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Aerial view of The Winter Harbor Agency office, parking area, and surrounding woodland in Gouldsboro, Maine.

SERVICES

The Winter Harbor Agency

Family-run insurance and real estate agency serving Downeast Maine since 1898.

AT A GLANCE

LOCATION / SERVICE AREA

165 US Rte 1

Gouldsboro, ME 04607

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HOURS

Monday - Friday 8:00AM - 4:30PM

Hours last verified:

October 13, 2026

Know before you go:

No appointment necessary. You can also request an insurance quote through our website.

CONTACT

Call:

(207) 963-2347

Text:

please call

ABOUT THE BUSINESS

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The Winter Harbor Agency logo

The Winter Harbor Agency has been helping Downeast Maine residents and businesses protect what matters since 1898. Founded by Bedford E. Tracy in the early days of Winter Harbor, the agency has remained a family business through generations of the Tracy family.


Today, the agency operates from Gouldsboro, providing personal, commercial, and financial insurance services to customers throughout Downeast Maine. Its experienced team works with a range of insurance carriers to help individuals, families, and businesses find coverage suited to their needs.


Personal insurance options include homeowners, auto, life, boat, motorcycle, ATV, and snowmobile coverage. For local businesses, the agency offers commercial insurance for contractors, rental properties, fishing vessels, marinas, and other enterprises that are part of the region's working economy.


The Winter Harbor Agency also offers real estate services, helping buyers and sellers navigate the Schoodic Peninsula and surrounding communities. With deep local roots and firsthand knowledge of the region, its real estate division provides another way for customers to connect with the Downeast Maine community.



Historic black-and-white photograph of two men standing beside a Winter Harbor Agency sign advertising insurance and real estate.
A look back at The Winter Harbor Agency, where insurance and real estate have long been part of the business.

More than a century after its founding, The Winter Harbor Agency continues a family tradition of personal service, local knowledge, and helping neighbors prepare for life's uncertainties.



TAKE A CLOSER LOOK

See what awaits

FROM THE PEOPLE WHO KNOW

While you're here...

The people who live and work here know the places, experiences and little details worth discovering.

WHAT LOCALS KNOW

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~Paul Tracy, The Winter Harbor Agency

Paul Tracy of The Winter Harbor Agency in Gouldsboro, Maine
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