Best multi-generational family operator
Vetted by the Ledger★★★★★4.746 Google reviews
Crestview-based dual-licensed contractor operating since roughly 2007.
- In business
- 19 yrs
- BBB
- unknown
- Online reputation aggregated
- Tenure under current ownership
- Warranty in writing
- Owner phone call
FloridaCity report
Best Roofing Contractors in Crestview, Florida (2026 Guide)
Reviewed roofing contractors serving Crestview and Okaloosa County, FL. Vetted for licensing, storm credentials, and local track record.
The Crestview, Florida roofers we recommend
We don’t rank these contractors against each other. Every one below has a distinct strength, and we framed each card around what they’re best at. Every contractor has been screened against the same framework: online reputation, tenure, warranty in writing, and an owner phone call.
License #CCC1332188 (Certified Roofing Contractor; exp 8/31/2026; active); CBC1264575 (Certified Building Contractor; exp 8/31/2026; active) · verified May 18, 2026 via Florida Construction Industry Licensing Board
Best for full replacements
Vetted by the Ledger★★★★★4.8195 Google reviews
Chris Quarrier started CQ Roofing in Crestview in 1999 and has kept it rooted in Okaloosa County ever since.
- In business
- 27 yrs
- BBB
- A+
Best for storm-emergency response
Vetted by the Ledger★★★★★4.9206 Google reviews
Pensacola-based roofing contractor with documented Crestview and Fort Walton Beach service.
- In business
- 7 yrs
- BBB
- A+
Best for newer Crestview homeowners
Vetted by the Ledger★★★★★5.013 Google reviews
Autumn and Ethan Harmon are the Florida principals behind Hennessey Roofing, a multi-state operator with a genuine Pensacola office and an active Florida CCC license.
- In business
- 7 yrs
- BBB
- A+
Best for insurance claim work
Vetted by the LedgerGreg Jolly founded Coastal Roofing Professionals in 2019 after more than twenty years in Panhandle roofing, and his firm has built its reputation specifically around insurance claim navigation.
- In business
- 7 yrs
- BBB
- A+
Best for full replacements
Vetted by the LedgerAlex Holloway runs the Niceville shop his father started, and it's been working Okaloosa County for eighteen years.
- In business
- 18 yrs
- BBB
- A+
Best for full replacements
Vetted by the LedgerJimmy Jones has run this Milton-based shop since the early 1990s, working Okaloosa County through every hurricane season and code cycle the Florida Panhandle has thrown at it.
- In business
- 33 yrs
- BBB
- A+
Best for metal roofs
Vetted by the LedgerMike Timberman launched his Valparaiso operation in 2019 and has spent the years since building it around metal roofing.
- In business
- 7 yrs
- BBB
- A+
Reader questions
01Does a full roof replacement in Crestview require a permit from Okaloosa County?
Yes. Okaloosa County requires a building permit for all roofing work covered under the Florida Building Code, including full replacements and reroofs. Applications are submitted online through the county's CSS portal at myokaloosa.com or by emailing mypermit@myokaloosa.com. Roof and reroof permits are processed in the county's Fast Lane and typically issued the next business day. Before calling for a final inspection, the contractor must also submit a completed Inspection Affidavit Re-Roof form and photographs of the completed deck with the permit number or address visible. Homeowners in the City of Crestview itself should confirm whether the municipal building department rather than the county handles permits for their specific address.
02What is the difference between a CCC and an RC roofing license in Florida, and why does it matter?
A CCC designation stands for Certified Roofing Contractor and is issued by the Florida Department of Business and Professional Regulation. It is valid statewide and allows the holder to pull permits in any Florida county without additional registration. An RC designation stands for Registered Roofing Contractor and is county-specific. An RC holder must register with each individual county where they intend to work, and the license is not automatically valid across county lines. For Crestview homeowners, a contractor with a CCC license can work anywhere in Florida. A contractor with an RC license is legitimate but should be asked to confirm that their Okaloosa County registration is current before you sign a contract. Both license types are verifiable through the DBPR online lookup at myfloridalicense.com.
03How does hurricane season affect roofing timelines in Crestview?
Hurricane season runs from June 1 through November 30, and it compresses roofing schedules in Crestview in two ways. First, storm-damage calls create a surge in demand that can push non-emergency replacement projects out several weeks. Second, material costs for shingles and underlayment can spike during active storm periods as regional demand rises quickly. Homeowners who need a scheduled replacement rather than emergency repair are generally better served scheduling the work before June or after the peak of the season in October. Inland Okaloosa County, where Crestview sits, can receive near-full hurricane-force sustained winds from systems that make landfall to the south or west, so the storm-demand effect here is real even in years when no direct landfall occurs nearby.
04What is an IBHS Fortified Roof, and can it reduce my homeowners insurance premium in Florida?
IBHS Fortified Roof is a construction and inspection standard developed by the Insurance Institute for Business and Home Safety. It requires specific materials and installation practices beyond standard code, including sealed roof decks, enhanced hip-roof geometry in some configurations, and ring-shank nail fastening patterns. Critically, a Fortified designation requires a third-party inspection by a certified evaluator, not just contractor sign-off. In Florida, the Fortified Roof standard has been documented to reduce the wind portion of homeowners insurance premiums, with reported discounts ranging from 25 to 40 percent on that premium component depending on carrier and coverage structure, with higher-tier Fortified Gold designations reaching 55 percent in some cases. The Florida Office of Insurance Regulation encourages carriers to recognize Fortified construction, and several Panhandle-active insurers do offer meaningful wind-premium reductions. Call your carrier before commissioning the work to confirm Fortified discount eligibility for your specific policy, since availability varies by company.
05What does a full roof replacement typically cost in Crestview, FL?
Roof replacement costs in Crestview depend heavily on roof size, pitch, material, and whether any decking needs replacement. For a standard single-story home with an asphalt shingle replacement in Northwest Florida, installed cost typically runs between $8,000 and $18,000, with most mid-range homes falling in the $10,000 to $14,000 range as of 2025 and 2026. Metal roofing installations generally run 1.5 to 2.5 times the cost of asphalt for the same roof area, though metal carries a significantly longer expected service life. These figures reflect materials, labor, permit fees, and standard underlayment. Decking replacement, when needed, adds cost on a per-sheet basis. Insurance-covered replacements follow an adjuster estimate process that can differ from open-market pricing. Getting three written bids from licensed contractors is the most reliable way to establish a project-specific range.
06How do I verify a Florida roofing contractor's license online?
The Florida Department of Business and Professional Regulation maintains a free public license lookup at myfloridalicense.com. Select 'Verify a License,' then search by the contractor's name, business name, or license number. For roofing contractors, the relevant license types are CCC (Certified Roofing Contractor, statewide) and RC (Registered Roofing Contractor, county-specific). The lookup will show whether the license is active, the expiration date, any disciplinary actions on record, and the license holder's name. For RC holders, the county registration status may require a follow-up call to the specific county building department to confirm current local registration. Always verify the license is active and held in the name matching the person or company you are contracting with before signing any agreement.
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