157 CLIFF ROAD, PORT JEFFERSON, NY
PRIME WATERFRONT ON LONG ISLAND'S NORTH SHORE
157 Cliff Road is an exceptional estate set atop the Belle Terre Bluffs with 300’ of direct Long Island Sound frontage+/-, offering a rare combination of natural beauty and luxurious living. This expansive 8.2 acre+/- property features a 20,000 SF+/residence with 11 bedrooms, 11 full and 4 half bathrooms, and multiple structures designed for ultimate comfort and privacy. Key amenities include direct beach access via a private staircase, a guest house, and a pool house. Unobstructed 180-degree views of the Long Island Sound provide a serene and breathtaking backdrop to this North Shore masterpiece.
SECLUDED NORTH SHORE HAVEN WITH PRIVATE BEACH ACCESS
Located in the exclusive Village of Belle Terre on Long Island’s North Shore, this estate occupies one of the most coveted positions on the Belle Terre Bluffs. Offering panoramic vistas of the Long Island Sound, the property enjoys a rare combination of seclusion and accessibility. Despite its private and
tranquil setting, it is just 15 minutes+/- by helicopter to Manhattan, providing the perfect escape for those who desire peace without sacrificing convenience. The estate’s lush, mature landscaping and gated entry ensure a high level of privacy, making it a true North Shore sanctuary.
300'+/- OF LONG ISLAND SOUND FRONTAGE
CAPTIVATING WATER VIEWS
Designed to emphasize its breathtaking surroundings, this estate offers expansive walls of glass, wraparound terraces, and open-plan living spaces that seamlessly merge indoors with the outdoors. Each room is strategically positioned to capture the dramatic water
views, whether you’re enjoying quiet mornings overlooking the Sound or entertaining on the large outdoor terraces. The home’s design invites constant immersion in nature’s beauty, providing the ideal setting for both peaceful living and grand gatherings.
DIRECT BEACH ACCESS & PRIVATE BOARDWALK
A private staircase leads directly to the sandy shores of the Long Island Sound, offering rare and exclusive access to the beach. Whether for a peaceful morning walk, sunset views, or simply relaxing by the water, this direct beach access completes the ultimate waterfront living experience.
PROPERTY OVERVIEW
• Waterfront
• 300’ of Frontage+/-
• 8.2 Acres+/-
• 20,000 SF+/-
• 11 Bedrooms
• 15 Bathrooms
• Multiple Structures
• Direct Beach Access via Private Stairs
• 160’ Elevation
• Unobstructed 180-Degree Views of the Long Island Sound
• Coffered Ceilings
• Indoor/Outdoor Living
• Wraparound Terraces Throughout
• Indoor Pool & Spa
• Movie Theater
• 2 Saunas
• Fitness Center
• Stone Wall Features
• High-End Appliances
LOCATION
• Set Atop the Belle Terre Bluffs
• Located in the Historic Village of Belle Terre
• Waterfront on the North Shore of Long Island
• 15 Minutes+/- to Manhattan via Helicopter
INTERIOR FEATURES
• Elevator
• Multiple Staircases
• 5 Kitchens
• Unobstructed Water Views
• Walls of Glass
• White Oak Wood Flooring
• Double Height Ceilings
EXTERIOR FEATURES
• Oversized Heated Gunite Pool & Spa with Water Views
• Outdoor Dining & Lounge Areas
• Surrounded by a Scenic Landscape
• Long Private Driveway
• Mature Specimen Trees Perennials Evergreens
• Ornamental Plantings
• Guest House
• Tennis Court
• Basketball Court
• Sports Courts
• Oversized Auto-Court with a Roundabout
• Long Private Staircase to Direct Beach Access
INTERIOR DESIGN & GRAND SCALE
Spanning 7,339 SF+/-, the main level of 157 Cliff Road has been meticulously designed for both grand entertaining and luxurious living. The entry foyer sets the tone for the home’s expansive scale with soaring double-height ceilings and a grand staircase that splits to create a dramatic first impression.
The focal point of the main level is the great room, which flows effortlessly into the formal living room and sitting room, each offering breathtaking panoramic views of the Long Island Sound.
These areas are framed with walls of glass and feature their own elegant fireplaces, creating a warm and inviting atmosphere while providing an uninterrupted connection to the surrounding landscape.
FAMILY ROOM
The chef’s kitchen is a masterpiece of design and function. Equipped with stateof-the-art, high-end appliances and custom cabinetry, it includes a large center island with bar seating, making it ideal for both casual meals and entertaining guests.
The kitchen is also complemented by a cozy breakfast nook that offers stunning water views, making every morning a peaceful retreat.
Adjacent to the kitchen is a formal dining room, perfect for large gatherings, and a pantry and prep kitchen for seamless hosting and meal preparation.
SITTING ROOM
The junior primary suite offers a private, serene retreat with an ensuite bathroom that includes dual vanities and a luxurious soaking tub.
The main level hosts the dedicated fitness room as well as a sauna. A spacious pool room with a wet bar and spa provide added convenience, with easy access to the outdoor areas for a seamless flow between indoor and outdoor living.
CLIFF ROAD, PORT JEFFERSON,
SAUNA
Above the indoor pool, a second family room provides ultimate indoor/outdoor living with premier views and terrace access.
INDOOR POOL SECOND LEVEL FAMILY ROOM
SECOND LEVEL RETREAT
The second level of the estate, spanning 5,150 SF+/-, offers expansive private spaces and luxurious accommodations.
PORT
The primary suite serves as the ultimate sanctuary, featuring panoramic views of the Long Island Sound. Every detail of this suite is designed to evoke relaxation and comfort, providing the perfect environment to unwind.
A sitting area leads out to the private terrace, a perfect spot for relaxation.
It is a true retreat, with dual walk-in closets, a spa-inspired bathroom that includes a sauna and a soaking tub positioned to capture the stunning views.
In addition to the bedrooms, the second level includes a loft that provides an ideal seating area above the water for ultimate relaxation.
Three additional en-suite guest bedrooms offer lavish accommodations for family or friends. Each bedroom features a walk-in closet and a soaking tub in the ensuite bathroom, ensuring that guests enjoy the same luxurious experience as the homeowners. These guest rooms offer total privacy and comfort, each with its own distinct views of the surrounding property.
The elevator provides easy access to all levels of the home, ensuring seamless navigation for both guests and residents.
ENTERTAINMENT & CONVENIENCE
The 5,114 SF+/- lower level is an entertainment paradise, thoughtfully designed to host guests and create lasting memories. Featuring 3 guest en-suite bedrooms, each providing a private space for overnight guests. These rooms are spacious and well-appointed, offering comfort and privacy. Two powder rooms on this level further enhance convenience for guests, while ample storage space ensures that every item has its place.
The state-of-the-art movie theater is the highlight of this level, offering an immersive viewing experience with plush seating and advanced technology that ensures an unparalleled cinematic experience.
Adjacent to the theater is a spacious recreational room, ideal for games, social gatherings, or simply relaxing in style. A kitchenette completes this entertainment area, ensuring that snacks and drinks are always within reach.
PRIVATE GUEST HOUSE
The 361 SF+/- guest house offers a private, fully functional retreat. It features a studio bedroom, full kitchen, fireplace, walk-in closet, and full bathroom. A screened-in porch and outdoor patio provide tranquil spaces for guests to enjoy while maintaining privacy from the main estate.
RESORT-STYLE AMENITIES
157 Cliff Road is a true sanctuary designed for luxury living and unparalleled recreation. The estate features an oversized, heated gunite pool and spa, offering stunning views of the Long Island Sound, as well as multiple outdoor dining and lounging areas ideal for hosting gatherings or enjoying peaceful moments.
157 CLIFF ROAD, PORT JEFFERSON, NY
At 701 SF+/-, the pool house extends the estate’s luxurious outdoor experience. It includes 1 full and 1 half bathrooms, a lounge area with a sink, an outdoor kitchen, and an outdoor patio, providing the perfect space for guests to unwind after a swim or enjoy the stunning water views.
The property also boasts a private tennis court and a basketball court, catering to active lifestyles.
The grounds are meticulously landscaped with mature trees, perennials, and evergreens, creating a lush, park-like setting perfect for outdoor activities or quiet retreats.
157 CLIFF ROAD, PORT JEFFERSON, NY
VIEWS OF LONG ISLAND SOUND
157 CLIFF ROAD, PORT JEFFERSON, NY
FIRST LEVEL
• 7,339 SF+/-
• Porch
• Double Height Entry Foyer
Walk-In Closet
Powder Room
Dual Staircases
• Great Room
Water Views
Fireplace
• Sitting Room
• Living Room
• Jr. Primary Suite
Dual Vanities
Soaking Tub
• Dining Room
• Pantry
• Main Eat-In Kitchen
Breakfast Nook with Water Views
Large Center Island with Bar Seating
• Family Room Powder Room
Access to Rear Deck
• Elevator
• Back Staircase
• Sauna
• Full Bathroom
• Laundry
• Prep Kitchen
• Secondary Entrance
• 2 Guest Bedrooms
• 1 Full Bathroom
• Fitness Room
• Pool Room
Patio with Seating Areas
Wet Bar
Spa
Spiral Staircase
Access to Fitness Room
BEDROOM
SITTING ROOM
LIVING ROOM
BATH
W.I.C.
DECK
PANTRY
BREAKFAST NOOK DECK
DINING AREA
KITCHEN
FAMILY ROOM
W/C BATH SAUNA ELEVATOR
BATH
W.I.C. KITCHEN BATH
LAUNDRY ENTRY
EXERCISE ROOM
SWIMMING POOL
SPA
BEDROOM
BEDROOM
SECOND LEVEL
• 5,150 SF+/-
• 2nd Level Landing
• Lofted Seating Area with Water Views
• 3 Guest En-Suite Bedrooms
Soaking Tubs
Walk-In Closets
• Office/Flex Space/Bedroom
• Powder Room
• Wet Bar
• Back Staircase
• Primary Suite
Water Views
Dual Walk-In Closets
• Primary Bathroom
Dual Vanities
Waterview Soaking Tub
Water Closet
Sauna
• Access to Pool Room via Spiral Staircase
• Lofted Family Room above Fitness Room
BEDROOM BEDROOM
BEDROOM
157 CLIFF ROAD, PORT JEFFERSON, NY
BEDROOM
PRIMARY BEDROOM
PRIMARY BATH
BATH
BATH
WET BAR
FAMILY ROOM
W.I.C.
SAUNA
W.I.C.
157 CLIFF ROAD, PORT JEFFERSON, NY
LOWER LEVEL
• 5,114 SF+/-
• Theater Room
• Recreational Room Utility Closets
• 2 Powder Rooms
• Kitchenette
• 3 Guest En-Suite Bedrooms
• Elevator
UTILITY
RECREATION ROOM
ELEVATOR
UTILITY
UTILITY
UTILITY
BEDROOM
BEDROOM
W.I.C ROOM
BEDROOM ROOM
BEDROOM
157 CLIFF ROAD, PORT JEFFERSON, NY
POOL HOUSE
• 701 SF+/-
• 1.5 Bathrooms
• Lounge Area with Sink
• Outdoor Patio
PATIO BATH
LOUNGE
BATH
157 CLIFF ROAD, PORT JEFFERSON, NY
GUEST HOUSE
• 361 SF+/-
• Ample Privacy
• Studio Bedroom Fireplace
• Full Kitchen
• Full Bathroom
• Walk-In Closet
• Utility Space
• Outdoor Patio
• Screened-In Porch
LOUNGE
PATIO
W.I.C
W/C
BEDROOM
KITCHEN
BATH
SCREENED PORCH
157 CLIFF ROAD IS A TRULY EXCEPTIONAL PROPERTY, OFFERING UNRIVALED WATERFRONT LIVING, WORLD-CLASS AMENITIES, AND AN UNPARALLELED LOCATION ON THE NORTH SHORE OF LONG ISLAND. WITH DIRECT ACCESS TO THE LONG ISLAND SOUND, A PRIVATE BEACH, AND MULTI-ACRE, EXPANSIVE GROUNDS, THIS ESTATE COMBINES LUXURY AND PRIVACY IN ONE OF THE MOST PRESTIGIOUS NEIGHBORHOODS.
157 CLIFF ROAD, PORT JEFFERSON, NY 95
