Winchester, MA Local Medicare Insurance Agents

Looking for local Medicare agents in Winchester? Look no further than Medicare Agents Hub! We connect you with the top agents in your area who can help you navigate the complexities of Medicare, ensuring that you receive the coverage you need. Did you know that Winchester is home to the Griffin Museum of Photography, which features exhibits by both emerging and established artists? It’s also known for its picturesque parks, including the Middlesex Fells Reservation and Horn Pond, making it a great place to stay active as you age.

Top 8 Medicare Agents & Brokers Serving Winchester, MA

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

Vincent Ronzano - Medicare Agent serving Winchester, MA
Vincent Ronzano

#1 Top Rated Winchester Broker

781-201-5978
Contact Vincent
Ted Wallus - Medicare Agent serving Winchester, MA
Ted Wallus

#2 Top Rated Winchester Broker

617-693-7961
Contact Ted
Thomas Poeck - Medicare Agent serving Winchester, MA
Thomas Poeck

#3 Top Rated Winchester Broker

603-859-8645
Contact Thomas
Francis Burgoyne - Medicare Agent serving Winchester, MA
Francis Burgoyne

#4 Top Rated Winchester Agent

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

#5 Top Rated Winchester Agent

508-205-4217
Contact Karthik
Doug Carlson - Medicare Agent serving Winchester, MA
Doug Carlson

#6 Top Rated Winchester Agent

978-755-9592
Contact Doug
Steven Silverthorn - Medicare Agent serving Winchester, MA
Steven Silverthorn

#7 Top Rated Winchester Agent

978-358-4756
Contact Steven
Jennifer Whitworth - Medicare Agent serving Winchester, MA
Jennifer Whitworth

#8 Top Rated Winchester Broker

617-514-2534
Contact Jennifer

Local Winchester Medicare Insurance Representatives by Distance

Luba Rogozin Medicare Agent Needham, MA 02494
Luba Rogozin

  • Needham, MA 02494 (11 mi.)
Peter Stoner Medicare Agent Wellesley Hills, MA 02481
Peter Stoner

STONER & Company

  • Wellesley Hills, MA 02481 (12 mi.)
Devender Guhania Medicare Agent Arlington, MA 02474
Devender Guhania

Universal Insurance Solutions

  • Arlington, MA 02474 (2 mi.)
Andrea McLean Medicare Agent Burlington, MA 01803
Andrea McLean

  • Burlington, MA 01803 (5 mi.)
Elizabeth Jibrin Medicare Agent Burlington, MA 01805
Elizabeth Jibrin

  • Burlington, MA 01805 (5 mi.)
Freddy De La Torre Medicare Agent Burlington, MA 01803
Freddy De La Torre

  • Burlington, MA 01803 (5 mi.)
Brian Lynch Medicare Agent Wakefield, MA 01880
Brian Lynch

  • Wakefield, MA 01880 (5 mi.)
Joshua Harrington Medicare Agent Reading, MA 01867
Joshua Harrington

  • Reading, MA 01867 (6 mi.)
Cleia Luz Medicare Agent Cambridge, MA 02141
Cleia Luz

  • Cambridge, MA 02141 (6 mi.)
James Perry Medicare Agent Waltham, MA 01887
James Perry

  • Waltham, MA 01887 (7 mi.)
Matthew Hotaling Medicare Agent Waltham, MA 02451
Matthew Hotaling

Bankers Life

  • Waltham, MA 02451 (7 mi.)
Ishaan Patwari Medicare Agent Waltham, MA 02451
Ishaan Patwari

Bankers Life

  • Waltham, MA 02451 (7 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Winchester 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 Winchester zip code 01890.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Arlington, Medford, Woburn, Stoneham, Melrose, Malden, Somerville, Burlington, Belmont, and Cambridge.

Local Medicare Insurance Agents in Winchester Massachusetts

Why work with a local Winchester Medicare Expert?

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

  • Familiar with Winchester: Local agents take extra time to understand your personal situation and understand what everyday life is like in Middlesex County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Winchester might be a totally different price in Arlington or Medford. 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 Winchester 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 Winchester Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Winchester, MA
Insurance Agents Offering Anthem Medicare Plans in Winchester, MA
Insurance Agents Offering Humana Medicare Plans in Winchester, MA
Insurance Agents Offering Devoted Medicare Plans in Winchester, MA
Insurance Agents Offering Cigna Medicare Plans in Winchester, MA
Insurance Agents Offering Mutual Medicare Plans in Winchester, 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 Winchester Medicare agent.

Why a Yearly Medicare Checkup Matters
Written by Anna Ptak Medicare Insurance Agent
Why a Yearly Medicare Checkup Matters

Written by Anna Ptak

Your Medicare coverage should keep up with your life. Here's why reviewing your plan every year is one of the most important things you can do during enrollment season.

Your Medicare Drug Plan May Cost More in 2027 — Even If Your Prescriptions Haven't Changed
Written by Jon Cavanaugh Medicare Insurance Agent
Your Medicare Drug Plan May Cost More in 2027 — Even If Your Prescriptions Haven't Changed

Written by Jon Cavanaugh

Medicare Part D plans can change year to year. Here's why your drug costs could look different in 2027 even if your medications and pharmacy stay the same.

Medicare at 65: What You Actually Need to Do Step-by-Step
Written by Drew Bismack Medicare Insurance Agent
Medicare at 65: What You Actually Need to Do Step-by-Step

Written by Drew Bismack

Turning 65? A licensed Medicare agent with 22 years of experience walks you through the enrollment process step by step, with a checklist to keep you on track.

Local Resources for Seniors in Winchester

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