40 licensed roofing companies list a business address in Winter Park. A few list addresses in Seminole County. Each held a current, active Florida roofing license on September 27, 2026.
Sunny Roofing (Sunny R&R LLC)
Featured listing. Sunny Roofing is a Florida Roof Price partner and may receive your request when you ask for quotes. See Partners.
Know your roof size before you call. A typical shingle roof in the Winter Park area runs about $10,500 to $16,500. See local prices by material or measure your roof below.
Certified vs. registered: a Certified Roofing Contractor (license number starts with CCC) passed the state exam and can work anywhere in Florida. A Registered Roofing Contractor (RC) holds a local certificate and can only work in the cities or counties where it is registered.
Licensed roofing companies in Winter Park
| Company | City | License | Licensed since |
|---|---|---|---|
| 3 Lotus Construction Group | Winter Park | Certified | 2021 |
| 3mg Roofing | Winter Park | Certified | 2023 |
| Avenue Roofing LLC | Winter Park | Certified | 2020 |
| Bfarr Contracting & Roofing | Winter Park | Certified | 2018 |
| Bfarr Exteriors, LLC | Winter Park | Certified | 2018 |
| Bueno - Wilkerson Roofing, Inc | Winter Park | Certified | 2024 |
| CFL Construction Group LLC | Winter Park | Certified | 2026 |
| Citrus Roofing Contractors LLC | Winter Park | Certified | 2023 |
| Como Construction II, LLC | Winter Park | Certified | 2022 |
| Diamond Shield Roofing | Winter Park | Certified | 2026 |
| Essential Roofing and Repair, LLC | Winter Park | Certified | 2020 |
| Fortis Enterprises LLC | Winter Park | Certified | 2010 |
| G62 Inc | Winter Park | Certified | 2020 |
| JK Stevens Roofing, Inc. | Winter Park | Certified | 2014 |
| JRV Construction, Inc. | Winter Park | Certified | 2024 |
| KC Construction & Maintenance Inc. | Winter Park | Certified | 2010 |
| Koala Roofing LLC | Winter Park | Certified | 2022 |
| L A Custom Services LLC | Winter Park | Certified | 2025 |
| Martin Roofing Services Inc | Winter Park | Certified | 2006 |
| New Construction and Roofing Specialists LLC | Winter Park | Certified | 2016 |
| Old Mill Construction LLC | Winter Park | Certified | 1997 |
| Onepro Roofing LLC | Winter Park | Certified | 2017 |
| Owens Roofing Services | Winter Park | Certified | 2021 |
| Park and Pine Homes | Winter Park | Certified | 2013 |
| PF Roofing | Winter Park | Certified | 2018 |
| Pro Design & Construction | Winter Park | Certified | 2005 |
| Revel Home Service, LLC | Winter Park | Certified | 2020 |
| Rooney Roofing Company | Winter Park | Certified | 2023 |
| Royal Roofing and Remodeling LLC | Winter Park | Certified | 2018 |
| Sheegog Contracting | Winter Park | Certified | 2015 |
| Shouvlin Construction LLC | Winter Park | Certified | 2020 |
| Speer Roofing & Construction, Inc | Winter Park | Certified | 2018 |
| Sunvena Roofing LLC | Winter Park | Certified | 2021 |
| Tek Contracting Inc | Winter Park | Certified | 2022 |
| The Best Roofs | Winter Park | Certified | 2024 |
| Tip Top Roofing Co Inc | Winter Park | Registered | 1981 |
| Trinity Restoration and Contracting Inc. | Winter Park | Certified | 2014 |
| Tyrell Enterprises, L.L.C. | Winter Park | Certified | 2012 |
| W.a.bynum LLC | Winter Park | Certified | 2024 |
| Winter Park Roofing, Inc. | Winter Park | Certified | 2008 |
How to pick a roofer in Winter Park
- Look the license up yourself at MyFloridaLicense.com and make sure the name on the license matches the company on your contract.
- Ask for proof of general liability and workers’ compensation coverage (or a valid exemption).
- Get at least three written quotes that use the same roof size in squares. Measure your roof first so you know the number.
- Make sure the roofer pulls the permit in the company’s name, not yours.
- Never sign anything that waives your deductible or hands your insurance claim to the contractor. Florida law bans deductible waivers.
Frequently asked questions
How many roofing companies are in Winter Park, FL?
As of September 27, 2026, 40 roofing companies with a current, active Florida roofing license list a business address in Winter Park. Certified roofers based elsewhere can also work in Winter Park.
How much does a new roof cost in Winter Park?
For about 2,000 square feet of roof surface, architectural shingles run roughly $10,500 to $16,500 in the Winter Park area. Measure your roof by address for a number based on its real size.
All roofing companies in Orange County →
Listings come from public Florida DBPR license records and are not an endorsement.