R.I.G. Roofing
Roofing Contractor in Winter Garden, FL
R.I.G. Roofing is a family-owned, faith-based roofing contractor serving Central Florida since 2005. Roof repair and replacement for Winter Garden homes and businesses in Orange County.
R.I.G. Roofing is the Most Trusted Roofing Company in Orange County
Free Residential & Commercial Roof Assessments in Orange County | Repair or Replacement
Orange County homeowners, if you’ve got roof problems, let R.I.G. Roofing be your lifetime solution. We are a faith based, family owned roofing contractor offering Free Roof Estimates in Orange County & central Florida. After your roof assessment, you can sit down with our roofing specialist who will walk you through their findings and recommendations, while answering any questions you may have. If a roof repair is possible, that's what we'll do. If it's time for a roof replacement, we'll discuss the most affordable and best roofing materials for your roof, and of course payment and financing options. Most roof replacements in Orange County are completed in just one day and come with our unmatched 10 – 20 year workmanship warranty and 5-star customer service.
The Most Reliable Roofing Contractor in Orange County
Residential & Commercial Roofing
High Quality Roofing Materials
Always Free No-Obligation Estimates
On-Time Roofing Appointments
Emergency Roofing Services Available
CALL FOR SERVICES
A Winter Garden Roofer You Can Trust
R.I.G. Roofing is a faith-based, family-owned roofing contractor that has served Central Florida since 2005, and our crews work in Winter Garden from our home office and showroom in Winter Haven. We repair and replace shingle, metal, tile, and TPO or PVC flat roofs for homes, manufactured homes, churches and businesses. Every job starts with a free roof assessment, most residential replacements are finished in one day, and every new roof is backed by a 10 to 20 year workmanship warranty.
Winter Garden was incorporated in 1908 near Lake Apopka and is known for its historic Plant Street downtown. Homes range from older houses near downtown to large HOA neighborhoods.
Owners James and Bridget Curtis built the company on a simple promise: tell homeowners the truth about their roof, even when the truth is a small repair instead of a big sale. That is still how we work today.
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Florida licensed roofing contractor CBC1257644 / CCC1329175, fully insured
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Metal Roof Supply Elite Installer
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CertainTeed Select ShingleMaster and TriCounty Metals Masters Edge certified installer
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BBB A+ and Google Guaranteed
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Up to 30-year manufacturer warranties, plus financing for qualified homeowners
Need a Trusted Roofer in Winter Garden?
Get an honest, no-pressure roof assessment from a family-owned team that has served Central Florida homeowners since 2005.
Recent Roofing Projects Near Winter Garden
Real roofs from our own crews: shingle, metal, tile and commercial flat roof projects completed across Central Florida. It is the same team, the same materials and the same cleanup you can expect on Winter Garden homes and businesses.
Watch: The Taylor family's new CertainTeed roof, before and after
How We Help Winter Garden Property Owners
Repairs and Leak Fixes
Missing shingles, leaks around chimneys and vents, fascia and soffit rot, and wind damage. We look for the most affordable lasting fix before anything else.
Full Roof Replacement
New shingle, metal, tile, TPO, or PVC roofs installed by our own crews, often in a single day, with a 10 to 20 year workmanship warranty.
Emergency Dry In
When a storm opens up your roof, our team can tarp and dry in the damaged area to protect your Winter Garden home until permanent repairs are made.
Roof Maintenance Program
Scheduled checkups that catch worn pipe boots, loose flashing and clogged valleys before they turn into leaks, so your Winter Garden roof reaches its full lifespan.
What Our Customers Say About R.I.G. Roofing
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RIG roofing just finished our roof! So happy so appreciate all of the crew and Adam we would recommend RIG roofing to do your roof absolutely Thank You!!
RIG roofing just finished our roof! So happy so appreciate all of the crew and Adam we would recommend RIG roofing to do your roof absolutely Thank You!! - Hide
This is a Christian based organization that truly cares about their clients. I would highly recommend this company to anyone looking for roof repair or roof replacement.
This is a Christian based organization that truly cares about their clients. I would highly recommend this company to anyone looking for roof repair or roof replacement. - Hide
Nice work!
Nice work! - Hide
Excellent service from start to finish. The crew was professional, arrived on time, and did a high-quality job on our roof. They kept the work area clean and completed the project as promised. Highly... - More
Excellent service from start to finish. The crew was professional, arrived on time, and did a high-quality job on our roof. They kept the work area clean and completed the project as promised. Highly recommended! - Hide
We had a big problem in our master bathroom with the roof leaking. Rig sent out Elijah who inspected our roof, had an idea of what was wrong but wanted to do a water test. The next day he came out wit... - More
We had a big problem in our master bathroom with the roof leaking. Rig sent out Elijah who inspected our roof, had an idea of what was wrong but wanted to do a water test. The next day he came out with his supervisor and they what they needed to do. I asked for worst case scenario pricing and what they really thought it would take (prepare for the worst, hope for the best). They provided their quote and was out in a few days. Well the repair turned out to be the best case. In fact, it came out less expensive then the best case quote.
Elijah and everyone else I spoke with was amazing with their communications, they came out when they said their would, and extremely clean.
When time comes from the roof replacement I am 100% going back to Rig Roofing based on this experience.
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Absolute 5-star experience from start to finish! We recently used R.I.G. Roofing for a project on our family home at Lake Mirror in Winter Haven after dealing with a frustrating roof leak. From the ve... - More
Absolute 5-star experience from start to finish!
We recently used R.I.G. Roofing for a project on our family home at Lake Mirror in Winter Haven after dealing with a frustrating roof leak. From the very beginning, their coordination was flawless. Their website was incredibly easy to navigate, and after filling out the contact form, we received an immediate response. Wow!The entire process was completely seamless. Every single step, from the initial consultation to the inspection with a higher-level manager, receiving the estimate, the actual roof work, and the follow-up care, was handled with total professionalism. It is clear that every department at R.I.G. works hand-in-hand.
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A Winter Garden Roofing Guide for Homeowners
Original Roofs in Planned Neighborhoods
Many homes here were built around the same time, so their original roofs tend to wear out together. We check for granule loss, brittle shingles, worn tile underlayment and failed pipe boots, and help you choose a roof that fits your HOA rules.
Choosing a Roof for Your Winter Garden Home
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Metal roofing is a long-lasting option where your HOA allows it.
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Architectural shingles are the most common choice on many homes here.
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Tile shows up on some newer and custom homes.
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Low-slope lanais and additions are rebuilt in TPO or PVC.
What Storms Have Taught Us
A tornado struck Winter Garden in February 1998, and Hurricane Ian and Hurricane Milton brought damaging wind and flooding rain in 2022 and 2024. Storms like these are why we check every roof for lifted shingles, loose ridge caps, failed pipe boots and loose metal panels.
Winter Garden Roof Permits
Homes inside Winter Garden limits are permitted through the City of Winter Garden, and homes outside the limits through the Orange County Division of Building Safety. We check your parcel, then pull the right permit and schedule the inspections for every roof replacement we do.
Communities Near Winter Garden
Our crews also serve Ocoee, Oakland, Windermere, Killarney and the rest of Orange County. Not sure where to start? Book a free roof assessment.
Last updated: October 2026
Common Questions From Winter Garden Homeowners
Yes. Inside Winter Garden limits the permit comes from the City of Winter Garden, and outside the limits from Orange County. We check your parcel and handle the permit and inspections either way.
Yes. Share your HOA guidelines with us and we will recommend shingle, tile or metal colors that fit them, and provide the product details your association needs to approve the project.
It depends on the roof's age, the decking and any storm damage. A free roof assessment gives you an honest answer, including when a repair is enough for now.
Call (863) 294-4477 . Our team can tarp and dry in the damaged area to stop leaks, then document the damage for your insurance claim before permanent repairs.
