There’s something especially captivating about 27 Old Point Road that sets it apart from the many Hamptons estates I’ve toured. This property stands as a masterclass in classic Hamptons elegance—where century-old charm meets modern luxury—but it’s true allure lies in the subtle substance and style that define this waterfront retreat.
To uncover the story behind this unique estate, I met with Rod Cummings, the exclusive real estate agent representing the property. (And, I’ll admit, to give myself an excuse to explore Quogue’s countless charms a little longer.)
A Legacy Restored: History Meets Modernity
Originally built in 1920, this cedar-shingled waterfront home underwent a meticulous 2018 restoration, blending timeless charm with modern amenities. The owners prioritized authenticity, working with local craftsmen to preserve period-accurate details while enhancing the estate’s functionality. Landscape designers contributed native and specimen plantings, creating a cohesive exterior vision that honors the home’s historic roots.
“This home’s style is the original build—a legacy property featured multiple times in Architectural Digest,” Rod explains. “The owners committed to a respectful restoration that embraces both the past and the present.”
Location, Privacy, and Timeless Appeal
Situated on 1.7 manicured acres at the end of a quiet lane, the property offers nearly 500 feet of modern bulkheading, a waterfront pool, and panoramic water views. Its location on a rarely available road in Quogue Village amplifies its exclusivity.
“Old Point is one of the preeminent, stately roads in the Village of Quogue,” Rod shares. “Residents only—it ends at a peninsula, where this estate sits surrounded by water. It feels like a private island.”
A Gracious Three-Story Layout
The three-story home balances spaces for entertaining with private retreats, offering seven bedrooms and sweeping views from nearly every room. The dramatic entrance sets the tone, with its panoramic views of the peninsula and bay immediately captivating visitors.
“The reception is stately—a jaw-dropper,” says Rod. “You’re greeted with this commanding yet romantic interplay of light and water that shifts throughout the day and across seasons. It feels like you’re on an island, with wraparound water and no other homes in view.”
The Essence of Hamptons Living
This estate captures everything iconic about the Hamptons: historic charm, unpretentious elegance, and an idyllic waterfront lifestyle. “This is the model of Hamptons architecture—gracious, chic, and flowing, yet never pretentious or contrived,” Rod remarks.
The design fosters an intimacy that’s rare for a property of this scale. “It’s both exquisite and comfortable,” he adds. “Whether for entertaining or retreating, the layout makes it effortless.”
Waterfront Living at Its Best
With extensive waterfront features—including 450 feet of modern bulkheading and a deep-water dock—this property offers unparalleled access to premier fishing and boating locations. “It’s an incredible opportunity for anyone who enjoys water recreation,” Rod notes. “From here, you can access the Shinnecock, Peconic Bay, and the ocean beyond.”
A Lasting Investment
As both a place to live and a legacy property, 27 Old Point offers exceptional value. Its unique combination of location, history, and design ensures it will appreciate over time.
“A very intelligent holding,” Rod reflects, “whether for a few years, a lifetime, or generations to come. It will retain and improve upon its value over the years.”
