33 & 35 Shell Street • $19,975,000

For the first time in nearly a century, 33 & 35 Shell Street are being offered for sale together. Originally acquired in 1929, this cherished cornerstone of ’Sconset history has been enjoyed as a beloved family compound for generations. Unrivaled in both location and scale, the estate represents a true once-in-a-lifetime legacy opportunity.

Commanding an expansive and elevated vantage point with sweeping, unobstructed 180-degree views of the Atlantic Ocean, the compound seamlessly pairs a stately Main House at 35 Shell with a charming Guest House at 33 Shell. The compound is beautifully complemented by a classic three-bay garage and magnificent, deep oceanfront lawns that lead to direct, deeded beach access.

The Main House is designed with flawless flow and architectural symmetry. A grand central living room anchors the home, separating two distinct wings and offering immediate visual drama upon entry. In the North Wing, a formal dining room with expansive views and direct deck access is supported by a gourmet kitchen, butler's pantry, and a dedicated office and mudroom. The South Wing serves as a private retreat, offering a cozy den with a fireplace alongside a private two-room guest suite complete with its own sitting room and full bath. For effortless entertaining, the dining room, central living area, and den all open directly onto a sweeping ocean-view deck—perfect for al fresco dining or shaded afternoon relaxation.

Dual staircases—one positioned in each wing—enhance privacy and provide exceptional internal circulation to the upper floor, which hosts nine of the property's ten-plus bedrooms. Remarkably, almost all of these upper-level bedrooms are ocean-facing. The primary suite is a true sanctuary, spanning the entire depth of the house to connect the north and south wings while boasting a private dressing area and a luxurious en-suite bath.

The guest house offers an additional six bedrooms (two are ensuite), and three full and 2 half baths.

The exterior grounds are an entertainer's dream, defined by the expansive oceanfront lawn and two private, hedge-lined patios beautifully configured for firepits, lawn games, and lounge seating. The grounds are complete with two outdoor showers, and the property has HDC approval for a pool.

More than just a home, 33 & 35 Shell Street represents an irreplaceable piece of Nantucket’s heritage. Welcome to the ultimate ’Sconset legacy.

(Note: 35 Shell Street can also be purchased separately.)

Floor 1: A spacious covered porch graciously welcomes visitors to this distinguished ’Sconset estate, providing an ideal setting to savor the ocean breeze. Upon entry, one is greeted by a grand living room adorned with original wood paneling, a stately fireplace, and an expansive wall of windows that frame panoramic views of the meticulously maintained grounds and the Atlantic Ocean beyond. The residence is thoughtfully configured into two distinct wings, balancing privacy and refined living.

To the left, the North Wing encompasses an office /mudroom which leads to the well-appointed kitchen, a side entrance, a rear staircase ascending to the second floor, a butler’s pantry, and an ocean-facing formal dining room with direct access to the rear deck. The dining area integrates seamlessly with the main living space, fostering an inviting environment for gatherings. Adjacent to the kitchen and pantry is a covered porch featuring built-in storage, ideal for beach equipment.

To the right, beyond the living room, the South Wing comprises a tasteful den with a fireplace and a wall of windows oriented eastward toward the ocean. This wing also offers a two-room suite complete with a private bath, a secluded deck with ocean vistas, a full hall bathroom, a private guest entrance, and a staircase to the second floor.

Floor 2: The second level features nine bedrooms, including a serene primary suite with a private bath. The South Wing comprises five bedrooms—four of which offer east-facing windows with water views—two full bathrooms, and a sitting room. Two of the bedrooms enjoy ensuite access to one of the hall baths, providing both comfort and convenience for family and guests. The primary suite uniquely connects to both the north and south wings. The north wing includes three bedrooms and a full hall bath. Staircases in both wings ensure privacy and ease of access throughout the residence.

Parking: Yes