Set in the heart of Gloucester's treasured village of Annisquam, this remarkable residence offers the rare opportunity to become the next steward of a home whose story spans more than two centuries.

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Believed to have origins in the late 18th century and documented by the Massachusetts Historical Commission as one of Annisquam's historic homes, the property reflects the enduring character of one of New England's oldest and most beloved coastal villages. Originally constructed when Annisquam flourished as a prosperous fishing community, the home was thoughtfully relocated within the village during the early twentieth century by local developer Richard Ricker as Annisquam evolved into a celebrated summer retreat for Boston families.

 

Today, it stands as a quiet reminder of the village's rich maritime heritage while seamlessly embracing modern living.
Lovingly restored with a deep respect for its architectural integrity, the home celebrates its historic craftsmanship through beautifully preserved period details, warm gathering spaces, abundant natural light, and thoughtful updates that honor the past without sacrificing comfort. Every room reveals another layer of history, creating a home that feels both timeless and welcoming. The previous owners described their renovation as one completed with "historic and environmental mindfulness," preserving the soul that has made this home so memorable.

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Beyond its walls lies one of Cape Ann's most coveted settings. Just moments from the Annisquam River, neighborhood beaches, the village green, the Annisquam Yacht Club, and the iconic white-steepled church, the location invites an effortless coastal lifestyle defined by morning walks, afternoons on the water, and evenings surrounded by the quiet charm that has drawn artists, sailors, and generations of summer residents for over a century.

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Less than an hour from Boston yet worlds away, 115 Leonard Street offers something increasingly difficult to find: an authentic historic home in one of Massachusetts' most picturesque seaside villages, where timeless architecture, coastal beauty, and a profound sense of place come together in extraordinary fashion.