This turnkey compound spans a primary residence and a guesthouse positioned to take in Nantucket Sound, and it's offered fully furnished. Outdoors, there's a studio above a two-car garage and an in-ground pool. Inside, SLC Interiors handled the design. Amenities include a billiard room, a home theater, a breakfast-bar-equipped chef's kitchen, a formal dining room, a fitness room, and bunk rooms with built-in beds. Sabelhaus adds there is "a hidden speakeasy bar."
Set in the coveted Cliff area, the property is a short walk to the heart of town and minutes from Brant Point Lighthouse and Jetties Beach. "There is a private tunnel that connects the main residence to the guesthouse that is a unique feature," Sabelhaus says. He also highlights the walkable-yet-tucked-away location, noting, "It's in a premier location where you get the size and scale of an estate but walking distance to the heart of town." Up top, a widow's walk serves up views that sweep from downtown to the Sound. As Sabelhaus puts it, "The view from up on the cliff, sitting up there and looking down on all of Nantucket, is pretty spectacular."
Sabelhaus calls Botticelli & Pohl Architects top architects and says, "The home was built by Patrick Hehir, one of the top builders on Nantucket." A sale close to its $45 million ask would set a new peak for Nantucket and for Massachusetts. The statewide high-water mark stands at $43 million, achieved in a transaction earlier this month in Edgartown. On Nantucket, "[Barstool Sports founder] Dave Portnoy bought a house in Monomoy for $42 million, which became the most expensive residential real estate sale on Nantucket," Sabelhaus notes. He says interest so far is from second-home buyers, often with kids or grandkids, largely from the New York, Boston, and Connecticut markets.
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Nantucket's top end keeps pushing higher, and buyers are paying for exactly this mix: prime Cliff location, walkability to town, water views, and move-in-ready scale. If this trades near ask, it will reset the ceiling for both the island and the state, underscoring how convenience and rare features like a private tunnel and a widow's walk get priced in. For anyone watching high-end vacation markets, it is a clean read on what commands a premium right now.
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