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Find Medicare Insurance Agents Near You in Waukesha, WI

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

The top-rated medicare insurance agent in Waukesha, Wisconsin is Leticia Guzman American Family Insurance, rated 5.0 stars across 455 reviews. Other highly rated options include Saad Fleifel Independent Insurance Agency, R&R Insurance Services, Inc., Couri Insurance Agency. This directory lists 19 medicare insurance agents serving Waukesha.

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

Comparison

Top 10 listings
#NameAddressPhone
1Leticia Guzman American Family Insurance744 N Grand Ave(262) 542-9695
2Saad Fleifel Independent Insurance AgencyN19W24400 Riverwood Dr Suite 350(262) 333-5453
3R&R Insurance Services, Inc.N14 W23900 Stone Ridge Dr(262) 574-7000
4Couri Insurance Agency379 W Main St(262) 548-8077
5Jennifer Scheler Agency LLC American Family Insurance1425 Summit Ave UNIT 203(262) 542-6466
6Goodness Insurance Agency, Inc.2312 N Grandview Blvd #206(262) 547-7965
7Dobrich Insurance Agency LLC2444C N Grandview Blvd(262) 777-1919
8Hasler Insurance Agency, Inc.W304S3402 Brookhill Rd(262) 549-0979
9Kave Family InsuranceN7W23765 Bluemound Rd(262) 447-0231
10The Horton Group, a Marsh & McLennan Agency LLC CompanyN19W24101 Riverwood Dr Suite 300(800) 383-8283
LG
744 N Grand Ave
Leticia Guzman American Family Insurance
Medicare Insurance Agent · Waukesha, WI

Leticia Guzman American Family Insurance serves the Waukesha, Wisconsin area as a medicare insurance agent. The company helps local seniors navigate their healthcare coverage options by explaining the differences between Original Medicare and Medicare Advantage plans. It also assists clients in evaluating prescription drug plans through Part D to ensure necessary medications are covered. Policyholders can work with this agency to review plan changes during the annual enrollment period and to coordinate supplemental coverage that addresses out-of-pocket costs.

SF
N19W24400 Riverwood Dr Suite 350
Saad Fleifel Independent Insurance Agency
Medicare Insurance Agent · Waukesha, WI

Saad Fleifel Independent Insurance Agency serves clients in Waukesha, Wisconsin, providing guidance on Medicare plans, including policy comparisons and enrollment assistance. Its ongoing services include annual plan reviews to adjust coverage for changing health needs and updates to Medicare regulations. The agency helps individuals understand plan options such as Medicare Advantage, Supplement, and Part D drug coverage. It offers support for both new Medicare enrollees and those seeking to modify existing coverage. The agency services single-family homes, apartments, retail establishments, and restaurants.

RI
N14 W23900 Stone Ridge Dr
R&R Insurance Services, Inc.
Medicare Insurance Agent · Waukesha, WI

R&R Insurance Services, Inc. serves Waukesha, Wisconsin, and the surrounding communities in Waukesha County. It handles Medicare insurance plans, including Medicare Supplement, Medicare Advantage, and Part D prescription drug coverage. As an independent agency, it compares multiple carriers to help clients find suitable coverage for their healthcare needs and budget. To handle a typical job, the agency begins by reviewing a client’s current coverage and medical history, then explains plan options in a clear, straightforward manner.

CI
379 W Main St
Couri Insurance Agency
Medicare Insurance Agent · Waukesha, WI

Medicare beneficiaries in Waukesha, Wisconsin turn to Couri Insurance Agency for guidance on their healthcare coverage options. The agency helps clients navigate Medicare plans, explaining the differences between Original Medicare, Medicare Advantage, and prescription drug coverage to ensure informed decisions. It assists with annual enrollment periods and plan comparisons tailored to individual health needs and budgets. Couri Insurance Agency also serves residents of the greater Waukesha metro area, including nearby communities like Brookfield.

JS
1425 Summit Ave UNIT 203
Jennifer Scheler Agency LLC American Family Insurance
Medicare Insurance Agent · Waukesha, WI

Jennifer Scheler Agency LLC American Family Insurance in Waukesha, WI, assists local residents by clarifying the distinction between one-time enrollment periods and ongoing plan changes, ensuring clients understand how their coverage needs may evolve. The agency provides guidance on Medicare options, helping individuals select appropriate plans that align with their healthcare requirements. Service is available on an as-needed basis, allowing clients to schedule appointments whenever they require assistance with their insurance.

GI
2312 N Grandview Blvd #206
Goodness Insurance Agency, Inc.
Medicare Insurance Agent · Waukesha, WI

Goodness Insurance Agency, Inc. in Waukesha, WI offers Medicare supplement and Advantage plan guidance, assisting clients with comparing coverage options. It provides general insurance agent services, helping individuals review their existing policies and enrollment eligibility. The agency addresses common situations such as the Annual Enrollment Period, when beneficiaries can adjust their plans, and helps with navigating the initial enrollment window for those newly eligible for Medicare.

DI
2444C N Grandview Blvd
Dobrich Insurance Agency LLC
Medicare Insurance Agent · Waukesha, WI

Dobrich Insurance Agency LLC assists individuals in navigating Medicare plans, offering guidance on enrollment periods, coverage options, and supplemental policies. As a Medicare insurance agent in Waukesha, WI, the agency focuses on explaining the differences between Part A, Part B, and Part D benefits. Clients receive support in comparing prescription drug plans and Medicare Advantage choices. The agency can serve commercial clients operating out of professional offices, warehouses, and food service establishments.

HI
W304S3402 Brookhill Rd
Hasler Insurance Agency, Inc.
Medicare Insurance Agent · Waukesha, WI

During the Medicare Annual Enrollment Period, residents of Waukesha and the surrounding area often seek clarity on their coverage options. Hasler Insurance Agency, Inc. focuses exclusively on Medicare insurance, helping individuals compare Part D drug plans and Medicare Advantage alternatives. The agency explains how local network changes or premium adjustments might affect existing policies. Their process begins with a no-cost initial assessment, during which a licensed agent reviews the client’s current medications and preferred providers to identify suitable plans.

KF
N7W23765 Bluemound Rd
Kave Family Insurance
Medicare Insurance Agent · Waukesha, WI

Serving residents and commercial clients in Waukesha, Wisconsin, Kave Family Insurance works as a local medicare insurance agent helping individuals navigate plan options. The agency assists with enrollment and annual changes to coverage. Service focuses on matching client needs with available medicare plans in the area. They support customers throughout the year, offering follow-up assistance between regular open enrollment periods to adjust coverage when personal circumstances change.

HG
N19W24101 Riverwood Dr Suite 300
The Horton Group, a Marsh & McLennan Agency LLC Company
Medicare Insurance Agent · Waukesha, WI

The Horton Group, a Marsh & McLennan Agency LLC Company, is known for guiding individuals in Waukesha, Wisconsin through Medicare enrollment and coverage decisions. The agency assists with plan comparisons for medical and prescription drug needs, helping clients align benefits with their healthcare requirements. This includes clarifying options for original Medicare, Medicare Advantage, and Supplement plans. Supplemental consultations for dental, vision, and hearing coverage can be provided as an added specialty service.

RR
20975 Swenson Dr Ste 175
Robertson Ryan Insurance
Medicare Insurance Agent · Waukesha, WI
(414) 271-3575
robertsonryan.com
FI
N19w24400 Riverwood Dr Suite 350
Farmers Insurance - Arthur Smith
Medicare Insurance Agent · Waukesha, WI
(262) 782-8767
agents.farmers.com/wi/waukesha/arthur-smith
EI
324 W Main St
EmpireWise Insurance LLC
Medicare Insurance Agent · Waukesha, WI
(262) 393-0082
JB
444 W Sunset Dr
Jim Burg Insurance Agency
Medicare Insurance Agent · Waukesha, WI
(262) 542-8484
jimburgins.com
BS
N16w23217 Stone Ridge Dr Suite 120
Brett Spaulding - Mutual of Omaha
Medicare Insurance Agent · Waukesha, WI
(262) 226-2760
agents.mutualofomaha.com/agents/wi/waukesha/brett-spaulding
CF
2607 N Grandview Blvd Suite 160A
Cludy Family Insurance Agency, Inc.
Medicare Insurance Agent · Waukesha, WI
(262) 226-2103
cludyins.com
NW
N16w23217 Stone Ridge Dr Suite 120
Nick Weber - Mutual of Omaha
Medicare Insurance Agent · Waukesha, WI
(262) 408-2926
agents.mutualofomaha.com/agents/wi/waukesha/nick-weber
VI
217 Wisconsin Ave Unit 109
Vital Insurance Services
Medicare Insurance Agent · Waukesha, WI
(414) 810-3010
vitalinsservices.com
AN
N17 W24340, N17W24340 Riverwood Dr
Anthem
Medicare Insurance Agent · Waukesha, WI
(855) 690-7800
anthem.com

What Does a 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.

About medicare insurance agents in Waukesha

Medicare insurance agents in Waukesha Wisconsin help residents navigate Original Medicare Medicare Advantage and Part D drug plans. Wisconsin law requires all agents to be licensed by the state and to follow strict marketing guidelines under Wisconsin Statute Chapter 628. These agents provide free plan comparisons and can explain how Wisconsin-specific programs like SeniorCare or Medigap protections apply to you.

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.

Can a Medicare agent help me switch plans in Waukesha?

Yes. The Annual Enrollment Period runs from October 15 to December 7 each year. Wisconsin also has a Medicare Advantage Open Enrollment Period from January 1 to March 31. An agent can help you compare plans and submit a change during these windows.

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.