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Find Medicare Insurance Agents Near You in Woburn, MA

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

The top-rated medicare insurance agent in Woburn, Massachusetts is Express Insurance Agency, rated 4.9 stars across 165 reviews. Other highly rated options include Bonacorso Insurance Agency, Inc., Lennon Insurance Agency, Inc., Cabot Risk Strategies, LLC. This directory lists 19 medicare insurance agents serving Woburn.

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

Comparison

Top 10 listings
#NameAddressPhone
1Express Insurance Agency100 Tradecenter Dr Suite G-700(617) 397-7377
2Bonacorso Insurance Agency, Inc.10 Cedar St STE 32(781) 937-3200
3Lennon Insurance Agency, Inc.629 Main St(781) 937-0050
4Cabot Risk Strategies, LLC15 Cabot Rd(800) 222-5963
5Progressive Insurance - Claims Office300 Unicorn Park Dr Ste 400(800) 776-4737
6Salem Five Insurance Services, LLC445 Main St #1(781) 933-3100
7Saledas Insurance Solutions - Lou Saledas, Medicare Advisor400 Tradecenter Dr Ste 5900(781) 820-6010
8Contributory Insurance Agency3 B Gill St(339) 203-9925
9Contributory Insurance Group600 W Cummings Park(339) 205-3990
10SBLI - Massachusetts1 Linscott Rd(800) 694-7254
EI
100 Tradecenter Dr Suite G-700
Express Insurance Agency
Medicare Insurance Agent · Woburn, MA

Express Insurance Agency serves the Woburn, Massachusetts, area as a local medicare insurance agent. The agency helps clients understand their options under the federal Medicare program. They assist with comparing coverage plans available to seniors in Middlesex County. Their work includes guiding individuals through initial enrollment periods and annual plan changes. The agency handles both Medicare Advantage plans and standalone Medicare Part D prescription drug coverage for local residents.

BI
10 Cedar St STE 32
Bonacorso Insurance Agency, Inc.
Medicare Insurance Agent · Woburn, MA

Bonacorso Insurance Agency, Inc. in Woburn, MA helps clients understand the difference between enrolling in a single Medicare plan and managing a recurring portfolio of coverage options each year. The agency guides individuals through plan comparisons and annual enrollment periods for prescription drug, supplemental, and Advantage plans tailored to local provider networks. Service runs on a scheduled or as-needed basis according to each client's enrollment calendar and coverage needs.

LI
629 Main St
Lennon Insurance Agency, Inc.
Medicare Insurance Agent · Woburn, MA

Lennon Insurance Agency, Inc. in Woburn, MA specializes in Medicare Advantage plans and Medicare Supplement policies to fill gaps in Original Medicare. It also provides guidance on Part D prescription drug coverage for local residents. The agency works with individuals navigating the complexities of Medicare, helping them compare plan options and understand enrollment rules. This assistance is especially valuable during the annual fall open enrollment period, when seniors can adjust their benefits for the upcoming year to better manage rising healthcare expenses.

CR
15 Cabot Rd
Cabot Risk Strategies, LLC
Medicare Insurance Agent · Woburn, MA

Serving Woburn and the surrounding communities across Middlesex County, Cabot Risk Strategies, LLC handles Medicare insurance enrollment, plan comparisons, and annual updates. It helps clients navigate coverage options, including prescription drug plans and supplemental policies, with a focus on explaining benefits clearly. For a typical job, the agent reviews each individual’s current health needs and budget, then compares available plans from multiple carriers to recommend a suitable fit.

PI
300 Unicorn Park Dr Ste 400
Progressive Insurance - Claims Office
Medicare Insurance Agent · Woburn, MA

Progressive Insurance - Claims Office in Woburn, MA, provides Medicare insurance agent services that include helping clients navigate plan options and enroll in coverage. It assists with annual maintenance through plan reviews and updates to ensure benefits align with changing health needs. The agency supports residents by clarifying policy details and addressing questions about eligibility. Its services cater to a variety of properties it covers, including single-family homes, apartments, retail establishments, and restaurants.

SF
445 Main St #1
Salem Five Insurance Services, LLC
Medicare Insurance Agent · Woburn, MA

Salem Five Insurance Services, LLC in Woburn, Massachusetts, is known for helping clients navigate Medicare plan options with clarity. The agency provides personalized guidance on Medicare Advantage, Prescription Drug, and Medigap policies tailored to individual health needs and budgets. Serving the local community, it focuses on annual enrollment counseling and plan comparisons to ensure appropriate coverage. An add-on specialty is offering one-on-one reviews of existing plans to identify potential savings or benefits changes.

SI
400 Tradecenter Dr Ste 5900
Saledas Insurance Solutions - Lou Saledas, Medicare Advisor
Medicare Insurance Agent · Woburn, MA

As the annual Medicare enrollment period approaches, seniors in Woburn often face complex plan choices. Saledas Insurance Solutions - Lou Saledas, Medicare Advisor helps local residents navigate these decisions by explaining the differences between supplements and Advantage plans. The company serves individuals seeking unbiased guidance on their coverage options. A thorough review of a client’s current healthcare needs and budget is always the first step in their process during an initial consultation.

CI
3 B Gill St
Contributory Insurance Agency
Medicare Insurance Agent · Woburn, MA

Contributory Insurance Agency works with individuals to identify Medicare plans that match their medical needs and their preferred network of providers. The firm specializes in helping clients navigate Medicare Advantage, Supplement, and Part D prescription drug coverage options specific to Woburn. The agency can serve the needs of sole proprietors operating from home offices as well as larger regional businesses with warehouse distribution centers and commercial food service establishments.

CI
600 W Cummings Park
Contributory Insurance Group
Medicare Insurance Agent · Woburn, MA

Contributory Insurance Group in Woburn, MA, assists local residents with Medicare insurance agent services. Commercial coverage options are also available, and the agency serves clients throughout the greater Boston and eastern Massachusetts area. Individual consultations help customers compare plans and understand their benefits. The agency provides ongoing follow-up support between annual enrollment periods, ensuring clients can adjust their coverage during special enrollment windows as their health or financial situations change.

SM
1 Linscott Rd
SBLI - Massachusetts
Medicare Insurance Agent · Woburn, MA

Seniors and Medicare-eligible individuals in Woburn, Massachusetts, can rely on SBLI - Massachusetts for guidance on selecting suitable Medicare insurance plans. The company helps clients navigate enrollment periods and compare coverage options for medical and prescription drug needs. By offering clear explanations of plan benefits, the agent aims to simplify complex insurance decisions for local residents. This service also extends to older adults living in nearby Burlington and the greater Boston metro area.

IL
400 W Cummings Park Suite 1725-233
InsuraBull Life Insurance Agency
Medicare Insurance Agent · Woburn, MA
(978) 364-0101
insurabulllife.com
SG
10 Tower Office Prk #318
Security Group Insurance
Medicare Insurance Agent · Woburn, MA
(781) 438-5666
securitygroupins.com
MO
10 Tower Office Prk #609
Mutual of Omaha Insurance Co
Medicare Insurance Agent · Woburn, MA
(781) 376-4030
mutualofomaha.com
MI
2 Rainin Rd #2
McGrath Insurance Agency
Medicare Insurance Agent · Woburn, MA
(781) 937-0500
mcgrathinsuranceagency.com
UI
12 Gill St # 5500
USI Insurance Services
Medicare Insurance Agent · Woburn, MA
(855) 874-0123
usi.com
II
1 Kilby St Unit 41
Insuring Income
Medicare Insurance Agent · Woburn, MA
(781) 613-2104
insuringincome.com
CN
636 Main St
Cecil N Marchionne Insurance Agency, Inc
Medicare Insurance Agent · Woburn, MA
(781) 933-1300
marchionneins.com
LI
348 Cambridge Rd #296
Lifetime Insurance Planning
Medicare Insurance Agent · Woburn, MA
(781) 856-5629
lifetimeip.com
NM
300 Unicorn Park Dr 3rd Floor
Northwestern Mutual
Medicare Insurance Agent · Woburn, MA
(781) 246-1010
woburn.nm.com

What Does a a Medicare Insurance Agent in Woburn Cost?

Medicare insurance agents in Massachusetts typically do not charge you directly for their services. They are paid by the insurance carriers. Medigap plans in Massachusetts can cost between 100 and 400 dollars per month depending on your age, location, and plan type. Medicare Advantage plans often have low or zero monthly premiums but include copays and deductibles. This is general information and not insurance advice.

About medicare insurance agents in Woburn

Medicare insurance agents in Woburn, Massachusetts help residents navigate Original Medicare, Medicare Advantage, and Part D drug plans. Massachusetts has a Medigap open enrollment period that starts when you first enroll in Part B. Working with a local agent can help you compare plans that include coverage at facilities like Lahey Hospital and Medical Center.

Frequently Asked Questions

When can I enroll in Medicare in Woburn?

Your Initial Enrollment Period begins three months before you turn 65 and ends three months after your birthday month. Massachusetts also has a Medigap open enrollment period that lasts six months from when you first have Part B.

What Medicare plans are available in Woburn?

Woburn residents can choose Original Medicare, Medicare Advantage plans, and Part D prescription drug plans. Many local agents offer plans from multiple carriers to help you compare options.

Do I need a Medicare insurance agent in Massachusetts?

An agent can explain plan differences and help you avoid late enrollment penalties. Massachusetts law requires Medigap plans to be guaranteed issue during open enrollment, so an agent can guide you on timing.

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.