An Iconic $18M North Fork Waterfront Retreat with Exceptional Privacy
A landmark waterfront estate has entered the market in one of the North Fork’s most tightly held enclaves, offering a level of scale and privacy rarely seen in New York Real Estate. Set along the shores of Peconic Bay, 1350 W Cove Rd in Cutchogue is now available for $18 million, positioning the property among the most significant coastal offerings currently available on the East End.

Spanning more than four acres with over 300 feet of private beachfront, 1350 W Cove Rd has long been admired by boaters navigating Nassau Point. Its presence on the bay reflects a bygone era of estate-scale properties, many of which have remained in the same families for generations. “Homes like this don’t circulate through the market very often,” the listing agent told Luxury Houses Magazine, noting the scarcity of comparable waterfront estates in the area.


Designed for Generational Living
Completed in 2006, the nearly 11,000-square-foot residence was designed with long-term ownership in mind. Ten bedrooms and eleven bathrooms are distributed across multiple wings, creating an intuitive balance between shared gathering spaces and private retreats. The architecture favors timeless proportions over trends, allowing the home to age gracefully while accommodating modern living.



Natural light defines the interior experience, with expansive living areas oriented toward sweeping bay views. Entertaining spaces transition seamlessly from indoors to out, reinforcing the home’s relationship with the water. “The goal was never to build a seasonal showpiece,” the agent explained to Luxury Houses. “This was designed as a true family compound—somewhere meant to be lived in and passed down.”



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Resort-Caliber Grounds on Peconic Bay
The estate’s outdoor amenities elevate it beyond a traditional waterfront home. A heated waterside gunite pool overlooks Peconic Bay, accompanied by a pool house and tennis court that support an active coastal lifestyle. A deepwater dock provides direct access to the bay, appealing to boating enthusiasts who value immediate water access without compromise.



A separate two-bedroom guest cottage offers additional flexibility for hosting extended family or long-term guests. Mature specimen trees and manicured grounds enhance privacy while preserving open sightlines to the water. These features collectively reinforce the estate’s standing at the highest tier of Cutchogue Real Estate, where properties offering both acreage and frontage remain exceptionally limited.



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Market History and Enduring Value
Public records indicate the property last traded in 1993 for $900,000, underscoring the dramatic appreciation of premier North Fork waterfront over the past three decades. 1350 W Cove Rd re-entered the market in mid-2025 at $23 million before being repositioned at its current $18 million asking price, reflecting a strategic alignment with evolving luxury market dynamics.



Despite shifting market conditions, trophy waterfront assets continue to command attention within New York Real Estate, particularly those with long-held ownership histories and irreplaceable locations. “What sustains value here isn’t speculation—it’s scarcity,” the agent told Luxury Houses Magazine, declining to disclose details about the current owner.



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A North Fork Lifestyle Defined by Privacy and Access
Located on Nassau Point, the estate benefits from one of the North Fork’s most discreet residential settings. Cutchogue is celebrated for its vineyards, farm-to-table dining, and understated sophistication, offering a lifestyle that prioritizes privacy over visibility. From this address, residents enjoy proximity to wineries, marinas, and nearby Greenport, while still maintaining a sense of seclusion.


As a result, 1350 W Cove Rd stands as a defining example of legacy ownership within Cutchogue Real Estate, where buyers increasingly seek permanence rather than seasonal turnover. Represented by Compass and listing agent Bridget Elkin, the property reflects a caliber of coastal living that continues to attract multigenerational buyers. “This is the kind of estate that becomes part of a family’s story,” the agent said. “It’s not just about owning waterfront—it’s about preserving it.”


Full property details for 1350 W Cove Rd are available through its Zillow listing, with additional information provided by the listing brokerage, Compass.
* 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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- An Iconic $18M North Fork Waterfront Retreat with Exceptional Privacy
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- New York Luxury Living: A Warm, Traditional-Inspired Home with Modern Flair Asking $12.95 Million
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