Gloucester, MA Medicare Insurance Agents

Welcome to Medicare Agents Hub, your go-to directory for finding the best local Medicare insurance agents in Gloucester, MA. As a charming coastal city located in Essex County, Gloucester is known for its rich maritime history, delicious seafood cuisine, and picturesque views of the Atlantic Ocean. With over 17% of its population aged 65 or older, Gloucester residents can benefit greatly from working with a knowledgeable and experienced Medicare insurance agent. Our directory allows you to easily connect with reputable agents who can help you navigate the complex world of Medicare and find a plan that suits your unique needs.

Top 8 Medicare Agents & Brokers Serving Gloucester, MA

The following featured Medicare Experts are top rated in Gloucester and throughout Essex County, MA. These local representatives are our picks as the best Medicare agents in Gloucester, and are ready to help you navigate all of the most important parts of signing up for Medicare.

Charles Wheeler - Medicare Agent serving Gloucester, MA
Charles Wheeler

#1 Top Rated Gloucester Broker

978-358-3571
Contact Charles
Thomas Poeck - Medicare Agent serving Gloucester, MA
Thomas Poeck

#2 Top Rated Gloucester Broker

603-859-8645
Contact Thomas
David Quintal - Medicare Agent serving Gloucester, MA
David Quintal

#3 Top Rated Gloucester Broker

978-419-9241
Contact David
Al Haghdan - Medicare Agent serving Gloucester, MA
Al Haghdan

#4 Top Rated Gloucester Broker

603-859-8650
Contact Al
Francis Burgoyne - Medicare Agent serving Gloucester, MA
Francis Burgoyne

#5 Top Rated Gloucester Agent

978-673-6577
Contact Francis
Karthik Rao - Medicare Agent serving Gloucester, MA
Karthik Rao

#6 Top Rated Gloucester Agent

508-205-4217
Contact Karthik
Chibu Chikere - Medicare Agent serving Gloucester, MA
Chibu Chikere

#7 Top Rated Gloucester Agent

978-672-4437
Contact Chibu
Jennifer Whitworth - Medicare Agent serving Gloucester, MA
Jennifer Whitworth

#8 Top Rated Gloucester Broker

617-514-2534
Contact Jennifer

Local Gloucester Medicare Insurance Representatives by Distance

James Fenton Medicare Agent Haverhill, MA 01830
James Fenton

  • Haverhill, MA 01830 (23 mi.)
Deb Haley Medicare Agent Tewksbury, MA 01876
Deb Haley

  • Tewksbury, MA 01876 (28 mi.)
Peter Klim Medicare Agent Gloucester, MA 01930
Peter Klim

  • Gloucester, MA 01930
Paul Sliker Medicare Agent MARBLEHEAD, MA 01945
Paul Sliker

  • MARBLEHEAD, MA 01945 (12 mi.)
Pete Reardon Medicare Agent Marblehead, MA 01945
Pete Reardon

  • Marblehead, MA 01945 (12 mi.)
Shaniece Ford Medicare Agent Danvers, MA 01923
Shaniece Ford

  • Danvers, MA 01923 (14 mi.)
Joseph Jenkinson Medicare Agent Boxford, MA 01921
Joseph Jenkinson

  • Boxford, MA 01921 (15 mi.)
Iliana Puello Medicare Agent Lynn, MA 01905
Iliana Puello

  • Lynn, MA 01905 (18 mi.)
Joe DeLuca Medicare Agent Lynnfield, MA 01940
Joe DeLuca

  • Lynnfield, MA 01940 (19 mi.)
Brian Lynch Medicare Agent Wakefield, MA 01880
Brian Lynch

  • Wakefield, MA 01880 (21 mi.)
Joshua Harrington Medicare Agent Reading, MA 01867
Joshua Harrington

  • Reading, MA 01867 (22 mi.)
Andrew Firmin Medicare Agent North Andover, MA 01845
Andrew Firmin

Benefit Adivisors Group, LLC

  • North Andover, MA 01845 (22 mi.)
Cynthia Milley Medicare Agent Licensed in MA
Cynthia Milley

  • Licensed in MA (23 mi.)
Maria Dwyer Medicare Agent Winthrop, MA 02152
Maria Dwyer

  • Winthrop, MA 02152 (23 mi.)
James Perry Medicare Agent Waltham, MA 01887
James Perry

  • Waltham, MA 01887 (25 mi.)
Michael Harrington Medicare Agent Woburn, MA 01801
Michael Harrington

  • Woburn, MA 01801 (26 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Gloucester or Massachusetts? 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 Gloucester zip codes 01930 and 01931.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Essex, Rockport, Manchester, Ipswich, South Hamilton, Beverly, Wenham, Marblehead, Rowley, and Newbury.

Why work with a local Gloucester Medicare Expert?

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

  • Familiar with Gloucester: Local agents take extra time to understand your personal situation and understand what everyday life is like in Essex County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Gloucester might be a totally different price in Essex or Rockport. Local Medicare experts can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Representatives familiar with Gloucester 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 Gloucester Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Gloucester, MA
Insurance Agents Offering Anthem Medicare Plans in Gloucester, MA
Insurance Agents Offering Humana Medicare Plans in Gloucester, MA
Insurance Agents Offering UnitedHealthcare Medicare Plans in Gloucester, MA
Insurance Agents Offering Cigna Medicare Plans in Gloucester, MA
Insurance Agents Offering Mutual Medicare Plans in Gloucester, MA

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 Gloucester Medicare agent.

Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap
Written by Todd Bostic Medicare Insurance Agent
Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap

Written by Todd Bostic

Medicare Advantage plans may seem like a great deal with all their extras, but they often come with hidden costs when you actually need care. With Medigap, you pay more upfront each month, but you usually walk into a doctor or hospital and owe nothing.

Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees
Written by Douglas Carney Medicare Insurance Agent
Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees

Written by Douglas Carney

In 2025, Medicare’s transformative changes are sparking discussions among new and current enrollees. From cost-saving measures to privatization concerns, these shifts are reshaping healthcare planning. Here are the top trending topics you need to know, based on recent updates.

Critical Medicare Mistakes to Avoid (and How to Protect Yourself)
Written by Robert Vaughan, R.Ph., MBA Medicare Insurance Agent
Critical Medicare Mistakes to Avoid (and How to Protect Yourself)

Written by Robert Vaughan, R.Ph., MBA

Whether you are approaching eligibility or helping a loved one manage their transition into Medicare, it is essential to understand what not to do. Avoiding common mistakes can save you thousands of dollars in penalties, help you access the care you need when you need it, and give you peace of mind for the future.

Local Resources for Seniors in Gloucester

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

Aging Resources from the Massachusetts Executive Office of Elder Affairs

Explore a plethora of helpful services and supports specially designed to assist older adults in Massachusetts. With a focus on programs that aid in aging within the community, this resource from the Massachusetts Executive Office of Elder Affairs provides information on home care, insurance assistance, housing support, advocacy services, and employment help. Accessible transportation, emergency housing assistance and other essential resources are also part of their comprehensive offerings.

Visit the Aging Resources from the Massachusetts Executive Office of Elder Affairs website »