Insuring your Property on
Martha’s Vineyard is our Priority.

We Understand the Vineyard.

Owning a home on Martha's Vineyard is an exceptional experience, but it comes with its own set of unique considerations. Beyond the picturesque ferry rides and coastal weather, there are various factors to take into account when it comes to insurance. These include land lease scenarios, condominium or developments and homeowners associations with specific insurance requirements, privately owned utility poles, septic systems and wells, public conservation land easements, short-term rental, and hunting liability, among others.

At Sterling Insurance Group, we enjoy guiding you through these complexities. We will help you understand the risks involved. We are committed to offering you insurance options that align with your specific preferences and requirements.

  • Arial color image of Edgartown, Martha's Vineyard, Turkeyland Cove., with ocean in the distance.

    Edgartown - Turkeyland Cove

  • Color image of a beautiful high value home in Vineyard Haven, Martha's Vineyard, East Chop, overlooking the ocean.

    Vineyard Haven - East Chop

  • Color arial photo of a home in West Tisbury, Martha's Vineyard, Lambert's Cove.

    West Tisbury - Lambert's Cove

  • Color photo of homes in Aquinnah, Martha's Vineyard, dog fish Bar.

    Aquinnah - Dogfish Bar

  • Color photo of a home in Chilmark, Martha's Vineyard, Stonewall Pond - with a beautiful Sunset overlooking the ocean.

    Chilmark - Stonewall Pond

  • Photo of a home in Oak Bluffs, Martha's Vineyard, on Sengekontacket Pond.

    Oak Bluffs - Sengekontacket Pond

  • Image of a home in Vineyard Haven, Martha's Vineyard, on the Lagoon Pond.

    Vineyard Haven - Lagoon Pond

  • Image of a home in Downtown Edgartown, Martha's Vineyard.

    Edgartown - Downtown

  • Image of a home in Aquinnah, Martha's Vineyard, on Menemsha Pond.

    Aquinnah - Menemsha Pond

  • Arial image of homes on Chappaquiddick, Edgartown, Martha's Vineyard.

    Edgartown - Chappaquiddick

  • Image of a stonewall with a home in the distance, located in West Tisbury, Martha's Vineyard, North Road.

    West Tisbury - North Road

  • Image of a home in Chilmark, on Martha's Vineyard, Prospect Hill.

    Chilmark - Prospect Hill