The 20 Best Roofing Companies Kissimmee Florida Has to Offer (2026)
By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor. I stood on a concrete-block ranch on Bermuda Avenue in Mill Run, the Kissimmee neighborhood off Pleasant Hill Road, the morning after Hurricane Ian blew throught. The carport framing was twisted, and the old shingle roof had a dark, wet patch spreading near the vent pipe. That homeowner asked me, “Can you patch it?” I told her no. She’d already called another roofer who never showed up. I’ve lived that same conversation too many times.
To make this list, I did what I’d do for my own house. I checked evrey company against the Florida DBPR license roll—the same roll behind every roofing company we list in Kissimmee—and 10 of the 20 below came back with an active roofing license. That’s not a guarantee, but it’s the starting line.
Short answer: the 20 best roofing companies in Kissimmee, Florida are led by Affordable Roofing by John Cadwell, Inc, Southeast Roofing & Contracting LLC and Greenway Roofing of Florida. Of the 20 listed here, 10 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 Kissimmee 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; 10 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 Kissimmee Florida Has to Offer
1. Affordable Roofing by John Cadwell, Inc.
Florida licence: CCC1326887 (active) · Google rating: 4.6 from 190 reviews · Based in: 600 N Thacker Ave w2, Kissimmee · Phone: +1 407-935-0050
2. Southeast Roofing & Contracting LLC
Florida licence: CCC1334856 (active) · Google rating: 5 from 123 reviews · Based in: 4423 S Orange Blossom Trail, Kissimmee · Phone: +1 407-201-3419
3. Greenway Roofing of Florida
Florida licence: CCC1331395 (active) · Google rating: 5 from 111 reviews · Based in: 16 N Orlando Ave, Kissimmee · Phone: +1 407-230-3858
4. Roof Exchange, LLC
Florida licence: CCC1336303 (active) · Google rating: 4.9 from 73 reviews · Based in: 2510 Michigan Ave Ste H, Kissimmee · Phone: +1 407-587-0738
5. Top Dog Roofing
Florida licence: CCC1330806 (active) · Google rating: 4.8 from 62 reviews · Based in: 7862 W Irlo Bronson Memorial Hwy #562, Kissimmee · Phone: +1 863-327-2822
6. Power Roofing & Construction, LLC
Florida licence: CCC1325967 (active) · Google rating: 5 from 15 reviews · Based in: 1420 Celebration Blvd STE200, Kissimmee · Phone: +1 407-566-2364
7. JNH Construction LLC
Florida licence: CCC1335439 (active) · Google rating: 5 from 13 reviews · Based in: 3150 Appaloosa Ct, Kissimmee · Phone: +1 407-343-0974
8. Best Choice Roofing
Florida licence: CCC058276 (active) · Google rating: 5 from 8 reviews · Based in: 22 W Monument Ave, Kissimmee · Phone: +1 407-759-4848
9. Florida Roofing Team
Florida licence: CCC1326029 (active) · Google rating: 4.5 from 21 reviews · Based in: 5264 Giron Cir, Kissimmee · Phone: +1 689-333-8543
10. Heart Of Florida Roofing
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 322 reviews · Based in: 22 W Monument Ave Ste 31, Kissimmee · Phone: +1 407-462-5414
11. ANB Inspection Services
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 376 reviews · Based in: 1420 Celebration Blvd STE 200, Kissimmee · Phone: +1 321-559-4102
12. Top-Notch Roofing
Florida licence: CCC1329342 (active) · Based in: 4506 Ross Lanier Ln #2, Kissimmee
13. Top Rank Builder and Roofing - Florida General Contractor
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 61 reviews · Based in: 862 Duncan Ave, Kissimmee · Phone: +1 407-922-3296
14. Sunny Home Pressure Washing LLC
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 50 reviews · Based in: 7828 Turkey Oak Ln, Kissimmee · Phone: +1 689-204-4838
15. Peoples Trust Roofing
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.9 from 39 reviews · Based in: 2901 E Irlo Bronson Memorial Hwy # D, Kissimmee · Phone: +1 407-794-4313
16. Celebration Home Inspectors LLC
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 30 reviews · Based in: 280 Celebration Blvd, Kissimmee · Phone: +1 407-744-3017
17. JT Construction Roofing Contractors
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 27 reviews · Based in: 2545 Shadetree Ct, Kissimmee · Phone: +1 321-624-9477
18. High Mark Construction, LLC
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 21 reviews · Based in: 1420 Celebration Blvd Suite 200, Kissimmee · Phone: +1 407-749-6500
19. MR GOMEZ CONSTRUCTION & ROOFING INC
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.8 from 31 reviews · Based in: 225 Simpson Rd, Kissimmee · Phone: +1 407-674-6639
20. MMK Power Washing
Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.9 from 22 reviews · Based in: 1920 Celebration Blvd, Kissimmee · Phone: +1 407-720-0148
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.