Roofing in Winter Park, FL
Roofing in Winter Park, FL — historic Orange County city of oak-lined streets, Park Avenue, and a mix of original tile and architectural shingle homes. Owner-operated work on historic preservation and modern reroofs alike.
Sun State Solar and Roofing in Winter Park
Winter Park is old-money Orlando — historic homes, lakefront estates, and a strong preservation ethic. Sun State Solar and Roofing handles Winter Park tile work, slate-look architectural shingles, and the careful restoration-quality reroofing that historic homes demand. We understand Winter Park's HARB approval process and work within historic district guidelines.
Common Winter Park areas we work in include Old Winter Park (historic district), Windsong, Isle of Sicily, Vias, Olde Winter Park Vintage, and the lakefront properties along Lake Maitland, Lake Virginia, and Lake Osceola. Material mix is heavy on clay tile and premium dimensional shingle, with some slate-look stamped metal.
Common Winter Park neighborhoods we work in: Old Winter Park historic district, Windsong, Isle of Sicily, Vias, Lake Maitland frontage.
- Owner-operated by Joe McKenna — direct line on every project
- FL State Certified Roofing Contractor License #CCC1334700
- Photo updates at every stage of every Winter Park project
- Insurance claims handled end-to-end
- 24/7 emergency response across Winter Park and Orange County
Reroofing Winter Park’s Historic and Lakefront Homes
Winter Park’s housing runs from 1920s Mediterranean Revival homes near Park Avenue and Rollins College to mid-century ranches and new custom builds on the Chain of Lakes. The older homes bring roof details that newer ones do not: clay barrel tile, parapet walls with flat sections hidden behind them, built-in gutters, and chimneys flashed decades ago. Each of those is a place where a reroof done in a hurry causes the next leak.
On clay tile, the usual job is underlayment. The tile often has plenty of life left while the felt underneath has failed, so we lift and save the tile, install hurricane-rated underlayment, and reset it. Our clay and concrete tile roofing page explains the fastening options. Flat sections behind parapets need a proper low-slope membrane and careful flashing up the wall; see flat roof systems.
The big live oaks that shade Winter Park streets also drop leaves and limbs into valleys and gutters year round, so valley and gutter-line leaks are a regular repair here. North of town, Maitland has a similar mix of lakefront and older homes. East of Winter Park, Casselberry roofing is mostly mid-century block ranches, with different needs.
Roofing Services for Winter Park Homes & Businesses
Full-service roofing across every Florida-suitable system.
Residential Roofing
Asphalt shingle, tile, metal, and skylight services for Winter Park homes.
Residential →
Commercial Roofing
TPO, modified bitumen, BUR, and metal for Winter Park commercial properties.
Commercial →
Roof Repair
Leak repair, storm damage, missing shingles. 24/7 emergency response in Winter Park.
Repair →
Why Winter Park Homeowners Pick Us
Owner-Operated
Joe McKenna manages every Winter Park project personally. No call center.
Photo Updates
You see exactly what is happening on your Winter Park 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 Winter Park? We tarp fast and schedule the fix.
Frequently Asked Questions — Winter Park Roofing
Yes — Sun State Solar and Roofing serves Winter Park and the surrounding Orange County area regularly. Our license is statewide and our home base in Longwood puts us within easy reach of Winter Park.
Yes. We document damage with photos, file claims, and negotiate scope with your insurance company. End-to-end claim handling for Winter Park homeowners.
Most Winter Park 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 Winter Park and all of Florida. Full general liability and workers' compensation insurance.
Yes — every estimate is free with no obligation. We come out to Winter Park, climb the roof, document with photos, and provide a detailed written estimate.
Yes — 24/7 emergency response across all our service areas including Winter Park. Call (321) 419-1532 any time for an active leak or storm damage.
"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!"
"Sun State Solar and Roofing did an absolutely amazing job on my roof. Joe made sure to communicate from start to finish. They knew I had small children and dogs, so they did an extra sweep to be sure no nails got left behind. If you need a new roof, these are your people. Professional and proficient."
"Highly recommend Sun State Solar & Roofing. Professional and excellent service from initial quote to finished roof. The crew took care to protect landscaping and outside areas while removing the existing roof. They did a great job of cleaning up around the house. My neighbors gave me so many compliments — they said it looks like a new house!"