59 South Shore Road & 14 Tripp Drive • $39,900,000

Nantucket Coastal Equestrian Estate includes 59 S Shore Rd, 14 Tripp Dr front and 14 Tripp Dr. Just minutes from Surfside Beach, this newly built 9-bedroom, 8.5-bath estate sleeps 23 and blends equestrian charm with coastal luxury. The private, manicured grounds feature paddocks, a resort-style pool, spa, and fire pits, blending the freedom and beauty of open pasture with the luxury of wellness retreat amenities. Inside, soaring barn-inspired ceilings, hand-hewn beams, and refined finishes create rustic elegance with modern sophistication. The chef’s kitchen, designed for large gatherings, boasts an 8-burner range, dual ovens, two dishwashers, and expansive prep space. A home office, gym, and southern-style game room with shuffleboard, billiards, bar, and band set-up add practicality and entertainment. Days begin with horseback rides or beach walks, afternoons by the pool, and evenings under Nantucket’s starry skies. Conveniently located near bike paths, bridle trails, cafés, and Town, this estate is more than a home—it’s a lifestyle.

59 South Shore Road & 14 Tripp Drive Location