This directory lists 19 roofing contractors serving Winter Park, FL, a community in the greater Orlando metropolitan area. Whether you need a full roof replacement, storm damage repair, or a routine inspection, these local contractors are available to help homeowners and property owners find licensed professionals for the job.
Winter Park's humid subtropical climate means roofs here face intense summer heat, heavy afternoon thunderstorms, and the periodic threat of hurricanes. Those conditions accelerate wear on roofing materials and make storm-rated products and code-compliant installation especially important for long-term performance and safety.
Browse listings below to compare local options.
Fortified Roofing Solutions Corp.
Florida CCC License
★ 5.0 (47 reviews)
2720 Forsyth Rd #324, Winter Park, FL 32792
RoofingBynum Roofing
★ 5.0 (37 reviews)
5415 Lake Howell Rd unit 302, Winter Park, FL 32792
RoofingCitrus Roofing Contractors
Florida CCC License
★ 5.0 (14 reviews)
2250 Lee Rd Suite 200 C, Winter Park, FL 32789
RoofingSunstate Roofs
★ 5.0 (7 reviews)
2721 Forsyth Rd #452, Winter Park, FL 32792
RoofingWinter Park Roofing
★ 5.0 (1 review)
180 N Park Ave 6a #6A, Winter Park, FL 32789
RoofingThe Roofing Doctor
★ 5.0 (20 reviews)
941 W Morse Blvd suite 100, Winter Park, FL 32789
RoofingFlorida Roofing Solutions
Florida CCC License
★ 5.0 (67 reviews)
2834 Chantilly Ave, Winter Park, FL 32789
RoofingBFARR Contracting
★ 5.0 (607 reviews)
3500 Aloma Ave Ste C6, Winter Park, FL 32792
RoofingSpeer Roofing & Construction, Inc
Florida CCC License
★ 4.9 (21 reviews)
400 N New York Ave UNIT 213, Winter Park, FL 32789
RoofingThe Roofing Factory FL
Florida CCC License
★ 4.9 (232 reviews)
5423 Lake Howell Rd, Winter Park, FL 32792
RoofingJ&M Roofing
★ 4.9 (223 reviews)
3586 Aloma Ave #13, Winter Park, FL 32789
RoofingROOFING CONSTRUCTION SERVICES LLC
Florida CCC License
★ 4.9 (52 reviews)
2745 W Fairbanks Ave Ste. 205, Winter Park, FL 32789
RoofingNext Dimension Construction & Roofing
★ 4.9 (136 reviews)
2221 Lee Rd #21, Winter Park, FL 32789
RoofingHC Roofing & Construction
Florida CCC License
★ 4.9 (19 reviews)
2318 Winter Woods Blvd, Winter Park, FL 32792
RoofingSheegog Contracting
Florida CGC License
★ 4.9 (500 reviews)
5526 Lake Howell Rd, Winter Park, FL 32792
Roofing4 Seasons Roofing Systems
Florida CCC License
★ 4.8 (33 reviews)
1950 Lee Rd #207, Winter Park, FL 32789
Roofing3MG Roofing & Solar
★ 4.7 (888 reviews)
1127 Solana Ave First Floor, Winter Park, FL 32789
RoofingDavid Lundberg Building & Roofing
★ 4.7 (54 reviews)
1709 Howell Branch Rd, Winter Park, FL 32789
RoofingWinter Park Roofing, Inc.
Florida CCC License
★ 4.3 (58 reviews)
3500 Aloma Ave Suite F17, Winter Park, FL 32792
Hiring a roofing contractor in Winter Park, FL
Hiring a roofing contractor in Winter Park, FL is a high-stakes decision: Florida's heat, UV, wind-driven rain, and afternoon thunderstorms shorten the life of every roofing system, and a bad install can cost you twice — first in the redo, second in interior water damage. The directory below lists active roofing contractors so you can compare options, then verify each one's Florida license before you sign anything.
Most residential re-roofs in Winter Park, FL are asphalt shingle, metal, or tile, and almost all require a permit pulled by a state-licensed contractor — homeowner-pulled roofing permits are heavily restricted in Florida and generally a red flag if a contractor asks you to pull one.
How to verify a roofing contractor's license in Florida
Look for license type: CCC — Certified Roofing Contractor
Go to myfloridalicense.com, the official Florida Department of Business and Professional Regulation (DBPR) portal, and use "Verify a License." Search by the contractor's business name, the qualifier's individual name, or the license number itself. Confirm the license type is "CCC — Certified Roofing Contractor," the status reads "Current, Active," the expiration date is in the future, and there is no disciplinary or complaint history attached to the record.
A "CCC" prefix on the license number means the contractor is certified to work anywhere in Florida. A "RC" prefix is a registered roofer, limited to specific local jurisdictions — make sure the license type actually covers your address.
Why verifying matters in Florida
Florida law (§ 489.127, F.S.) makes it a third-degree felony to contract without a license on a project valued at $5,000 or more, or any size project during a declared state of emergency. Verifying licensure before you sign a contract is the single most important step you can take to protect your home and your deposit. Central Florida's hurricane season runs June 1 through November 30, and unlicensed storm-chasing crews routinely move through Orange, Seminole, and Osceola counties after a major event. Confirming an active state license — and an in-state business address you can actually drive to — keeps you out of that risk pool. Roofing is the single most-impersonated trade by unlicensed operators after a storm, so this matters more here than almost anywhere else in the country.
Questions to ask before you hire
- Are you pulling the roofing permit yourself, in your company's name, with the city or county building department?
- What underlayment, drip edge, and secondary water barrier are included — and do they meet current Florida Building Code (FBC) requirements?
- What is your manufacturer warranty (material) and workmanship warranty (labor), in years, in writing?
- Will you handle the insurance claim and supplement process directly, or does that responsibility stay with me?
- Who is the actual crew on my roof — your employees or a subcontracted crew — and are they covered by your workers' compensation?
Frequently asked questions
- How long does a roof typically last in Central Florida?
- Architectural asphalt shingles in the Orlando climate typically last 15–22 years before they need replacement, metal roofs 40+ years, and concrete or clay tile 30–50 years with periodic underlayment replacement. Sun exposure, attic ventilation, and storm history all shorten those ranges.
- Do I need a permit to replace my roof?
- Yes. Every full re-roof in Orange, Seminole, and Osceola counties requires a building permit pulled by a state-licensed roofing contractor, with at least one in-progress and one final inspection. A contractor who offers to skip the permit is asking you to assume their legal liability.
- Should I file an insurance claim before or after I get estimates?
- Get an inspection from a licensed roofer first so you know what actual damage exists. If real storm damage is documented, then file the claim. Filing a claim with no documented damage can count against your policy history with no payout in return.
- Which permitting office handles roof permits in Winter Park?
- Roof permits in Winter Park are pulled through the building department of the city (if Winter Park is incorporated) or the surrounding county building division. Your contractor should know exactly which office to file with — ask them to send you the permit number once it's issued so you can confirm it's open and in their name.