6+ Acre Estate in Long Island's Gold Coast

Nestled behind double private gates in Long Island’s most prestigious enclave, 53 Simonson Road is a 20,000-square-foot architectural powerhouse. This isn’t just a residence; it’s an expansive compound designed for those who demand the highest level of scale and functionality without sacrificing the sleek, contemporary finishes of a modern sanctuary.

The ultimate flex? A walk-out lower level that rivals a five-star resort, featuring a dramatic floor-to-ceiling wine display wall, a pro-grade golf simulator, and a state-of-the-art gym with a sound system and sauna. Whether you’re housing a world-class car collection in the detached two-story gallery—which can also serve as an 8-stall equestrian facility—or hosting extended family in the fully-appointed 4-bedroom guest house, this property offers a level of versatility rarely seen on the North Shore.

The Specs:

📍 53 Simonson Rd, Old Brookville, NY
💰 $12,800,000
📐 20,000+ Sq. Ft. | 6.28-Acre Estate
🛏️ 10 Beds | 🛁 15 Baths
⛳ Golf Simulator & Pro Gym with Sauna
🍷 Floor-to-Ceiling Wine Display Wall
🐎 8-Stall Barn or Car Collector’s Gallery
🏠 Separate 3/4 Bedroom Guest House