Properties We
Manage & Operate

Every property in our portfolio is actively managed by Shore Way — with the same standard of care we give our own investments.

Grand estate property in Gloucester, MA
Gloucester, MA
Cape Ann
The Way Road Estate

A landmark Gloucester estate offering sweeping grounds, refined interiors, and timeless New England architecture — ideal for large gatherings and extended stays.

★ 5.0 · Large Group · Shore Way Managed
Sunlit home in Gloucester, MA
Gloucester, MA
Cape Ann
Grapevine Road

A spacious, light-filled Gloucester home with panoramic views, a game room, and a pickleball court — everything a family or group needs for the perfect North Shore escape.

★ 4.9 · Family Stays · Shore Way Managed
Cozy living room with fireplace in Gloucester, MA
Gloucester, MA
Cape Ann
Mount Pleasant

A warm and beautifully staged Gloucester home with a stone fireplace, wrap-around porch, and the kind of lived-in comfort that earns five-star reviews on every stay.

★ 4.9 · Couples & Families · Shore Way Managed
Victorian property exterior in Beverly, MA
Beverly, MA
Beverly
Briscoe Street Victorian

A striking Victorian in the heart of Beverly — full of character, thoughtfully updated, and steps from the local restaurants and waterfront that make this town worth visiting.

★ 4.9 · City & Coast · Shore Way Managed
Modern interior in Beverly, MA
Beverly, MA
Beverly
Briscoe Street — No. 2

A bright, modern Beverly property with an open layout and quality finishes throughout. Consistently high occupancy and five-star guest feedback season after season.

★ 5.0 · Modern Comfort · Shore Way Managed
Charming colonial interior in Beverly, MA
Beverly, MA
Beverly
Cabot Street Colonial

Original exposed beams, wide-plank floors, and a layout that feels like home — this Beverly colonial draws guests back season after season for its authentic North Shore charm.

★ 4.9 · Historic Charm · Shore Way Managed

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