5.3 ACRES 11,955 SQ FT $16,880,000

Set majestically on 5.3 spectacular waterfront acres, and a mere 29 miles from Downtown Manhattan, 235 Middle Neck Road is one of the most iconic and significant residences on the North Shore of Long Island.

Designed in 1928 by McKim, Mead & White, the greatest architects of their time and designers of 998 Fifth Avenue, the White House, and dozens of New York landmarks, the now fully restored French-Normandy style main house embodies an elegant and grand heritage, while appealing to the discerning buyer with its updated, modern amenities. While grand in scale, this property is unique in its propensity for warmth and intimacy.

The curved driveway reveals the extraordinary property nestled within exquisitely landscaped gardens. The elegantly landscaped courtyard leads to the gracious entrance, welcoming guests to the entertaining floor anchored by an expansive living room complete with a dramatic fireplace with a mantle hand carved by Charles Rumsey. This room and the adjoining formal dining room overlook a splendid limestone loggia that gazes down onto the rolling lawns towards the water's edge with 391 feet of private sandy beachfront on the Long Island Sound.

A spacious, tastefully modern kitchen and breakfast solarium are expertly equipped to cater to entertaining on a lavish scale. A pantry, wine room, an abundance of additional storage, and all of the updated house mechanicals are contained within the basement below. Upstairs the Master Suite bathed in natural light features a large bedroom with an exquisite marble fireplace, an impressive curved balcony overlooking the Sound, a massive walk-in closet and dressing room, and a windowed marble bathroom complete with a free-standing soaking tub. There are an additional 12 bedrooms and 8.5 bathrooms on both the second floor and dormer (third) floor.

No expense has been spared or detail overlooked in the painstaking renovation that took 3 years and adding every modern convenience and technology: sophisticated AV, energy-efficient HVAC and mechanical systems. The original, historically significant molding details, surfaces and millwork have been expertly restored by the finest craftsmen, maintaining an enduring elegance while adapting the house to 21st century living.

Additionally this property contains a caretaker's cottage with a 6-car garage, an historic 4-bedroom cottage on the beach, a boat house, and a tennis court with sweeping sunset and sunrise views over the water.


Seldom, if ever, does a property of this caliber come to the market, rich in history with a provenance that's rumored to have inspired F. Scott Fitzgerald in writing The Great Gatsby. The architectural merit, scale, craftsmanship, setting, location and heritage combined with the recent renovation value makes this a Collector’s Item of the highest order.


Main House Interior features: 

  • 13 bedrooms
  • 8.5 bathrooms
  • 8 wood burning fireplaces
  • 12 foot ceilings
  • 10 zone Sonos sound system with in wall speakers
  • Radiant floor heat
  • Lutron lighting system
  • Original oak floors
  • Original ornately detailed plaster ceilings

Estate Features: 

  • Caretaker's cottage
  • Private beach
  • Tennis court
  • 6 car garage
  • Boat house
  • Historic Guest House


This is a co-exclusive with Compass & Daniel Gale Sotheby's International Realty