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.
HomeMedicare Insurance AgentsWisconsin › Cottage Grove

Find Medicare Insurance Agents Near You in Cottage Grove, WI

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

The top-rated medicare insurance agent in Cottage Grove, Wisconsin is Alejandra Bustamante - State Farm Insurance Agent, rated 4.9 stars across 288 reviews. Other highly rated options include Vetter Agency LLC American Family Insurance, Bret Sullivan - COUNTRY Financial Representative, Greater Insurance Service. This directory lists 10 medicare insurance agents serving Cottage Grove.

Showing 10 medicare insurance agents in Cottage Grove, 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 Agent316 W Cottage Grove Rd Unit C(608) 839-0735
2Vetter Agency LLC American Family Insurance214 W Cottage Grove Rd(608) 839-5050
3Bret Sullivan - COUNTRY Financial Representative585 N Main St(608) 277-5517
4Greater Insurance Service119 S Main St(608) 221-3996
5Jason Simac CFP® - Financial Advisor585 N Main St(608) 223-0358
6Wilson Independence Insurance Agency213 W Cottage Grove Rd UNIT 5(608) 839-0097
7Scott Feit Insurance431 W Cottage Grove Rd(608) 516-3938
8Brad Maeder Insurance4583 Conestoga Trail(608) 206-2857
9Glen Oaks Insurance Group1609 Landmark Dr(608) 478-3648
10Farmers Insurance - Christopher Chandler536 Southing Grange c2(608) 839-0106
AB
316 W Cottage Grove Rd Unit C
Alejandra Bustamante - State Farm Insurance Agent
Medicare Insurance Agent · Cottage Grove, WI

Serving Cottage Grove and surrounding communities in Wisconsin, Alejandra Bustamante - State Farm Insurance Agent handles Medicare insurance needs for local beneficiaries. The agency assists clients with navigating plan options, including coverage details and enrollment periods. It works to explain complex policy terms clearly, helping individuals match benefits with their healthcare requirements. A typical job is approached by reviewing a client’s specific medical needs and budget, then comparing available Medicare plans to recommend a suitable fit.

VA
214 W Cottage Grove Rd
Vetter Agency LLC American Family Insurance
Medicare Insurance Agent · Cottage Grove, WI

Vetter Agency LLC American Family Insurance serves Dane County and the surrounding area from Cottage Grove, Wisconsin, as a Medicare insurance agent. The company helps individuals navigate their healthcare options during enrollment periods and throughout the year. Tailored plan comparisons and annual policy reviews are provided to ensure coverage remains appropriate. Specific services include assisting with Medicare Supplement plans and Medicare Advantage plan selections for local residents.

BS
585 N Main St
Bret Sullivan - COUNTRY Financial Representative
Medicare Insurance Agent · Cottage Grove, WI

Bret Sullivan, serving as a COUNTRY Financial representative in Cottage Grove, Wisconsin, assists clients with navigating Medicare insurance options, including plan comparisons and enrollment support. He provides guidance on coverage modifications during annual enrollment periods and ongoing plan adjustments. The services address individual policy management and coordinate with existing healthcare needs. This support is available for clients in single-family homes, apartments, retail locations, and restaurants.

GI
119 S Main St
Greater Insurance Service
Medicare Insurance Agent · Cottage Grove, WI

A Medicare Insurance Agent in Cottage Grove, Wisconsin, provides one-time consultations for plan comparisons or recurring annual reviews for coverage adjustments. This work simplifies Original Medicare, Medicare Advantage, and Part D drug plans available in the region. Greater Insurance Service addresses unique health needs and local provider networks for each client. Service commonly runs on a one-time, scheduled, or as-needed basis, with flexible appointment options offered throughout the year.

JS
585 N Main St
Jason Simac CFP® - Financial Advisor
Medicare Insurance Agent · Cottage Grove, WI

Medicare-eligible individuals in Cottage Grove, WI, and the surrounding area seek guidance from Jason Simac CFP® - Financial Advisor for their health coverage needs. This medicare insurance agent helps clients navigate plan options, including Medigap and Part D drug plans, to find coverage that fits their budget and healthcare requirements. Enrollment periods and plan changes are explained clearly to ensure informed decisions. The agent also provides ongoing support for policy adjustments as needs evolve. Services extend to clients in Sun Prairie and the eastern Dane County communities as well.

WI
213 W Cottage Grove Rd UNIT 5
Wilson Independence Insurance Agency
Medicare Insurance Agent · Cottage Grove, WI

Many Medicare plans can be chosen once during the initial enrollment period or as recurring annual options during the open enrollment season, influencing the coverage a policyholder holds. Medicare insurance agents in Cottage Grove, WI assist clients in understanding these different plan choices and their associated coverage. Wilson Independence Insurance Agency provides professional guidance in navigating this process, helping individuals select plans that match their needs. Service is available on a one-time, scheduled, or as-needed basis depending on client preference.

SF
431 W Cottage Grove Rd
Scott Feit Insurance
Medicare Insurance Agent · Cottage Grove, WI

Scott Feit Insurance serves clients in Cottage Grove, Wisconsin, and the surrounding communities in Dane County. It handles a full range of Medicare insurance options, including Medicare Supplement plans, Medicare Advantage plans, and Part D prescription drug coverage. The agency also assists with annual enrollment periods and initial sign-ups for those new to Medicare. For each client, the general approach involves first reviewing their current coverage needs, then comparing available plans to present clear options that fit their personal situation.

BM
4583 Conestoga Trail
Brad Maeder Insurance
Medicare Insurance Agent · Cottage Grove, WI

Brad Maeder Insurance provides guidance on Medicare Advantage plans, Medicare Supplement policies, and Part D prescription drug coverage for residents of Cottage Grove, Wisconsin. It helps individuals understand enrollment timelines, compare available plan options that fit their healthcare needs, and navigate the application process with clarity. The agency also supports clients during the annual Open Enrollment Period, ensuring they can adjust their coverage before the year ends. Additionally, it assists seniors new to Medicare who are approaching their Initial Enrollment Period and need to avoid late enrollment penalties.

GO
1609 Landmark Dr
Glen Oaks Insurance Group
Medicare Insurance Agent · Cottage Grove, WI

For residents of Cottage Grove navigating the annual Medicare enrollment period, Glen Oaks Insurance Group provides impartial guidance on available plans. As a local medicare insurance agent, the company helps seniors assess their coverage options through straightforward, personalized consultations. They focus on explaining the differences between Medigap and Medicare Advantage plans so clients can make informed decisions. The first step is a free, in-person inspection of an individual’s current coverage and specific healthcare needs.

FI
536 Southing Grange c2
Farmers Insurance - Christopher Chandler
Medicare Insurance Agent · Cottage Grove, WI

Farmers Insurance - Christopher Chandler provides general Medicare insurance guidance for individuals in Cottage Grove, Wisconsin, with offerings including supplemental and prescription drug coverage plans. The agency helps clients understand annual enrollment periods and plan comparisons to match personal healthcare needs. Chris and his team serve residential customers looking for reliable options to complement their existing benefits. Their commercial sectors include offices, warehouses, and food service.

What Does a a Medicare Insurance Agent in Cottage Grove Cost?

Medicare insurance agents in Wisconsin generally do not charge you directly; they receive commissions from the insurance carriers. Those commissions are built into the plan premiums and vary by plan and carrier. For example, a Medicare Advantage plan may have a $0 monthly premium, while a Medigap plan in Wisconsin can cost between $100 and $300 per month depending on your age and health status. This is general information and not insurance advice.

About medicare insurance agents in Cottage Grove

Medicare insurance agents in Cottage Grove, Wisconsin help residents compare plan options and enroll in Medicare Part A, Part B, Part D, and Medicare Advantage plans. Wisconsin law requires agents to be licensed by the Office of the Commissioner of Insurance and to follow specific marketing guidelines under Wisconsin Statute Chapter 628. Local agents understand the network availability of SSM Health and UW Health systems in Dane County.

Frequently Asked Questions

What does a Medicare insurance agent in Cottage Grove do?

A Medicare insurance agent helps you review your coverage needs, compare Medicare Advantage and Part D plans available in Dane County, and complete enrollment. They are licensed and can explain how plans coordinate with Original Medicare.

When can I enroll in Medicare in Cottage Grove Wisconsin?

You can enroll during your Initial Enrollment Period around your 65th birthday, the Annual Enrollment Period from October 15 to December 7, or a Special Enrollment Period if you qualify. Wisconsin does not have a separate state enrollment window.

Are Medicare insurance agent services free in Wisconsin?

Most agents are paid by insurance companies through commissions, so their help is typically free to you. Wisconsin law requires agents to disclose their compensation if you ask. Always confirm there is no fee before working with an agent.

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.