One of the Hamptons’ most amenity-packed modern compounds has returned to the market — and it’s hard to miss.
Set on 5.6 acres overlooking the Atlantic in Amagansett, the striking contemporary residence at 74 Cranberry Hole Road is now asking $10,995,000 following a price correction, offering a rare chance to own a property that leans fully into resort-style living.
Originally built in 2017 and recently reimagined by The Up Studio, the roughly 10,000-square-foot home was designed to capture ocean views from nearly every major room.
Floor-to-ceiling glass walls and oversized openings connect the interiors to the surrounding landscape, while outdoor living areas extend across the property, taking advantage of its elevated vantage point between Amagansett and Montauk.
Listing agents Adam Hofer and Michael Lorber of Douglas Elliman describe the property as an architectural statement — one defined as much by its unexpected amenities as by its views. Among them: a private indoor squash court, a feature rarely seen even among the Hamptons’ most expensive homes.
Built in 2017 and recently updated by The Up Studio to emphasize ocean views
The two-story residence underwent a recent renovation that focused on strengthening its connection to the outdoors.
The updated, contemporary design emphasizes natural light throughout, particularly in the main living spaces, where ocean views become a constant backdrop.
Featuring 9 bedrooms, 9 baths
The home includes nine bedrooms and nine bathrooms, allowing it to function comfortably as both a private residence and a gathering place (even at the same time).
Sitting on a generous 5.6-acre lot, the modern, designer appointed home spans nearly 10,000 square feet, with ample space to add more, if needed.
With modern, minimalist interiors that allow the focus to be on the surroundings
Large expanses of glass frame views stretching from the Amagansett Dunes toward Hither Hills, while accordion doors allow entire walls to open to the exterior.
Indoor squash court adds a rare private athletic facility
Among the property’s most distinctive features is its private indoor squash court — an amenity far more common in private clubs than private homes.
The compound also includes a full gym, creating a dedicated wellness component that supports year-round use regardless of weather.
These facilities help set the home apart even within the amenity-rich Hamptons market.
Rooftop bocce court and ocean-view pool create multiple outdoor destinations
Outdoor spaces are spread across multiple levels, including a rooftop bocce court positioned to take advantage of the ocean views.
The main pool terrace includes a fire pit, lounge areas, and open views of the surrounding landscape. These areas are designed to accommodate both large gatherings and smaller, private use.
The property’s elevated position allows for unobstructed sightlines across the surrounding coastal terrain.
Separate bar pavilion, screening room, and catering kitchen support entertaining
The compound includes several dedicated entertaining spaces, including a screening room and a separate catering kitchen.
An outdoor bar pavilion expands the hosting options further, allowing events to move easily between indoor and outdoor areas. These additions reinforce the property’s resort-like layout.
Stainless steel hot tub and multiple terraces overlook 5.6 private acres
The home’s outdoor amenities also include a 12-person stainless steel hot tub positioned to take advantage of the views.
Multiple terraces and landscaped areas extend across the 5.6-acre property, creating separation between different outdoor zones.
Despite its size and privacy, the compound remains just minutes from Amagansett village and nearby beaches.
A modern Hamptons compound built for both privacy and scale
Properties with this combination of acreage, views, and amenities rarely come to market in Amagansett.
With nearly 10,000 square feet of living space, ocean-facing design, and features like a squash court and rooftop bocce court, the home stands out even in one of the country’s most competitive luxury markets.
Now listed for $10,995,000, the Cranberry Hole Road compound reflects a growing segment of Hamptons homes designed to function less like seasonal retreats and more like fully equipped private resorts.
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