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Find Medicare Insurance Agents Near You in Crestview, FL

Directory of medicare insurance agents in Crestview, Florida. Verify credentials with the state department of insurance before hiring.

13 agents listed
Updated May 2026
Crestview, 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 13 medicare insurance agents in Crestview, 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.
Barbee Jackson Insurance
3108 Adora Teal Way #200, Crestview, FL 32539
(850) 389-2001 barbeejackson.com
Tiffany Woodham - State Farm Insurance Agent
796 McCaskill St, Crestview, FL 32536
(850) 306-2024 yourcrestviewagent.com
Acentria Insurance
301 N Ferdon Blvd, Crestview, FL 32536
(850) 682-2519 acentria.com
Ann Teel Hatcher - State Farm Insurance Agent
Corner of Hwy 85 & 90, 497 N Ferdon Blvd, Crestview, FL 32536
(850) 682-7522 remarkablebyann.com
The Holloway Agency
168 W Woodruff Ave, Crestview, FL 32536
(850) 682-1900 thehollowayagency.com
Farm Bureau Insurance
921 W James Lee Blvd, Crestview, FL 32536
(850) 682-3536 floridafarmbureau.com
Palmer Insurance Services, Inc.
128 John King Rd STE 20, Crestview, FL 32539
(850) 331-3205 mypalmerinsurance.com
Matthew Calhoun: Allstate Insurance
887 S Ferdon Blvd, Crestview, FL 32536
(850) 682-6856 agents.allstate.com
Affiliated Insurance Inc Co.
367 Main St, Crestview, FL 32536
(448) 212-0360
Blue Cross & Shield Co.
113 Beech Ave W, Crestview, FL 32536
(850) 605-0059
Gatlin Renee
921 W James Lee Blvd, Crestview, FL 32536
(239) 579-6446
Jim Harris & Associates Inc
1455 S Ferdon Blvd a2, Crestview, FL 32536
(850) 682-2353
New York Life
1093 N Pearl St, Crestview, FL 32536
(850) 682-2330 newyorklife.com

Medicare insurance agents in Crestview Florida help residents navigate Original Medicare Medicare Advantage and Part D drug plans. Florida law requires agents to be licensed and to follow specific marketing and enrollment rules set by the Centers for Medicare and Medicaid Services. Local agents understand the health care providers and plan options available in Okaloosa County.

What Does a Medicare Insurance Agent in Crestview Cost?

Medicare insurance agent services in Florida are generally free to you because the agent is paid by the insurance company. Plan premiums vary widely for example Medicare Advantage plans may have $0 monthly premiums while Medigap plans can cost $100 to $300 per month depending on your age and health. This is general information 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 does a Medicare insurance agent in Crestview do?
A Medicare insurance agent helps you compare plans explain coverage details and assist with enrollment. They are licensed in Florida and must follow state and federal regulations including the Medicare Marketing Guidelines.
When can I enroll in Medicare in Crestview Florida?
The Initial Enrollment Period starts three months before your 65th birthday month and ends three months after. Florida also has an Annual Enrollment Period from October 15 to December 7 and a Medicare Advantage Open Enrollment Period from January 1 to March 31.
Are Medicare agents in Crestview paid by commission?
Yes Medicare agents are typically compensated by insurance carriers through commissions. Florida law requires agents to disclose their compensation and any conflicts of interest before you enroll.