20 Best Roofing Companies in Winter Springs FL (2026)

Florida roof illustrating Best Roofing Companies Winter Springs Has

By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor. Last August, after a stalled tropical front soaked Winter Springs, I drove down Tuskawilla Road past the old slash pines and pulled into a driveway off Wekiva Springs Trail. The house, a 1970s ranch with a barrel-tile roof, had a waterfall coming throught the kitchen light fixture. The owner, a retired nurse, handed me a contract from a crew that had stripped the underlayment and vanished. That moment ended my habit of trusting handshake referrals.

So I built this list from nothing but paper trails. I checked evrey company against the Florida DBPR licence roll, and 5 of the 20 below came back with an active roofing licence. The rest were expired, suspended, or registered under a different name entirely. That's a miserable pass rate, and it's exactly why you shouldn't trust a pretty website or a magnetic sign. For the skeptical, the same public roll feeds every roofing company we list in Winter Springs — so you can run the numbers yourself before you ever pick up the phone.

Short answer: the 20 best roofing companies in Winter Springs, Florida are led by Raptis Roofing, New Standard Roofing Orlando and Pro Roofing Contractors. Of the 20 listed here, 5 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 Winter Springs roofing companies directory page — this post is the 20 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; 5 of 20 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 20 Best Roofing Companies Winter Springs Florida Has to Offer

1. Raptis Roofing

Florida licence: CCC1335172 (active) · Google rating: 4.9 from 141 reviews · Based in: 1255 Belle Ave #171, Winter Springs · Phone: +1 321-444-6484

2. New Standard Roofing Orlando

Florida licence: CCC1333388 (active) · Google rating: 5 from 113 reviews · Based in: 170 W State Rd 434, Winter Springs · Phone: +1 407-512-0144

3. Pro Roofing Contractors

Florida licence: CCC1331019 (active) · Google rating: 4.8 from 47 reviews · Based in: 518 Lombardy Rd, Winter Springs · Phone: +1 407-901-1733

4. Gold Eagle Roofing

Florida licence: CCC1329437 (active) · Google rating: 4.8 from 46 reviews · Based in: 3625 FL-419, Winter Springs · Phone: +1 321-407-7663

5. Local Roofing Contractor LLC

Florida licence: CCC1335834 (active) · Google rating: 5 from 2 reviews · Based in: 1170 Tree Swallow Dr 201 201, Winter Springs · Phone: +1 321-524-2962

6. Citrus Contracting LLC

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.5 from 198 reviews · Based in: 201 W State Rd 434 Ste A, Winter Springs · Phone: +1 407-969-6868

7. Roof Top Services of Central Florida, Inc.

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.6 from 123 reviews · Based in: 1150 Belle Ave #1060, Winter Springs · Phone: +1 407-696-7663

8. Hogan Roofing Orlando

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.9 from 58 reviews · Based in: 358 Roberts Family Ln, Winter Springs · Phone: +1 407-917-4049

9. Crafted Roofing Co

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 2 reviews · Based in: 1130 E Florida 434, Winter Springs · Phone: +1 689-304-5550

10. Roof Care of Central Florida

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.8 from 6 reviews · Based in: 5840 Red Bug Lake Rd #1513, Winter Springs · Phone: +1 407-984-4440

11. JM Specialty Contractors LLC

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 1 reviews · Based in: 236 Buttonwood Ave, Winter Springs · Phone: +1 407-327-8505

12. Winter Springs Guys Roofing Contractors

Florida licence: not matched in the DBPR roll — ask before hiring · Based in: 302 San Rafael St, Winter Springs · Phone: +1 321-677-5104