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Find Medicare Insurance Agents Near You in Waukesha, WI

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

19 agents listed
Updated May 2026
Waukesha, WI
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 Wisconsin before hiring.
Showing 19 medicare insurance agents in Waukesha, WI Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Leticia Guzman American Family Insurance
744 N Grand Ave, Waukesha, WI 53186
(262) 542-9695 amfam.com
Saad Fleifel Independent Insurance Agency
N19W24400 Riverwood Dr Suite 350, Waukesha, WI 53188
(262) 333-5453 saadfleifelinsurance.com
Couri Insurance Agency
379 W Main St, Waukesha, WI 53186
(262) 548-8077 couri.com
R&R Insurance Services, Inc.
N14 W23900 Stone Ridge Dr, Waukesha, WI 53188
(262) 574-7000 myknowledgebroker.com
Jennifer Scheler Agency LLC American Family Insurance
1425 Summit Ave UNIT 203, Waukesha, WI 53188
(262) 542-6466 amfam.com
Goodness Insurance Agency, Inc.
2312 N Grandview Blvd #206, Waukesha, WI 53188
(262) 547-7965
Hasler Insurance Agency, Inc.
W304S3402 Brookhill Rd, Waukesha, WI 53189
(262) 549-0979 haslerinsurance.com
Dobrich Insurance Agency LLC
2444C N Grandview Blvd, Waukesha, WI 53188
(262) 777-1919 dobrichinsurance.com
Kave Family Insurance
N7W23765 Bluemound Rd, Waukesha, WI 53188
(262) 447-0231 kaveinsurance.com
The Horton Group, a Marsh & McLennan Agency LLC Company
N19W24101 Riverwood Dr Suite 300, Waukesha, WI 53188
(800) 383-8283 thehortongroup.com
Robertson Ryan Insurance
20975 Swenson Dr Ste 175, Waukesha, WI 53186
(414) 271-3575 robertsonryan.com
Farmers Insurance - Arthur Smith
N19w24400 Riverwood Dr Suite 350, Waukesha, WI 53188
(262) 782-8767 agents.farmers.com
EmpireWise Insurance LLC
324 W Main St, Waukesha, WI 53186
(262) 393-0082
Jim Burg Insurance Agency
444 W Sunset Dr, Waukesha, WI 53189
(262) 542-8484 jimburgins.com
Brett Spaulding - Mutual of Omaha
N16w23217 Stone Ridge Dr Suite 120, Waukesha, WI 53188
(262) 226-2760 agents.mutualofomaha.com
Cludy Family Insurance Agency, Inc.
2607 N Grandview Blvd Suite 160A, Waukesha, WI 53188
(262) 226-2103 cludyins.com
Nick Weber - Mutual of Omaha
N16w23217 Stone Ridge Dr Suite 120, Waukesha, WI 53188
(262) 408-2926 agents.mutualofomaha.com
Vital Insurance Services
217 Wisconsin Ave Unit 109, Waukesha, WI 53186
(414) 810-3010 vitalinsservices.com
Anthem
N17 W24340, N17W24340 Riverwood Dr, Waukesha, WI 53188
(855) 690-7800 anthem.com

What Does a Medicare Insurance Agent in Waukesha Cost?

Medicare insurance agent services in Wisconsin are typically free to you because agents earn commissions from insurance carriers. Plan premiums vary widely for example Medicare Advantage plans in Waukesha may have $0 monthly premiums while Medigap plans can range from $100 to $300 per month depending on your age and health. Wisconsin law does not cap agent commissions so costs are built into plan pricing. This is general information and 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 is the best time to enroll in Medicare in Waukesha?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. In Wisconsin you also have a six month Medigap open enrollment period that begins when you are 65 and enrolled in Part B. Missing these windows may limit your options.
Do Medicare agents in Waukesha charge fees for their services?
Most Medicare insurance agents in Wisconsin are paid by insurance companies not by you. They offer free consultations and plan comparisons. Always confirm that the agent is independent and can show plans from multiple carriers.