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HomeMedicare Insurance AgentsFlorida › Crestview

Find Medicare Insurance Agents Near You in Crestview, FL

Browse medicare insurance agents serving Crestview, Florida. Updated 2026-07-14.

The top-rated medicare insurance agent in Crestview, Florida is Barbee Jackson Insurance, rated 4.9 stars across 491 reviews. Other highly rated options include Tiffany Woodham - State Farm Insurance Agent, Acentria Insurance, The Holloway Agency. This directory lists 13 medicare insurance agents serving Crestview.

Showing 13 medicare insurance agents in Crestview, FLListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Barbee Jackson Insurance3108 Adora Teal Way #200(850) 389-2001
2Tiffany Woodham - State Farm Insurance Agent796 McCaskill St(850) 306-2024
3Acentria Insurance301 N Ferdon Blvd(850) 682-2519
4The Holloway Agency168 W Woodruff Ave(850) 682-1900
5Ann Teel Hatcher - State Farm Insurance AgentCorner of Hwy 85 & 90, 497 N Ferdon Blvd(850) 682-7522
6Farm Bureau Insurance921 W James Lee Blvd(850) 682-3536
7Palmer Insurance Services, Inc.128 John King Rd STE 20(850) 331-3205
8Matthew Calhoun: Allstate Insurance887 S Ferdon Blvd(850) 682-6856
9Affiliated Insurance Inc Co.367 Main St(448) 212-0360
10Blue Cross & Shield Co.113 Beech Ave W(850) 605-0059
BJ
3108 Adora Teal Way #200
Barbee Jackson Insurance
Medicare Insurance Agent · Crestview, FL

Barbee Jackson Insurance serves the Crestview, Florida area as a local Medicare insurance agent. The company helps clients understand and select Medicare plans, including Medicare Advantage and Medigap policies. Assistance is provided with annual enrollment periods and plan comparisons. Plan options are reviewed to align with individual healthcare needs. The agency handles Medicare Part D prescription drug coverage and Medicare Supplement plans.

TW
796 McCaskill St
Tiffany Woodham - State Farm Insurance Agent
Medicare Insurance Agent · Crestview, FL

Tiffany Woodham - State Farm Insurance Agent in Crestview, FL, provides a comprehensive range of Medicare insurance options, including Medicare Advantage and Medicare Supplement plans. The agency assists clients with annual enrollment periods and plan comparisons to ensure coverage aligns with individual healthcare needs. Service includes ongoing policy reviews and claims support to maintain long-term suitability. The agency services single-family homes, apartments, and a variety of local businesses in the Crestview area.

AI
301 N Ferdon Blvd
Acentria Insurance
Medicare Insurance Agent · Crestview, FL

Acentria Insurance provides a range of Medicare Insurance Agent services to clients in Crestview, Florida. It assists individuals with navigating plan enrollment, coverage options, and annual policy reviews. The company offers ongoing support to help clients adjust their plans as healthcare needs change over time. Each client receives personalized guidance for comparing Medicare Advantage, supplement, and Part D drug plans. Acentria Insurance services single-family homes, apartments, retail, and restaurants.

HA
168 W Woodruff Ave
The Holloway Agency
Medicare Insurance Agent · Crestview, FL

Serving clients throughout Crestview and the surrounding Northwest Florida communities, The Holloway Agency assists individuals with their Medicare insurance needs, including Advantage plans, supplement policies, and prescription drug coverage. This agency helps residents navigate the annual enrollment period and understand plan options that work with their existing healthcare providers. To handle a typical job, it first reviews a client’s current coverage and medical requirements, then compares available local plans to recommend suitable choices.

AT
Corner of Hwy 85 & 90, 497 N Ferdon Blvd
Ann Teel Hatcher - State Farm Insurance Agent
Medicare Insurance Agent · Crestview, FL

Homeowners and individuals approaching Medicare eligibility in Crestview, Florida turn to Ann Teel Hatcher - State Farm Insurance Agent for guidance on their healthcare coverage options. The agency assists clients in understanding Medicare plan details and enrollment timelines, helping them navigate important decisions about their medical benefits. Its services include reviewing plan benefits and coordinating coverage needs for local residents. The office also serves customers throughout the surrounding Okaloosa County area, including the neighboring community of Niceville.

FB
921 W James Lee Blvd
Farm Bureau Insurance
Medicare Insurance Agent · Crestview, FL

Farm Bureau Insurance serves homeowners, families, and individuals in Crestview, Florida, seeking guidance on Medicare plans and enrollment. As a local Medicare Insurance Agent, it helps clients compare coverage options and navigate annual enrollment periods with straightforward advice. The agency focuses on matching policy features to individual healthcare needs and budgets. Its services also extend across the broader Okaloosa County area, including nearby communities such as Fort Walton Beach and Niceville.

PI
128 John King Rd STE 20
Palmer Insurance Services, Inc.
Medicare Insurance Agent · Crestview, FL

Palmer Insurance Services, Inc. helps clients in the Crestview, Florida, area navigate the difference between initial one-time Medicare enrollment and recurring annual plan reviews. Their work focuses primarily on explaining Part A and Part B coverage, as well as the details of Medicare Advantage and prescription drug plans. Each client receives guidance tailored to their current healthcare needs and budget. Service appointments are available on a recurring annual basis to help clients review any plan changes during open enrollment periods.

MC
887 S Ferdon Blvd
Matthew Calhoun: Allstate Insurance
Medicare Insurance Agent · Crestview, FL

As a Medicare insurance agent, Matthew Calhoun: Allstate Insurance in Crestview, FL, specializes in helping clients select the right Medicare plans that fit their individual healthcare needs. The company also provides general insurance services for the local community, addressing a range of personal coverage requirements. Guided by the complexities of federal health benefits, it supports residents through plan comparisons and enrollment processes. This becomes especially important during the annual Open Enrollment Period, when customers need clear guidance to update their coverage for the upcoming year.

AI
367 Main St
Affiliated Insurance Inc Co.
Medicare Insurance Agent · Crestview, FL

As the Annual Enrollment Period approaches each fall, residents of Crestview and surrounding communities seek clear guidance on their Medicare options. Affiliated Insurance Inc Co. provides personalized assistance right in the local service area, helping individuals compare Advantage plans, Part D drug coverage, and Medigap policies according to their unique health needs and budgets. By scheduling a straightforward initial consultation, each client can begin with a thorough review of their current coverage and healthcare requirements before exploring any new plan offerings.

BC
113 Beech Ave W
Blue Cross & Shield Co.
Medicare Insurance Agent · Crestview, FL

Blue Cross & Shield Co. provides guidance on Medicare coverage options for residents in the Crestview area. As a licensed Medicare insurance agent, the company helps clients compare plan choices, including Part D drug coverage and Medicare Advantage supplemental policies. Their work involves explaining enrollment periods and benefit details in personalized consultations. These services assist individuals navigating their healthcare decisions. The company supports various commercial sectors including professional offices, distribution warehouses, and food service establishments that need to advise employees about Medicare planning.

GR
921 W James Lee Blvd
Gatlin Renee
Medicare Insurance Agent · Crestview, FL
(239) 579-6446
JH
1455 S Ferdon Blvd a2
Jim Harris & Associates Inc
Medicare Insurance Agent · Crestview, FL
(850) 682-2353
NY
1093 N Pearl St
New York Life
Medicare Insurance Agent · Crestview, FL
(850) 682-2330
newyorklife.com

What Does a 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.

About medicare insurance agents in Crestview

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.

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.

Medicare Insurance Agents in Other Florida Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each medicare insurance agent's credentials and current standing with your state Department of Insurance.