Annisquam Singing Pines

Experience a Classic Cape Ann Summer at Annisquam Singing Pines

Imagine spending your days swimming from the private tidal dock at high tide or exploring the sandy shoreline at low tide. Launch a kayak or paddleboard from the beach and glide across the water to nearby islands or Wingaersheek Beach for a day of sun, surf, and adventure. Nestled on over an acre of waterfront land, Annisquam Singing Pines is a historic retreat that offers stunning river views, ample outdoor space, and charming indoor comforts—all designed to create unforgettable vacation memories.

Originally built as the summer home of Governor John Lewis Bates, Massachusetts’ governor at the turn of the 20th century, this beautifully updated home seamlessly blends historic character with modern amenities. With five bedrooms and space for up to 10 guests, this is the perfect destination for family gatherings, friend getaways, or a relaxing waterfront escape.

Property Highlights:

Expansive Waterfront Property – Private tidal dock, beach access, and panoramic views

Multiple Porches & Outdoor Living Spaces – Screened-in and open-air options

Renovated Kitchen (2023) – Fully equipped with modern appliances

Historic Charm Meets Modern Comforts – Updated interiors with original character

Prime Location – Easy access to Gloucester, Rockport, Salem, and Boston

Parking – There is off-street parking for up to 6 cars.

2,418 SF. No Smoking. No events or parties. No fire pits allowed.

Nestled along the beautiful shores of Gloucester, Annisquam Singing Pines offers a unique blend of history and nature. Guests can explore the scenic coastline, with easy access to sandy beaches and the serene tidal dock right outside your door. Enjoy kayaking, paddleboarding, or simply lounging by the water for a perfect summer getaway.