4 Sleepy Hollow Road, Nantucket MA 02554, US

4 Sleepy Hollow Road

This 5-bedroom, 4-bath house is designed for privacy, comfort, and gatherings. Organized in a U-shape, it creates two quiet bedroom wings connected by a central kitchen that opens to a sheltered deck with outdoor dining for 12. The layout balances generous shared spaces with multiple TVs for sports and movies, alongside calm places to read and retreat. Entry is through a covered porch into a practical hall with hooks for coats and space for shoes. From here, the dining area and living room open directly ahead. The dining area seats 810 and flows into a bright living room furnished with two 10-foot RH sofas. Built in bookshelves flank the fireplace. A Saarinen tulip table adapts easily to different group sizes, paired with an upholstered semicircular banquette and Windsor chairs.
The professional kitchen anchors the center of the house. A Wolf range with downdraft hood is set into a large wood island with seating for four, while the Sub-Zero refrigerator and Miele dishwasher line the sink wall opposite. Full-height sliding doors beyond the island open directly to the deck, allowing the island to function as a buffet and bar when dining outside. The cathedral-height space is fully equipped with high-end cookware, designer tableware, and professional-grade small appliances, making it ideal for serious cooking and entertaining. From the kitchen, circulation divides naturally into the two bedroom wings. The north wing leads first to a double-height TV room with a 75 Frame TV visible from the kitchen and a Cloud sofa for movie nights. Adjacent is a compact office with built-in desk, followed by a bunk room with four twin beds and custom cabinetry. A nearby powder room conceals a discreet door to a full shower. Continuing up the north stair is the primary suite, with a king bed and a twin daybed tucked into a reading alcove. The bath includes a tub and shower, a custom oak vanity with marble top and wall-mounted fixtures, and a hanging wardrobe. A 55 Frame TV is positioned for viewing from bed or alcove. The south stair leads to a gallery displaying vintage island art and original watercolors. At one end is a king bedroom with walk-in closet and built-ins; at the other, a queen bedroom with walk-in closet, 55 Frame TV, and windows open to the distant sound of surf. Between them, the shared bath is divided into two rooms: one with toilet and sink, and another with a skylit tub, shower, and custom oak vanity. From the TV room, stairs descend to the lower level, where an additional TV room with a 65 Frame TV opens to a full king bedroom suite. A pantry and laundry room lead to a large rec room with a professional ping-pong table and direct yard access. A 15 × 30 pool and cabana are planned for summer 2026; early lessees may use them at no cost. Miacomet Golf Club is 0.7 miles away, Bartlett Farm a scenic mile away, Ladies Beach 1.5 miles, and town just as close.