Downeast Maine's Insurance Tradition

Insurance Agency serving Downeast Maine

The Winter Harbor Agency has served insurance needs of the people of Gouldsboro/Winter Harbor and surrounding towns since 1898.

Our insurance agents are happy to serve our local residents and businesses to find the best and most cost-effective policy for their needs. Our knowledgeable, friendly, and helpful approach to insurance will leave you with all questions answered and a policy that works best for you. Below you can see a list of our insurance carriers.

Our History

When the town of Winter Harbor was only 3 years old, one of its founding fathers, Bedford E. Tracy, was busy producing another offspring - the town’s first insurance agency.

Although generations of Tracys and others have come and gone from the agency and the town, both still thrive. One hundred years and four generations of Tracys after its founding, the Winter Harbor Agency is still operated by the Tracy family.

Real Estate Division

Discover the perfect home for your family with the help of the real estate agents at The Winter Harbor Agency in Gouldsboro, Maine. As Maine natives, we have a thorough knowledge of the area, offering real estate in the Schoodic Peninsula and surrounding communities.

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