16 Roofing Companies in Windermere, Florida (2026)

By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor.

I remember standing in a driveway off Chase Road not long after the hail stopped, staring up at a Spanish tile roof that looked like somebody went at it with a hammer. Windermere's old oaks were still dropping branches arround us. The house backs onto Lake Butler; the owner asked if she could wait one more season. I told her no. That ceiling didn't make it to fall.

I made this list the way I'd want it done for my own mother's house. I pulled up the Florida DBPR licence roll and ran every candidate throught it, one by one. Four of the sixteen below came back with an active roofing licence; the rest got cut, no exceptions. You can verify every roofing company we list in Windermere against that same public roll before you trust a single name to touch your roof.

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