Sun State Solar and Roofing logo
★ 5.0 Google Rated FL License #CCC1334700 Owner-Operated by Joe McKenna 24/7 Emergency Response
Orange County

Roofing in Windermere, FL

Roofing in Windermere, FL — luxury Butler Chain of Lakes community of gated estates and large lakefront homes. Owner-operated work on premium tile, slate-look metal, and warranty-grade architectural shingle systems.

Sun State Solar and Roofing in Windermere

Windermere is Butler Chain estates territory — top-tier Orlando luxury. Sun State Solar and Roofing handles Windermere tile, custom metal (including copper accents), and the precision-quality work that estate properties require. We coordinate with HOAs, custom-builders, and architects on Windermere projects.

Common Windermere areas include the Butler Chain frontage estates, Isleworth, Reserve at Belmere, Keene's Pointe, and the newer Windermere Trails and Lake Burden communities. Material mix is heavy on clay tile, custom metal, and premium architectural shingle.

Common Windermere neighborhoods we work in: Butler Chain estates, Isleworth, Reserve at Belmere, Keene's Pointe, Windermere Trails, Lake Burden.

  • Owner-operated by Joe McKenna — direct line on every project
  • FL State Certified Roofing Contractor License #CCC1334700
  • Photo updates at every stage of every Windermere project
  • Insurance claims handled end-to-end
  • 24/7 emergency response across Windermere and Orange County
Get a Free Windermere Quote
Aerial view of completed shingle roof on a Windermere FL home

Estate Roofs on the Butler Chain

Windermere is a small town in southwest Orange County, and the area around it, including Isleworth, Keene’s Pointe and the Butler Chain of Lakes, is where Orlando’s largest homes sit. Big homes mean big, complicated roofs: multiple hips and valleys, turrets, dormers, flat sections over outdoor living areas, and long ridges that catch the wind coming across open water. A lakefront roof is more exposed than one tucked inside a subdivision, so fastening and edge details matter even more. Further south and west, we also travel to Kissimmee and Lakeland.

Most of these homes carry clay or concrete tile, and the same rule applies here as anywhere in Florida: the tile can last 50+ years, but the underlayment typically needs replacing every 25-30. Lifting and resetting tile on an estate-size roof is a planned project, not a quick job, and HOA review comes first. Our tile roofing page covers the process, and metal roofing explains standing-seam options for contemporary builds.

Large custom homes also tend to have skylights, and every skylight is a penetration that has to be flashed correctly into the roof around it; see skylight installation and repair. If you are buying on the chain, a pre-purchase roof inspection tells you what the roof will need before you close. Just east, we also serve Dr. Phillips.

Roofing Services for Windermere Homes & Businesses

Full-service roofing across every Florida-suitable system.

Architectural shingle roof in Windermere

Residential Roofing

Asphalt shingle, tile, metal, and skylight services for Windermere homes.

Residential →
Commercial flat roof in Windermere

Commercial Roofing

TPO, modified bitumen, BUR, and metal for Windermere commercial properties.

Commercial →
Solar installation in Windermere

Solar

Solar consulting, installation, and repair coordinated with your Windermere roof.

Solar →
Roof replacement in Windermere

Roof Replacement

Full replacements with insurance support and photo documentation.

Replacement →
Roof repair in Windermere

Roof Repair

Leak repair, storm damage, missing shingles. 24/7 emergency response in Windermere.

Repair →
Roof inspection in Windermere

Roof Inspection

Pre-purchase, post-storm, and insurance inspections in Windermere.

Inspection →

Why Windermere Homeowners Pick Us

👤

Owner-Operated

Joe McKenna manages every Windermere project personally. No call center.

📸

Photo Updates

You see exactly what is happening on your Windermere roof at every stage.

🛡️

Insurance Handled

End-to-end claim documentation, filing, and scope negotiation.

🧹

Job-Site Cleanup

Magnetic nail sweeps, landscape protection, careful debris management.

🏛️

State-Certified

FL Roofing Contractor License #CCC1334700, full GL and workers' comp.

🚨

24/7 Emergency

Active leak or storm damage in Windermere? We tarp fast and schedule the fix.

Frequently Asked Questions — Windermere Roofing

Yes — Sun State Solar and Roofing serves Windermere and the surrounding Orange County area regularly. Our license is statewide and our home base in Longwood puts us within easy reach of Windermere.

Yes. We document damage with photos, file claims, and negotiate scope with your insurance company. End-to-end claim handling for Windermere homeowners.

Most Windermere asphalt shingle replacements are 1-2 days. Tile and metal replacements run 3-5 days. We provide a realistic timeline at the quote stage.

Yes — Florida State Certified Roofing Contractor License #CCC1334700 covers Windermere and all of Florida. Full general liability and workers' compensation insurance.

Yes — every estimate is free with no obligation. We come out to Windermere, climb the roof, document with photos, and provide a detailed written estimate.

Yes — 24/7 emergency response across all our service areas including Windermere. Call (321) 419-1532 any time for an active leak or storm damage.

Trusted Across Central Florida

5.0
★★★★★
Verified Google & Angi reviews
Read More Reviews
★★★★★

"Joe is very helpful and knowledgeable about his business."

M
Melvina D.
Angi · May 2024
★★★★★

"Sun State Solar and Roofing made the entire roofing replacement process incredibly smooth and stress-free. They handled everything — inspections, insurance, and all the details. They sent pictures at each stage and kept me updated on every step, which gave me peace of mind. If you're in Central Florida and looking for top-notch roofing, I highly recommend them."

H
Hank Woodward
Google Review
★★★★★

"Joe and his team did a great job on our roof and chimney project. He provided excellent and timely communication at all stages. He also worked on my neighbor's roof, who were very satisfied as well. Highly recommended!"

M
Memos V. D.
Google Review

Ready for a Free Roofing Quote?

Owner-operated by Joe McKenna. Direct communication, photo updates, insurance handled. Call now or request a free on-site estimate.

📋 Free Quote ☎ (321) 419-1532