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Compare Medicare Insurance Agents in Pewaukee, WI

Browse medicare insurance agents serving Pewaukee, Wisconsin. Contact information and addresses listed below.

13 agents listed
Updated May 2026
Pewaukee, 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 13 medicare insurance agents in Pewaukee, 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.
Brandi Wein - State Farm Insurance Agent
N27W23957 Paul Rd Ste 101, Pewaukee, WI 53072
(262) 544-1800 brandiwein.com
American Advantage Insurance - Lindow Agency
2311 Silvernail Rd, Pewaukee, WI 53072
(262) 398-9529 lindowinsurance.com
First Insurance Solutions
2835 N Grandview Blvd Suite 200, Pewaukee, WI 53072
(262) 521-0900 firstautohomelife.com
Security Insurance Agency, Inc.
131 E Wisconsin Ave #102, Pewaukee, WI 53072
(262) 691-4800 securityinsagency.com
Sage Insurance Group
N27 W23960 Paul Rd Suite 5, Pewaukee, WI 53072
(262) 737-5080 sageinsgroup.com
Wisdom Insurance Agency, Inc
2309 W Silvernail Rd, Pewaukee, WI 53072
(262) 408-5019 junkremovalinsurance.com
Quotes Insurance Agency
1850A Meadow Ln, Pewaukee, WI 53072
(715) 201-4447
Fast Insurance WI
617 Ryan St, Pewaukee, WI 53072
(715) 201-4206
Capital-Richter Insurance Services
1099 Quail Ct Ste 210, Pewaukee, WI 53072
(262) 691-4100 capitalinsurers.com
Cowles Insurance Services LLC
325 Forest Grove Dr Suite 100, Pewaukee, WI 53072
(262) 333-8119 cowleshealthplans.com
Midwest Select Insurance Group (MSIG)
N27W23953 Paul Rd Suite 200, Pewaukee, WI 53072
(715) 309-5495 ms-ig.com
Spectrum Insurance Group - Milwaukee
2114 Silvernail Rd, Pewaukee, WI 53072
(888) 368-8630 spectruminsgroup.com
American Advantage - IFS
353 Forest Grove Dr Suite 205, Pewaukee, WI 53072
(262) 696-5800 aaigifs.com

Medicare insurance agents in Pewaukee, Wisconsin help residents compare Part D, Medicare Advantage, and Medigap plans. Wisconsin state law requires agents to be licensed and follow specific marketing guidelines set by the Office of the Commissioner of Insurance. Local agents understand the health care providers and coverage options available in Waukesha County.

What Does a Medicare Insurance Agent in Pewaukee Cost?

Medicare insurance agent services in Wisconsin are usually free to you because the agent earns a commission from the insurance carrier. Commissions vary by plan type and company, typically ranging from 0 to 600 dollars per year for a new policy. Some agents may charge a consultation fee, but that is uncommon. 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

When can I enroll in Medicare in Pewaukee Wisconsin?
The Initial Enrollment Period starts three months before your 65th birthday and ends three months after. Wisconsin also has a Annual Enrollment Period from October 15 to December 7 each year. Special Enrollment Periods may apply if you lose other coverage.
Do Medicare agents in Wisconsin charge a fee?
Most Medicare insurance agents in Wisconsin are paid by the insurance companies they represent, not by you. They typically do not charge a direct fee for helping you enroll. Always confirm the payment arrangement before working with an agent.
What is the difference between Medicare Advantage and Medigap in Wisconsin?
Medicare Advantage plans replace Original Medicare and often include drug coverage. Medigap plans supplement Original Medicare and help pay for deductibles and coinsurance. Wisconsin has specific Medigap rules including guaranteed issue rights during certain times.