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 Madison, WI

Browse medicare insurance agents serving Madison, Wisconsin. Updated 2026-07-14.

The top-rated medicare insurance agent in Madison, Wisconsin is Alejandra Bustamante - State Farm Insurance Agent, rated 5.0 stars across 902 reviews. Other highly rated options include Cliff Insurance Agency, Inc, Dawn Goplin - State Farm Insurance Agent, Tyler Peterson - State Farm Insurance Agent. This directory lists 26 medicare insurance agents serving Madison.

Showing 26 medicare insurance agents in Madison, WIListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Alejandra Bustamante - State Farm Insurance Agent2929 Atwood Ave STE 100(608) 249-4718
2Cliff Insurance Agency, Inc2009 W Beltline Hwy Ste 100(608) 203-8585
3Dawn Goplin - State Farm Insurance Agent515 Junction Rd #2400(608) 662-9900
4Tyler Peterson - State Farm Insurance Agent801 Atlas Ave #105(608) 230-1230
5Winston Financial34 Schroeder Ct Ste 260(608) 358-3612
6Prairie Grove Insurance5231 Voges Rd(608) 839-0275
7Prairie Land Insurance Agency2045 Atwood Ave Suite 113A(608) 251-3009
8Scott Hinrichs at Comparion Insurance Agency555 Zor Shrine Pl #100(608) 535-3094
9Aria Benefits7818 Big Sky Dr UNIT 104(608) 561-1088
10McClone Insurance - Madison2601 W Beltline Hwy Suite 510(608) 238-2686
AB
2929 Atwood Ave STE 100
Alejandra Bustamante - State Farm Insurance Agent
Medicare Insurance Agent · Madison, WI

Alejandra Bustamante, a State Farm Insurance Agent in Madison, offers a range of Medicare insurance services including plan comparisons and enrollment assistance. Her office provides ongoing support to help clients review their coverage options during open enrollment periods and adjust plans as their healthcare needs change. The agency maintains regular contact with policyholders to inform them of any changes in benefits or costs. She serves single-family homes, apartments, retail establishments, and restaurants throughout the local area.

CI
2009 W Beltline Hwy Ste 100
Cliff Insurance Agency, Inc
Medicare Insurance Agent · Madison, WI

Cliff Insurance Agency, Inc serves the Madison, Wisconsin metro area as a local Medicare insurance agent. The agency helps clients navigate the complexities of Medicare coverage, including plan options and enrollment periods. Its representatives provide personalized guidance to help individuals find plans that suit their healthcare needs. The company assists with Medicare Advantage plans and also handles Prescription Drug Plan choices in the region.

DG
515 Junction Rd #2400
Dawn Goplin - State Farm Insurance Agent
Medicare Insurance Agent · Madison, WI

Homeowners, businesses, and property managers in Madison, Wisconsin seeking Medicare insurance guidance can work with Dawn Goplin - State Farm Insurance Agent. This agency provides assistance with understanding Medicare plans, including Medigap and Medicare Advantage options, to help individuals navigate their healthcare choices. The agent helps clients compare coverage for benefits and budgeting needs. Services also extend to residents in nearby Sun Prairie and other parts of the Dane County metro area.

TP
801 Atlas Ave #105
Tyler Peterson - State Farm Insurance Agent
Medicare Insurance Agent · Madison, WI

Tyler Peterson - State Farm Insurance Agent serves Madison, Wisconsin, and the surrounding Dane County communities. The agency handles Medicare insurance coverage, assisting clients with plan options and enrollment. A typical job begins with a thorough review of the individual's healthcare needs and budget. The agent then explains available Medicare plans and their benefits in clear terms. This process helps clients choose a suitable policy for their situation. The agency approaches each task by providing personalized, step-by-step guidance throughout the selection process to ensure clarity and confidence.

WF
34 Schroeder Ct Ste 260
Winston Financial
Medicare Insurance Agent · Madison, WI

In Madison, WI, Winston Financial guides clients through the difference between one-time plan reviews for annual enrollment and recurring service options for ongoing adjustments to their Medicare coverage. They help individuals evaluate Part A, Part B, and supplemental plans to match their healthcare needs. As a Medicare insurance agent, the company’s service runs on a scheduled and as-needed basis, available whenever clients require support for plan changes or questions.

PG
5231 Voges Rd
Prairie Grove Insurance
Medicare Insurance Agent · Madison, WI

Specializing in Medicare Advantage plans and Part D prescription drug coverage, Prairie Grove Insurance guides Madison residents through the annual open enrollment period and other qualifying life events. The agency provides personalized consultations to help clients compare options and understand plan nuances specific to Wisconsin’s healthcare landscape. It assists with navigating the Medicare program’s initial enrollment and ongoing plan changes. Each fall, it helps local seniors evaluate their current coverage to avoid costly gaps before the December 7th enrollment deadline.

PL
2045 Atwood Ave Suite 113A
Prairie Land Insurance Agency
Medicare Insurance Agent · Madison, WI

During the annual Medicare enrollment period, many Madison seniors find the options overwhelming. Prairie Land Insurance Agency, a local medicare insurance agent in Madison, WI, provides guidance to help people navigate plan choices and coverage changes. The agency focuses on clarifying whether a client needs a Medicare Advantage plan, a supplement, or Part D prescription drug coverage. Its process begins with a personal consultation to review each individual’s current healthcare needs and budget, which serves as an initial assessment step.

SH
555 Zor Shrine Pl #100
Scott Hinrichs at Comparion Insurance Agency
Medicare Insurance Agent · Madison, WI

Scott Hinrichs at Comparion Insurance Agency in Madison, WI, is known for guiding clients through Medicare plan selection. The agency offers a range of Medicare insurance options, helping individuals understand Parts A, B, C, and D coverage. Services include initial enrollment, annual review of existing plans, and addressing coverage gaps during open enrollment periods. The agency can add on a review of Medigap policies to supplement original Medicare coverage.

AB
7818 Big Sky Dr UNIT 104
Aria Benefits
Medicare Insurance Agent · Madison, WI

Aria Benefits provides residential Medicare insurance services to clients in Madison, Wisconsin. The agency also assists local small businesses with commercial coverage options available within the greater Madison area. An agent helps individuals understand plan variations and enrollment periods. After an initial consultation, the office schedules follow-up appointments to review any plan changes and to provide repeat service between regular annual visits.

MI
2601 W Beltline Hwy Suite 510
McClone Insurance - Madison
Medicare Insurance Agent · Madison, WI

McClone Insurance in Madison assists clients with selecting Medicare coverage, including Medicare Advantage, Medigap, and Part D prescription drug plans. As a dedicated Medicare insurance agent, the company helps individuals navigate enrollment periods and plan options. It provides personalized guidance to ensure coverage aligns with health needs and budgets. The agency serves local commercial sectors, including office environments, warehouse facilities, and food service operations, advising on appropriate supplemental insurance options.

IC
5325 Wall St Suite 2055
Informed Choice Insurance Agency
Medicare Insurance Agent · Madison, WI
(608) 819-6311
informedchoice.com
RM
1241 John Q Hammons Dr
Rural Mutual Insurance Company
Medicare Insurance Agent · Madison, WI
(608) 836-5525
ruralmutual.com
MI
828 John Nolen Dr
M3 Insurance
Medicare Insurance Agent · Madison, WI
(608) 273-0655
m3ins.com
KK
2921 Landmark Pl Suite 420
Kelly Krueger
Medicare Insurance Agent · Madison, WI
(608) 697-8282
MI
2921 Landmark Pl Suite 225
Mindful Insurance Agency
Medicare Insurance Agent · Madison, WI
(608) 338-6445
mindfulinsuranceagency.com
MO
2921 Landmark Pl Suite 420
Mary Olson
Medicare Insurance Agent · Madison, WI
(608) 819-3674
physiciansmutual.com/agents/Mary_Olson
BR
2921 Landmark Pl Suite 420
Brian Rehm
Medicare Insurance Agent · Madison, WI
(414) 842-4455
physiciansmutual.com/web/agent/brian_rehm
DB
2921 Landmark Pl Suite 420
Dave Bomkamp
Medicare Insurance Agent · Madison, WI
(608) 225-3631
physiciansmutual.com/agents/David_Bomkamp
FI
7818 Big Sky Dr UNIT 204
Frank Insurance Group
Medicare Insurance Agent · Madison, WI
(608) 841-1015
frankinsurancewi.com
TI
4100 E Washington Ave
Trusted insurance agency
Medicare Insurance Agent · Madison, WI
(262) 397-9242
rikkeeisenhardt481.wixsite.com/trusted-insurance-ag
BL
2424 Rimrock Rd Ste 220
Bankers Life
Medicare Insurance Agent · Madison, WI
(608) 246-3108
branches.bankerslife.com/wi/madison/2424-rimrock-rd
DH
1277 Deming Way
Dean Health Plan
Medicare Insurance Agent · Madison, WI
(800) 279-1302
deancare.com
RO
2921 Landmark Pl Suite 420
Ryan Olson
Medicare Insurance Agent · Madison, WI
(608) 690-6757
SG
2921 Landmark Pl Suite 420
Steve Gassman
Medicare Insurance Agent · Madison, WI
(608) 690-7744
physiciansmutual.com/web/agent/Steven_Gassman
SI
5725 Meadowood Dr
Senior Insurance Solutions
Medicare Insurance Agent · Madison, WI
(608) 576-5635
seniorinsurance.info
HF
2921 Landmark Pl Suite 420
Holly Frank
Medicare Insurance Agent · Madison, WI
(608) 819-3673
physiciansmutual.com/agents/Holly_Frank

What Does a a Medicare Insurance Agent in Madison Cost?

Medicare insurance agents in Wisconsin are typically paid by insurance companies, so their services are usually free to you. Plan costs vary widely: Part D premiums range from about $10 to $100 per month, and Medigap plans in Wisconsin average $100 to $300 per month depending on your age and plan type. Costs depend on your income, location, and health status. This is general information and not insurance advice.

About medicare insurance agents in Madison

Medicare insurance agents in Madison Wisconsin help residents compare Part D, Advantage, and Medigap plans. Wisconsin law allows a 12-month trial right for Medigap if you are under 65. Local agents understand the specific plan options available in Dane County.

Frequently Asked Questions

What does a Medicare insurance agent in Madison do?

A Medicare insurance agent in Madison helps you review and enroll in Medicare plans. They explain the differences between Original Medicare, Medicare Advantage, and Part D drug plans. Agents must be licensed in Wisconsin and follow state regulations.

When can I enroll in Medicare in Wisconsin?

Your Initial Enrollment Period starts three months before you turn 65 and ends three months after. Wisconsin also has a Special Enrollment Period for certain life events. Missing deadlines may lead to late enrollment penalties.

Are there Wisconsin-specific rules for Medigap plans?

Yes. Wisconsin has a unique Medigap open enrollment period that lasts six months from when you first enroll in Part B. During this time you cannot be denied coverage for pre-existing conditions. Wisconsin also offers a guaranteed issue right for certain situations.

Medicare Insurance Agents in Other Wisconsin 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.