The Winter Harbor Agency

At The Winter Harbor Agency, we are proud to be a part of Downeast Maine's insurance tradition, serving the people of Gouldsboro/Winter Harbor and surrounding towns since 1898. Our insurance agents are dedicated to providing our local residents and businesses with the best and most cost-effective policies that cater to their specific needs. We take pride in our knowledgeable, friendly, and helpful approach to insurance, ensuring that all our clients have all their questions answered and receive a policy that works best for them.

Our agency was founded by Bedford E. Tracy, one of the founding fathers of Winter Harbor, when the town was only three years old. Over the years, generations of Tracys and other dedicated professionals have contributed to the growth and success of our agency, while maintaining the core values that make us unique. Today, we continue to be family-owned and operated, ensuring that our commitment to our clients and community remains unwavering.

Insurance Services

We offer a wide range of insurance services, including personal, commercial, and financial services. Our team is dedicated to helping you find the best coverage for your situation, whether it be personal or commercial insurance. We have the resources, experience, and insurance products to best serve your insurance and financial needs, giving you peace of mind.

Our personal insurance services include auto insurance, boat/jet ski insurance, condominium insurance, flood insurance, homeowners insurance, life insurance, marine insurance, mobile home insurance, motorcycle/ATV insurance, motor homes insurance, personal umbrella, renters insurance, snowmobiles insurance, travel trailers insurance, and valuable items including computers, guns, and jewelry.

For businesses, we offer builders risk, business auto, business owners policies, business umbrella liability, commercial fishing insurance, contractors, daycare liability, flood insurance, garage liability, general liability, liquor liability, lobsterboat insurance, marine/marina insurance, performance and probate bonds, professional liability, rental properties (single & multi-family), and special events coverage.

Financial Services

Life can be difficult, and properly managed finances and well-thought-out coverage plans can help alleviate some of the day-to-day stress that comes with it. Whether it's buying a life insurance policy, looking into a benefits package for your employees, or help with your investments to prepare for the future, the Winter Harbor Agency is pleased to offer these financial services and more to our valued customers.

Our life insurance coverage enables you to secure the financial future of your family or business by providing you with the funds necessary to cover burial expenses, pay uninsured medical bills, and meet ongoing financial obligations. We also offer dental insurance, disability insurance, fixed annuities - immediate & deferred, group disability, group health insurance, group life insurance, international short-term medical, long-term care, short-term medical insurance, and trip cancellation/interruption.

Real Estate Services

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. For more information, please visit us at winterharborre.com.