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HOME / DENIALS / THE ARCHIVE / WESTCHESTER SURPLUS LINES
12 FILINGS IN THE ARCHIVE

Westchester Surplus Lines: the denial record

12 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 Westchester Surplus Lines?

12 of the 1,891 Civil Remedy Notices over denied Florida property claims name Westchester Surplus Lines. 1 were later withdrawn or recorded as resolved, which is what the record shows when a carrier fixes the problem inside the 60-day window.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 12 of 1,891
Median repair figure named $404,482
Later withdrawn or resolved 1
Most common allegation The claim that never gets decided (12)
What these are Allegations by policyholders, not findings by a court
UPDATED AUGUST 23, 2026
01WHAT THESE FILINGS DESCRIBE
The claim that never gets decided 12 The estimate that comes in low 8 The retained engineer 5 Storm damage called age 5 The decision made without a real look 5
02EVERY FILING, LARGEST FIGURE FIRST
Westchester Surplus Lines Saint Petersburg Hurricane and wind 11/13/2024 $18,250,563

The insureds utilized the services of a licensed public adjuster who inspected the insureds' property and determined that the loss was a covered loss and had caused $ $18,250,563.43 in damages before the deductible.

The retained engineer Storm damage called age The claim that never gets decided
Read filing 792009 ↗
Westchester Surplus Lines Englewood Hurricane and wind 2/14/2025 $1,954,972

An estimate for repair of all damages with respect to [name redacted] 's claim was prepared on their behalf for $1,954,972.53 was sent to Chubb.

The estimate that comes in low The decision made without a real look The claim that never gets decided
Read filing 806951 ↗
Westchester Surplus Lines Fort Myers Hurricane and wind 1/10/2025 $1,631,418

Limit of Insurance 1 1 $835,000 1 2 $830,000 1 3 $835,000 These coverages are subject to a 5% windstorm or hail deductible.

The retained engineer Storm damage called age The claim file you cannot get The claim that never gets decided
Read filing 800376 ↗
Westchester Surplus Lines Fort Myers Hurricane and wind 2/10/2025 $640,901

License #W426510) confirming partial coverage, denying the remainder, issuing partial payment for only $241,875.29, and failing and refusing to pay all amounts due and owing for the loss.

The estimate that comes in low The decision made without a real look The claim that never gets decided
Read filing 806161 ↗
Westchester Surplus Lines Cape Coral Hurricane and wind 6/18/2025 $404,482

On December 29, 2022, Plaintiff engaged the services of a public adjuster, All Service Adjusting, to assist with the claim, who on December 30, 2022, produced a repair estimate totaling $404,482.40.

The estimate that comes in low The retained engineer Storm damage called age The claim file you cannot get The claim that never gets decided
Read filing 827611 ↗
Westchester Surplus Lines Tampa Roof 6/30/2025 $393,400

However, when the Insurer conducted its inspection of the insured property, the Insurer's representatives failed to conduct a thorough and adequate investigation, or the representatives intentionally ignored the damage observed and failed to make truthful and unbiased reports of the facts after inve

The estimate that comes in low Priced under the deductible The decision made without a real look The claim that never gets decided
Read filing 829679 ↗
Westchester Surplus Lines Port Charlotte Hurricane and wind 11/23/2024 $189,631

Based upon this inspection, Westchester issued payment of $33,168.38 for interior water damages to the property and roof damage, however, failed to account for the money needed to replace all flooring, walls and ceilings that were damaged from the water intrusion, in addition failed include payment

The estimate that comes in low The decision made without a real look The claim file you cannot get The claim that never gets decided
Read filing 793886 ↗
Westchester Surplus Lines Daytona Beach Hurricane and wind 5/1/2025 WITHDRAWN OR RESOLVED $171,171

Elevate immediately sent their estimate to Westchester, which estimated the scope of damage to be $171,171.05, more than double the evaluation made by Westchester.

The estimate that comes in low The claim that never gets decided
Read filing 818945 ↗
Westchester Surplus Lines Kenneth City Hurricane and wind 2/27/2025 $121,128

After assessing the damage and the true scope of repairs, the public adjuster produced an estimate identifying $121,128.78 in covered damage to the dwelling.

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
Read filing 808776 ↗
Westchester Surplus Lines Miami Hurricane and wind 1/14/2025

Without providing the method or means by which the property was valued, the Carrier simply concluded the value of the Property to be $340,032.00.

The claim that never gets decided
Read filing 800875 ↗
Westchester Surplus Lines Merritt Island Hurricane and wind 9/10/2024

The field adjuster's estimate, a document pivotal to the determination of the claim's worth, was manipulated without the knowledge or consent of THE INSUREDS.

The estimate that comes in low The retained engineer Storm damage called age The claim that never gets decided
Read filing 782012 ↗
Westchester Surplus Lines Clearwater Hurricane and wind 4/23/2025

Breach of contract; failure to pay covered loss; denial of claim; failure to properly evaluate loss; bad faith in claims handling.

The claim that never gets decided
Read filing 817379 ↗

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 →

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