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Compare Workers' Compensation Insurance Agents in Winter Haven, FL

Compare workers' compensation insurance agents in Winter Haven. Review contact information and insurance categorys before you decide.

18 agents listed
Updated May 2026
Winter Haven, FL
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Florida before hiring.
Showing 18 workers' compensation insurance agents in Winter Haven, FL Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Rob Semans - State Farm Insurance Agent
639 1st St S, Winter Haven, FL 33880
(863) 299-1274 robsemans.com
Team Barfield - Barfield Insurance
141 5th St NW #302, Winter Haven, FL 33881
(863) 662-3134 teambarfield.com
Acceptance Insurance
910 Havendale Blvd NW #134, Winter Haven, FL 33881
(863) 733-7006 locations.acceptance.com
Barfield Insurance & Financial Services Inc.
110 Spirit Lake Rd Unit 5, Winter Haven, FL 33880
(863) 293-5400 insurewithbarfield.com
Karen Bryan - State Farm Insurance Agent
391 Ave A SW, Winter Haven, FL 33880
(863) 268-2800 choosekaren.com
Joseph Bullington: Allstate Insurance
1900 Havendale Blvd NW ste c, Winter Haven, FL 33881
(863) 299-6449 agents.allstate.com
Ryan Gunkel - GEICO Insurance Agent
5935 Cypress Gardens Blvd Suite 200, Winter Haven, FL 33884
(863) 269-4700 geico.com
GreatFlorida Insurance: Brock Schnabel
5658 Cypress Gardens Blvd, Winter Haven, FL 33884
(863) 594-2600 winterhaven.greatflorida.com
Dan Mann - State Farm Insurance Agent
6380 Cypress Gardens Blvd, Winter Haven, FL 33884
(863) 318-8881 danmanninsurance.com
AmeriLife of Polk County, LLC
6322 Cypress Gardens Blvd, Winter Haven, FL 33884
(863) 291-4111 amerilife.com
Garland Insurance fka Victory Insurance
116 W Central Ave, Winter Haven, FL 33880
(863) 683-9334
Cypress Insurance Management
3021 Cypress Gardens Rd, Winter Haven, FL 33884
(863) 326-1885 cypressinsuranceonline.com
Sealy Insurance
3395 Cypress Gardens Rd, Winter Haven, FL 33884
(863) 324-3100
Ewing, Blackwelder & Duce Insurance
635 1st St S, Winter Haven, FL 33880
(863) 293-4864 ebdins.com
Dershimer Insurance Agency
190 Avenue A NW, Winter Haven, FL 33881
(863) 299-8330 dershimerinsurance.com
Carroll-Marshall Insurance, Inc.
205 Ave G SW, Winter Haven, FL 33880
(863) 293-1111 cminsure.com
Ewing Blackwelder & Duce Insurance
1330 Havendale Blvd NW, Winter Haven, FL 33881
(863) 293-2838 ebdins.com
William Baker Insurance Agent
565 Ave K SE, Winter Haven, FL 33880
(863) 279-1388 williambakerinsurance.com

A workers compensation insurance agent in Winter Haven helps Florida businesses meet state coverage requirements. Florida law mandates workers comp for most employers with four or more employees, including construction contractors. Local agents can guide you through the Florida Division of Workers Compensation rules and find a policy that fits your industry.

What Does a Workers' Compensation Insurance Agent in Winter Haven Cost?

Workers compensation insurance costs in Florida vary by industry, payroll size, and claims history. Typical rates range from 0.50 to 3.00 per 100 dollars of payroll for low risk jobs, up to 10.00 or more for high risk construction work. The average premium for a small Florida business is around 1,500 to 3,000 per year. These are general estimates and not insurance advice. Consult a licensed agent for a specific quote.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does a workers compensation insurance agent in Winter Haven do?
A workers compensation insurance agent helps you understand Florida coverage laws, compare quotes from multiple carriers, and secure a policy that meets state requirements. They also assist with payroll reporting and claims support.
What Florida businesses need workers compensation insurance?
Florida law requires workers comp for all employers with four or more employees, including part-time workers. Construction businesses with one or more employees must also carry coverage. Sole proprietors and partners can choose to exempt themselves.
How do I find a qualified workers comp agent in Winter Haven?
Look for an agent licensed in Florida with experience in your industry. You can search the Florida Department of Financial Services website for licensed agents or ask local business associations for referrals.