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HOME / DENIALS / THE ARCHIVE / CYPRESS PROPERTY & CASUALTY
7 FILINGS IN THE ARCHIVE

Cypress Property & Casualty: the denial record

7 of the 1,891 Florida property claim-denial filings we read name this insurer. Here is what those filings describe and where to read each one.

How many Florida claim-denial filings name Cypress Property & Casualty?

7 of the 1,891 Civil Remedy Notices over denied Florida property claims name Cypress Property & Casualty. 1 were later withdrawn or recorded as resolved, which is what the record shows when a carrier fixes the problem inside the 60-day window. Counts follow book size as much as behaviour: a carrier with more Florida policies collects more filings.

Filings naming this insurer 7 of 1,891
Median repair figure named $279,751
Later withdrawn or resolved 1
Most common allegation The estimate that comes in low (5)
What these are Allegations by policyholders, not findings by a court
UPDATED AUGUST 23, 2026
01WHAT THESE FILINGS DESCRIBE
The estimate that comes in low 5 The claim that never gets decided 4 The retained engineer 3 Storm damage called age 3 The decision made without a real look 1

Read the full Cypress Property & Casualty dossier: claims contacts, financial rating and the disputes that recur →

02EVERY FILING, LARGEST FIGURE FIRST
Cypress Property & Casualty Punta Gorda Hurricane and wind 10/4/2024 $5,189,895

Cypress performed an initial evaluation of the claim and on December 19, 2022, issued an initial payment for undisputed damages for $57,331.85 ($453,802.85 minus deductible and depreciation).

The retained engineer
Read filing 785829 ↗ · Cypress Property & Casualty dossier
Cypress Property & Casualty Fort Meyers Hurricane and wind 11/22/2024 $279,751

The December 3, [address redacted]ate that while the policy does not cover the roof damage, the ensuing water damages are covered in the amount of $19,238.50 which represents the amount specifically contained within [name redacted] 's estimate, less depreciation and the Insureds $28,560.00 Hurricane

The estimate that comes in low The retained engineer Storm damage called age The claim that never gets decided Blamed on how it was built
Read filing 793787 ↗ · Cypress Property & Casualty dossier
Cypress Property & Casualty Plant City Water damage 11/21/2024 $188,152

THE DISPARITY BETWEEN CYPRESS' VALUATION AND FAIRWINDS' ESTIMATE OF $188,152.14 HIGHLIGHTS THIS POINT AND DEMONSTRATES CYPRESS' FAILURE TO PROPERLY ASSESS THE FULL EXTENT OF THE LOSS.

The estimate that comes in low The retained engineer Storm damage called age The decision made without a real look The claim that never gets decided Wind moved into the water exclusion Mold capped after a covered loss
Read filing 793620 ↗ · Cypress Property & Casualty dossier
Cypress Property & Casualty Orlando Water damage 10/24/2024 $43,071

Indeed, mitigation invoices for water damage restoration, mold remediation, and plumbing as well as an estimate for repair of all damages were prepared on their behalf totaling $43,071.93 were submitted to Cypress; well above the amount from Cypress.

The estimate that comes in low The claim that never gets decided
Read filing 788471 ↗ · Cypress Property & Casualty dossier
Cypress Property & Casualty Port Charlotte Hurricane and wind 12/23/2024

Despite having extensive knowledge of the foregoing information, Insurer has failed to adjust the claim in a manner favorable to the Insured, despite having the opportunity to inspect the damaged property and there being sufficient evidence of damage.

The estimate that comes in low
Read filing 797932 ↗ · Cypress Property & Casualty dossier
Cypress Property & Casualty Jacksonville Hurricane and wind 2/7/2025

The Insurer was provided with an estimate; however, the Insurer still failed to properly evaluate this claim and promptly settle although it has become reasonably clear that it should do so.

Storm damage called age The claim that never gets decided
Read filing 805642 ↗ · Cypress Property & Casualty dossier
Cypress Property & Casualty Orlando Water damage 2/18/2025 WITHDRAWN OR RESOLVED

After providing prompt notice of the loss, Insureds fully cooperated with Cypress's adjustment of the claim, including making their home available for inspection.

The estimate that comes in low Defeated by the calendar
Read filing 807303 ↗ · Cypress Property & Casualty dossier

Each row is a complaint filed by a policyholder against an insurer. The figure is the largest amount the filing names, usually an independent estimate of the repair. Nothing here is a finding by a court or by the Department.

Source: Florida Department of Financial Services, Civil Remedy Notices of Insurer Violations, reason Claim Denial. Names, addresses and claim numbers are removed. Search the whole archive →

08LAW FIRM
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Denied or underpaid? Fight it with the carriers’ own playbook.

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Answer scope with scope
The carrier estimate countered line by line with a full documented estimate.
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Apply the deadline law
Notice, supplemental, and suit windows under Florida and South Carolina statute.
04
Escalate when it pays
Appraisal, civil remedy notice, and bad-faith litigation when the carrier will not deal.
CREDENTIALSLicensed in South Carolina & FloridaProperty-insurance litigationPolicyholder representation since 2008Martindale-Hubbell DistinguishedFormer insurance-defense background
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