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Find Truck Insurance Agents Near You in Winter Haven, FL

Compare truck 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 truck 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
Freeway Insurance
1136 6th St NW, Winter Haven, FL 33881
(863) 733-7003 locations.freeway.com
Direct Auto Insurance
5937 Cypress Gardens Blvd Ste 200, Winter Haven, FL 33884
(863) 969-4916 local.directauto.com
Barfield Insurance & Financial Services Inc.
110 Spirit Lake Rd Unit 5, Winter Haven, FL 33880
(863) 293-5400 insurewithbarfield.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
Zinsmeister - Your Home, Boat & Auto Insurance Agency
1211 6th St SE, Winter Haven, FL 33880
(863) 294-1034 zinsmeisterinsurance.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
American Insurance Inc
3610 Havendale Blvd, Winter Haven, FL 33881
(863) 965-2886 americaninsuranceinc.com
Lacy McClintock - State Farm Insurance Agent
600 3rd St SW, Winter Haven, FL 33880
(863) 294-3580 teamlacy.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
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

Truck insurance agents in Winter Haven Florida assist owner operators and fleet managers with commercial auto policies. Florida law requires minimum liability coverage of 50 thousand dollars per person and 100 thousand dollars per accident for trucks. Agents can help you meet Florida Department of Transportation filing requirements and obtain cargo or physical damage coverage.

What Does a Truck Insurance Agent in Winter Haven Cost?

Truck insurance costs in Florida vary widely based on driving history, cargo type, and annual mileage. A basic liability policy for a single truck may start around 3 thousand to 5 thousand dollars per year. Full coverage with cargo and physical damage can range from 8 thousand to 15 thousand dollars annually. This is general information and not insurance advice.

* 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 minimum liability coverage do trucks need in Florida?
Florida requires commercial trucks to carry at least 50 thousand dollars in bodily injury liability per person and 100 thousand dollars per accident. Higher limits are often needed for interstate hauling or to comply with broker contracts.
Do I need a specific filing to operate a truck in Winter Haven?
Yes. Florida requires proof of insurance filed with the Department of Highway Safety and Motor Vehicles. Your agent can file the SR 22 or FR 44 form if needed and help you meet the state self-insurance requirements for large fleets.