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Find Supplemental Insurance Agents Near You in Winthrop, MA

Browse supplemental insurance agents serving Winthrop, Massachusetts. Updated 2026-07-14.

The top-rated supplemental insurance agent in Winthrop, Massachusetts is John M. Biggio Ins Agency, rated 4.7 stars across 36 reviews. Other highly rated options include Robert M DeGregorio Insurance, Winthrop Insurance Inc., OneFuture Insurance MA. This directory lists 10 supplemental insurance agents serving Winthrop.

Showing 10 supplemental insurance agents in Winthrop, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1John M. Biggio Ins Agency399 Winthrop St(617) 846-8600
2Robert M DeGregorio Insurance34 Woodside Ave(617) 846-3313
3Winthrop Insurance Inc.4 Putnam St(339) 204-6737
4OneFuture Insurance MA15-21 Pauline St(617) 433-9205
5Gagin Insurance Agency2 Somerset Ave(617) 846-0091
6Welsh & Parker Insurance Agency57 Putnam St(617) 846-0731
7Boyd Insurance Agency207 Hagman Rd(617) 846-9728
8Meridian Insurance Agency, LLC207 Hagman Rd(617) 567-5710
9Terry Vazquez Public Insurance49 Adams St(617) 846-6309
10New York Life207 Hagman Rd(617) 846-0630
JM
399 Winthrop St
John M. Biggio Ins Agency
Supplemental Insurance Agent · Winthrop, MA

John M. Biggio Ins Agency serves the Winthrop, Massachusetts area as a local provider of supplemental insurance policies. This agency helps residents fill gaps in their primary health coverage by offering plans for specific medical needs not fully covered by standard insurance. Supplemental insurance can assist with out-of-pocket expenses from accidents, critical illnesses, or hospital stays. The agency specializes in guiding clients through policy selection and explaining the benefits of these additional plans. It particularly focuses on accident and hospital indemnity insurance in this community.

RM
34 Woodside Ave
Robert M DeGregorio Insurance
Supplemental Insurance Agent · Winthrop, MA

Robert M DeGregorio Insurance provides supplemental insurance products designed to fill gaps in standard health coverage in Winthrop, Massachusetts. The agency helps clients understand and select plans that manage out-of-pocket expenses and offer financial protection during illness or injury. Routine policy reviews and annual plan evaluations assist in maintaining appropriate coverage levels as needs change. The company serves a variety of local properties, including single-family homes, apartments, retail locations, and restaurants.

WI
4 Putnam St
Winthrop Insurance Inc.
Supplemental Insurance Agent · Winthrop, MA

Winthrop Insurance Inc. serves homeowners and renters in Winthrop, Massachusetts who seek supplemental coverage to fill gaps left by standard policies. Its agents assist clients in selecting plans that cover deductibles, co-pays, or unexpected medical expenses not covered by primary insurance. An independent agency, it works with multiple carriers to find suitable options for individual needs. Residents in East Boston and neighboring Revere also can access these supplemental insurance services through the agency’s location in Suffolk County.

OI
15-21 Pauline St
OneFuture Insurance MA
Supplemental Insurance Agent · Winthrop, MA

Serving Winthrop, Massachusetts, and the surrounding communities, OneFuture Insurance MA handles supplemental insurance coverage for local residents, filling gaps left by primary health plans. It connects clients with policies for specific needs like accident, critical illness, or hospital indemnity. The company works to explain plan options clearly, enabling informed decisions without overwhelming pressure. To handle a typical job, it starts with a personalized needs assessment, then presents multiple plan comparisons before facilitating a straightforward enrollment process.

GI
2 Somerset Ave
Gagin Insurance Agency
Supplemental Insurance Agent · Winthrop, MA

Based in Winthrop, MA, Gagin Insurance Agency operates as a local supplemental insurance agent. The key distinction for clients lies between one-time policies, such as a short-term accident plan, and recurring service options like ongoing Medicare supplement coverage. These supplemental plans help fill gaps left by primary health insurance. Common offerings can include dental, vision, and hospital indemnity policies. For those needing ongoing support, the agency provides scheduled service check-ins, while one-time plan purchases or occasional policy adjustments are handled strictly on an as-needed basis.

WP
57 Putnam St
Welsh & Parker Insurance Agency
Supplemental Insurance Agent · Winthrop, MA

Welsh & Parker Insurance Agency specializes in supplemental insurance policies, offering coverage that fills gaps left by major medical plans. The Winthrop, MA company works with individual clients to identify plans addressing out-of-pocket costs from accidents, critical illnesses, or hospital stays. It explains how these policies provide fixed cash benefits directly to the policyholder for expenses like deductibles or lost wages. The agency helps residents assess their needs during open enrollment periods or when preparing for the increased health risks of winter flu season.

BI
207 Hagman Rd
Boyd Insurance Agency
Supplemental Insurance Agent · Winthrop, MA

Winter storms in coastal Winthrop can create unplanned financial strain when property damage or injury occurs. Boyd Insurance Agency helps residents review supplemental policies that cover gaps left by standard health or homeowners insurance. Their team focuses on explaining affordable options for accident, cancer, or hospital indemnity plans tailored to local needs. All discussions begin with a no-obligation inspection of current coverage and a list of any missing protections the household may require. Every client starts with a personalized needs assessment.

MI
207 Hagman Rd
Meridian Insurance Agency, LLC
Supplemental Insurance Agent · Winthrop, MA

Meridian Insurance Agency, LLC in Winthrop, MA works to help individuals and families address medical expenses that traditional health plans often leave uncovered. The agency specializes in supplemental insurance, offering policies that supplement existing coverage for unforeseen health events. These plans can help policyholders manage deductibles and copayments during a hospital stay or illness. Meridian Insurance Agency can assist businesses operating in various local commercial sectors, including offices, warehouses, and food service establishments.

TV
49 Adams St
Terry Vazquez Public Insurance
Supplemental Insurance Agent · Winthrop, MA

Terry Vazquez Public Insurance serves residential clients in Winthrop, Massachusetts, by offering supplemental insurance agent services that help cover gaps in primary health plans. Commercial coverage is also available for local small businesses needing additional protection. The agency provides a valuable resource for individuals and employers throughout the Winthrop area. Because supplemental policies require periodic review to ensure benefits keep pace with changing healthcare needs, follow-up appointments are regularly scheduled between the major enrollment periods.

NY
207 Hagman Rd
New York Life
Supplemental Insurance Agent · Winthrop, MA

New York Life is known for offering supplemental insurance policies that fill gaps left by major medical plans in the Winthrop, MA area. Agents work with local residents to access coverage options helping with out-of-pocket costs from accidents, critical illness, or hospital stays. These plans coordinate with existing health insurance without requiring network restrictions. A specialty add-on is providing supplemental hospital indemnity policies that pay a fixed cash benefit directly to the policyholder during a covered hospitalization.

What Does a a Supplemental Insurance Agent in Winthrop Cost?

Medigap Plan G in Massachusetts typically costs between $120 and $250 per month for a 65 year old. Medicare Advantage plans often have $0 monthly premiums but may have copays and deductibles. Dental supplemental plans range from $25 to $60 per month. Actual costs depend on your age health and chosen plan. This is general information not insurance advice.

About supplemental insurance agents in Winthrop

Supplemental insurance agents in Winthrop Massachusetts help residents fill gaps in Medicare and employer health plans. Massachusetts state law requires Medigap plans to be guaranteed issue for eligible beneficiaries during open enrollment. Local agents can explain plan options for Suffolk County residents.

Frequently Asked Questions

What is a supplemental insurance agent in Winthrop?

A supplemental insurance agent in Winthrop helps you buy policies that cover costs not paid by Medicare or primary health insurance. These agents are licensed in Massachusetts and can explain Medigap Medicare Advantage and dental plans.

When can I enroll in a Medigap plan in Massachusetts?

Massachusetts has a six-month Medigap open enrollment period starting when you are 65 and enrolled in Medicare Part B. During this time insurers cannot deny coverage or charge higher premiums for pre-existing conditions.

Do Massachusetts agents charge fees for supplemental insurance?

Most supplemental insurance agents in Massachusetts are paid commissions by the insurance company not by you. You should ask the agent if any fees apply before you sign up.

Supplemental Insurance Agents in Other Massachusetts Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each supplemental insurance agent's credentials and current standing with your state Department of Insurance.