Our Services
Full-service roofing contractor in Osteen — from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.
Trusted by homeowners and businesses across Osteen.
Manufacturer warranty plus our workmanship warranty in writing. If something fails because of our installation, we come back and fix it at no charge. Period.
We get on the roof, take photos, and give you an honest assessment. If you don't need work, we'll tell you. No charge, no obligation, no high-pressure sales pitch.
We've been roofing Osteen homes since before half these companies had a website. 19 years means we know the local codes, the weather patterns, and the materials that hold up here.
We run magnetic nail sweeps three times. Once during tear-off, once after install, once before we leave. Tarps on the ground, dump trailer in the driveway. Your yard looks the same when we're done.
Simple Process
Call (877) 586-1316 and we'll schedule an inspection at your convenience. Our Osteen inspector checks every detail. Shingles, flashing, vents, gutters, decking condition.
Our Osteen estimator builds your proposal same-day in most cases. Includes material options, warranty comparison, and a realistic timeline for your specific roof.
Our crews average 8 years of experience each. They tear off the old roof, inspect the decking, replace any damaged boards, and install your new system from the deck up.
We register your GAF, Owens Corning, or CertainTeed warranty directly with the manufacturer so it's active from day one. Your workmanship warranty from us starts the same day.
Verified Reviews
"I'm a contractor and I use Osteen Roofing & Maintenance for all my roofing subs. Their installs pass inspection every time. Their crew lead has been doing this 20+ years and it shows."
"Couldn't believe how clean the job site was when they left. Three passes with the magnet, swept the driveway, cleaned the gutters out. My wife said the yard looked better than before they showed up."
"Asked for a second opinion because another company said I needed a full replacement. Osteen Roofing & Maintenance said I only needed valley flashing repair and some shingle replacement. Saved me about $14,000. I trust these guys."
Service Areas
We cover Osteen and Milton, Osprey, Reddick, Suwannee, Youngstown. No subcontractors, no traveling crews. Our guys live here and work here.
Meet the Owner
Owner & Lead Contractor
James has been serving Osteen for over 19 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company — but the values haven't changed.
"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 271+ five-star reviews."
