59 South Shore Road & 14 Tripp Drive Nantucket, MA 02554

Experience the ultimate island retreat at 59 South Shore Road Nantucket, a newly built 9-bedroom, 8.5-bath coastal equestrian estate just minutes from Surfside Beach. Designed to accommodate up to 23 guests, this extraordinary property combines the charm of open pastures with the elegance of a luxury Nantucket getaway. Set on private, manicured grounds, the estate features equestrian paddocks, a resort-style pool, spa, and fire pits, offering the perfect blend of outdoor beauty and resort-level amenities. Inside, soaring barn-inspired ceilings, hand-hewn beams, and refined finishes create a rustic yet sophisticated atmosphere. The chef’s kitchen is an entertainer’s dream, equipped with an 8-burner range, dual ovens, two dishwashers, and expansive prep space for hosting large gatherings. Additional highlights include a home office, private gym, and a southern-style game room complete with shuffleboard, billiards, a bar, and a stage-ready set-up. Whether beginning the day with a horseback ride, enjoying afternoons by the pool, or winding down with evenings under Nantucket’s starry skies, this property is designed for both relaxation and entertainment. Perfectly located near bike paths, bridle trails, cafés, and town, 59 South Shore Road delivers more than a home—it offers a complete Nantucket lifestyle of luxury, comfort, and coastal charm.