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Find Medicare Insurance Agents Near You in Wilmington, MA

Browse medicare insurance agents serving Wilmington, Massachusetts. Updated 2026-07-14.

The top-rated medicare insurance agent in Wilmington, Massachusetts is Globe Life American Income Division: Serur Organization, rated 4.9 stars across 845 reviews. Other highly rated options include Marotta Insurance, Tom Connolly Insurance Inc, Wilmington Insurance Agency Inc. This directory lists 12 medicare insurance agents serving Wilmington.

Showing 12 medicare insurance agents in Wilmington, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Globe Life American Income Division: Serur Organization260 Fordham Rd Suite 900A(781) 202-6514
2Marotta Insurance21 Middlesex Ave unit 103(978) 658-7311
3Tom Connolly Insurance Inc669 Main St #9(978) 300-3002
4Wilmington Insurance Agency Inc5 Middlesex Ave #14(978) 658-3805
5Tom Connolly Insurance Agency668 Main St #9(978) 306-4996
6T L Southmayd Insurance668 Main St #9(978) 657-0263
7Horace Mann Insurance Co200 Jefferson Rd Suite 207(978) 203-0203
8Crown Insurance Inc668 Main St #7(781) 272-1221
9American Insurance404 Main St(978) 657-0209
10Wilmington Insurance Inc: Doherty JohnWilmington, MA 01887(978) 658-3805
GL
260 Fordham Rd Suite 900A
Globe Life American Income Division: Serur Organization
Medicare Insurance Agent · Wilmington, MA

Globe Life American Income Division: Serur Organization, located in Wilmington, Massachusetts, specializes in Medicare insurance coverage, including Medicare Supplement plans and Medicare Advantage options. It assists clients with navigating plan enrollment, understanding prescription drug coverage, and managing out-of-pocket costs. The agency provides personalized guidance to ensure seniors find suitable benefits for their healthcare needs. During the annual Open Enrollment Period, it helps evaluate plan changes and avoid late enrollment penalties that can affect coverage and budgets.

MI
21 Middlesex Ave unit 103
Marotta Insurance
Medicare Insurance Agent · Wilmington, MA

Marotta Insurance serves the Wilmington, Massachusetts area as a local Medicare insurance agent. The company assists clients in navigating their Medicare options, including plan comparisons and enrollment guidance. Its services focus on helping individuals understand the differences between Original Medicare and Medicare Advantage plans. The agent also manages enrollment for Part D prescription drug plans, ensuring each client’s specific healthcare needs are addressed through coordinated plan selection.

TC
669 Main St #9
Tom Connolly Insurance Inc
Medicare Insurance Agent · Wilmington, MA

Tom Connolly Insurance Inc provides Medicare insurance agent services for individuals in Wilmington, Massachusetts. It helps clients navigate Medicare plan options, including enrollment and annual review needs. The company offers ongoing support for policy updates and coverage questions throughout the year. Its service approach focuses on matching clients with suitable plans based on their healthcare requirements. Medicare beneficiaries, including those with Part A, Part B, and supplemental coverage needs, are assisted. The agent works with clients living in single-family homes, apartments, and assisted living facilities.

WI
5 Middlesex Ave #14
Wilmington Insurance Agency Inc
Medicare Insurance Agent · Wilmington, MA

Serving seniors and individuals approaching Medicare eligibility in the Wilmington area, Wilmington Insurance Agency Inc provides guidance on Medicare insurance plans. Its agents assist clients with understanding plan options for medical and prescription drug coverage, ensuring choices align with individual healthcare needs. The firm offers personalized consultations to navigate enrollment periods and compare plan benefits. Throughout the process, it aims to clarify complex policy details. Its services extend to individuals living in nearby communities such as Tewksbury or within the broader Middlesex County region.

TC
668 Main St #9
Tom Connolly Insurance Agency
Medicare Insurance Agent · Wilmington, MA

Serving Wilmington and the surrounding communities in Middlesex County, Tom Connolly Insurance Agency helps clients navigate their options for Medicare coverage. The agency works with individuals approaching eligibility and those already enrolled, handling both Medicare Advantage and Medicare Supplement plans. For each situation, the agent first reviews the client’s current healthcare needs and budget before comparing available plans from private insurers. A typical job begins with a free consultation, where the agent explains plan differences in clear terms and then assists with the enrollment process.

TL
668 Main St #9
T L Southmayd Insurance
Medicare Insurance Agent · Wilmington, MA

T L Southmayd Insurance serves individuals in Wilmington by distinguishing between the one-time enrollment options available during initial eligibility and the recurring annual review periods for existing plan holders. Coverage analysis focuses on matching a client’s specific medical needs with suitable Medicare Advantage, Medigap, or Part D prescription drug plans available in the area. Guidance is provided on how different plans handle out-of-pocket costs, provider networks, and prescription formularies. Client service runs entirely on a scheduled basis, arranged by appointment for initial consultations and subsequent annual check-ins.

HM
200 Jefferson Rd Suite 207
Horace Mann Insurance Co
Medicare Insurance Agent · Wilmington, MA

As open enrollment season approaches in the Wilmington area, many seniors seek clear guidance on their Medicare options. Horace Mann Insurance Co provides assistance with plan comparisons and coverage explanations tailored to individual healthcare needs. Their local agents help clients understand the changing Medicare landscape, from Part A and Part B to supplemental and prescription drug plans. The company focuses on helping beneficiaries navigate their choices with practical, straightforward advice. Each new client begins with a personal consultation to review their current coverage and identify any gaps in their plan.

CI
668 Main St #7
Crown Insurance Inc
Medicare Insurance Agent · Wilmington, MA

As a Medicare insurance agent, Crown Insurance Inc in Wilmington, MA offers assistance with selecting Medicare Advantage plans and Medicare Supplement policies. The firm guides individuals through the complexities of enrolling in Part D prescription drug coverage and comparing private plans for broader health care choices. Local clients receive help understanding plan benefits and coverage gaps. The agency addresses the specific needs of seniors during the Annual Enrollment Period, ensuring that plan changes are made before the December deadline.

AI
404 Main St
American Insurance
Medicare Insurance Agent · Wilmington, MA

For many Wilmington seniors approaching the initial enrollment period or reassessing their current coverage, navigating Medicare can feel complex. American Insurance serves the local community by helping residents evaluate Part D, Medigap, and Advantage plan options during open enrollment. The agent reviews individual healthcare needs, budget, and preferred providers to explain which available plans align best with each client’s situation. A thorough inspection of a client’s current coverage and upcoming medical needs is scheduled as the first step to determine suitable choices.

WI
Wilmington, MA 01887
Wilmington Insurance Inc: Doherty John
Medicare Insurance Agent · Wilmington, MA

Wilmington Insurance Inc, operated by Doherty John, offers Medicare Supplement and Advantage plan guidance, assisting seniors in Wilmington, Massachusetts, with coverage selections. It works directly with clients to compare options and navigate enrollment procedures, ensuring individuals understand their benefits. The agent addresses common seasonal needs, such as the Annual Enrollment Period, helping clients adjust their plans to avoid unexpected out-of-pocket expenses.

CI
10 Fiorenza Dr
Church Insurance Same-Day
Medicare Insurance Agent · Wilmington, MA
(978) 697-4180
NI
32 West St
Network Insurance Brokerage
Medicare Insurance Agent · Wilmington, MA
(978) 658-5950

What Does a a Medicare Insurance Agent in Wilmington Cost?

Medicare insurance agents in Massachusetts do not charge clients directly. Their compensation comes from the insurance carriers. Plan costs vary widely for example Medicare Advantage plans may have $0 monthly premiums while Medigap plans can range from $100 to $300 per month depending on age and health status. This is general information and not insurance advice.

About medicare insurance agents in Wilmington

Wilmington residents can work with a licensed Medicare insurance agent to review plan options and navigate enrollment. Massachusetts has its own Medigap rules including guaranteed issue rights for those under 65. An agent familiar with the state can help you compare Medicare Advantage and Supplement plans available in Middlesex County.

Frequently Asked Questions

When can I enroll in Medicare in Wilmington Massachusetts?

Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. Massachusetts also has a special enrollment period for those who lose employer coverage.

What types of Medicare plans are available in Wilmington?

Wilmington residents can choose Original Medicare with a Medigap supplement plan or a Medicare Advantage plan. Massachusetts requires that Medigap plans be guaranteed issue during the first six months of Part B enrollment.

Do I need a Medicare insurance agent in Massachusetts?

An agent can help you compare plan costs and coverage without charging you a fee. In Massachusetts agents are paid by insurance companies so their services are free to you.

Medicare Insurance Agents in Other Massachusetts 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.