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$8,275,000
9 Beds ⋅ 12 Baths ⋅ 921029 MLS
The Oakview Reserve | 4.1 Acre Contemporary Estate | East Hampton Set on 4.1 pristine acres in East Hampton, The Oakview Reserve is a distinguished to-be-built contemporary estate defined by structural integrity, precise detailing, and bespoke millwork throughout. Fully conceived as a legacy Hamptons residence, it presents a rare opportunity for a future owner to refine select finishes and personalize the final execution while preserving the clarity and strength of its architectural vision. Beyond its architectural presence, the estate offers a rare balance of scale, privacy, and proximity to the cultural heart of East Hampton Village. A custom pivot entry door introduces the home’s contemporary presence and opens to a dramatic 23.5-foot double-height foyer filled with natural light. Balanced proportions and refined detailing define the interior, where a sculptural floating staircase rises through the space and a private elevator connects each level with ease. The great room unfolds with quiet confidence, anchored by integrated millwork and a built-in bar, and opens to a covered terrace where indoor and outdoor living flow effortlessly together. The kitchen is appointed with Sub-Zero and Wolf appliances, an expansive waterfall island, and a fully outfitted butler’s pantry designed for both daily living and elevated entertaining. Outdoors, a parallel culinary suite and summer kitchen extend the home’s entertaining capabilities, allowing gatherings to move effortlessly between indoor and outdoor spaces. Two primary suites offer exceptional flexibility. The main level suite features direct exterior access, a fireplace, custom built in closets, and a spa inspired bath with steam shower and dual vanities. Above, a second primary retreat includes its own fireplace and refined ensuite bath while opening to a private wraparound terrace overlooking the manicured grounds. The lower level is designed for leisure and wellness, featuring a dedicated fitness studio, a spa-inspired suite with private sauna, and a recreation lounge with climate-controlled wine storage and a private tasting area enhanced by integrated eSommelier technology. Provision has been made for a future theatre, creating a private retreat within the home. Outdoors, a 20-by-50 heated Gunite pool with integrated spa serves as a striking focal point, complemented by a separate pool house thoughtfully positioned within the landscape. Across the expansive grounds, the scale of the property allows for the future addition of a private tennis court, further enhancing the estate’s recreational offerings. A sunken seating lounge with a sculptural fire feature creates an intimate gathering space for evenings under the open sky. Located less than two miles from East Hampton Village, The Oakview Reserve enjoys close proximity to Guild Hall, the LongHouse Reserve sculpture gardens, and the historic Pollock-Krasner and Thomas Moran studios. Mornings at Main Beach or along the Village Nature Trail transition easily into afternoons along Newtown Lane and evenings defined by seasonal gatherings, live music, and celebrated cuisine. The Oakview Reserve presents a rare opportunity to create a legacy Hamptons estate, enduring in design, elevated in execution, and timeless in presence.

154 Oakview Highway Unit #B, East Hampton
$6,495,000
7 Beds ⋅ 9 Baths ⋅ 953584 MLS
Westhampton Beach Waterfront Estate w/Dock Welcome to 101 Jessup Lane, a breathtaking waterfront estate set on 1.3 acres in the heart of Westhampton Beach. Offering over 8,000 square feet of finely crafted living space, this 7-bedroom, 8-bathroom residence blends timeless Hamptons elegance with modern luxury. Ideally positioned along the water with a private dock, the home is ideal for boating enthusiasts and those drawn to serene coastal living. Panoramic water views fill the expansive interiors, where multiple living spaces, each warmed by one of seven fireplaces, create a seamless indoor-outdoor lifestyle. Outdoors, a private oasis awaits with a heated pool & spa, lush landscaping, and multiple areas for relaxing and entertaining. Though tucked away in a quiet, private setting, the home is just a short stroll to the beach and ocean, offering the rare balance of privacy and seaside access. An attached three-car garage adds everyday convenience, while the thoughtfully designed floor plan accommodates everything from grand gatherings to quiet retreats or elegant everyday living. Whether enjoyed year-round or as a luxurious seasonal escape, 101 Jessup Lane presents a rare opportunity to own one of Westhampton Beach's premier waterfront estates. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

101 Jessup Lane, Westhampton Beach
$6,399,000
5 Beds ⋅ 7 Baths ⋅ 957362 MLS
Elevate your lifestyle at 24 Landview Drive, a New Construction Estate that defines Luxury Living in desirable Dix Hills! This new custom-built offers 8,880 sq ft of living space with an additional 3,320 sq ft of unfinished lower level, and features exquisite detail and masterful design throughout. Flawlessly built by TELIA Contracting and artfully designed by BESS DECOR, this Estate is perfection for grand entertaining and family living! Enjoy a Chef's dream gourmet kitchen with Subzero & Wolf appliances, a butler's pantry with wet bar, 5 oversized en-suite bedrooms, 6.5 baths, a luxury library/home office with speakeasy dry bar and a heated legal 4 car garage. This estate features soaring high coffered ceilings, custom moldings, paneling and millwork throughout, 4 gas fireplaces, custom built-ins and vanities, marble tile and slabs throughout, quartz countertops, radiant heat, custom iron railings, two staircases and an elevator spanning from the basement to the 3rd floor walk-in attic. The estate offers 7 heating/cooling zones, a full unfinished basement (prepped for home theater, wine cellar, wet bar and bathroom) with walkout access, central vac, Buderus boiler and full house generator. The palatial rooms, craftmanship and attention to detail in every corner within this estate truly characterizes it as a luxurious masterpiece of unmatched aura that perfectly transitions into the outdoor living space as well. Multiple french doors lead into the majestic backyard which features an incredible outdoor living experience with covered heated patios, oversized second floor balconies from the bedrooms, full outdoor kitchen, outdoor fireplace with lounge/cigar area, full outdoor bathroom with shower, a private fire pit sitting area, along with a 30x50 gunite saltwater heated pool with built-in hot tub spa, fire feature, waterfall feature and sun deck. Entire estate is pre-wired for audio/video and security system. If you are ready to enjoy unparalleled luxury living, then this distinguished estate that seamlessly blends timeless architecture with modern sophistication is ready to offer you the ultimate living experience!!!

24 Landview Drive, Dix Hills
$8,500,000
7 Beds ⋅ 11 Baths ⋅ 926441 MLS
Nestled in the picturesque community of Westhampton Beach, this stunning seven-bedroom home combines luxurious living with the charm of coastal life. As you enter, you're greeted by an elegant foyer that leads to expansive, open living spaces filled with natural light. The gourmet kitchen features high-end appliances, a large center island, and custom cabinetry, perfect for entertaining. Adjacent to the kitchen, the spacious dining area flows seamlessly into a welcoming living room with a cozy fireplace and panoramic views of the beautiful yard. Step outside to discover a private oasis, complete with a swimming pool, an outdoor kitchen, and ample seating areas, ideal for summer gatherings or quiet evenings. Each of the seven bedrooms is generously sized, offering plenty of space, with each including a full bathroom. The primary suite is a true retreat, featuring a luxurious en-suite bathroom and two large custom closets. Located just moments from the vibrant town center, you'll have quick access to boutique shops, fine dining, and vibrant local events. Enjoy the best of both worlds with world-class golf courses nearby and pristine beaches just a short trip away, making this home not only a beautiful residence but also a perfect gateway to the ultimate beach lifestyle. Don't miss this rare opportunity to own a slice of paradise in Westhampton Beach!

5 Michaels Way, Westhampton Beach
$5,750,000
5 Beds ⋅ 8 Baths ⋅ 907439 MLS
Welcome to Lion’s Gate on the Sound, a premier waterfront estate set on over 3 private, gated acres along the Long Island Sound in Mattituck. This move-in-ready sanctuary blends timeless architecture with modern luxury, offering unmatched privacy and sweeping coastal views. A newly resurfaced driveway leads through electronic gates to beautifully lit grounds featuring a restored gazebo, lush lawns, and thoughtful landscaping. Inside, the home shines with freshly refinished hardwood floors, custom details, and a reimagined primary suite with spa-like finishes. Smart-home automation, new TVs, and elegant upgrades enhance everyday living. The finished lower level offers a professional gym, billiard room, and custom bar, while the upgraded garage with epoxy floors and smart tech is ideal for car enthusiasts. Outdoors, enjoy a new dining pavilion, full irrigation, and multiple vantage points for stunning sunsets over the Sound. Perfectly located near vineyards, farm stands, and charming village life, Lion’s Gate on the Sound is more than a home, it’s a legacy estate of luxury, seclusion, and natural beauty. Pool permit pending.

3875 Hallock Lane, Mattituck
$2,476,666
7 Beds ⋅ 7 Baths ⋅ 885277 MLS
HUGE PRICE REDUCTION OF $223,000! SELLERS ARE MOTIVATED! Make this home yours today! 9 Swan Place is a renovated estate offering over 8,300 square feet of luxurious living space in one of Long Island’s most coveted areas. Nestled in a pristine area, just across from Stony Brook Harbor, this private sanctuary embodies the best of North Shore living. The home is surrounded by the charm of Nissequogue, Smithtown, Head of the Harbor, and Stony Brook. Imagine days spent exploring local beaches, enjoying waterfront activities, or unwinding at nearby fine dining establishments, vineyards and local parks. For boating enthusiasts, this lifestyle is a dream come true. This elegant home features 7 spacious bedrooms and 6.5 baths, including 5 newly updated bathrooms in marble and quartz. The sprawling first-floor primary suite is a true retreat, boasting his-and-hers walk-in closets, a marble fireplace-accented sitting room, and a spa-like marble bathroom with a hot tub just steps away on your private deck. Two additional bedrooms and a full bath on the main floor make this home ideal for multigenerational living. Vaulted ceilings and natural light define the expansive great room, sunroom, and chef’s kitchen, complete with premium stainless steel appliances, a granite-topped island, and updated light wood cabinetry. The sunroom’s new French doors lead to a sprawling 3,000 sq. ft. deck, perfect for entertaining or simply soaking in your serene surroundings. Outside, the 2-acre professionally landscaped property offers resort-style amenities: a heated gunite pool with three waterfalls, a fire pit, volleyball court, stone patio, and an outdoor kitchen. Whether hosting or relaxing, this home has it all. RECENTLY RENOVATED: KITCHEN CABINETS, BATHROOMS, ENTERTAINMENT ROOM, HVAC, HARDWOOD FLOORS, LANDSCAPING, POOL & DECKS. Located in the sought-after Smithtown School District and surrounded by the vibrant lifestyle of the North Shore, this home is the epitome of luxury and comfort. Hidden halfway between NYC and The Hamptons, this glorious home is meticulously renovated while overflowing with natural light. Don’t miss the chance to make it yours.

9 Swan Place, Nissequogue
$10,250,000
5 Beds ⋅ 5 Baths ⋅ 847331 MLS
Nestled in the heart of Water Mill South, this historic luxury estate is a rare opportunity to own a masterpiece of Shingle Style architecture. Renovated in 2007 and conceived and built in 1884 by Henry Turbell Rose, Rosemary Lodge stands as a testament to exceptional craftsmanship and enduring elegance. Just minutes from the ocean, 0.93-acre grounds featuring a 4,110-square-foot residence, pool house, and a pool. This beautifully designed home boasts 5 bedrooms, 4 bathrooms, and 1 half bathroom. Impeccably preserved, the home retains its museum-quality original paneling, hand-carved woodwork, stained glass windows, and intricate moldings. Each of the five bedrooms was individually crafted, showcasing a unique species of wood. The central living hall, paneled in ash, sets the tone for this architectural gem, while four working fireplaces feature hand-carved mantels, hidden cupboards, hand-painted designs, and custom tile inserts. Throughout the home, delicate floral motifs, ships, butterflies, and birds are carefully etched into the wood, along with the initials "RL," an homage to its storied past. The grand master suite is a private sanctuary, complete with a spa-like ensuite bath, a spacious walk-in closet, and a romantic terrace overlooking serene Hamptons farmland. A second-floor media room with a big-screen TV and fireplace offers the perfect retreat for gatherings. Designed for elegant entertaining, the chef's eat-in kitchen features a massive center island, professional gas stove with broiler, and seamless access to the outdoor lounge and dining area. Outside, a meticulously maintained rose garden greets visitors at the entrance, while the lush backyard oasis boasts a heated pool, pool house with a full bath and outdoor shower, and an alfresco cooking station with a large refrigerator and vegetable garden. Additional modern amenities include a state-of-the-art darkroom for film and photographic development, a dedicated exercise and bicycle shed, ample storage, and a newly installed electric vehicle charging station. Recognized in Houses of the Hamptons, Rosemary Lodge is listed on both the State and National Register of Historic Places for its exceptional integrity and preservation. This architectural treasure offers the rare chance to own a piece of Hamptons history, blending timeless elegance with modern luxury.

322 Rose Hill Road, Water Mill
$3,950,000
8 Beds ⋅ 5 Baths ⋅ 843812 MLS
Nestled along the pristine shores of Port Jefferson Harbor, “The Cottage” a 5,800 square foot English Country Estate set on 3.85 lush waterfront acres with 530 feet of private beachfront is now for sale. Built circa 1906 as the private residence of Ralph Peters, former President of the Long Island Rail Road, the Estate has been preserved and restored as a master class in timeless early American craftsmanship and modern luxury. Step inside and be transported; this is not merely a home, but a living gallery. A reverent celebration of form and function, where flawless millwork and stained glass accents evoke a period era of workmanship. Diamond-pane windows framed with hand-finished grilles wrap the facade and invite natural light showcasing curated interiors filled with original artwork and antique furnishings. The heart of the residence is an awe-inspiring open concept grand room, crowned by a two-story atrium and 360-degree mezzanine. A massive central fireplace anchors the open concept space while the wrap around enclosed porch offers sweeping first-floor vistas of the Harbor, providing an unforgettable sensory experience. A dedicated first-floor study and formal dining room, each with their own fireplace, create a balance of intimacy and grandeur. The primary suite is an oasis featuring a resort-style full marble bath with oversized soaking tub. The home’s upper level, which includes a formal office and has a dedicated stairwell, offers additional bedrooms and bath, bringing the total for the house to eight bedrooms and four and a half baths. The homes lower level includes a changing room with dual showers, water closet, washer/dryer and direct outdoor access perfect for beach days. Aproned in cobblestone, the long private driveway, auto court and full roundabout provide access to a multi-level and terraced property that includes large sun deck and pergola overlooking the beach. A detached two-car garage complements a property designed and engineered with infrastructure and sustainability in mind. Retaining walls, terraces, patios, walkways and planters are constructed with the finest natural stone, cobblestone, crushed stone, slate and timber. A park-like property adorned in natural, mature perennials and blooming shrubs. A singular North Shore landmark in luxury, where history and heritage meet horizon on the bluffs of Belle Terre.

10 Pine Path, Port Jefferson
$4,750,000
8 Beds ⋅ 9 Baths ⋅ L3526074 MLS
Elegance Meets Modern Comfort in This Waterfront Compound Estate Elegance meets modern comfort at this waterfront compound, Discover a glimpse into another era at this rare western-facing waterfront estate that effortlessly marries the sophistication of the Victorian era with the luxury of modern living. Tucked away in the charming town of Center Moriches, this majestic property spans 6.3 acres and boasts an impressive 415 feet of new bulkhead with a deep water dock. A landmark in its own right, this estate was built in the 1890s by Captain Joseph Hastings and includes a 6,000+ square foot main house, private saltwater pool, hot tub, and pool house, a newly rebuilt carriage house, with 1800 square feet which has two bedrooms and three baths. This unique, gated estate compound offers, magnificent sprawling grounds with mature specimen plantings. Fully restored and updated in 2004 with modern conveniences, the main house features six bedrooms, each with water views, Five full bathrooms, five fireplaces, a formal dining room, living room, parlor, chef's kitchen, and an enclosed sunroom that brings in the sounds of summer. There is a second-story mahogany sun deck overlooking Senix Creek affording stunning views. A Redwood paneled pool house overlooks the 30' x 50' salt water gunite pool surrounded by patios and high hedges allowing for complete privacy. Not to be overlooked, there is a separate two-story carriage house that hosts two bedrooms, three bathrooms, a living room, a den a dining room, and a kitchen, plus a two-bay garage. Just 60 miles from Midtown Manhattan, this rare offering awaits beyond a gated entrance and a 1,000' long estate driveway. Do not miss this opportunity to own a piece of history. it is truly an Oasis of Tranquility., Additional information: Appearance:great,Interior Features:Guest Quarters

104 Union Avenue, Center Moriches

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.