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Find Health Insurance Agents Near You in Winthrop, MA

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

The top-rated health 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 health insurance agents serving Winthrop.

Showing 10 health 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
Health Insurance Agent · Winthrop, MA

John M. Biggio Ins Agency serves the Winthrop, Massachusetts area as a local health insurance agent. The company assists residents and small businesses with navigating their health coverage options. Their work typically involves comparing individual and family plans from available carriers to find suitable protection. In this area, they handle plan selection for major medical policies and offer guidance on Medicare supplement coverage.

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

Robert M DeGregorio Insurance provides a range of health insurance coverage options for individuals and groups in the Winthrop, Massachusetts, area. The agency helps clients navigate plan selection during open enrollment periods and assists with explaining policy benefits and terms clearly. Ongoing support includes handling questions about claims and coverage changes throughout the year. Annual plan reviews help ensure policies remain aligned with each client’s changing healthcare needs and budget. This agency serves a diverse client base, including single-family homeowners, apartment residents, retail business owners, and local restaurant operators.

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

Winthrop Insurance Inc. serves local homeowners, renters, and small business owners seeking health coverage. The agency helps individuals understand plan options from major insurers and assists with enrollment during open or special periods. It also advises businesses on group health strategies to support employee wellness needs. Advisory services include explaining deductibles, copays, and network structures clearly. Beyond Winthrop, clients in East Boston and Revere can access similar guidance through this office.

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

Serving Winthrop and the surrounding communities of Boston’s North Shore and Greater Boston area, OneFuture Insurance MA specializes in health insurance agent services. It handles individual and family health plans, Medicare supplement policies, and short-term coverage options for local residents. The agency guides clients through enrollment periods, plan comparisons, and subsidy qualifications. It typically assesses a client’s medical needs and budget, then presents a curated selection of available carriers and plans to match their specific health and financial circumstances.

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

Gagin Insurance Agency in Winthrop, MA distinguishes between one-time policy enrollment and ongoing service plans. This local health insurance agent provides guidance on individual and family coverage options available in the area. Clients receive help comparing plans and understanding their benefits. Service runs on an as-needed basis, allowing policyholders to schedule appointments each benefit period or whenever their coverage needs change.

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

Welsh & Parker Insurance Agency provides specialized health insurance services, including plan selection and enrollment. The agency also offers general advice on navigating coverage options and managing policy renewals throughout the year. Located in Winthrop, MA, it assists local residents with finding suitable individual and family plans. As the annual open enrollment period approaches, the agency helps clients understand changes to their current plans and adjust their coverage for the upcoming year.

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

As residents of Winthrop prepare for the annual open enrollment period, navigating changing health plan options can be complex. Boyd Insurance Agency provides focused guidance on selecting individual or family health insurance policies that meet local medical needs and budget constraints. The agency works directly with clients to compare available plans, explain deductibles and network limitations, and clarify how preventive care is covered under specific policies. An initial consultation typically involves a thorough review of current coverage gaps and preferred providers before suggesting suitable options from the regional marketplace.

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

Meridian Insurance Agency, LLC, based in Winthrop, MA, assists individuals and businesses in securing health insurance coverage that meets their medical and financial needs. The agency specializes in helping clients understand plan options, including typical choices such as HMOs, PPOs, and high-deductible plans paired with health savings accounts. It serves a range of commercial sectors, including offices, warehouses, and food service establishments.

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

Serving residential clients in Winthrop, MA, Terry Vazquez Public Insurance also helps commercial clients find coverage to protect their businesses and properties. The agency works with individuals and organizations throughout the local area to identify health insurance plans that address their specific medical and financial needs. After an initial policy selection, the agent follows up periodically to review coverage options and assist with adjustments or claims, ensuring continued support between regular visits.

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

New York Life is known for connecting individuals and families in Winthrop, Massachusetts, with suitable health coverage options. The company assists clients in navigating the complexities of health insurance plans, including individual policies and family coverage. Agents evaluate local healthcare needs to recommend appropriate medical insurance from available carriers. They also support customers during enrollment periods and explain essential benefits. The business can add specialty services such as assisting with supplemental Medicare plans or coordinating short-term health insurance solutions.

What Does a a Health Insurance Agent in Winthrop Cost?

Health insurance agents in Massachusetts are typically paid by insurance carriers through commissions, so you do not pay a separate fee for their services. Premium costs vary widely based on the plan type, coverage level, and your age and income. A typical individual plan through the Health Connector can range from 200 to 600 dollars per month before subsidies. This is general information and not insurance advice.

About health insurance agents in Winthrop

Health insurance agents in Winthrop Massachusetts help individuals and families find coverage through the Massachusetts Health Connector or private plans. These agents are licensed by the Commonwealth and must follow state regulations including the Massachusetts health insurance mandate. Working with a local agent can simplify enrollment and help you understand your options under state law.

Frequently Asked Questions

What does a health insurance agent in Winthrop do?

A health insurance agent helps you compare plans from different carriers, explains coverage details, and assists with enrollment. In Massachusetts agents must be licensed by the Division of Insurance and follow strict rules about disclosure and suitability.

Do I need to use the Massachusetts Health Connector or can I use an agent?

You can use both. The Health Connector is the state marketplace for subsidized plans. A licensed agent can help you enroll in Connector plans or private plans outside the marketplace. Agents cannot charge you extra for their services.

What documents do I need to bring to a health insurance agent in Winthrop?

Bring identification, proof of Massachusetts residency, income information, and any current insurance cards. If you are applying through the Health Connector you may also need tax returns or pay stubs to verify eligibility for subsidies.

Health Insurance Agents in Other Massachusetts Cities

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