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Find Medicare Insurance Agents Near You in Wauwatosa, WI

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

The top-rated medicare insurance agent in Wauwatosa, Wisconsin is Steinfeld Ins. Agency, LLC dba Cream City Insurance, rated 4.9 stars across 176 reviews. Other highly rated options include Ron Grumley: Allstate Insurance, Spring Burgess-Ashley - State Farm Insurance Agent, Dan Schani Insurance Agency. This directory lists 15 medicare insurance agents serving Wauwatosa.

Showing 15 medicare insurance agents in Wauwatosa, WIListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Steinfeld Ins. Agency, LLC dba Cream City Insurance10125 W North Ave #2426(262) 649-2063
2Ron Grumley: Allstate Insurance8112 W Bluemound Rd Ste 104(414) 761-0996
3Spring Burgess-Ashley - State Farm Insurance Agent1233 N Mayfair Rd Ste 104(414) 263-1440
4Dan Schani Insurance Agency10425 W North Ave #226(414) 732-2542
5Page & Associates INC. American Family Insurance3902 N Mayfair Rd(414) 466-5433
6Augustine Agency LLC American Family Insurance11616 W North Ave D(414) 755-8890
7Devin Schuckert American Family Insurance7430 Harwood Ave #200(414) 944-7042
8Unisource Insurance Associates, LLC10425 W North Ave #226(414) 774-7040
9Tosa Insurance Agency, LLC7206 W North Ave(414) 454-8672
10Magnolia Insurance Group11220 W Burleigh St #100(262) 208-3108
SI
10125 W North Ave #2426
Steinfeld Ins. Agency, LLC dba Cream City Insurance
Medicare Insurance Agent · Wauwatosa, WI

Steinfeld Ins. Agency, LLC dba Cream City Insurance serves the Wauwatosa, Wisconsin, area as a Medicare insurance agency. The company assists clients with understanding their plan options during annual enrollment periods. Agents help evaluate coverage needs for medical and prescription drug plans. Part D stand-alone plans are one specific service the agency arranges for local beneficiaries. Medicare Advantage plan comparisons also fall under the services it handles in this region.

RG
8112 W Bluemound Rd Ste 104
Ron Grumley: Allstate Insurance
Medicare Insurance Agent · Wauwatosa, WI

Ron Grumley: Allstate Insurance provides Medicare insurance agent services in Wauwatosa, Wisconsin. The agency assists clients with understanding Medicare plan options and navigating enrollment periods. Ongoing support includes annual policy reviews to ensure coverage aligns with changing healthcare needs. The office serves individuals and families in the Wauwatosa area, helping them compare Medicare Advantage and Supplement plans. This agency services single-family homes, apartments, retail establishments, and restaurants in the local community.

SB
1233 N Mayfair Rd Ste 104
Spring Burgess-Ashley - State Farm Insurance Agent
Medicare Insurance Agent · Wauwatosa, WI

Serving homeowners and local residents in Wauwatosa, Wisconsin, Spring Burgess-Ashley - State Farm Insurance Agent assists clients with Medicare insurance plan selections. The agency helps individuals understand coverage options and enrollment periods to find suitable medical insurance solutions for their needs. Services include explaining plan benefits and comparing out-of-pocket costs to help customers make informed decisions. Navigating Medicare can be complex, and the agency provides clear guidance tailored to each client’s healthcare requirements. The agency also serves clients in the greater Milwaukee metro area, including the neighboring community of Brookfield.

DS
10425 W North Ave #226
Dan Schani Insurance Agency
Medicare Insurance Agent · Wauwatosa, WI

Based in Wauwatosa, Wisconsin, Dan Schani Insurance Agency serves clients throughout the greater Milwaukee area and surrounding communities. The agency focuses specifically on Medicare insurance, helping individuals understand their coverage options during initial enrollment and annual open enrollment periods. It assists with both Medicare Advantage plans and Medicare Supplement plans to match healthcare needs and budgets. To handle a typical job, the agency first reviews a client’s current health status and prescription drug usage before presenting plan comparisons from multiple carriers.

PA
3902 N Mayfair Rd
Page & Associates INC. American Family Insurance
Medicare Insurance Agent · Wauwatosa, WI

Page & Associates INC. American Family Insurance specializes in providing Medicare insurance guidance to individuals in Wauwatosa, WI. The agency helps clients navigate plan options and enrollment requirements throughout the year. It assists with understanding coverage differences and ensuring proper plan selection for healthcare needs. As the Annual Enrollment Period approaches each fall, the company helps residents review their current plans and make any necessary changes before the deadline.

AA
11616 W North Ave D
Augustine Agency LLC American Family Insurance
Medicare Insurance Agent · Wauwatosa, WI

For ongoing guidance, clients may choose an agent who helps adjust coverage annually during Medicare’s open enrollment, while those needing a one-time plan review may request a single consultation. Augustine Agency LLC American Family Insurance, located in Wauwatosa, WI, assists with comparing Medicare Advantage, supplement, and prescription drug plans. The agency explains how local medical networks and formularies affect coverage options. Service is available on an as-needed basis to address specific questions, review current choices, or enroll in a new plan.

DS
7430 Harwood Ave #200
Devin Schuckert American Family Insurance
Medicare Insurance Agent · Wauwatosa, WI

Devin Schuckert American Family Insurance provides Medicare insurance agent services for residential clients in Wauwatosa, Wisconsin. Commercial coverage options are also available for small business owners in the area. The firm helps individuals navigate Medicare plans and supplemental policies. Routine annual reviews are conducted to adjust coverage as client needs change. Follow-up service is offered between regular visits to address any billing questions or plan updates that arise throughout the year.

UI
10425 W North Ave #226
Unisource Insurance Associates, LLC
Medicare Insurance Agent · Wauwatosa, WI

Unisource Insurance Associates, LLC operates as a local insurance agency assisting clients with their Medicare coverage needs. The company focuses on helping individuals understand and select suitable Medicare plans, including the specialized Medicare Advantage and Medicare Supplement options available in the area. Their agents provide personalized guidance through the enrollment process and annual plan changes. This agency can serve a variety of commercial clients, including those managing professional offices, warehouse facilities, and food service operations, by offering group or individual Medicare-related solutions tailored to their workforce requirements.

TI
7206 W North Ave
Tosa Insurance Agency, LLC
Medicare Insurance Agent · Wauwatosa, WI

Tosa Insurance Agency, LLC, operates as a Medicare insurance agent in Wauwatosa, Wisconsin, helping clients navigate plan options. The company guides individuals through Medicare Advantage, supplement, and Part D drug plan selections. They assess personal healthcare needs to recommend appropriate coverage. As a localized agency, they understand the unique benefits and provider networks available in the Milwaukee area. In addition to initial enrollment, Tosa Insurance Agency can assist with annual plan review appointments to evaluate any necessary changes for the coming year.

MI
11220 W Burleigh St #100
Magnolia Insurance Group
Medicare Insurance Agent · Wauwatosa, WI
MC
10201 W Innovation Dr #100
My Choice Wisconsin
Medicare Insurance Agent · Wauwatosa, WI
(800) 963-0035
mychoicewi.org
BI
10721 W Capitol Dr Ste 221
Bell Insurance Agency LLC
Medicare Insurance Agent · Wauwatosa, WI
(414) 988-8111
linkedin.com/in/BellInsuranceAgencyLLC
LN
10425 W North Ave #226
Lori Nondahl Agency, LLC
Medicare Insurance Agent · Wauwatosa, WI
(262) 613-2257
unisourceinsurance.com
BI
10425 W North Ave #226
Bokern Insurance Services
Medicare Insurance Agent · Wauwatosa, WI
(414) 839-8619
bokerninsurance.com
SI
1200 N Mayfair Rd Suite 420
Sentry Insurance
Medicare Insurance Agent · Wauwatosa, WI
(262) 334-7438
sentry.com

What Does a a Medicare Insurance Agent in Wauwatosa Cost?

Medicare insurance agents in Wisconsin generally do not charge you a fee for their services. They receive commissions from insurance companies when you enroll in a plan. Plan costs vary widely: Medicare Advantage plans may have $0 monthly premiums, while Medigap plans in Wisconsin typically range from $100 to $300 per month depending on your age and health status. Part D drug plan premiums average around $30 to $80 per month. This is general information, not insurance advice.

About medicare insurance agents in Wauwatosa

Medicare insurance agents in Wauwatosa, Wisconsin help residents compare Medicare Advantage, Medigap, and Part D drug plans. Wisconsin law requires agents to be licensed by the Office of the Commissioner of Insurance. Local agents can explain how Wisconsin Medigap protections work, including guaranteed issue rights for those turning 65.

Frequently Asked Questions

What is the best time to enroll in Medicare in Wauwatosa?

Your Initial Enrollment Period starts three months before you turn 65 and ends three months after. Missing this window may lead to late enrollment penalties. Wisconsin also has a Medicare Supplement Open Enrollment period that lasts six months from when you first enroll in Part B.

Do Medicare agents in Wisconsin charge fees?

Most Medicare insurance agents in Wisconsin are paid by insurance carriers, not by you. They typically do not charge a direct fee for helping you compare plans or enroll. Always ask the agent about their compensation before working with them.

Can a Wauwatosa agent help with Wisconsin Medicaid and Medicare?

Yes, some agents are certified to help with both Medicare and Wisconsin Medicaid programs. They can explain how Medicaid works as secondary coverage. You must meet income and asset limits set by Wisconsin to qualify for Medicaid.

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.