ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency, broker, or licensed producer. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. Except where a listing is clearly marked Featured, no agent listed on this site has paid for their listing. Featured listings are paid advertisements. This is an advertisement.

Find Medicare Insurance Agents Near You in Ashland, KY

Browse medicare insurance agents serving Ashland, Kentucky. Updated 2026-07-14.

The top-rated medicare insurance agent in Ashland, Kentucky is Mary Boggs - State Farm Insurance Agent, rated 5.0 stars across 310 reviews. Other highly rated options include Jessica Haukedahl - State Farm Insurance Agent, Ian Phillips - State Farm Insurance Agent, Sharp Insurance & Financial Services. This directory lists 19 medicare insurance agents serving Ashland.

Showing 19 medicare insurance agents in Ashland, KYListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Mary Boggs - State Farm Insurance Agent1653 Greenup Ave(606) 744-1208
2Jessica Haukedahl - State Farm Insurance Agent2000 13th St(606) 325-8591
3Ian Phillips - State Farm Insurance Agent2101 Carter Ave(606) 324-4159
4Sharp Insurance & Financial Services612 Wheatley Rd(606) 324-0696
5Kentucky Farm Bureau Insurance9285 US-60(606) 928-9561
6Larra Ferguson: Allstate Insurance4332 13th St Unit 1(606) 325-7700
7Charles C Adams Insurance Inc221 20th St(606) 325-9709
8Greg Gibson Insurance12544 US-60(606) 585-0153
9Our Insurance2401 13th St(270) 671-9721
10Premium Ensure Insurance Co1716 Carter Ave(502) 236-2349
MB
1653 Greenup Ave
Mary Boggs - State Farm Insurance Agent
Medicare Insurance Agent · Ashland, KY

Mary Boggs - State Farm Insurance Agent serves the Ashland, KY area as a local medicare insurance agent. The company assists individuals with navigating their Medicare options and finding appropriate coverage solutions for their healthcare needs. They provide guidance on choosing between Original Medicare and Medicare Advantage plans, as well as Medicare Supplement Insurance policies designed to help cover out-of-pocket expenses typically found with Medicare Part A and Part B.

JH
2000 13th St
Jessica Haukedahl - State Farm Insurance Agent
Medicare Insurance Agent · Ashland, KY

Jessica Haukedahl - State Farm Insurance Agent provides Medicare insurance options and plan comparisons for local residents. The agency offers guidance on initial enrollment and annual plan changes, helping clients understand coverage choices and potential out-of-pocket costs. Year-round service is available for reviewing existing plans or adjusting coverage when personal circumstances change. The agency works with individuals living in single-family homes, apartments, and retirement communities throughout the Ashland area.

IP
2101 Carter Ave
Ian Phillips - State Farm Insurance Agent
Medicare Insurance Agent · Ashland, KY

Ian Phillips - State Farm Insurance Agent serves homeowners, businesses, and property managers seeking Medicare insurance coverage. The agency assists clients in Ashland with navigating Medicare plans, including supplemental policies and prescription drug coverage. It also provides guidance on enrolling during eligibility periods and coordinating benefits with other health plans. In addition to serving the Ashland area, the agent covers the neighboring communities of Russell and Flatwoods in the greater Greenup County region.

SI
612 Wheatley Rd
Sharp Insurance & Financial Services
Medicare Insurance Agent · Ashland, KY

Sharp Insurance & Financial Services serves Ashland, Kentucky, and the surrounding communities in the tri-state area. The company handles Medicare insurance options, including Supplements, Advantage plans, and Part D prescription drug coverage. Its agents help clients understand plan details and coordinate enrollment timelines. To handle a typical job, it first reviews an individual’s current coverage and health needs, then compares available local plans to recommend a suitable option.

KF
9285 US-60
Kentucky Farm Bureau Insurance
Medicare Insurance Agent · Ashland, KY

Kentucky Farm Bureau Insurance in Ashland, Kentucky, is known for helping individuals navigate the complexities of Medicare plan options. The agency provides personalized guidance on Medicare Advantage and Medigap policies, tailoring recommendations to each client’s health needs and budget. Agents take time to explain enrollment periods and coverage differences clearly. A specialty service this agency can add on is offering annual plan reviews to ensure clients adjust coverage as their medical expenses change.

LF
4332 13th St Unit 1
Larra Ferguson: Allstate Insurance
Medicare Insurance Agent · Ashland, KY

In the local insurance landscape, a client may choose a one-time plan review or opt for ongoing, scheduled policy support. A local Medicare insurance agent assists with coverage details, including Part A, Part B, and supplemental options. Larra Ferguson: Allstate Insurance serves the Ashland, KY area by discussing individual needs. Their service runs on an as-needed basis for annual enrollment or plan adjustments.

CC
221 20th St
Charles C Adams Insurance Inc
Medicare Insurance Agent · Ashland, KY

As Medicare’s Annual Enrollment Period approaches each fall, many residents in Ashland, KY, seek guidance on plan changes and coverage options. Charles C Adams Insurance Inc helps navigate these choices as a local Medicare insurance agent, offering clear explanations of Part D, supplements, and Advantage plans. They provide personalized appointments to review each client’s current prescriptions and preferred local providers. An initial face-to-face consultation or phone assessment is scheduled to compare available plans and confirm the client’s specific medical needs before any enrollment decision is made.

GG
12544 US-60
Greg Gibson Insurance
Medicare Insurance Agent · Ashland, KY

Greg Gibson Insurance specializes in Medicare insurance guidance for individuals in the Ashland, Kentucky area. The agency assists clients with plan options and enrollment details, helping to navigate the complex choices available. It provides straightforward support for understanding coverage and managing benefits. During the annual Open Enrollment Period, the agent helps review and adjust existing plans to better meet changing health needs or budget considerations.

OI
2401 13th St
Our Insurance
Medicare Insurance Agent · Ashland, KY

Our Insurance provides guidance through the complexities of Medicare insurance plans for residents in Ashland, Kentucky. The company specializes in helping clients select appropriate supplemental and prescription drug coverage to fit their individual health needs. This local agency assists seniors and other eligible individuals in understanding their options during annual enrollment periods. It can serve commercial sectors like local offices, retail warehouses, and food service businesses seeking employee or retiree benefit support.

PE
1716 Carter Ave
Premium Ensure Insurance Co
Medicare Insurance Agent · Ashland, KY

Premium Ensure Insurance Co serves the Ashland, Kentucky metro area as a Medicare Insurance Agent. The company assists clients in navigating Medicare plans to help meet their healthcare coverage needs. Counselors explain enrollment periods and compare options such as Original Medicare and Medicare Advantage. Support also includes guidance on Medicare Part D prescription drug plans and Medigap supplemental policies.

KF
2025 Carter Ave
Kentucky Farm Bureau Insurance
Medicare Insurance Agent · Ashland, KY
(606) 324-5932
kyfb.com/boyd/carter
OG
230 16th St
Olympia Guard Insurance Services
Medicare Insurance Agent · Ashland, KY
(270) 216-8495
JR
335 16th St
J Ryan Insurance Group
Medicare Insurance Agent · Ashland, KY
(606) 325-0607
jryangroup.com
KF
2025 Carter Ave
Ky Farm Bureau Insurance, Paul Daniels Agency
Medicare Insurance Agent · Ashland, KY
(606) 324-5932
kyfb.com/boyd/carter/paul-daniels
TA
5900 US-60 ste c
Transamerica Agency Network
Medicare Insurance Agent · Ashland, KY
(606) 585-0580
transamerica.com
RI
1909 Greenup Ave
Roark Insurance Group - Nationwide Insurance
Medicare Insurance Agent · Ashland, KY
(606) 325-6789
theroarkinsuranceagency.com
PI
1430 Winchester Ave
Prudential Insurance Co
Medicare Insurance Agent · Ashland, KY
(606) 324-7781
PI
1999 Winchester Ave
Peoples Insurance Agency - Ashland Office
Medicare Insurance Agent · Ashland, KY
(606) 329-2200
peoplesbancorp.com
NI
1205 Montgomery Ave Ste 3
Nationwide Insurance: James R Justice Ii & Associates Inc.
Medicare Insurance Agent · Ashland, KY
(606) 329-0826
agency.nationwide.com/ky/ashland/41101/james-r-justice-ii-&-associates-inc

What Does a 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.

About medicare insurance agents in Ashland

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.

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.

Medicare Insurance Agents in Other Kentucky 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.