Pleasant Bay Estate

 On a picturesque knoll with lush English gardens and stunning views of Pleasant Bay, this rare estate features two dwellings with 11 total bedrooms, a private dock, and beach. The main residence exudes classic Cape Cod charm with thoughtful scale and proportions for any occasion. Light-filled living and dining spaces, a gourmet kitchen, and six en suite bedrooms provide ample living space across 4,271 square feet, while multiple balconies and terraces deliver a seamless connection to the outdoors. The spacious backyard is a verdant oasis of soft textures, colors, and total privacy. The second dwelling offers an additional 2,075 square feet of living space with five en suite bedrooms to provide an ideal gathering place for extended family and friends. Across the street, a private dock and beach offer endless activities on Pleasant Bay all summer long, from swimming and paddle boarding to fishing and boating. This one-of-a-kind seaside compound is located minutes from everything Chatham and Orleans have to offer, yet feels a world apart.

We co-listed this property with Paul Grover and team.