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HomeMedicare Insurance AgentsMaine › Portland

Find Medicare Insurance Agents Near You in Portland, ME

Browse medicare insurance agents serving Portland, Maine. Updated 2026-07-14.

The top-rated medicare insurance agent in Portland, Maine is Lotfey Dennett Insurance Brokers, rated 5.0 stars across 234 reviews. Other highly rated options include Eric Wilson - State Farm Insurance Agent, Plummer's Insurance Agency, Clark Insurance, a Marsh & McLennan Agency LLC company. This directory lists 14 medicare insurance agents serving Portland.

Showing 14 medicare insurance agents in Portland, MEListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Lotfey Dennett Insurance Brokers500 Washington Ave 3rd Floor(207) 370-6773
2Eric Wilson - State Farm Insurance Agent94 Auburn St # 101(207) 797-7004
3Plummer's Insurance Agency1350 Washington Ave(207) 797-8840
4Clark Insurance, a Marsh & McLennan Agency LLC company1945 Congress St Building A(207) 774-6257
5Pivot Insurance Group41 Hutchins Dr Suite G2(207) 699-6363
6Cross Insurance2331 Congress St(207) 780-1677
7Co Insurance Group LLC62 Westminster Ave(207) 802-7523
8Hanover Insurance Co44 Avon St(207) 825-2065
9SYN Insurance Agency150 Park St(207) 605-5638
10Secure Harbor Insurance Co.95 Blueberry Rd(207) 223-7604
LD
500 Washington Ave 3rd Floor
Lotfey Dennett Insurance Brokers
Medicare Insurance Agent · Portland, ME

Lotfey Dennett Insurance Brokers serves the Portland, Maine metro area as a medicare insurance agent. The company assists clients in navigating their healthcare choices as they become eligible for Medicare. Services include explaining the different parts of Medicare and comparing available plans. Enrollment guidance is provided for those new to Medicare or looking to adjust their current coverage. This local agency helps beneficiaries evaluate plan options and also handles annual enrollment period updates for Medicare Advantage and Part D prescription drug plans.

EW
94 Auburn St # 101
Eric Wilson - State Farm Insurance Agent
Medicare Insurance Agent · Portland, ME

Eric Wilson - State Farm Insurance Agent in Portland, ME, provides guidance on Medicare insurance plans, helping clients navigate enrollment periods and coverage options. The office offers ongoing support with plan reviews and personalized consultations to ensure coverage aligns with changing health needs. This local agency assists individuals in understanding Medicare supplements and advantage plans, tailoring recommendations to each client’s specific situation. Its services are available for single-family homes, apartments, retail businesses, and restaurants in the Portland area.

PS
1350 Washington Ave
Plummer's Insurance Agency
Medicare Insurance Agent · Portland, ME

Plummer's Insurance Agency serves Portland, Maine, and the surrounding communities, working with individuals, families, and retirees. The company handles Medicare Supplement, Medicare Advantage, and Part D prescription drug plans. It also guides clients through initial enrollment periods and annual open enrollment changes. To handle a typical job, the agency begins with a free consultation to review a client's current coverage, then compares available local plans to find an option that fits their specific medical and financial needs.

CI
1945 Congress St Building A
Clark Insurance, a Marsh & McLennan Agency LLC company
Medicare Insurance Agent · Portland, ME

Medicare-eligible individuals in Portland, Maine, turn to Clark Insurance, a Marsh & McLennan Agency LLC company, for assistance navigating their healthcare coverage options. This medicare insurance agent helps clients understand Medicare plans, comparing supplements and Advantage policies to find suitable choices for their needs and budgets. Its advisors explain enrollment periods and plan details clearly, serving seniors across the greater Portland area, including nearby communities such as South Portland.

PI
41 Hutchins Dr Suite G2
Pivot Insurance Group
Medicare Insurance Agent · Portland, ME

Pivot Insurance Group distinguishes between one-time enrollment assistance and ongoing annual policy reviews. As a medicare insurance agent in Portland, Maine, the company helps clients navigate Medicare Advantage and Supplement plans during initial enrollment and the Annual Election Period. Coverage is explained to match individual healthcare needs and budget constraints, with comparisons made across available local plan options. Service runs on a scheduled basis each year or on an as-needed basis when a client's health circumstances change unexpectedly.

CI
2331 Congress St
Cross Insurance
Medicare Insurance Agent · Portland, ME

Cross Insurance in Portland, Maine specializes in helping individuals navigate Medicare Advantage plans, prescription drug coverage, and Medigap policies. The agency offers personalized consultations to explain plan options and enrollment procedures for those new to Medicare or reviewing their current coverage. This includes educating clients on the differences between Original Medicare and private supplemental plans available in the region. During the Annual Enrollment Period each fall, the office assists clients in comparing plan changes and adjusting their benefits to better meet shifting healthcare needs.

CI
62 Westminster Ave
Co Insurance Group LLC
Medicare Insurance Agent · Portland, ME

Co Insurance Group LLC specializes in helping clients navigate Medicare Advantage, Part D prescription drug plans, and Medigap policies in Portland, ME. It assists individuals turning 65 or those already on Medicare who need annual plan comparisons. The company evaluates coverage options to match medical needs and budgets accurately. Additional help is available during the Medicare Open Enrollment Period each fall to avoid gaps in prescription drug or out-of-pocket coverage.

HI
44 Avon St
Hanover Insurance Co
Medicare Insurance Agent · Portland, ME

As the annual Medicare enrollment period approaches in Portland, residents face complex decisions to align their coverage with changing health needs. Hanover Insurance Co responds to this seasonal demand by offering personalized consultations that clarify these choices. Its agents help individuals navigate plan options and discuss prescription drug needs. A review of current coverage and a discussion of medical patterns lead to an individualized overview of available plans. The process begins with a no-obligation, in-person assessment of each client's specific health requirements to determine appropriate next steps.

SI
150 Park St
SYN Insurance Agency
Medicare Insurance Agent · Portland, ME

SYN Insurance Agency assists individuals with their Medicare coverage needs in Portland, ME. The firm specializes in navigating plan options, including Medicare Supplement and Advantage plans, to help clients find suitable healthcare solutions. It supports beneficiaries during enrollment periods and explains complex policy details. The company can serve a variety of commercial sectors, including offices, warehouses, and food service establishments.

SH
95 Blueberry Rd
Secure Harbor Insurance Co.
Medicare Insurance Agent · Portland, ME
CI
46 Free St
Caregiver Insurance Agency
Medicare Insurance Agent · Portland, ME
(207) 275-6761
NE
75 Pearl St # 204
New England Medicare Advisors
Medicare Insurance Agent · Portland, ME
(207) 850-0075
HI
254 Commercial St Suite 245
Harrigan Insurance Services, Inc. An Affiliate of Core Benefits
Medicare Insurance Agent · Portland, ME
(207) 650-7380
harriganinsuranceservicesinc.com/portland-me-medicare-enrollment
CI
558 Brighton Ave
Coastal Insurance Agency
Medicare Insurance Agent · Portland, ME
(207) 874-4080
coastalinsurancegroup.com/contact-portland-maine-insurance-agency

What Does a a Medicare Insurance Agent in Portland Cost?

Medicare insurance agents in Maine are typically paid by insurance companies so you pay no direct fee for their help. Medigap Plan G in Portland can cost between 120 and 250 dollars per month for a 65 year old. Medicare Advantage plans may have 0 dollar premiums but include copays and deductibles. This is general information not insurance advice.

About medicare insurance agents in Portland

Medicare insurance agents in Portland Maine help residents compare plans and enroll during open enrollment periods. Maine has its own rules for Medigap plans including guaranteed issue rights for those turning 65. Local agents can explain how Maine state law affects your coverage options and costs.

Frequently Asked Questions

When can I enroll in Medicare in Portland Maine?

Your Initial Enrollment Period starts three months before you turn 65 and lasts seven months. Maine also has a Special Enrollment Period for those who delay Part B due to employer coverage.

Does Maine have Medigap protections?

Yes. Maine law provides guaranteed issue rights for Medigap plans when you first enroll at age 65. After that you may face medical underwriting outside of protected windows.

What Medicare plans are available in Portland Maine?

Portland residents can choose Original Medicare with a Medigap supplement and Part D drug plan, or a Medicare Advantage plan. Availability varies by county and carrier.

Medicare Insurance Agents in Other Maine Cities

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