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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Few Central Florida cities blend old and new like Winter Garden — the historic charm of Plant Street and the West Orange Trail on one side, the explosive growth of Horizon West on the other. That range means roofs of every age and style, all facing the same Central Florida sun and storms. Tip Top Roofing has served Orange County since 1972 and is the 2025 Central Florida's Favorite Roofer. See your price in about 60 seconds with our free instant estimate.
We're a local Orange County company — close to home, not chasing storms. About 95% of our business comes from referrals and repeat clients across both historic Winter Garden and its newer communities. You get Lee Wallace's family-run team, GAF certification, a five-year workmanship warranty, and straightforward guidance from the first visit.
A 1920s home near downtown and a five-year-old home in Horizon West need different attention, and we give them both. On older homes we handle original decking, code re-nailing, and clean tie-ins with care; on newer homes we hold the same standard — premium underlayment, correct flashing and ventilation, and high-wind fastening. One crew, one standard, across every era of Winter Garden home.
Architectural asphalt shingles are the best overall value for most homes here, with metal roofing for those wanting the longest-lasting upgrade. We also install tile and provide reliable roof repair.
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.
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