The 16 Best Roofing Companies Windermere Florida Has to Offer (2026)
By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor. I stood outside a Colonial Revival off Sixth Avenue in Windermere one muggy September, right after a storm front tore throught the Butler Chain. Bits of asphalt shingle scattered across the lawn like black confetti. The homeowner had already signed with someone, but the permit still wasn't pulled, and the deposit was gone. I've been in that yard a dozen times since, in different versions.
Here's how I built this directory check. I ran evrey prospective roofer through the Florida DBPR license roll, company by company, instead of trusting a friend's cousin or a shiny truck. Of the 16 outfits I looked at, only 4 came back with an active roofing contractor license. For the full list, you can see every roofing company we list in Windermere and compare it against the same public record. That's the whole method, no more guessing games.
Short answer: the 16 best roofing companies in Windermere, Florida are led by Tiger Roofing, Mako Roofing & Restoration and Foundation Roofing and Construction, Inc. Of the 16 listed here, 4 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 Windermere roofing companies directory page — this post is the 16 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; 4 of 16 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 16 Best Roofing Companies Windermere Florida Has to Offer
1. Tiger Roofing
Florida licence: CCC1333832 (active) · Google rating: 5 from 110 reviews · Based in: 9100 Conroy Windermere Rd Suite 200, Windermere · Phone: +1 407-900-9909
2. Mako Roofing & Restoration
Florida licence: CCC1333333 (active) · Google rating: 5 from 19 reviews · Based in: 9100 Conroy Windermere Rd Suite 200, Windermere · Phone: +1 407-337-8807
3. Foundation Roofing and Construction, Inc.
Florida licence: CCC1331863 (active) · Google rating: 4.8 from 17 reviews · Based in: 9100 Conroy Windermere Rd Suite 200, Windermere · Phone: +1 321-961-3961
4. Florida State Roofing
Florida licence: CCC1332186 (active) · Google rating: 5 from 16 reviews · Based in: 9300 Conroy Windermere Rd #2785, Windermere · Phone: +1 407-722-0118
5. Hurricane Roofer
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.4 from 75 reviews · Based in: 9100 Conroy Windermere Rd Suite 200, Windermere · Phone: +1 407-607-4742
6. RIG Roofing of West Orange, Inc.
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 30 reviews · Based in: 9100 Conroy Windermere Rd Suite 200, Windermere · Phone: +1 407-864-5090
7. Red Turtle Roofing of Windermere
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 28 reviews · Based in: 9100 Conroy Windermere Rd Ste 200 Office 261, Windermere · Phone: +1 407-583-6208
8. Brehm Roofing & Restoration - Windermere
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 11 reviews · Based in: 9100 Conroy Rd, Windermere · Phone: +1 407-543-1962
9. Budget Line Roofing
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 6 reviews · Based in: 501A Main St, Windermere · Phone: +1 407-214-5087
10. Thompson Roofing & Reconstruction of Florida
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 1 reviews · Based in: 4791 Blue Major Dr, Windermere · Phone: +1 239-893-7663
11. Fiddler's Roofing
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: 9100 Conroy Windermere Rd, Windermere · Phone: +1 689-407-4077
12. CONDYCO INDUSTRIES INC
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINDERMERE
13. U.S. ROOFING COMPANY INC.
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINDERMERE
14. GREYSTONE ROOFING SERVICES,INC.
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINDERMERE
15. ESLAIT CONSTRUCTION LLC
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINDERMERE
16. SEA SHELL CONSTRUCTION GROUP, LLC
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINDERMERE
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.