A $12.8 Million New York Estate That Perfectly Marries Elegance and Innovation
Nestled within the prestigious enclave of Old Brookville, 53 Simonson Road stands as a bold testament to modern architecture and timeless sophistication. Listed for $12,800,000, this contemporary estate redefines luxury living in the heart of Long Island’s historic Gold Coast. With over 20,000 square feet of living space on 6.28 acres, the residence exemplifies the power and poise of Old Brookville Real Estate—a sector where exclusivity and craftsmanship remain paramount.

“From the moment you drive through the dual private gates, you feel a sense of grandeur that only a few homes can deliver,” the listing agent shared with Luxury Houses Magazine. “The owners envisioned more than a residence—they created a lifestyle statement that blends art, architecture, and privacy in perfect harmony.”

SEE MORE: A $29.5M French Provincial Estate Built in 1928 Showcasing Timeless Gilded Age Elegance in New York

Architectural Brilliance and a History of Value
Originally sold for $1.3 million in 2005 and again in 2016 for $3.1 million, 53 Simonson Road has seen a remarkable evolution. Its transformation into today’s ultra-modern showpiece speaks to both the growing desirability of New York Real Estate and the enduring appeal of Old Brookville’s estate market.


Completed in 2018, the property showcases clean lines, open spaces, and seamless integration of glass, stone, and natural light. Inside, a soaring marble foyer welcomes guests into a series of expansive entertaining rooms, a chef’s kitchen with professional-grade appliances, and a great room framed by floor-to-ceiling windows overlooking manicured lawns and a resort-style pool.


According to the agent, “Every inch of this home has been designed with intent—whether it’s the imported marble flooring, the hand-crafted millwork, or the way natural light moves through the interiors. It’s a masterpiece of proportion and perspective.”


SEE MORE: Majestic Waterfront Estate on Long Island Sound in Mattituck Listed for $8.5 Million


A Lifestyle Beyond Compare
Life at 53 Simonson Road is defined by leisure and luxury. The lower level features a full wellness wing with a gym, sauna, and golf simulator, while an indoor theater and wine cellar invite private indulgence. Outdoors, an expansive terrace with an infinity-edge pool and outdoor kitchen provides the perfect backdrop for summer gatherings.


The residence also includes smart-home technology throughout, ensuring that comfort and security align with twenty-first-century expectations. Its meticulously landscaped grounds offer serenity, yet the estate remains minutes from the amenities that make Old Brookville Real Estate so desirable—upscale boutiques, country clubs, and fine dining in nearby Glen Cove and Roslyn.

One of the agents told Luxury Houses, “The home feels like a world of its own. You have complete privacy, yet you’re connected to everything that defines Long Island’s most refined lifestyle.”
SEE MORE: Custom-Built New York Residence Offering Unmatched Views and Luxury for $14.995M
The Community and Location Advantage
Situated within the Town of Oyster Bay, 53 Simonson Road benefits from access to top-rated schools and excellent transportation links. The nearby Glen Head station on the Long Island Rail Road offers a direct route to Manhattan, while local beaches, yacht clubs, and equestrian trails add to the area’s timeless appeal.



The broader New York Real Estate market continues to attract international attention, with Old Brookville remaining one of the state’s most exclusive ZIP codes. Its combination of space, prestige, and proximity to New York City offers an unmatched blend of tranquility and opportunity.



A Symbol of Modern Prestige
In a market that values rarity, 53 Simonson Road represents the pinnacle of design and investment potential. The home’s striking geometry, lavish amenities, and rich transaction history make it a signature property on Long Island’s Gold Coast. For discerning buyers seeking a fusion of modern architecture and estate-scale living, few offerings compare.



As the agent concluded in a statement to Luxury Houses Magazine, “This is more than a listing—it’s a legacy property. Homes like this come along once in a generation.”



To learn more about this property, visit its Zillow listing or view the official Compass Real Estate page.
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in New York here:
- A $12.8 Million New York Estate That Perfectly Marries Elegance and Innovation
- A True Work of Art: Manhattan’s $30 Million Estate Blends Iconic Urban Energy with Expansive Privacy
- Custom-Built New York Residence Offering Unmatched Views and Luxury for $14.995M
- Majestic Waterfront Estate on Long Island Sound in Mattituck Listed for $8.5 Million



