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Find Health Insurance Agents Near You in Wellesley, MA

Directory of health insurance agents in Wellesley, Massachusetts. Verify credentials with the state department of insurance before hiring.

12 agents listed
Updated May 2026
Wellesley, 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 12 health insurance agents in Wellesley, 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.
Deland, Gibson Insurance Associates — Wellesley Hills
36 Washington St #40, Wellesley, MA 02481
(781) 237-1515 delandgibson.com
Cross Insurance
287 Linden St, Wellesley, MA 02482
(781) 235-3100 crossagency.com
CAV Insurance Agency, Inc.
40 Grove St #260, Wellesley, MA 02482
(781) 237-4107 cavinsurance.com
Happily Insured
1 Washington St # 105, Wellesley, MA 02481
(351) 203-0257
Shining Insurance LLC
277 Linden St, Wellesley, MA 02482
(781) 757-1097
Harvard Pilgrim Health Care
93 Worcester St, Wellesley, MA 02481
(888) 333-4742 harvardpilgrim.org
Sun Life
96 Worcester St, Wellesley, MA 02481
(781) 237-6030 sunlife.com
Hoffman Insurance Services, Inc.
148 Linden St Suite 300, Wellesley, MA 02482
(781) 235-0087 hoffmaninsurance.com
Aetna
93 Worcester St, Wellesley, MA 02481
(800) 872-3862 aetna.com
Insurance Services of New England
148 Linden St Suite 300, Wellesley, MA 02481
(844) 386-8730 isne-llc.com
Northwestern Mutual
55 William St #100, Wellesley, MA 02481
(781) 237-7070 wellesley.nm.com
Cochrane & Porter Insurance Agency
981 Worcester St, Wellesley, MA 02482
(781) 943-1555 cochraneandporter.com

A health insurance agent in Wellesley, Massachusetts can help you compare plans from private insurers and the Massachusetts Health Connector. Agents must be licensed by the Massachusetts Division of Insurance. They provide guidance on open enrollment periods and special enrollment qualifying events as defined by state law.

What Does a Health Insurance Agent in Wellesley Cost?

Health insurance agent services in Massachusetts are generally free to consumers because agents earn commissions from insurers. Plan premiums vary widely based on age, income, and coverage level. A typical individual plan may cost between 300 and 700 dollars per month before subsidies. 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 does a health insurance agent in Wellesley do?
A health insurance agent helps individuals and families review plan options, estimate costs, and enroll in coverage. They explain differences between HMO, PPO, and high-deductible plans available in Massachusetts. Agents also assist with subsidy eligibility through the Health Connector.
Do I have to pay a fee to use a health insurance agent in Massachusetts?
In most cases, health insurance agents are paid by the insurance company, not by you. Their commission is built into the plan premium. You should confirm fee arrangements before starting the process.
When can I enroll in a health plan through an agent in Wellesley?
Open enrollment for individual plans typically runs from November 1 to January 23 each year. You may qualify for a special enrollment period after certain life events like marriage, birth, or loss of other coverage. Massachusetts law allows up to 60 days after a qualifying event to enroll.