4 Shawkemo Hills Lane & 2 Wingspread Lane • $19,400,000

Nestled in a coveted location on Nantucket, this exceptional five-bedroom, four full-bath, two half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms, offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck that is truly unique. Boasting soaring ceilings, abundant natural light, and a seamless blend of indoor and outdoor living spaces, this estate offers a rare combination of luxurious living spaces, expansive views, and unbeatable Nantucket charm. In addition to the primary residence on 2.39 acres, the property includes a non-contiguous adjacent 2.84-acre lot, bringing the total acreage to an impressive 5.23 acres. With this additional space, the possibilities are endless. Whether you envision creating a grand estate with additional structures, enhancing privacy, or preserving the beauty of this rare location for future generations, creating your perfect retreat will come with ease.

Floor 1: As you approach the front of the house, a large porch welcomes you into a grand foyer with impressive ceiling height. To the left, a spacious living room with vaulted ceilings and a dramatic wood-burning fireplace sets the tone for the home’s elegant design. Straight ahead, the dining room is filled with windows and glass doors, offering breathtaking views and easy access to the expansive deck beyond, perfect for enjoying the Nantucket sunsets. To the right, the casual living room provides a cozy yet open atmosphere, featuring antique wood floors, tall glass French doors, and a wood-burning fireplace. The kitchen, located just off the living room, is equipped with an 8-burner GE gas stove, Sub-Zero refrigerator, and an island for extra prep space. Adjacent to the kitchen is a hallway that leads to a half bath, laundry room, and a mudroom entrance. This entrance features additional windows, access to the front of the house, and a pass-through to the deck. The mudroom also includes extra pantry storage. The primary bedroom suite is situated off the living room, featuring vaulted ceilings, a private deck, a wood-burning fireplace, and expansive views of the property’s private tennis court. A sitting room adjacent to the primary bedroom provides a cozy retreat, with stairs leading up to a private office offering serene views of the surroundings. The en-suite bathroom features a dual vanity, a tub-shower combination, and a spacious walk-in closet. Transom windows are featured throughout the home, adding to its light-filled elegance.

Floor 2: The second floor is divided into two distinct areas, each offering unparalleled views. The first area, accessed via stairs from the sitting room adjacent to the primary bedroom, leads to a private office space with expansive views in two directions. The second area, accessed by stairs from the entryway, offers a choice at the top of the stairs. To the left, you can continue up to the roof walk, where you'll be rewarded with panoramic views of the surrounding area. Alternatively, continuing forward brings you to the main part of the second floor. This section features a generously sized bedroom with spectacular views to the west, perfect for watching summer sunsets. This bedroom overlooks adjacent land, Nantucket Harbor, and Nantucket Sound, with a private balcony accessible from the room. The en-suite bathroom is spacious, featuring dual vanities, a walk-in shower, a tub, a private water closet, and a walk-in closet. To the right of the stairs is a charming bedroom with a step-up window nook offering clear views of the harbor. This bedroom shares a hall bathroom with a tub-shower combination, with a second bedroom located nearby. At the end of the hall, a private bedroom suite boasts truly remarkable views of Polpis Harbor, a sitting area, and an en-suite bathroom with east-facing windows perfect for catching the sunrise.

Floor 3: Large open sitting/TV room, two bedrooms, full bath with stall shower.

Basement: Descending the stairs from the entryway, the finished basement offers a variety of functional spaces, currently featuring a small gym area and a separate game room with a billiards table. Large storage closets, a utility room, and an owner’s closet further enhance the lower level’s functionality.

Parking:> Ample