Family-owned since 1972 and trusted across Central Florida. Get a fast, no-pressure estimate from a local roofer who treats your home like our own.
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Kissimmee sits at the heart of Central Florida's tourism corridor, where you'll find everything from longtime family homes near the historic downtown to Spanish-style houses and vacation rentals with tile roofs. All of them face the same intense sun, humidity, and storm season — and many need a roofer who knows tile as well as shingle. Tip Top Roofing has served Osceola County since 1972 and is the 2025 Central Florida's Favorite Roofer. See your price in about 60 seconds with our free instant estimate.
About 95% of our work comes from referrals and repeat clients — earned over 53 years, not bought with ads. As a family-owned company led by Lee Wallace, we give honest assessments, GAF-certified workmanship, a five-year workmanship warranty, and real help through insurance. For owners of rental properties, a dependable, on-schedule roofer who minimizes downtime matters, and that's exactly what our long-tenured crew delivers.
Whether it's a tile roof on a Spanish-style home or architectural shingles on a family residence, the fundamentals win in Florida: premium underlayment as a secondary water barrier, correct flashing, high-wind fastening, and ventilation that fights our heat and humidity. Tile in particular rewards experienced installation — the underlayment beneath it does the real waterproofing, and that's where shortcuts cause leaks.
Tile roofing suits Kissimmee's many Mediterranean-style homes, while architectural asphalt shingles remain the best overall value for most. For maximum durability, metal roofing is a strong upgrade, and we handle roof repair when a fix beats a full replacement.
What We Do
From a single leak to a full replacement — residential and commercial.
Full tear-off and replacement engineered for Florida sun, wind, and storms.
Learn More →Extend the life of an aging roof without a full replacement, where it fits.
Learn More →I have used Tip Top Roofing for over 30 years and they were always there when I needed them for repairs. As for roof replacements, they do excellent work and stand behind their install.
I had an excellent experience with Tip Top Roofing from start to finish. The entire team was professional, responsive, and incredibly knowledgeable throughout the process.
Tip Top Roofing did an excellent job replacing our roof. The crew was professional, friendly, and hardworking, and they did a thorough cleanup when the job was finished.
Great service — Rory was super friendly and handled the repair for us immediately!
Proof In Your Neighborhood
See real Tip Top roofs we've completed nearby.
Roofing FAQ
It varies with size, pitch, and material. The fastest way to a real number is our free instant estimate — no sales visit required.
Yes — we document the damage and guide you through the entire claim at no cost.
Fully — Florida license CCC013667, bonded and insured, GAF Master Elite certified.
Most homes are done in one to two days, weather permitting, with a thorough magnetic nail sweep before we leave.
Shingle, metal, tile, and flat/commercial systems — residential and commercial.
Often within a few days for estimates, faster for active leaks and storm emergencies. Call (407) 660-2212.
Get Your Free Estimate
A real, accurate roof estimate in minutes — no sales visit, no pressure.