The 8 Best Roofing Companies Wildwood Florida Has to Offer (2026)
By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor. I remember a July afternoon on a split-level off Country Club Drive, where the rain had found it's way throught a sagging ridge vent and was dripping onto a brand-new couch. The storm had rolled in from the Gulf faster than the forecast said, and by the time I climbed into the attic, the insulation was dark and heavy as soup. That’s when the homeowner asked the question I hear more than any other: “So who’s actualy good?”
So I went looking. To put this list together, I didn’t rely on social media buzz or a sales pitch. I pulled the license roll from the Florida DBPR and ran every candidate through it. Only 2 of the 8 below came back with an active roofing licence. That’s the bar. You can check my work yourself on every roofing company we list in Wildwood, and you’ll see exactly what I saw.
Short answer: the 8 best roofing companies in Wildwood, Florida are led by Sky Light Roofing Inc, Bowles Roofing and New Image Roofing Florida. Of the 8 listed here, 2 hold a verified Florida DBPR roofing licence, which is the single check worth doing before anyone climbs on your roof. Rankings below use licence status, review volume, rating and photo evidence — all public, all reproducible.
If you would rather browse the full list rather than my shortlist, every one of them is on the Wildwood roofing companies directory page — this post is the 8 I would call first.
How this list was ranked. Every company here was cross-checked against the Florida Department of Business and Professional Regulation licence roll; 2 of 8 returned an active roofing licence (type CCC or RC), and the licence number is printed on each entry so you can verify it yourself. After licence status, ordering uses Google review count (capped so a big chain cannot buy the top spot on volume alone), star rating, and whether the company has photos and published hours. Nobody paid to appear on this list.
The 8 Best Roofing Companies Wildwood Florida Has to Offer
1. Sky Light Roofing Inc.
Florida licence: CCC1332541 (active) · Google rating: 4.8 from 43 reviews · Based in: 336 S Main St, Wildwood · Phone: +1 352-552-4766
2. Bowles Roofing
Florida licence: CCC058119 (active) · Google rating: 5 from 2 reviews · Based in: 105 Hall St, Wildwood · Phone: +1 352-748-6050
3. New Image Roofing Florida
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.9 from 23 reviews · Based in: 5732 C.Thomas Rd, Wildwood · Phone: +1 352-316-6008
4. Roofing the Villages
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 13 reviews · Based in: 810 N Main St, Wildwood · Phone: +1 352-293-2449
5. Nailed Down Roofing
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.8 from 28 reviews · Based in: 703 Mission Dr, Wildwood · Phone: +1 863-592-3404
6. Wildwood Roofing Experts
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4 from 41 reviews · Based in: 203 Curry St, Wildwood · Phone: +1 352-488-9960
7. Chatham roofing contractor repair & installation
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 3.8 from 8 reviews · Based in: Wildwood Ave, Wildwood · Phone: +1 862-289-7205
8. WORRY FREE ROOFING LLC
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WILDWOOD
How to check any Florida roofer's licence yourself
Search the licence number at the Florida DBPR licence portal. A roofing contractor holds a CCC (certified) or RC (registered) licence. If the number does not return an active record, that is the end of the conversation.