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Find Supplemental Insurance Agents Near You in Middleton, MA

Looking for a supplemental insurance agent in Middleton? Review the directory below to compare your options.

8 agents listed
Updated May 2026
Middleton, 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 8 supplemental insurance agents in Middleton, 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.
Peter Beatrice Insurance
191 S Main St #101, Middleton, MA 01949
(781) 908-0655 beatriceinsurance.com
Stratford Insurance Financial Services, Inc.
181 S Main St Suite A, Middleton, MA 01949
(617) 394-9300 stratfordins.com
E.A. Stevens Co., Inc.
205 S Main St, Middleton, MA 01949
(978) 774-6126 eastevensins.com
Britewire Insurance Agency
11 S Main St, Middleton, MA 01949
(978) 252-2734
massachusetts insurance agency
227 Maple St, Middleton, MA 01949
(617) 776-1640 mass.gov
Designed Benefits Group
1 Central St #205, Middleton, MA 01949
(978) 750-0900
Northwestern Mutual - Middleton
35 Village Rd Fl 2, Middleton, MA 01949
(781) 246-1010 middletonma.nm.com
National Financial Network, Inc
35 Village Rd, Middleton, MA 01949
(978) 907-6000 natfin.net

Supplemental insurance agents in Middleton, Massachusetts help residents find plans that cover gaps in Original Medicare. Massachusetts state law requires that Medigap plans be guaranteed issue for eligible beneficiaries during open enrollment. Agents can explain local options including Medicare Supplement and Medicare Advantage plans available in Essex County.

What Does a Supplemental Insurance Agent in Middleton Cost?

Supplemental insurance costs in Massachusetts vary by plan type and provider. Medigap Plan G premiums typically range from 120 to 250 dollars per month for a 65-year-old. Medicare Advantage plans often have lower monthly premiums, sometimes 0 to 50 dollars, but may include copays and deductibles. Costs also depend on your health status and the specific carrier. This is general information and 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 types of supplemental insurance are available in Middleton?
Common types include Medicare Supplement plans Medigap, Medicare Advantage, and standalone dental or vision plans. Massachusetts also offers a Medigap plan called Medicare Supplement Core which is unique to the state.
When can I enroll in a supplemental plan in Massachusetts?
You have a six-month Medigap open enrollment period starting when you are 65 and enrolled in Medicare Part B. Massachusetts also has an annual Medicare Advantage enrollment period from October 15 to December 7.