157 Cliff Road | $9,999,000 Belle Terre Estate

Date of Publishing: November 5, 2026

The staircase at 157 Cliff Road, Port Jefferson, NY 11777, leaves the house behind. It descends a wooded bluff to a beach on Long Island Sound. Above it, a stucco residence looks out over 310 feet of shoreline. The Belle Terre estate is asking $9,999,000.

The property covers just over eight acres. The listing reports 18,029 square feet, 11 bedrooms and 16 bathrooms. From above, the house is partially screened by trees, with the Sound visible beyond the roofline. At the bottom of the bluff, the relationship between house and water is simpler: the stairs end at the sand.

An aerial view shows the residence above the wooded bluff, with Long Island Sound beyond.

From the Bluff to the Beach

Listing agents Steven and Rosemary Rivera describe the route plainly: “A staircase descends the bluff to the beach.” The photographs show a timber stair set into the slope. The beach has a view along the shoreline, while the upper terraces look farther out across the water.

A timber staircase descends the bluff to the beach. The listing labels this image digitally enhanced.

The beach at the foot of the bluff looks out across Long Island Sound.

The listing identifies a conservation easement on the bluff covering 1.56 acres. The property is offered as one tax lot. At house level, the outdoor pool and spa occupy a broad terrace below the rear elevation. A tennis court sits in a separate clearing, away from the main terraces.

Terraces step down from the rear elevation to the outdoor pool and circular spa. The listing labels this image digitally enhanced.

A blue tennis court sits against the trees. The listing labels this image digitally enhanced.

Two Curved Stairs and Rooms Facing the Sound

The entrance is set behind tall glass doors. Inside, the principal staircase curves around the open foyer, with a wood handrail following the sweep of the upper landing. Another stair winds through a narrower, rounded space. The dining room is more rectilinear, its ceiling divided into a grid and windows arranged along one side.

Tall glazing marks the entrance beneath a recessed upper balcony.

The foyer staircase curves around an open central hall.

A second stair winds up through a white cylindrical space.

A coffered ceiling and broad windows frame the dining room.

The kitchen places its working island beneath a line of pendants. The family room takes in the Sound through glazed doors opening onto a balcony. In the round room, glass follows the curve of the wall so the view changes as one moves across the floor. An office gives the house a more enclosed space for work.

Pendant lights hang above the kitchen island. The listing labels this image digitally enhanced.

Glazed doors open the family room toward a balcony over the Sound. The listing labels this image digitally enhanced.

A curved wall of glazed doors wraps around the round room.

A broad window lights the wood floor in the office.

A Bath With a View and a Pool for Winter

In the primary bathroom, the tub sits between two vanities, directly in front of windows looking toward the water. A different bath draws light from above through a skylight. An indoor pool sits in a tall room with stone walls and a band of high windows. Its sheltered setting gives the house a place to swim when the outdoor terrace is out of season.

The primary bedroom pairs pale walls with a wood floor. The listing labels this image digitally enhanced.

A freestanding tub sits between two vanities facing the water.

A skylight brings daylight into a bathroom with a glass shower and freestanding tub.

Stone walls and high windows enclose the indoor pool.

Two saunas, a theater and an elevator are also listed. The theater is set up with rows of reclining seats, and the sauna shown in the gallery has simple wood benches. A red cottage sits among trees away from the main residence.