Southold, NY Local Medicare Insurance Agents

Medicare Agents Hub in Southold, NY is your go-to directory for finding reliable and trustworthy local Medicare agents. Our comprehensive list of professionals are experienced with the unique needs of those turning 65 or currently on Medicare. From coverage questions to enrollment assistance, these experts are ready to guide you through the process. Did you know Southold, NY is reportedly the first English-speaking settlement in New York State? Discover more of Southold's captivating history whilst securing your healthcare future with local Medicare agents in Southold.

Top 8 Medicare Agents Serving Southold, NY

The following featured Medicare Advisors are top rated in Southold and throughout Suffolk County, NY. These local consultants are our picks as the best Medicare agents in Southold, and are ready to help you navigate all of the most important parts of signing up for Medicare.

Vincent Esposito - Medicare Agent serving Southold, NY
Vincent Esposito

#1 Top Rated Southold Broker

631-313-3627
Contact Vincent
Nicholas Holmes - Medicare Agent serving Southold, NY
Nicholas Holmes

#2 Top Rated Southold Broker

860-782-0132
Contact Nicholas
Richard Lasaracina - Medicare Agent serving Southold, NY
Richard Lasaracina

#3 Top Rated Southold Agent

860-850-0127
Contact Richard
Michael Ferraro - Medicare Agent serving Southold, NY
Michael Ferraro

#4 Top Rated Southold Agent

631-313-3208
Contact Michael
Diane Andree - Medicare Agent serving Southold, NY
Diane Andree

#5 Top Rated Southold Agent

631-516-9685
Contact Diane
Michael Pino - Medicare Agent serving Southold, NY
Michael Pino

#6 Top Rated Southold Broker

203-920-0294
Contact Michael
Dan Slattery - Medicare Agent serving Southold, NY
Dan Slattery

#7 Top Rated Southold Broker

203-677-0142
Contact Dan
Juan Muniz - Medicare Agent serving Southold, NY
Juan Muniz

#8 Top Rated Southold Broker

203-714-0142
Contact Juan

Local Southold Medicare Insurance Consultants by Distance

Lavina Woart Medicare Agent Mount Sinai, NY 11766
Lavina Woart

One Health One, Inc.

  • Mount Sinai, NY 11766 (32 mi.)
Traci OBrien Medicare Agent Licensed in NY
Traci OBrien

Senior Insurance Consultants

  • Licensed in NY (35 mi.)
Steven Schiller Medicare Agent East Hampton, NY 11937
Steven Schiller

  • East Hampton, NY 11937 (14 mi.)
Darcy Caslin Medicare Agent Licensed in NY
Darcy Caslin

  • Licensed in NY (16 mi.)
Stanley Kesilewski Medicare Agent Licensed in NY
Stanley Kesilewski

Bankers Life

  • Licensed in NY (18 mi.)
Bruce Kocsis Medicare Agent Licensed in NY
Bruce Kocsis

  • Licensed in NY (18 mi.)
Timothy Fava Medicare Agent Licensed in NY
Timothy Fava

  • Licensed in NY (18 mi.)
Alicia White Medicare Agent Licensed in NY
Alicia White

  • Licensed in NY (18 mi.)
Kobey Coburn Medicare Agent Licensed in NY
Kobey Coburn

  • Licensed in NY (18 mi.)
Regan Childree Medicare Agent Licensed in NY
Regan Childree

  • Licensed in NY (18 mi.)
Carlos Maynard Medicare Agent Licensed in NY
Carlos Maynard

  • Licensed in NY (21 mi.)
Eric Heath Medicare Agent Licensed in NY
Eric Heath

  • Licensed in NY (26 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Southold or New York? Simply enter in your zip code for a full list of Medicare agents in your area.

Use our free online directory to find Medicare insurance agents in Southold zip code 11971.

MedicareAgentsHub.com also features licensed Medicare insurance advisors in nearby communities Cutchogue, Greenport, Noyack, Mattituck, North Sea, Northwest Harbor, Southampton, East Hampton North, Hampton Bays, and Springs.

Local Medicare Insurance Agents in Southold New York

Why work with a local Southold Medicare Representative?

Working with a local Medicare agent has many advantages over direct enrollment or working with a nation-wide agent.

  • Familiar with Southold: Local agents take extra time to understand your personal situation and understand what everyday life is like in Suffolk County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Southold might be a totally different price in Cutchogue or Greenport. Local Medicare representatives can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Consultants familiar with Southold plans will be able to explain everything you need to know about Medicare, without having to spend countless hours doing your own research. If you wish to learn more about Medicare prior to meeting with your agent, be sure to check out our list of Southold Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Southold, NY
Insurance Agents Offering Anthem Medicare Plans in Southold, NY
Insurance Agents Offering Humana Medicare Plans in Southold, NY
Insurance Agents Offering Devoted Medicare Plans in Southold, NY
Insurance Agents Offering Cigna Medicare Plans in Southold, NY
Insurance Agents Offering Mutual Medicare Plans in Southold, NY

Latest Medicare Insights From Agents

Helpful information and articles from top rated agents across the country to help you learn about Medicare as you are browsing for a Southold Medicare agent.

The One-Way Door: Why Leaving a Medicare Advantage Plan Can Be Harder Than Joining One
Written by Taylor Langlois Medicare Insurance Agent
The One-Way Door: Why Leaving a Medicare Advantage Plan Can Be Harder Than Joining One

Written by Taylor Langlois

Medicare Advantage is easy to join but difficult to leave with full financial protection. This article explains why medical underwriting, the Medigap open enrollment window, trial rights, and guaranteed issue rules make the exit far more complicated than the entrance.

Understanding Medicare: A Guide to 2027 Benefit Basics
Written by Robert Helmkamp II Medicare Insurance Agent
Understanding Medicare: A Guide to 2027 Benefit Basics

Written by Robert Helmkamp II

An Independent Medicare Broker breaks down the four parts of Medicare, compares Original Medicare and Medicare Advantage, outlines 2027 premiums and deductibles, and walks through critical enrollment windows.

2026-2027 Medicare Annual Enrollment Period: Dates, Plan Options and Why You Should Review Your Coverage
Written by Tyrone Carr Medicare Insurance Agent
2026-2027 Medicare Annual Enrollment Period: Dates, Plan Options and Why You Should Review Your Coverage

Written by Tyrone Carr

The 2026-2027 Medicare Annual Enrollment Period runs October 15 through December 7, 2026. Here's what you can change, which plans are affected, and why reviewing your coverage matters more than ever this year.

Local Resources for Seniors in Southold

Discover essential services for seniors in Southold, New York. In addition to connecting seniors with Medicare insurance agents in Southold, we've curated a selection of helpful links to local resources that provide information and community support for Southold seniors.

Suffolk County Office for the Aging

The Suffolk County Office for the Aging provides valuable support and resources for residents aged 60 and older, helping them maintain independence and dignity. As an advocate for senior citizens, this agency administers a range of federal, state, and county programs designed to enhance the quality of life for older adults in Suffolk County.

Visit the Suffolk County Office for the Aging website »

New York State Office for the Aging

The New York State Office for the Aging is a valuable resource for older New Yorkers, striving to support and encourage senior independence for as long as possible. Built on a foundation of person-centered, advocacy-driven policies, NYSOFA provides seniors and their families with a multitude of essential services through its 59 area agencies on aging. These services include home delivered meals, nutrition counseling, senior center programming, legal services, health insurance information, and transportation to medical appointments, among other beneficial resources.

Visit the New York State Office for the Aging website »

New York Foundation for Senior Citizens

The New York Foundation for Senior Citizens is dedicated to enhancing the lives of older adults across all five boroughs by providing innovative social services and maintaining independence in their communities. Since its inception in 1968, NYFSC has expanded to offer 35 programs and more than 900 housing units, ensuring that seniors can enjoy healthier and dignified lives at home.

Visit the New York Foundation for Senior Citizens website »