52 Monomoy Road • $34,500,000

Commanding one of the most coveted harborfront locations on Nantucket, this extraordinary 1.25-acre estate offers truly unparalleled harborfront views and an unmatched coastal living experience. With sweeping, panoramic vistas stretching from Town across the harbor to Brant Point and Coatue, the property delivers a front-row seat to the island’s most iconic scenery. Enjoy sunsets over the water, sailboats gliding through the harbor, and fireworks lighting up the sky throughout the season.

At the heart of the estate is a seven bedroom, six and a half bath main residence. It is slightly elevated allowing for breathtaking views from every floor. The main house is complemented by a spacious two-car garage with guest accommodations above. Additionally, a charming boat house sits on the water’s edge. Offering approximately 175 feet of direct waterfront and a gently sloping drive leading to a private sandy beach, this rare offering blends luxury, comfort, and natural beauty in a way few properties can. This estate could never be duplicated. There is a boathouse bordering the water that is a pre-existing, nonconforming use. It is essentially built right on the coastal bank, which today would require a 75-foot setback. The existing house is approximately 35 feet high, allowing for a full third floor—seven feet higher than what the HDC currently permits. These nonconformities have been grandfathered in and will never be permitted again. This is truly an incredibly rare opportunity and arguably the best location on Nantucket.

Floor 1: Step into the grand entrance atrium, a stunning focal point open to the second and third floors that sets an impressive tone upon arrival. The main level features a warm and inviting living room with a cozy fireplace, perfect for relaxed gatherings. Nearby, a spacious family room offers both comfort and functionality, complete with built-in bookcases, a second fireplace, and a stylish bar—ideal for entertaining.

The kitchen is designed for both everyday living and special occasions, with generous dining and seating areas, a convenient pantry, and access to a back staircase leading to the second floor. Completing the first floor are a well-appointed powder room and a dedicated laundry room. Every space on this level boasts exceptional harborfront views, creating a seamless connection between luxury living and the surrounding landscape.

Floor 2: The second floor offers a thoughtfully designed layout with five spacious bedrooms, four of which open directly onto a generous second-floor deck, creating a strong indoor-outdoor connection. The primary suite is a true retreat, featuring a private dressing room, a full bathroom with a walk-in shower, and direct access to the deck for a peaceful start or end to the day.

Two additional bedrooms share a well-appointed Jack and Jill bathroom, and both enjoy direct deck access as well. Another bedroom includes its own dressing area and a private full bath, also opening to the deck, while the fifth bedroom features an en-suite bath and provides a quiet, comfortable space for guests or family. This level seamlessly combines comfort, privacy, and access to the outdoors.

Floor 3: Two generously sized bedrooms each feature their own private full bathrooms and offer stunning views overlooking the harbor and stretching toward Town. These rooms are filled with natural light and provide a serene, elevated perspective of the surrounding landscape.

A nearby staircase leads to the roof walk, where sweeping panoramic vistas of the island and beyond create a truly unforgettable experience—perfect for taking in sunsets, stargazing, or simply enjoying the beauty of the coastal setting.

Basement: Expansive unfinished basement with convenient drive-in access from the water side, ideal for storing a small boat, vehicles, or additional recreational gear.

Parking:> Ample