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Compare Medicare Insurance Agents in Ashland, KY

Looking for a medicare insurance agent in Ashland? Review the directory below to compare your options.

19 agents listed
Updated May 2026
Ashland, KY
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 Kentucky before hiring.
Showing 19 medicare insurance agents in Ashland, KY Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Mary Boggs - State Farm Insurance Agent
1653 Greenup Ave, Ashland, KY 41101
(606) 744-1208 teamboggs.com
Jessica Haukedahl - State Farm Insurance Agent
2000 13th St, Ashland, KY 41101
(606) 325-8591 jhauk.com
Kentucky Farm Bureau Insurance
9285 US-60, Ashland, KY 41102
(606) 928-9561 kyfb.com
Kentucky Farm Bureau Insurance
2025 Carter Ave, Ashland, KY 41101
(606) 324-5932 kyfb.com
Ian Phillips - State Farm Insurance Agent
2101 Carter Ave, Ashland, KY 41101
(606) 324-4159 ianphillipsinsurance.com
Sharp Insurance & Financial Services
612 Wheatley Rd, Ashland, KY 41101
(606) 324-0696 sharpifs.com
Larra Ferguson: Allstate Insurance
4332 13th St Unit 1, Ashland, KY 41102
(606) 325-7700 agents.allstate.com
Greg Gibson Insurance
12544 US-60, Ashland, KY 41102
(606) 585-0153 greggibsoninsurance.com
Charles C Adams Insurance Inc
221 20th St, Ashland, KY 41101
(606) 325-9709 charlesadamsins.com
Our Insurance
2401 13th St, Ashland, KY 41102
(270) 671-9721 aubreylefever04958.wixsite.com
Premium Ensure Insurance Co
1716 Carter Ave, Ashland, KY 41101
(502) 236-2349 progressiveagent.com
J Ryan Insurance Group
335 16th St, Ashland, KY 41101
(606) 325-0607 jryangroup.com
Transamerica Agency Network
5900 US-60 ste c, Ashland, KY 41102
(606) 585-0580 transamerica.com
Olympia Guard Insurance Services
230 16th St, Ashland, KY 41101
(270) 216-8495
Ky Farm Bureau Insurance, Paul Daniels Agency
2025 Carter Ave, Ashland, KY 41101
(606) 324-5932 kyfb.com
Roark Insurance Group - Nationwide Insurance
1909 Greenup Ave, Ashland, KY 41101
(606) 325-6789 theroarkinsuranceagency.com
Prudential Insurance Co
1430 Winchester Ave, Ashland, KY 41101
(606) 324-7781
Peoples Insurance Agency - Ashland Office
1999 Winchester Ave, Ashland, KY 41101
(606) 329-2200 peoplesbancorp.com
Nationwide Insurance: James R Justice Ii & Associates Inc.
1205 Montgomery Ave Ste 3, Ashland, KY 41101
(606) 329-0826 agency.nationwide.com

Medicare insurance agents in Ashland, Kentucky help residents compare Part D, Advantage, and Medigap plans. Kentucky law requires agents to be licensed by the Kentucky Department of Insurance. Local agents understand the specific network options available at King's Daughters Medical Center and other regional providers.

What Does a Medicare Insurance Agent in Ashland Cost?

Medicare insurance agents in Kentucky generally do not charge you a fee for their services. Plan costs vary widely: Medicare Advantage plans may have $0 monthly premiums, while Medigap plans can range from $100 to $400 per month depending on age and coverage level. Part D prescription drug plans average around $30 to $80 per month in Kentucky. 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

When can I enroll in Medicare in Ashland Kentucky?
Your Initial Enrollment Period starts three months before your 65th birthday month and ends three months after. Kentucky also follows the standard Annual Enrollment Period from October 15 to December 7 each year.
What is the difference between Medicare Advantage and Medigap in Kentucky?
Medicare Advantage plans replace Original Medicare and often include drug coverage. Medigap plans supplement Original Medicare by paying some out-of-pocket costs. Kentucky allows Medigap plans to be guaranteed issue during your Medigap Open Enrollment Period.
Do Medicare agents in Ashland charge fees for their help?
Most Medicare insurance agents in Kentucky are paid by insurance companies, not by you. They typically do not charge direct fees for helping you compare and enroll in plans. Always ask about compensation before working with an agent.