An Architectural Triumph: $24M Shingle-Style Home by John David Rose Redefines Refined Living

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Tucked away in the heart of Southampton’s prestigious Estate Section, 59 Boyesen Rd represents the pinnacle of luxury in the Hamptons. Listed at $24,000,000, this shingle-style compound blends architectural sophistication, coastal charm, and serene privacy across 2.8 lushly landscaped acres. Designed by acclaimed architect John David Rose and originally constructed in 2012, the residence offers more than just a place to live—it promises a lifestyle of curated elegance.

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59 Boyesen Rd – Coastal Grandeur and Impeccable Design

Spanning over 10,800 square feet, the home at 59 Boyesen Rd delivers a refined yet welcoming atmosphere. The main residence unfolds across three stories, where a soaring double-height living room sets a dramatic tone. Five wood-burning fireplaces warm multiple living spaces, including a paneled library, formal dining room with French doors opening to a sunroom, and a window-wrapped breakfast nook adjoining the chef’s kitchen.

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The current owners envisioned the property as a sanctuary from city life,” says listing agent Michaela Keszler of Sotheby’s International Realty. “They worked closely with the architect to ensure each room captured both functionality and natural beauty.”

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Custom murals, finely crafted millwork, and abundant natural light add layers of detail to the interiors. Upstairs, the primary suite offers a private balcony, dual walk-in closets, and a luxurious spa bath. Additional en-suite bedrooms and a turreted office space fill the upper levels. On the lower level, a private guest suite, gym, wine cellar, and laundry facilities cater to long-term comfort.

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SEE MORE: Classic Coastal Luxury: $9.999M Long Island Sound Estate Built in 1935 with Unrivaled Panoramic Vistas

A Rare Southampton Compound Built for Entertaining

The estate includes a separate guest house above the detached two-car garage, complete with a one-bedroom, 1.5-bath apartment. Outside, manicured gardens give way to a heated Gunite pool, spa, and regulation-sized tennis court—all framed by flowering borders designed to bloom through the seasons.

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This isn’t just a home—it’s a fully realized Hamptons compound,” Keszler tells Luxury Houses Magazine. “We rarely see this level of balance between entertaining spaces and tranquil retreats. It’s the kind of property that makes summer last all year.”

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Behind its private gates, 59 Boyesen Rd offers a rare sense of seclusion while remaining just moments from Southampton Village’s elite shops, restaurants, and famed beaches. Residents enjoy easy access to the Long Island Rail Road, as well as private airport facilities nearby, making weekend escapes from Manhattan both convenient and luxurious.

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SEE MORE: New York Luxury Redefined: $12.9M Estate on 1.4 Scenic Acres with Panoramic Water Vistas

History, Provenance, and Long-Term Value

This exceptional piece of Southampton Real Estate has evolved meaningfully over the years. Public records show the property last sold in 2010 for $2.32 million before undergoing an extensive redevelopment under the direction of Rose. It was listed again in 2020 for $17.25 million but later withdrawn. Its current asking price of $24 million reflects both enhanced market conditions and the estate’s continued upgrades and meticulous upkeep.

There’s a rhythm to the way this home flows—both architecturally and emotionally,” Keszler adds. “It speaks to those who appreciate timeless craftsmanship and also value discretion.” Though the current owner’s identity remains private, Keszler confirms to Luxury Houses that the estate has served as a private summer haven for a prominent figure in the tech industry.

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SEE MORE: Timeless English Elegance Meets Equestrian Luxury in North Salem for $9.25 Million

As one of the most distinguished listings in New York Real Estate, 59 Boyesen Rd is not just a property—it is a generational investment. The grounds are a masterclass in landscape design, offering a living environment that harmonizes with the coastal breezes and seasonal blooms of the Hamptons.

To view the full listing, visit Zillow or explore the property directly via Sotheby’s International Realty – Michaela Keszler.

* 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*

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