Introducing Shore Gables, one of the North Shore of Long Island’s most storied and significant original estates, now offered for the buyer waiting for an incredible home. This extraordinary Dutch Fieldstone and clapboard Colonial Revival commands .77 private acres in the coveted Village of Plandome, delivering over 7,875 square feet of grandly scaled, meticulously preserved living across four remarkable levels. Shore Gables once presided over a magnificent estate complete with a dedicated guesthouse and carriage house – both now cherished as separate private residences. Now offered for the first time in decades, this historic home presents an opportunity to restore and reimagine one of the North Shore’s most significant estates.

Arrive through stone pillars and a sweeping drive sheltered by a porte-chochere, an entrance befitting the grandeur within. The double-height entry foyer is just beautiful with a soaring entry, a breathtaking curved wood balcony on the second level gallery, a sweeping staircase of extraordinary craftsmanship, original rich oak raised-panel woodwork, and luminous marble floors. Five original period fireplace mantels, each a sculptural masterwork, punctuate the principal rooms throughout. The stately Library, lined with classic built-ins and anchored by a wood-burning fireplace, offers an intimate sanctuary for reading or working from home. The magnificent 22-foot beamed living room with fireplace opens through French doors onto a spectacular 49-foot veranda, one of the home’s crown jewels, with a coastal wainscot ceiling, custom English designed black iron garden railings, and sweeping views over grounds of natural beauty. Host dinner parties of any scale in the formal dining room, where original woodwork and a stunning period mantle frame every occasion. A sun-drenched year-round conservatory is perfect for the passionate gardener or a morning coffee ritual. The spacious eat-in kitchen is anchored by a commercial-grade Vulcan stove and oven beneath a dramatic black iron hood, ready for both the everyday cook and the serious entertainer.

The primary suite is nothing short of a private retreat: a grand bedroom, a dedicated home office, a gracious sitting room, a custom dressing room, and two full baths – all combining to create a sanctuary of rare comfort and quiet luxury. A separate den with a fireplace on this level adds warmth and versatility. Three additional well-proportioned bedrooms and a full bath complete the floor, offering abundant space for all.

The third level presents three to four additional bedrooms or private suites, each generously sized and served by an large full bath. The walk-out lower level is a world unto itself, anchored by a dramatic stone fireplace billiard room and flowing through multiple purpose areas built for entertaining and recreation. Direct access to the grounds creates a seamless indoor-outdoor experience. Landscape architecture by the celebrated Laurel Group of Long Island — lush, layered, and impeccably maintained, the grounds offer a level of privacy and natural splendor rarely found in today’s market. Here, the landscape becomes an extension of the home itself: a living sanctuary that changes beautifully with every season with stunning perennial gardens. Shore Gables is not simply a residence, it is a legacy. A home of this architectural heritage, scale, and provenance in the Village of Plandome represents one of the most interesting opportunities on the North Shore. Enjoy the waterfront lifestyle Plandome offers with The Plandome Field & Marina.