Roof settlement terms
Many Florida policies pay older roofs on an actual cash value basis or use a roof payment schedule. Check your declarations and endorsements before you accept a roof figure.
CypressClaim guide · independent
Florida public adjusters · Cypress claims
Cypress denied or underpaid your claim?
Cypress denied your claim or paid less than it takes to repair your home? We read the Cypress policy you had on the date of loss, inspect the damage and compare it line by line with the insurer’s estimate, for free.
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Disclaimer: AF Claims is not affiliated with, endorsed by, or sponsored by Cypress Property & Casualty Insurance Company. Carrier names are used only to identify the insurer. Every claim is different; results are not guaranteed.
About Cypress
Cypress Property & Casualty Insurance Company is a Jacksonville-based insurer organized on August 26, 1998 that began business on December 27, 1998. It writes homeowners and dwelling fire coverage and is owned through Cypress Group Holdings by InSure Homes Holdings, LLC, according to the Florida Office of Insurance Regulation’s examination report.
Cypress is an active insurer: it does not appear on the Florida Department of Financial Services list of companies in receivership (checked September 27, 2026), and it reports policies in force in OIR’s latest market data.
In the Florida Office of Insurance Regulation’s Q2 2026 market-share report, Cypress had 94,096 residential policies in force as of June 30, 2026, ranking 25th among Florida residential property insurers by policy count.
Why Cypress claims get denied or underpaid
General reasons Florida homeowners report for denied or short-paid claims, with any carrier (not a description of Cypress’s internal rules):
Wind vs. water intrusion
Interior water after a storm is often disputed unless the file shows how the water got in. Document the opening, the path and the timing with photos taken before cleanup.
Sudden vs. long-term leaks
Water damage policies often exclude seepage or leakage over 14 days or more. A plumber’s written report on the cause and timing of the leak can make the difference.
Hurricane deductible applied to the whole loss
Florida hurricane deductibles are often a percentage of the dwelling limit. Make sure every damaged item is in the estimate, including fences, screens, soffits and interior finishes, before judging whether the loss clears it.
Emergency repairs and drying
Policies generally expect reasonable steps to prevent further damage. Keep invoices and photos for tarps, water extraction and drying so they are paid as part of the claim.
Tip: Hold the insurer to the 60-day decision
Under s. 627.70131(7)(a), Florida Statutes, a residential insurer must pay or deny a claim, or a portion of it, within 60 days after notice, with a reasonable written explanation. Mark the date you reported the claim.
What to do after a Cypress denial or low offer
- 1
Get the decision and the reasons in writing
Within 60 days after notice of an initial, reopened or supplemental claim, a Florida residential insurer must pay or deny it, or a portion of it, and give a reasonable written explanation of the basis in the policy. If it pays less than its own detailed estimate, it must explain the difference in writing (s. 627.70131(7)(a), Fla. Stat.).
- 2
Ask for the adjuster’s detailed estimate
The insurer must send you any detailed estimate within 7 days after its adjuster generates it (s. 627.70131(3)(e)). Compare it room by room with the damage.
- 3
Read the exact policy language cited
Look up the exclusion or condition named in the letter, plus your declarations page and endorsements: hurricane deductible, roof settlement terms, water damage limits.
- 4
Watch the Florida notice deadlines
Notice of a new or reopened claim is due within 1 year after the date of loss, and a supplemental claim within 18 months (s. 627.70132, as amended through 2024). For weather events, the date of loss is the landfall or NOAA-verified date. Lawsuit deadlines are separate.
- 5
Use the policy’s appraisal clause or DFS mediation
If the dispute is about the amount of loss and your policy has an appraisal clause, appraisal may apply. Florida’s DFS mediation program (s. 627.7015) is available for many residential disputes.
More on Florida claims: Florida public adjusters · Florida denied claim guide
Real results
Claims we’ve handled in Florida
Real claims our clients authorized us to share, with their exact numbers. Our case records don’t name the insurance company, so these are not presented as Cypress claims.
HurricaneInitial payment $1,356.32$175,000final recoveryJessica & BryanBradenton, FloridaRead the case →HurricaneInitial payment $23,022.28$137,000final recoveryGregCape Coral, FloridaRead the case →WindstormInitial payment $6,932.11$80,000final recoveryRichardTampa, FloridaRead the case →Water damageInitial payment $3,492.20$85,000final recoveryArturoMiami, FloridaRead the case →
Every insurance claim is different, and prior results do not guarantee a similar outcome. See all results →
Cypress claim FAQ
Is Cypress in liquidation?
No. As of September 27, 2026, Cypress Property & Casualty Insurance Company is not on the Florida DFS receivership list and it reports active policies to OIR. Claims go to Cypress under your policy. (Several other Florida insurers are in liquidation; their claims are handled through FIGA.)
Cypress’s estimate is much lower than my contractor’s. What now?
Ask Cypress in writing for its detailed estimate and an explanation of the difference, then compare the two line by line: quantities, materials, labor, code items and overhead. Under s. 627.70131(7)(a), Florida Statutes, an insurer that pays less than its own detailed estimate must explain the difference in writing.
How long do I have to reopen or supplement a Florida property claim?
Under s. 627.70132, Florida Statutes, notice of a new or reopened claim must be given within 1 year after the date of loss, and notice of a supplemental claim within 18 months after the date of loss. For hurricanes and other weather events, the date of loss is the landfall date or the date NOAA verifies the event. Lawsuit deadlines are separate; ask a Florida-licensed attorney about those.
Can you guarantee the insurer will change its decision?
No. No one can honestly guarantee an outcome. We review the file, tell you what we see, and represent you if it makes sense to work together. Every claim is different, and prior results do not guarantee a similar outcome.
What does the review cost?
The claim review is free, and asking questions doesn’t hire us. If it makes sense to work together, the fee and services are explained in a written agreement before you sign.
General information, not legal advice. Policies and state laws differ, and laws change.
Sources
- Florida OIR, Report on Examination of Cypress Property & Casualty Insurance Company, Jacksonville, Florida (as of Dec. 31, 2023)
- Florida Department of Financial Services, Division of Rehabilitation and Liquidation, Companies in Receivership (checked Sept. 27, 2026)
- Florida Office of Insurance Regulation, Quarterly Market Intelligence Report: Statewide Commercial and Personal Summary by Company, Q2 2026 (policies in force as of June 30, 2026; data pulled Aug. 11, 2026)
- Section 627.70131, Florida Statutes (Insurer’s duty to acknowledge communications regarding claims; investigation)
- Section 627.70132, Florida Statutes (Notice of property insurance claim), as amended through ch. 2024-139
- Section 627.7015, Florida Statutes (Alternative procedure for resolution of disputed property insurance claims / DFS mediation)
Sources checked September 27, 2026.
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Disclaimer: AF Claims is not affiliated with, endorsed by, or sponsored by Cypress Property & Casualty Insurance Company. Carrier names are used only to identify the insurer. Every claim is different; results are not guaranteed.
American Financial Claims is a licensed public adjusting firm, not a law firm. We do not provide legal advice. Office: Brickell Arch, 1395 Brickell Ave, Suite 800, Miami, FL 33131. Every insurance claim is different, and prior results do not guarantee a similar outcome.