Your Trusted Roofing Company
in Windermere, FL
Windermere roofs are different. High-value homes, strict HOA approval requirements, and a housing stock built mostly in the late 1980s and 1990s that is reaching the end of its original roof life. JA Edwards of America has been navigating both the technical and the HOA approval side of Windermere replacements since 2004. GAF Master Elite, President's Club 3-Star, and one number that answers: (407) 677-7663.
Free Roof Inspection
Full photo report, HOA material documentation, and a written price. Yours to keep, no strings.
A Windermere-area inspector calls you back today. No pressure, no spam.
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Roofing services for premium homes

Roof Replacement
Full tear-off and re-roof for Windermere homes, with HOA color and material documentation prepared for your ARC submittal.
Replacement options →
Storm Damage Repair
Insurance documentation, adjuster meetings, and claim-supported repairs for Windermere homes after hail and wind events.
Storm claims →
Tile Roofing
Concrete and clay tile installation and full-system repairs for Windermere properties on the Butler Chain communities.
Tile options →
Metal Roofing
Standing seam and concealed-fastener metal systems rated for Florida wind loads, increasingly approved by Windermere HOAs.
Metal options →22 years on Orange County roofs
Windermere roof replacement,
before and after
A full GAF shingle replacement on a Windermere-area home in the Orange County market. HOA color approval documentation was prepared and submitted before work started. Tear-off to final nail sweep in one day.
Get this for my roof
From first call to HOA sign-off
Free inspection
A local inspector measures, photographs, and identifies every issue. You keep the photo report whether you hire us or not.
HOA documentation
We prepare the material spec sheet, color board, and product data your Architectural Review Committee needs before a replacement can begin.
Permitted build
We pull the Orange County permit under our license. Most Windermere homes are torn off and finished in one to two days, magnet-swept yard included.
Warranty on file
GAF Golden Pledge registration plus our workmanship warranty, documented and emailed so your HOA file and your records are both complete.
Roofing in every Windermere community
Our Orlando office also serves Orlando, Winter Park, Dr. Phillips, Ocoee, Gotha, Winter Garden and all of Orange County. See all service areas.
What local homeowners say
"We live in a gated community with strict HOA requirements on roofing materials and colors. JA Edwards handled all the ARC documentation and got our submittal approved before they even scheduled the tear-off. Zero headaches on our end."
"Our 1994 home had the original roof and we kept getting pressure from the HOA to replace it. JA Edwards gave us an honest assessment, worked with our insurance on hail damage from a March storm, and the job was done in a day."
"Three other roofers never mentioned the HOA approval step. JA Edwards brought the color board and material spec sheet to our first meeting. That kind of preparation tells you who actually knows this market."
JA Edwards vs. the typical bid
| JA Edwards | Typical roofer in the area | |
|---|---|---|
| HOA documentation: color board, material spec, ARC submittal support | ✔ Included as standard | ✕ Not offered |
| GAF Master Elite (top 2% of contractors nationally) | ✔ Plus President's Club 3-Star | ✕ Usually certified only |
| Inspection report with photos, free, yours to keep | ✔ Always | ✕ Rarely |
| Contractor present at your insurance adjuster meeting | ✔ Standard practice | ✕ You're on your own |
| 50-year material warranty options (GAF Golden Pledge) | ✔ Master Elite exclusive | ✕ Not eligible |
| Local Orlando office, same crew from first call to final inspection | ✔ Since 2004 | ~ Subcontracted or storm chaser |
What Orlando-area homeowners say

Book your free Windermere inspection
Tell us your address and what is going on. Our Orlando team calls back today with a real inspection slot. If your HOA requires material pre-approval, we bring the documentation to the first visit.
Windermere roofing questions
In most Windermere communities, yes. Your Architectural Review Committee typically requires a color selection, material specification, and in some cases a product data sheet before they approve exterior changes including roofing. We prepare all of this documentation and submit it on your behalf so the approval is in place before we schedule the tear-off, not after.
Most Windermere communities were built with concrete or clay tile and asphalt shingles, and HOA architectural guidelines generally require replacements to match the existing material or use an approved alternative. Standing seam metal is gaining acceptance in some communities for its wind resistance and longevity. We confirm what is on the approved list for your specific community before recommending a product.
The physical install on most Windermere homes is one to two days from tear-off to final magnetic nail sweep. The front end is longer because of the permit and the HOA approval, which together typically add one to three weeks before the crew arrives. We start that process the moment you approve the scope so nothing waits unnecessarily.
Most asphalt shingle roofs installed in the late 1980s and early 1990s in Central Florida are at or past the end of their realistic service life. The UV intensity here accelerates aging compared to national averages. An inspection will tell you exactly where yours stands, and the photo report gives you a documented record before any damage worsens or an HOA notice arrives.
Yes. We document damage the way carriers expect and meet your adjuster on the roof. The March-to-July hail season in Central Florida regularly produces damage on Windermere homes that is not visible from the driveway, and a professional inspection with photos is usually the difference between an approved claim and a denied one.
Yes. We offer financing through Improvifi and Slice with approvals in minutes and no hard pull on your credit for the initial check. If your replacement is tied to an insurance claim, financing can cover the deductible so the out-of-pocket is minimal. Details on our financing page.
Your roof has questions.
We know Windermere.
Free inspection, full photo report, HOA documentation ready. Decide with real information instead of a guess from the driveway.
A roofing contractor Windermere
homeowners can verify
Windermere is a market where the wrong contractor creates two problems: a roof that does not meet HOA standards and a homeowner left to sort out the correction. JA Edwards of America has held Florida licenses CGC1534283 and CCC1334804 since 2004 and operates out of a real Orlando office at 220 Weber St, about twelve minutes from the heart of the 34786. That proximity matters when a crew needs to respond quickly after a storm, and when an inspector needs to be on-site the same day the insurance adjuster calls.
Windermere's housing stock presents a specific roofing challenge that does not show up in most of the state. The majority of homes here were built between 1985 and 2000, which puts a significant share of the original roofs at or past the thirty-five year mark. Asphalt shingles in Central Florida do not age the way the warranty calendar suggests because the UV exposure, the daily heat cycling, and the repeated wind events of hurricane season compress the realistic lifespan considerably. A roof installed in 1993 that has made it to 2026 has done well, and it is very likely ready for replacement before the HOA sends a notice or a storm makes the decision for you.
The other Windermere-specific factor is the approval process. With 93 registered HOA communities in the area, each with its own architectural review requirements, a roofer who does not know how to prepare and submit the right documentation adds weeks to a project or triggers a stop-work situation mid-job. We have navigated this process across Orange County for over two decades. When you call for an inspection, the HOA documentation conversation happens at the first visit, not after the estimate is signed.
GAF Master Elite and President's Club 3-Star certification means the manufacturer backs the installation at a level that standard certified contractors cannot offer. For a home in Windermere where the roof replacement is a significant investment and a long-term decision, the warranty behind the work matters as much as the work itself.
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