt Shingle Roof Replacement
Architectural shingles remain one of the most versatile and widely used roofing choices in Windermere, offering a strong balance of performance, aesthetics, and value. As a CertainTeed ShingleMaster Certified Contractor, we provide access to premium shingle systems in a full range of profiles and colors — each installed to exact manufacturer specifications so you receive the full benefit of the manufacturer’s warranty coverage.
Slate Roof Replacement
Slate roofs bring a timeless, distinguished character that suits Windermere’s more formal architectural styles. Replacing a slate roof correctly requires deep familiarity with the material’s unique weight requirements and structural considerations. Our team handles slate replacements with the specialized care they demand, preserving the visual character of your property while delivering modern underlayment and flashing standards beneath the surface.
Specialty Roof Replacement
Some Windermere properties feature custom roofing configurations — complex pitch transitions, curved sections, or material combinations tailored to a specific architectural vision. When those systems need replacement, the work demands a crew experienced enough to replicate or improve on the original design. We approach every specialty replacement with the same precision and care we bring to any custom project.
Tile Roof Replacement
Clay and concrete tile roofs are among the most common roofing systems in Windermere, valued for their longevity, curb appeal, and suitability for Florida’s climate. Over time, cracked tiles, failing underlayment, and deteriorating mortar can compromise the system beyond what targeted repairs can correct. We replace tile roofs in full — inspecting and upgrading the underlayment, flashings, and eave closures along with the surface tile — so the new system performs reliably from day one.
When Storm Damage Calls for a Full Replacement
Protecting Every Layer of Your Roof
Orange County’s hurricane season can push even well-maintained roofs to their limit. High winds, driving rain, and airborne debris don’t just damage visible surface materials — they can compromise underlayment, flashings, and structural decking in ways that remain concealed until the next major weather event. Addressing that damage thoroughly is what provides lasting protection for the home beneath.
A Complete Assessment Before Any Decision
When a storm raises questions about your roof’s condition, Thomas Roofing & Repair conducts a detailed inspection of every component — surface materials, underlayment, flashings, ridge caps, and decking. If the findings warrant a full replacement, we walk you through the options clearly and help you select materials suited to Windermere’s specific exposure conditions. Our HAAG-certified inspectors document everything thoroughly, which is especially valuable when working with insurance adjusters.
Building in Resilience for the Future
Make sure your roof is prepared for anything with roof inspections and maintenance from Thomas Roofing & Repair. With consistent care, your home stays protected and ready for whatever Central Florida’s weather might throw your way.
Windermere Roof Replacements by Thomas Roofing & Repair
From the Butler Chain of Lakes to the neighborhoods of southwest Orange County, Thomas Roofing & Repair has earned the trust of homeowners who won’t accept anything less than thorough, accountable work. Request a free estimate today to get started.
Central Florida Roof Replacements
Get the peace of mind you demand out of your roof with trusted roof replacements from Thomas Roofing & Repair. We’re proud to serve Central Florida and the surrounding communities; request a free estimate today to get started!
Our Credentials
“When you call Thomas Roofing and Repair Inc. after a storm, you are not getting a commissioned sales rep with a clipboard. You are getting a trained, licensed roofing professional with verified credentials and the expertise to back every recommendation they make.”
Our team of 6 to 20 licensed roofing professionals brings real, field-tested expertise to every property we assess. We stay current on Florida Building Code requirements, manufacturer installation standards, and insurance documentation practices, credentials that protect your claim and your roof.
HAAG Certified Inspector (Residential)
The gold standard in storm and hail damage assessment. HAAG Certified inspectors are trained to identify and document both visible and latent damage in the format insurance adjusters and engineering firms require. This is the credential that separates a professional damage assessment from a standard sales visit.
Florida License No. CCC1333138
State-licensed roofing contractor. Every installation, repair, and replacement is performed in full compliance with Florida Building Code, one of the most stringent building codes in the nation.
CertainTeed ShingleMaster Certified
Elite certification earned by fewer than one percent of roofing contractors nationwide. Required for access to extended manufacturer warranty coverage on qualifying installations.
Inspections to Keep Small Problems Small
Windermere homes often feature complex rooflines — multiple pitch transitions, skylights, chimneys, and architectural details that create more potential failure points than a straightforward roof profile. A thorough professional inspection covers every one of those areas systematically, identifying early signs of wear before they develop into active leaks, insulation problems, or structural concerns that require far more extensive work to correct.
Catching Problems Before They Compound
The real value of a roof inspection is in the detail it uncovers. Our team examines surface materials, underlayment condition, flashing integrity, ventilation performance, and decking soundness — and delivers a documented report with photographs so you can see exactly what was found and make informed decisions about how to proceed.
Warranties That Reflect the Quality of Our Work
Thomas Roofing & Repair backs its roof replacements with warranties that extend beyond the industry standard. The materials we install carry full manufacturer warranties from CertainTeed and Owens Corning, and our own workmanship warranty covers the installation itself — giving Windermere homeowners a comprehensive layer of long-term protection on the same project.
That commitment to lasting quality is reflected in the way we work. We follow manufacturer installation guidelines precisely, inspect for underlying issues before laying new material, and ensure every component — underlayment, flashings, ridge caps, and surface material — is installed correctly from the ground up. When you choose Thomas Roofing & Repair, you’re getting a roof built to perform for the long haul.
Navigating Hail and Storm Insurance Claims
When a named storm or hail event damages a Windermere roof, the insurance claim process can be as stressful as the damage itself. Thomas Roofing & Repair’s team includes a HAAG-certified inspector — a credential recognized by major insurance carriers — and we document damage with the thoroughness that supports a complete and accurate claim. We can also be present when your adjuster visits, making sure nothing is overlooked.
Schedule Your Windermere Roof Replacement with Thomas Roofing & Repair
Homeowners across Windermere and southwest Orange County count on Thomas Roofing & Repair for roof replacements that are done right from the start. Our team brings hands-on experience with the full range of roofing systems common in this community — standing seam metal, clay tile, premium architectural shingles, and more — and we stand behind every project with honest communication and long-term accountability.
Contact us today to request a free estimate and take the first step toward a roof your home deserves.
Where we are
Service Areas
- Avalon Park
- Alafaya
- Altamonte Springs
- Apopka
- Belle Isle
- Buena Ventura Lakes
- Casselberry
- Celebration
- Clermont
- Davenport
- Doctor Phillips
- Edgewood
- Eustis
- Four Corners
- Gotha
- Haines City
- Horizon West
- Kissimmee
- Lake County
- Lake Mary
- Lake Nona
- Leesburg
- Longwood
- Maitland
- Marion
- Meadow Woods
- Montverde
- Mount Dora
- Oakland
- Oak Hill
- Ocoee
- Orange County
- Osceola County
- Orlando
- Oviedo
- Pine Hills
- Poinciana
- Sanford
- Seminole County
- St. Cloud
- Sumter County
- Tavares
- Union Park
- University
- Waterford Lakes
- West Brevard County
- Windermere
- Winter Park
- Winter Garden
- Winter Springs