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Find Supplemental Insurance Agents Near You in Lexington, MA

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

The top-rated supplemental insurance agent in Lexington, Massachusetts is Encharter Insurance, rated 4.6 stars across 30 reviews. Other highly rated options include Bettinson Insurance Agency, Top Level Insurance, Tonry Insurance Group, Inc. - Lexington. This directory lists 10 supplemental insurance agents serving Lexington.

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

Comparison

Top 10 listings
#NameAddressPhone
1Encharter Insurance1646 Massachusetts Ave(888) 754-8299
2Bettinson Insurance Agency394 Lowell St STE 5(781) 648-0128
3Top Level Insurance186 Bedford St(781) 862-8675
4Tonry Insurance Group, Inc. - Lexington238 Bedford St STE 3(781) 861-1800
5AssuredNext Insurance33 Bedford St STE 12(617) 826-1177
6Larson Insurance109 Massachusetts Ave(781) 646-9200
7Sartori Insurance76 Bedford St STE 37(781) 861-6900
8Fessenden & Sykes Insurance74 Bedford St # 2(781) 861-1560
9NEFI Insurance283 Bedford St #2(617) 924-1000
10Salem Five Insurance Services, LLC1666 Massachusetts Ave Suite L(781) 862-7700
EI
1646 Massachusetts Ave
Encharter Insurance
Supplemental Insurance Agent · Lexington, MA

For clients with one-time coverage needs, Encharter Insurance provides a single policy solution for special events or short-term gaps, while those requiring ongoing protection may select a recurring plan for continuous support. As a Supplemental Insurance Agent in Lexington, Massachusetts, this office helps residents address coverage beyond primary plans, such as accident or hospital indemnity options. Service runs on a one-time, scheduled, or as-needed basis, depending on each policyholder’s preferred arrangement and life circumstances.

BI
394 Lowell St STE 5
Bettinson Insurance Agency
Supplemental Insurance Agent · Lexington, MA

Bettinson Insurance Agency serves the Lexington, Massachusetts community as a local supplemental insurance agent. The company helps residents evaluate coverage options that address financial gaps not filled by primary health plans. Supplemental insurance policies can provide support for unexpected medical costs and everyday healthcare needs. These plans generally assist with deductibles, copayments, and other routine expenses. The agency handles Medicare supplement plans and critical illness insurance policies in this area.

TL
186 Bedford St
Top Level Insurance
Supplemental Insurance Agent · Lexington, MA

Top Level Insurance in Lexington, MA provides a range of supplemental insurance plans designed to fill gaps in primary coverage. The company offers ongoing policy service and maintenance, including regular policy reviews and assistance with claims filing. It helps clients manage coverage for accidents, critical illness, or hospital stays. The agency works with properties of all types, including single-family homes, apartments, retail spaces, and local restaurants.

TI
238 Bedford St STE 3
Tonry Insurance Group, Inc. - Lexington
Supplemental Insurance Agent · Lexington, MA

Tonry Insurance Group, Inc. - Lexington serves local homeowners, renters, and small business owners seeking specialized supplemental insurance coverage. This agency offers policies designed to fill gaps in standard health, life, or property plans, helping clients manage unexpected costs with tailored options. Each policy is selected to address individual coverage needs common in the Lexington area. The company also provides its supplemental insurance services to residents and businesses in the neighboring community of Arlington and throughout the Middlesex County region.

AI
33 Bedford St STE 12
AssuredNext Insurance
Supplemental Insurance Agent · Lexington, MA

AssuredNext Insurance serves clients in Lexington, Massachusetts, and the surrounding communities with supplemental insurance coverage. The agency handles policies that help fill gaps left by standard health plans, often covering dental, vision, or critical illness needs. These products provide financial support for out-of-pocket expenses or unexpected medical events. To understand each client’s specific situation, the company typically conducts a personalized needs assessment to identify coverage gaps before recommending suitable plan options.

LI
109 Massachusetts Ave
Larson Insurance
Supplemental Insurance Agent · Lexington, MA

Larson Insurance in Lexington, MA helps clients distinguish between one-time supplemental insurance options, such as short-term hospital indemnity plans, and recurring coverage like ongoing accident or critical illness policies. These supplemental insurance products fill gaps left by primary health plans, offering financial protection for deductibles and out-of-pocket expenses. Their work involves reviewing individual needs for fixed-benefit policies that pay directly to the policyholder. Service at Larson Insurance is provided on an as-needed basis, with clients contacting the agency when policy questions arise or enrollment windows open.

SI
76 Bedford St STE 37
Sartori Insurance
Supplemental Insurance Agent · Lexington, MA

Sartori Insurance specializes in supplemental insurance policies that address out-of-pocket medical costs, accident recovery expenses, and critical illness coverage. As a Lexington, MA agent, it assists clients with understanding the gaps in their primary health plans and selecting appropriate supplemental options for individual needs. The agent also guides customers through Medicare supplement choices and short-term coverage solutions. This local service is especially helpful for retirees approaching January’s open enrollment deadlines or for those facing unexpected hospital stays during flu season.

FS
74 Bedford St # 2
Fessenden & Sykes Insurance
Supplemental Insurance Agent · Lexington, MA

As winters in Lexington can bring unexpected healthcare costs or gaps in Medicare coverage, Fessenden & Sykes Insurance works as a local supplemental insurance agent to help residents fill those critical needs with suitable plans. They guide clients through options such as Medigap or dental add-ons, explaining how each policy complements existing benefits in a straightforward manner. The process begins with a personalized review of current coverage to identify potential gaps before scheduling a no-obligation assessment right in the client's home or office.

NI
283 Bedford St #2
NEFI Insurance
Supplemental Insurance Agent · Lexington, MA

Based in Lexington, MA, NEFI Insurance helps local residents and employers cover gaps in their primary health plans. As a supplemental insurance agent, the company enrolls clients in policies for accident, critical illness, and hospital indemnity. These add-ons address deductibles and out-of-pocket expenses not paid by standard major medical coverage. NEFI Insurance assists clients from many commercial sectors, including small professional offices, busy warehouses, and retail food service locations.

SF
1666 Massachusetts Ave Suite L
Salem Five Insurance Services, LLC
Supplemental Insurance Agent · Lexington, MA

Salem Five Insurance Services, LLC in Lexington, Massachusetts focuses on providing supplemental insurance policies that cover gaps left by primary health plans. It helps clients manage out-of-pocket costs from deductibles, copays, and coinsurance with straightforward benefit options. The agency serves the local community by reviewing individual coverage needs and matching them to suitable supplemental plans from established carriers. It particularly assists retirees and those changing jobs during the annual open enrollment period.

What Does a a Supplemental Insurance Agent in Lexington Cost?

Supplemental insurance agents in Massachusetts typically do not charge a fee for their services because they earn commissions from insurance companies. Medigap Plan G in Massachusetts may cost between $120 and $250 per month for a 65-year-old depending on the carrier and location. Medicare Advantage plans often have $0 monthly premiums but include copays and deductibles. This is general information and not insurance advice.

About supplemental insurance agents in Lexington

Supplemental insurance agents in Lexington Massachusetts help residents choose plans that fill gaps in Medicare coverage. Massachusetts has a unique Medigap open enrollment period that starts when you turn 65 and lasts for six months. During this time you can buy any Medigap policy without medical underwriting.

Frequently Asked Questions

What is a supplemental insurance agent in Lexington?

A supplemental insurance agent helps you compare and enroll in plans like Medigap Medicare Advantage or dental and vision coverage. They work with multiple carriers to find options that fit your budget and health needs.

When can I enroll in a Medigap plan in Massachusetts?

In Massachusetts you have a six-month Medigap open enrollment period that begins the month you turn 65 and enroll in Medicare Part B. During this time you can buy any Medigap policy without answering health questions.

Do I need a supplemental insurance agent if I have Medicare?

An agent can explain the differences between Medigap plans and Medicare Advantage plans which can be confusing. They also help you understand Massachusetts-specific rules like the annual fall open enrollment period for Medicare Advantage.

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.