Skip to main content

Find Supplemental Insurance Agents Near You in Gloucester, MA

Compare supplemental insurance agents in Gloucester. Review contact information and insurance categorys before you decide.

9 agents listed
Updated May 2026
Gloucester, MA
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 Massachusetts before hiring.
Showing 9 supplemental insurance agents in Gloucester, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Prince Insurance Agency, Inc.
15 Washington St, Gloucester, MA 01930
(978) 283-7314 princeinsuranceagency.com
Babson-Elwell & Davis, Inc
44 Blackburn Center, Gloucester, MA 01930
(978) 283-1561 babson-elwell-davis.com
Carroll K Steele Insurance Agency
32 Pleasant St, Gloucester, MA 01930
(978) 283-5100 carrollsteele.com
Lauranzano Insurance Agency, Inc
44 Blackburn Center, Gloucester, MA 01930
(978) 927-8420 babson-elwell-davis.com
Palazzola Insurance Agency
1 Main St u9, Gloucester, MA 01930
(978) 283-7711
Globond Financial
118 Prospect St, Gloucester, MA 01930
(917) 523-9163
Favazza Johnson Insurance Agency
218 Main St, Gloucester, MA 01930
(978) 283-0016
Gallagher Insurance, Risk Management & Consulting
4 Railroad Ave, Gloucester, MA 01930
(800) 333-7234 locations.ajg.com
Salem Five Insurance Services, LLC
321 Gloucester Crossing Rd, Gloucester, MA 01930
(978) 283-7757 salemfiveinsurance.com

Supplemental insurance agents in Gloucester Massachusetts help residents choose Medigap policies or Medicare Advantage plans to cover costs not paid by Original Medicare. Massachusetts has a unique Medigap enrollment period that allows you to switch plans during the annual January birthday rule period. Local agents understand the needs of Gloucester seniors and the fishing community.

What Does a Supplemental Insurance Agent in Gloucester Cost?

In Massachusetts Medigap premiums typically range from 100 to 300 dollars per month depending on your age health and the plan type. Medicare Advantage plans in Gloucester often have 0 dollar monthly premiums but include copays and deductibles. Costs vary by carrier and your specific situation. This is general information 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

What is the Massachusetts birthday rule for Medigap?
The Massachusetts birthday rule lets you switch Medigap plans within 30 days after your birthday each year without medical underwriting. This applies only to residents of Massachusetts and gives you flexibility to change coverage.
Can a supplemental insurance agent in Gloucester help with Medicare Advantage plans?
Yes agents in Gloucester can explain Medicare Advantage plans available in Essex County. These plans often include prescription drug coverage and may have lower premiums than Medigap plus Part D.
Do I need a supplemental insurance agent if I have Medicare in Massachusetts?
An agent can help you compare Medigap plans from different carriers and explain the Massachusetts standard Medigap plans. They can also advise on the best time to enroll to avoid late penalties.