Insurance Agency in Gouldsboro, Maine


Personal, Auto, and Marine Insurance

Protect yourself from unforeseen financial burdens with The Winter Harbor Agency. We provide commercial, workers’ compensation, home, and auto insurance to customers in Gouldsboro, Maine.

Home Insurance by The Winter Harbor AgencyHome & Business Insurance

Insurance coverage for your home or business starts with a personal interview over the phone. With an estimated price to replace the structure, we gather quotes from various insurance providers. To determine what it would cost to replace the home or building, we need to know the following details:

  • Size
  • Year it was Built
  • Alarms or Alarm Systems
  • Unique Features
  • Type of Heating System
  • Updates & Renovations
  • Recent Electrical, Heating, & Plumbing Work

Marine Insurance

Only pay for your vessel once with the proper insurance coverage. We provide coverage for liability and the value of the vessel including commercial hull, yacht, personal watercraft, and pleasure craft policies. Details we will need to know include:

  • Value of Vessel
  • Where Vessel is Located
  • Number of Crew Members
  • Current Survey for the Vessel
  • Whether Vessel is for Commercial Use or Pleasure

Auto Insurance

Protect your wallet against pricey car repairs or needing a new car altogether with the most comprehensive automotive and collision insurance. We gather information on all drivers of your vehicles and then seek out quotes from various auto insurance providers. Information we will need includes:

  • Desired Coverage
  • Types of Vehicles
  • How Vehicles are Used
  • Number of Daily Trips Made
  • Current Level of Coverage
  • Dates of Birth of All Operators
  • Levels of Education of All Operators

Commercial Auto Insurance

For commercial vehicles, we will be asking about the type of business you are in, payroll, who is driving the company vehicles, how the vehicles are used, how far they go, and more. We gather this information to figure the value and liabilities that need to be covered.


To provide you with a complete selection of quotes and coverage, we are licensed with the following insurance carriers:

  • Acadia Insurance®
  • American Collectors Insurance®
  • The Andover Companies
  • Countryway®
  • Foremost®
  • The Hanover Insurance Group
  • International Marine Underwriters
  • The Main Street America Group
  • International Special Risks
  • Maritime Program Group
  • MEMIC Group
  • MMG Insurance
  • OneBeacon Insurance®
  • Ohio Mutual Insurance Group®
  • Patriot Insurance Company®
  • Patrons Oxford Insurance
  • Peerless Insurance®
  • Progressive®
  • Sentry®
  • Vermont Mutual

Contact our insurance agency in Gouldsboro, Maine, to request a quote on marine, business, home, or auto insurance.