Winter Park Roofers: 20 Licensed Companies, Ranked (2026)
By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor.
At 6 a.m. After the storms rolled throught, I was standing on a wet driveway in the Virginia Heights neighborhood, near the old brick streets arround Palmer Avenue. The homeowner had called because a slate roof on a 1920s bungalow had started shedding slates during the night. I didn’t need a license roll to see that the flashing around the chimney was gone. That morning reminded me why the right roofer matters, especially in Winter Park, where old framing and heavy summer storms meet.
So I did the plain thing. I checked every roofing company I came across against the Florida DBPR license roll, one by one. Fourteen of the 20 below came back with an active license. That’s the only filter I used, and it’s exactly why every roofing company we list in Winter Park is worth your time before you make a call.
Short answer: the 20 best roofing companies in Winter Park, Florida are led by BFARR Contracting, Sheegog Contracting and J&M Roofing. Of the 20 listed here, 14 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 Park 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; 14 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 Park Florida Has to Offer
1. BFARR Contracting
Florida licence: CCC1331432 (active) · Google rating: 5 from 634 reviews · Based in: 3500 Aloma Ave Ste C6, Winter Park · Phone: +1 321-475-1438
2. Sheegog Contracting
Florida licence: CCC1330716 (active) · Google rating: 4.9 from 511 reviews · Based in: 5526 Lake Howell Rd, Winter Park · Phone: +1 407-637-5339
3. J&M Roofing
Florida licence: CCC1328543 (active) · Google rating: 4.9 from 235 reviews · Based in: 3586 Aloma Ave #13, Winter Park · Phone: +1 407-326-3991
4. Rooney Roofing Company
Florida licence: CCC1334554 (active) · Google rating: 4.8 from 152 reviews · Based in: 480 N Orlando Ave Ste 280, Winter Park · Phone: +1 888-509-6232
5. Next Dimension Construction & Roofing
Florida licence: CCC1331563 (active) · Google rating: 4.9 from 135 reviews · Based in: 2221 Lee Rd #21, Winter Park · Phone: +1 407-512-8162
6. Florida Roofing Solutions
Florida licence: CCC1336455 (active) · Google rating: 5 from 74 reviews · Based in: 2834 Chantilly Ave, Winter Park · Phone: +1 407-937-8566
7. The Roofing Doctor
Florida licence: RC29027941 (active) · Google rating: 5 from 25 reviews · Based in: 941 W Morse Blvd Ste 100, Winter Park · Phone: +1 407-607-4856
8. HC Roofing & Construction
Florida licence: CCC1336651 (active) · Google rating: 5 from 20 reviews · Based in: 2318 Winter Woods Blvd, Winter Park · Phone: +1 407-966-8875
9. 4 Seasons Roofing Systems
Florida licence: CCC1332976 (active) · Google rating: 4.8 from 34 reviews · Based in: 1950 Lee Rd #207, Winter Park · Phone: +1 321-360-7663
10. ROOFING CONSTRUCTION SERVICES LLC
Florida licence: CCC1328459 (active) · Google rating: 4.9 from 60 reviews · Based in: 2745 W Fairbanks Ave Ste. 205, Winter Park · Phone: +1 689-345-7999
11. Citrus Roofing Contractors
Florida licence: CCC1334669 (active) · Google rating: 5 from 14 reviews · Based in: 2250 Lee Rd Ste 200 C, Winter Park · Phone: +1 407-815-7663
12. Winter Park Roofing, Inc.
Florida licence: CCC1328879 (active) · Google rating: 4.3 from 60 reviews · Based in: 3500 Aloma Ave Ste F17, Winter Park · Phone: +1 407-671-2666
13. Sunstate Roofs
Florida licence: CCC1330039 (active) · Google rating: 5 from 7 reviews · Based in: 2721 Forsyth Rd #452, Winter Park · Phone: +1 407-543-7426
14. Winter Park Roofing
Florida licence: CCC1328879 (active) · Google rating: 4.8 from 9 reviews · Based in: 180 N Park Ave 6a #6A, Winter Park · Phone: +1 321-329-1871
15. The Roofing Factory FL
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.9 from 239 reviews · Based in: 5423 Lake Howell Rd, Winter Park · Phone: +1 407-923-1799
16. Bynum Roofing
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 46 reviews · Based in: 5415 Lake Howell Rd Unit 302, Winter Park · Phone: +1 407-326-9700
17. David Lundberg Building & Roofing
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.7 from 54 reviews · Based in: 1709 Howell Branch Rd, Winter Park · Phone: +1 407-672-0001
18. TIP TOP ROOFING CO INC
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINTER PARK
19. OLD MILL CONSTRUCTION LLC
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINTER PARK
20. PRO DESIGN & CONSTRUCTION
Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , WINTER PARK
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.
See all roofing companies in Winter Park →