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$23,250,000
11 Beds 19 Baths 859412 MLS
Presenting an unrivaled 14.6-acre waterfront estate known as MiddleSea, recently transformed by a meticulous multimillion-dollar renovation with unparalleled luxury. Showcasing spectacular panoramic views, this exceptional property features approx. 2,000 feet of Sandy Beach, ensuring complete privacy. This world-class estate has 3 distinct homes: (The Main House, The Beach House and the Guest House. All multi-million dollar residences on their own. At the heart of the estate lies a 20,000 square-foot red-brick mansion. The main house features, 30 ft ceiling entry foyer with a timeless black and white marble floor and wrought iron white marble wrap around staircase, five ensuite bedrooms, including a lavish primary suite with dual luxury baths and a private balcony that overlooks breathtaking water views. The elegant formal living room, complete with a fireplace and French doors, opens to a stunning waterfall view. Additional refined spaces include a formal dining room with a striking white marble fireplace, a mahogany library with a wood and stone fireplace, and an office/bay view parlor, each adding to the home's grandeur. The state-of- the-art gourmet kitchen features two Calacatta Caldia Marble Center Islands, complemented by Waterstone faucets, bronze and gold farm sink, Officine Gullo Firenze Oven, dual Thermador Dishwashers side by side Sub- Zero refrigerator, paired with a separate professional stainless steel Chef's Kitchen and a 20-foot ceiling breakfast room. Equipped with an elevator and radiant heat throughout, the estate's exclusive amenities include a private bowling alley, a wine cellar, a spa, and an impressive ballroom. Outdoors, the estate features a breathtaking waterfall, swimming pool, a floating dock, and a boat ramp. Beautifully landscaped grounds offer panoramic waterfront views, cementing this estate's status as an unparalleled retreat, a mere stone's throw from New York City. The Bedrooms and Bathrooms listed above reflect the 2 separate houses on the property.

502 Centre Island Road, Centre Island

$6,442,500
6 Beds 7 Baths 863749 MLS
Often dreamed about but rarely available: Welcome to a truly beautiful waterfront property " Harbor Torre" has been completely renovated to perfection. This 9500 square foot home with breathtaking views of Oyster Bay Harbor has a combination of elegance, luxury and meticulous detail. 1.7 acres of waterfront with your own private staircase and beach provide reasonable maintenance and taxes while the location of the exterior buildings create privacy and additional living space. Amenities in the main house include 6 bedrooms and 6.5 baths with radiant heat in first level bathrooms and mudroom, Waterworks and Kallista fixtures. The house is completely finished inside and out, with beautiful custom crown, baseboard and ceiling moldings, cedar closets, original oak floors, thermopane windows, hand crafted library, six interior fireplaces and one exterior fireplace, six zones of air conditioning and heating and a 48kw whole house generator. The gourmet kitchen includes a Wolf stove, Sub-Zero refrigerator, two Bosch dishwashers, quartz countertops and a large pantry, all looking out on the harbor. Every room is remarkably detailed, including beautiful lighting fixtures, doors, door hardware and built in shelving and cabinets. The basement boiler room and mechanical rooms and systems are pristine. There is a three story fire sprinkler system, brand new geothermal system (2025), three hot water tanks, built in dehumidification systems and water filtration system. The basement has incredibly high ceilings and a basketball/pickle ball/soccer sports court. The completely redone two bedroom guest house has a brick patio with water views, an open floor plan living room with fireplace, kitchen with a cleverly designed moveable island on wheels, full bath, laundry, two bedrooms and a full bath upstairs and a gym in the one car garage. The separate 3.5 car garage with possible living quarters above provides space for an artists studio, game room, storage, or additional living space with views of the harbor. Beautifully landscaped, the property is fenced, with a heated, saltwater gunite pool with new mechanicals. Relax on the bluestone terrace in front of the home overlooking the tranquil waters or entertain in style with al fresco dining, in the midst of beautiful hydrangeas and specimen plantings. A truly one of a kind "Must See Jewel." A Masterpiece Listing.

998 West Shore Road, Mill Neck

$5,500,000
4 Beds 6 Baths 885956 MLS
Introducing a truly exceptional waterfront estate nestled along the prestigious coast of Laurel Hollow, NY. Approached via a tree-lined driveway and set on 4.2 professionally landscaped acres, this Hamptons-style shingle and stone Colonial offers sweeping views of the glistening harbor from nearly every room and outdoor space. One of the home’s most distinctive features is its private mechanical tram - one of the only ones in the area - providing effortless access to a stunning Dock House with a kitchenette, just steps from your own sandy beach and deep-water dock. Originally constructed in 2004 and thoughtfully redesigned, this North Shore masterpiece features intricate hardwood floors, oversized windows, and a dramatic double-height entryway that sets the tone for the luxury within. Spanning three levels and serviced by a private elevator, the home offers 4 spacious bedrooms and 5.5 designer bathrooms. The open-concept layout is anchored by a striking bespoke bar with an illuminated countertop, alongside a gourmet center island kitchen equipped with chef-grade appliances and a walk-in pantry. Two impressive floor-to-ceiling fireplaces frame the dining and living areas, which extend to a full-length teak deck overlooking the meticulously landscaped grounds and tranquil shoreline. There is also a wet bar / built-in coffee station and a cozy den that provides a warm and inviting extension of the main living space. The Owner’s Wing is a luxurious retreat, accessed through double doors and featuring multiple walk-in closets, a spa-inspired ensuite bathroom, a fireplace, and French doors that open onto the second-story deck. Each additional bedroom includes its own ensuite bathroom. The first floor also offers a second den/flex space adjacent to a wet bar with a wine refrigerator, which leads directly to the outdoor entertaining area. Additional amenities include a 3-car attached garage with a car lift, a large laundry room with a convenient chute, and a finished lower level complete with a lounge space and a matted gym. Outdoor living is equally impressive, featuring an oversized covered bluestone patio, a heated in-ground pool, and an outdoor shower. This is a rare opportunity to own a one-of-a-kind coastal sanctuary that seamlessly blends luxury, privacy, and natural beauty in one of Long Island’s most coveted waterfront enclaves.

12 North Road, Laurel Hollow

$4,100,000
6 Beds 6 Baths 867204 MLS
LAUREL HOLLOW. Tucked away in the serene heart of Laurel Hollow, this custom cedar shake and stone estate offers the rare combination of privacy, elegance, and refined design—set on over 2.7 acres of beautifully landscaped grounds with peaceful seasonal water views. Originally part of the historic grounds that once belonged to Laurelton Hall, the storied 580-acre estate of Louis Comfort Tiffany, this home carries with it a quiet legacy of artistry and craftsmanship—reimagined for modern living. Step inside to a warm and inviting central foyer, where soft natural light and architectural detailing create a sense of welcome and balance. Thoughtfully designed, the first floor unfolds in four distinct directions: toward the sun-drenched living room and sunroom, a richly appointed formal dining room, the heart of the home in the chef’s kitchen, and the expansive yet intimate family room—each space seamlessly connected and beautifully finished. Featuring 6 bedrooms and 5.5 bathrooms, the home is adorned with custom millwork, bespoke built-ins, high-end finishes, and curated details throughout, creating a harmonious blend of character and comfort. Outdoors, the setting is equally impressive—with lush lawns, mature trees, and glimpses of Cold Spring Harbor in the distance. Residents enjoy beach and mooring rights, proximity to charming village shops and fine dining, prestigious yacht and country clubs, and convenient access to the Long Island Railroad. This is more than a home—it’s a retreat, a legacy, and a lifestyle waiting to unfold.

18 North Road, Laurel Hollow

$4,075,000
7 Beds 7 Baths L3579080 MLS
Beaucort is a consummate 5.17-acre Gold Coast estate. Impressive tall wrought iron gates open to a welcoming forecourt framed by manicured plantings. The seven-bedroom residence is an inspired interpretation of a French manor home. Crowned with a steep slate mansard roof, understated details play across the residence's stucco facade. Beautifully proportioned principal rooms, rich in architectural details, flow easily from one to the next. The luxurious and spacious primary suite has a fireplace, Juliette balcony and two en suite baths. Idyllic flowering gardens surround the refreshing heated swimming pool. With room for relaxing and outdoor entertaining, a bluestone and red brick terrace spans the back of the home. The tennis court has a hard surface, and two levels of attached garages can accommodate six vehicles. An elevator travels from the first to the second level, and a backup generator services the whole house. Landscape lighting softly illuminates the gardens at night. Beaucort reflects a timeless elegance where classic architecture and artistry meet today's cultivated aesthetic for luxury. A Masterpiece Collection Listing., Additional information: Appearance:Excellent,ExterioFeatures:Tennis,Interior Features:Guest Quarters,Marble Bath,Separate Hotwater Heater:Y

232 Cleft Road, Mill Neck

$3,900,000
6 Beds 6 Baths 984545 MLS
A stately, custom-designed 6-bedroom, 6.5-bath Colonial set behind a long gated drive and framed by impeccably manicured boxwood hedges, this exceptional estate embodies refined elegance and elevated modern living. Located in a picturesque enclave, residents of Cove Neck benefit from waterfront walking trails, private village police oversight, and advanced security measures, including license plate recognition. Perched atop a hill and boasting beautiful views of the Long Island Sound, a grand pillared foyer with chevron-patterned hardwood floors introduces a series of beautifully proportioned formal rooms, including a sun-drenched living room adorned with expansive windows, bespoke built-ins, and a marble gas fireplace. Exquisite architectural details, including custom millwork, French doors, and finely crafted hardware, enhance every space with understated sophistication. The main level is thoughtfully curated for both everyday luxury and effortless entertaining, featuring an elegant powder room, private office, dedicated laundry suite, and a well-appointed gourmet eat-in kitchen that seamlessly flows into a dining alcove and inviting den with soaring ceilings. A gracious guest wing with a full en-suite bath offers both comfort and privacy. The first-floor primary suite is a tranquil sanctuary, complete with a gas fireplace, expansive dressing room, generous walk-in closet, and French doors that open to a serene slate patio. Upstairs, two additional bedrooms each offer en-suite baths and ample closet space. The lower level spans the full footprint of the home, with impressive ceiling heights, a finished recreation lounge, and a dedicated fitness studio. An attached garage with epoxy flooring and custom storage is complemented by a separate carriage house featuring additional heated garage bays and a beautifully finished studio apartment above, complete with a kitchenette and full bath- ideal for guests or extended living. The grounds are designed for a resort-caliber lifestyle, showcasing a brick patio encircling the in-ground pool and spa with a retractable solar cover, all set amidst lush, professionally landscaped gardens enhanced by ambient tree and landscape lighting. Additional amenities include a fully fenced property with electric gated entry, irrigation system, and leaf-filtered gutters. This distinguished offering delivers an unparalleled level of privacy, sophistication, and lifestyle.

84 Cove Neck Road, Cove Neck

$3,653,000
6 Beds 7 Baths 856831 MLS
Welcome to 412 Mill River Rd. This brand new luxury estate sits on 1.26 fully fenced acres and offers approximately 6,350 sq. ft. of finished living space, plus a finished walkout lower level. Designed with 10 ft ceilings, custom millwork, and high-end finishes throughout. The chef’s kitchen features a quartz waterfall island, Wolf appliances, and an oversized Thermador refrigerator & freezer, with a wet bar leading to the formal dining room. Main level includes a junior primary suite, private office, mudroom, and 3-car epoxy garage. The second floor offers four en-suite bedrooms, including a luxurious primary suite with dual walk-in closets and a spa bath with radiant floors, soaking tub, and smart toilet. The basement level includes a full bath and flexible living space ideal for gym, media, or recreation. Resort-style backyard with bluestone patio, gazebo, heated pool, and expansive lawn. Additional features: 4-zone HVAC, whole-house generator, central vacuum (Hide-A-Hose), lawn sprinklers, and full property fencing.

412 Mill River Road, Oyster Bay

$3,650,000
5 Beds 6 Baths 869544 MLS
'Privacy' on the Gold Coast of Long Island,NY. Welcome to 204 Centre Island Road — A move-in-ready, fully renovated designer Colonial -Cape Ranch offering an expansive Primary Bedroom en-suite on the Main Level- First floor with spectacular water views. Set within an exclusive waterfront enclave featuring beach access and private police protection, this exceptional home captures the essence of refined coastal living with privacy and luxury that define Long Island's Gold Coast. Nestled among prestigious surroundings that include the historic Seawanhaka Corinthian Yacht Club, where sailing regattas bring a touch of nautical charm and elegance to the island. Positioned on a coveted stretch of Oyster Bay Harbor, with 160 feet of panoramic water views, this meticulously renovated Centre Island Colonial home blends timeless architecture with the relaxed refinement of Hamptons style. Spanning over 3.2 of gated acres, it offers serene water views, and sophisticated designer finishes- an ideal backdrop for elegant entertaining, and timeless comfort. A gracious drive leads to this classic residence, designed with an eye for understated sophistication. The interiors impress with 14-foot ceilings and beautifully finished hardwood flooring throughout. The centerpiece of the home is a sun-filled living room with a cozy, stylish wet bar and fireplace— perfect for entertaining or relaxing by the fire. The living room extends to a private balcony overlooking the Long Island Sound. Its open connection to the formal dining room enhances the home’s graceful flow, while water views are a constant presence, visible from every room and window. The high-tech oversized chef’s kitchen boasts top-tier stainless steel appliances, a seated island, and an eat-in lounge with direct access to a patio for seamless indoor-outdoor living with water views. A separate butler’s kitchen adds extra prep space, a sink, additional refrigerator and freezer, and plenty of cabinets and storage for ultimate convenience. The serene and expansive primary en-suite on the first floor offers sweeping views of the Long Island Sound, and lush grounds, complete with a sun-drenched sitting area framed by expansive windows. Two spa-inspired bathrooms, two spacious walk-in closets, and a versatile bonus room for a home office or gym make this a tranquil and functional space to start and end your day. Upstairs, two generously proportioned en-suite bedrooms are separated by a bright, airy hallway. The walk-out lower level adds versatility, featuring three additional sun-filled, water-view rooms, a full bathroom, and private entry from each room. Outdoor Living The expansive 3.2 acre gated landscaped grounds highlight the gated gunite pool with open views of the Long Island Sound and Oyster Bay Harbor. Enjoy private beach access just around the bend. A charming slate-floored passage gracefully links the three-car garage with the home, including a side entrance that flows effortlessly through the mudroom into the kitchen — luxury and convenience in perfect harmony. There is also ample room for additional parking. Equipped with a Generac whole -house generator for seamless power continuity. The property includes a newly renovated guest house with a private driveway, fully equipped as a self-contained residence — complete with a spacious en-suite bedroom, kitchen, living/dining area, 18-foot privacy wall, and patio. Perfect for hosting guests in complete comfort and privacy or as a remote home office. 204 Centre Island Rd, Oyster Bay, offers ultimate privacy and endless water views— just one hour from Manhattan.

204 Centre Island Road, Oyster Bay

$3,300,000
4 Beds 4 Baths 891363 MLS
"Tranquility" Discover the epitome of waterfront living in this meticulously renovated Hampton-style home, where every sunrise and sunset becomes your personal masterpiece. Positioned on a coveted stretch of Oyster Bay Harbor with 185 feet of private waterfront, this exceptional 3.5-acre estate offers an unparalleled blend of luxury, comfort, and natural beauty. The complete renovation was masterfully designed by the renowned architectural firm of Smiros & Smiros, known for their timeless elegance and attention to detail. Approached by a long, estate-style drive, this cedar-roofed, cedar-shingle residence showcases refined interiors. Detailed with shiplap ceilings, rich hardwood floors, custom built-ins, new lighting, replacement windows, new bathrooms, renovated kitchen and two wood-burning fireplaces that anchor the home with timeless charm. The heart of the home is a sun-filled open floor plan that seamlessly blends the living room, dining area, and den—perfect for entertaining or relaxing by the fire. A high-tech galley kitchen features lacquered and stainless steel cabinets, quartzite countertops, top tier appliances, and a walk-in pantry, with direct access to a shaded patio for seamless indoor-outdoor living. The tranquil primary suite on the first floor enjoys panoramic views of the bay, grounds, and in-ground heated pool, and includes a stunning window-wrapped sitting room that captures the light and natural beauty of the setting. Upstairs are two additional bedrooms and a stylish hall bath. The lower level includes a versatile fourth bedroom or multipurpose room with a new full bath—ideal for guests, a gym, or remote work. A charming breezeway with slate flooring connects the home to the two-car garage, also finished with slate flooring. Ample room for additional parking. The lushly landscaped grounds highlight a saltwater pool and separate hot tub, both thoughtfully designed with a detailed stone retaining wall that echoes the craftsmanship of the existing rhododendron garden wall. Beyond the pool, your own private beach awaits, complete with available mooring rights and direct access to the Long Island Sound just around the bend. With private police and the ultimate in seclusion, this waterfront haven offers an extraordinary opportunity to live surrounded by beauty, peace, and prestige—just an hour from Manhattan.

527 Centre Island Road, Centre Island

$3,150,000
5 Beds 4 Baths 999849 MLS
Welcome To Your Dream Home - Exceptional Residence Set On Two Private Acres In The Heart Of Muttontown. Seamlessly Blending Hamptons Inspired Elegance With A Clean Scandinavian Aesthetic. Thoughtfully Redesigned And Reconstructed To Live Like New Construction. This Stunning Property Offers Dramatic 20 Foot Ceilings, Open Concept Living Spaces, And Incredible Natural Light Throughout. The Designer Chef’s Kitchen Features Taj Mahal Quartzite Countertops And Full Backsplash, Sub Zero And Wolf Appliances, Bosch Dishwasher, And Seamless Flow For Everyday Living And Entertaining. Wide Plank Character White Oak Flooring, Visual Comfort Designer Lighting, Kohler Fixtures, High End Tilework And Curated Finishes Elevate Every Space. The Luxurious Primary Suite Was Reconfigured To Maximize Natural Light And Functionality. Additional Highlights Include A Custom Laundry Room With Bespoke Cabinetry And Double Stacked Electrolux Washer And Dryer Units. Brand New 4 Zone Rheem Heating And Cooling System With Integrated Humidification And HEPA Air Purification, New Boiler, New Hot Water Heater, Fully Updated Electrical, CAT5 Wiring, Smart Lighting Controls. Full Basement With Outside Entrance Offering Exceptional Future Potential. The Property Has Been Completely Transformed With Professional Landscaping, Permitted Tree Removal, Expansive Usable Lawn Space, New Bluestone Walkways And Patio, Fenced Backyard, New Sprinkler System, New Roof. A Rare Turnkey Offering Combining Architectural Design, Modern Infrastructure And Luxury Living In One Of The North Shore’s Most Prestigious Locations.

20 The Hollows S, Muttontown

$2,975,000
6 Beds 6 Baths 907557 MLS
Welcome to Tree Tops—an expansive, newly renovated and expanded California-style luxury ranch set on three serene acres in the heart of Mill Neck. Spanning nearly 7,000 square feet, this six-bedroom, six-and-a-half-bath turnkey residence was fully reimagined in 2024 to the highest standards of luxury living, blending refined design with every modern amenity. Inside, soaring ceilings and oversized picture windows flood the home with natural light, creating a seamless connection to the outdoors. The open floor plan flows effortlessly into spacious gathering spaces, including a sunken living room, a state-of-the-art chef’s kitchen, and a dramatic great room with vaulted, beamed ceilings, a stone fireplace, and a wall of glass overlooking the spectacular pool and grounds. Spa-inspired bathrooms and two separate primary suites provide indulgent comfort and flexibility for a variety of lifestyles. The fully finished lower level offers yet another dimension: a complete living area with its own kitchenette, lounge, bedrooms, one-and-a-half baths, private entrance, and dedicated parking. Perfect for multi-generational living, extended stays, or staff accommodations, this space offers independence without compromise. Outdoors, no detail has been spared in the extraordinary $1,000,000 pool and pavilion renovation. A heated gunite pool with electric cover, cascading spa, fountains, fire features, and a 3,000-sf sandblasted Italian marble patio set the stage for unforgettable weekends. The covered outdoor chef’s kitchen—complete with bar, pizza oven, BBQ, refrigerator, and sink—makes entertaining effortless in every season. Additional highlights include radiant heat, all-new AC systems, a home theater, EV charging station, advanced security system, professional landscaping and dual driveways for both convenience and grandeur. Tree Tops is a rare Mill Neck offering—crafted for those seeking a year-round sanctuary, a weekend retreat, or a residence designed to adapt gracefully to every stage of life.

339 Meadow Lane, Mill Neck

$2,750,000
857932 MLS
A rare offering—3 acre flat, rolling acres with approximately 200 feet of private sandy beachfront on the Long Island Sound. Located within the exclusive, guard-gated community of Centre Island, this exceptional property is surrounded by multimillion-dollar estates and offers the perfect canvas to build your dream waterfront home. An adjacent lot with the same acreage and waterfront is also available, presenting a unique opportunity to acquire a total of 6 acres with 400 feet of beach—ideal for creating a compound or securing additional privacy. Enjoy the serenity, history, and security of one of the North Shore’s most coveted waterfront enclaves. Set backs are 75' front yard set back , 50' side and rear yard set back. Lot # 460

501 Centre Island 2 Road, Centre Island

$2,750,000
857928 MLS
A rare offering—3 acre flat, rolling acres with approximately 200 feet of private sandy beachfront on the Long Island Sound. Located within the exclusive, guard-gated community of Centre Island, this exceptional property is surrounded by multimillion-dollar estates and offers the perfect canvas to build your dream waterfront home. An adjacent lot with the same acreage and waterfront is also available, presenting a unique opportunity to acquire a total of 6 acres with 400 feet of beach—ideal for creating a compound or securing additional privacy. Enjoy the serenity, history, and security of one of the North Shore’s most coveted waterfront enclaves. Set backs are 75' front yard , 50' side and rear yard set back. Lot # 459

501 Centre Island 1 Road, Centre Island

$2,465,000
5 Beds 7 Baths 942470 MLS
Located on a quiet cul-de-sac in Oyster Bay, this stately 5-bedroom, 7-bathroom home offers over 6,800 square feet of refined living on a beautifully landscaped half-acre property. Designed for everyday luxury, the home blends timeless craftsmanship with high-end amenities. A dramatic two-story foyer with a 16-foot wrought iron front door and motorized chandelier sets the tone. Inside, Brazilian teak floors, custom mahogany finishes, and detailed trim work create a warm, sophisticated atmosphere. The layout includes both a formal main staircase and a secondary back staircase for added function. The heart of the home is a chef’s kitchen featuring a 14-foot granite island, Sub-Zero fridge and freezer, Decor range, double ovens, two dishwashers, three sinks, a wet bar, wine fridge, microwave drawer and Scotsman ice maker. The sliders open to a stunning backyard retreat. Living spaces include formal and casual rooms with three gas fireplaces, custom ceilings, and full wiring for sound and security systems. The second floor offers four spacious bedrooms, all en-suite, including a primary suite with a skylit walk-in closet and spa-style bath. The finished basement, with outside access and egress windows, includes a second kitchen, living room with a fireplace, den, guest suite/office, full bath, utility room, and a climate-controlled wine cellar with brickwork. Outside, the fully fenced yard is a true oasis—complete with a heated saltwater gunite pool with a waterfall, slide and swim-out. The full outdoor kitchen is equipped with a grill, refrigerators, sink, and ice maker. Additional features include 15-zone radiant gas heat, central air, high-efficiency air filtration, recessed lighting throughout, skylights, and extensive trim and ceiling detail. Plus a 15-zone irrigation system and a Generac generator. With unmatched style, space, and privacy—just minutes from beaches, schools, parks, golf course, restaurants, shopping, transportation, highways —this is North Shore living.

5 Schoolhouse Court, Oyster Bay

$2,400,000
5 Beds 4 Baths 966577 MLS
Welcome To #422 Mill River Rd., On A Private Picturesque Location, A Flat Acre Property in Upper Brookville! This extraordinary, fully renovated residence is a true masterpiece of craftsmanship and design, reimagined over the past three years with uncompromising attention to details. From the moment you enter, soaring ceilings and three dramatic skylights flood the interior with natural light, creating an airy, luminous atmosphere. Exquisite custom moldings and architectural details and depth and character throughout, blending classic sophistication with a sleek contemporary aesthetic inspired by refined European design. At the heart of the home lies a state-of-the-art chef's kitchen appointed with top-tier appliances, custom cabinetry, and premium finishes - a seamless balance of beauty and functionality. The primary suite is a private sanctuary, featuring a stunning designer walk-in closet, cathedral ceilings and spa-caliber bathroom with heated floors, a soaking Jacuzzi tub, and a separate glass-enclosed shower-creating the ultimate retreat experience. Thoughtfully designed lower level, offers an unparalleled lifestyle experience a professional home theater, gym, recreation room, billiard room, serene meditation space and sauna with the separate access to the backyard. This level provides both luxury and versatility for entertaining or relaxation. This residence features beautiful hardwood floors, radiant heated bathrooms, spacious guest suite on the first floor, 24 Hr. video security system, Sonos sound system, full house humidifier and water filter. Fenced park like backyard, low taxes and convenient location. This is not simply a home - it is a statement of style, comfort, and elevated living.

422 Mill River Road, Upper Brookville

$2,400,000
5 Beds 6 Baths 935491 MLS
Special Contemporary 5 bedrooms, 5.5 bath home filled with light and space! From the moment you step into the grand foyer with its soaring cathedral ceiling, this contemporary home impresses with its light and open design. Walls of windows throughout create a seamless connection between indoors and outdoors, bathing every room in natural light. Each of the five bedrooms features its own private bath. The gourmet kitchen is equipped with top of the line viking stainless steel appliances. Just beyond the kitchen, the expansive great room features hardwood floors, a double-sided fireplace, and sliding glass doors that open to a wraparound terrace- an ideal space for gatherings or quiet relaxation. The adjacent dining room completes this elegant and functional main living area. The private primary suite offers a serene retreat with a fully renovated bathroom, plenty of closet space and two walls of windows overlooking the property. Outside, surrounded by nature, is a 3 car garage, and a heated gunite salt water pool. This home is truly unique and special.

40 W View Drive, Upper Brookville

$2,300,000
5 Beds 5 Baths 819570 MLS
A Legendary Estate with a Sports Sanctuary Step into a world where luxury meets athletic excellence at this exceptional Georgian Colonial estate in Upper Brookville. Set on over two acres along the most prestigious street in the area, this residence offers an unparalleled blend of history, elegance, and recreation. The centerpiece of this property is an oversized indoor sports sanctuary, designed for the ultimate sports professional or enthusiast. With a private tennis court, heated pool, and spa, this estate is built for year-round enjoyment. The expansive indoor court is adaptable for multiple sports, including hockey, basketball, badminton, and more—perfect for training or leisure. The grand circa-1930 home, once owned by Josephine Hartford Douglas of the Great Atlantic & Pacific Tea Company legacy, exudes timeless sophistication. Inspired by her passion for sports, she constructed the original "Playhouse" after finding the renowned Piping Rock Club fully booked for a game of tennis. The recreation building originally housed a swimming pool, tennis court, music room, and drawing room—echoing a heritage of grandeur and entertainment. Inside, the spacious residence boasts a beautifully updated kitchen, a luxurious master en-suite, and elegant living and dining spaces. Guest quarters provide comfort and privacy, while marble baths and exquisite architectural details enhance the home’s superb appearance. This is more than a home—it’s a private sports retreat, a legacy property, and a rare opportunity to own a piece of history in an exclusive setting.

199 Terrace Lane, Upper Brookville

$2,275,000
5 Beds 6 Baths 900602 MLS
Restored Historic Carriage House with Guest Cottage in Prestigious Cove Neck. Tucked away in the exclusive historic enclave of Cove Neck, this beautifully restored carriage house blends original pre-war charm with modern comforts. Set well back from the road on 4 serene acres of rolling lawns, mature trees, and lush plantings, a long pebbled driveway creates a sense of arrival. Inside, elegant proportions and high ceilings enhance the home’s timeless appeal. The gracious living room features a wood-burning fireplace, while the expansive formal dining room—also with a fireplace—sets the stage for memorable gatherings. A warm and inviting library with built-in bookshelves and fireplace offers a quiet retreat, and the private office/den provides the perfect space for working from home. The chef’s kitchen is a true centerpiece, boasting stainless steel appliances, a massive center island with seating, and a convenient pass-through pantry for additional storage and prep space Upstairs, the luxurious primary suite offers a private balcony and a spa-inspired en-suite bath with soaking tub and separate shower. Four additional bedrooms and three full bathrooms provide ample accommodations, complemented by a second-floor laundry room for added convenience. In addition to the main residence, a separate 3-bedroom guest cottage offers privacy and flexibility for visitors, and extended family. A detached 3-car garage with generous storage space adds further functionality and convenience. This rare property combines the elegance of a bygone era with the lifestyle amenities today’s buyers seek—all in one of the North Shore’s most sought-after settings.

62 Cove Neck Road, Cove Neck

$2,200,000
5 Beds 4 Baths 996310 MLS
Tucked away on a breathtaking, park-like setting in prestigious Oyster Bay Cove, this stately brick Colonial offers timeless elegance, incredible scale, and endless potential to create your dream estate. Surrounded by mature specimen trees and sprawling manicured grounds, this 10-room residence blends classic architecture with a warm and inviting layout designed for both everyday living and entertaining. Featuring approximately 4,000 square feet, this spacious home offers 5 bedrooms and 3.5 baths, including a desirable first-floor bedroom ideal for guests, extended family, or a private home office. A dramatic entry foyer with a sweeping curved staircase and stunning rounded skylight fills the space with beautiful natural light, creating an airy and elegant first impression. Expansive principal rooms flow effortlessly throughout the home, while oversized windows showcase serene views of the spectacular property from nearly every room. The second level features generously sized bedrooms, including one with a beautiful private balcony overlooking the picturesque grounds — the perfect spot for morning coffee or unwinding at sunset. Outside, enjoy your own private retreat with an in-ground gunite pool, sprawling lawn space, and exceptional privacy. The property is enhanced by both a circular driveway and a separate side driveway leading to a possible 4-car tandem garage, offering abundant parking and functionality. Built in 1979, this well-maintained Colonial presents an incredible opportunity to update and customize while preserving its strong bones, grand scale, and timeless charm. A truly special offering in one of the North Shore’s most sought-after locations.

94 Cove Road, Oyster Bay Cove

$2,050,000
4 Beds 3 Baths 886826 MLS
Tucked away in one of the North Shore’s most coveted enclaves, 50 Ships Point Lane presents an unparalleled opportunity to own a waterfront home with private mooring rights, resort-style outdoor living, and sweeping views of Oyster Bay Harbor — all just 30 miles from Manhattan. Set on an expansive, manicured lot with direct water access, this exquisite residence was designed for those who value privacy, elegance, and the effortless beauty of coastal living. Entertain against the backdrop of sparkling water views, host poolside summer gatherings, or unwind on your private deck as boats drift by. Inside, the home offers a generous, sun-filled layout with gracious living spaces and room for both formal entertaining and everyday comfort. High-end finishes, a chef’s kitchen, and walls of windows ensure that the breathtaking harbor views remain front and center. Beyond the property, discover the unmatched charm of Oyster Bay Village, where boutique shops, local markets, and upscale culinary favorites like Gioia, Stellina, and 2 Spring create a lifestyle that’s as sophisticated as it is welcoming. A rare offering where luxury, convenience, and coastal tranquility converge — 50 Ships Point Lane is more than a home; it’s a destination.

50 Ships Point Lane, Oyster Bay

$1,950,000
4 Beds 5 Baths 828319 MLS
Step into the timeless elegance of this classic center hall colonial residence at 237 Cleft Road in Mill Neck. With bespoke finishes and a larger property, this home offers an unparalleled sense of privacy, sophistication and tranquility. This stately home features four bedrooms, including a well appointed primary suite, and a total of five bathrooms, including three full bathrooms and two half baths. The attention to detail is evident throughout, with custom touches and high-end craftsmanship at every turn. The gourmet kitchen is a chef's dream, boasting top-of-the-line appliances and ample space for culinary creations. The living areas are ideal for both intimate gatherings and grand entertaining, with a seamless flow from room to room. Nestled on a sprawling lot of 3 acres, this property offers breathtaking winter Waterviews, creating a serene and picturesque setting. The interior spaces are thoughtfully designed, with an emphasis on both functionality and sophistication. Outside, the expansive grounds provide the perfect backdrop for outdoor enjoyment, whether it's a leisurely stroll through the gardens or al fresco dining on the patio. Located in the prestigious Village of Mill Neck, this home offers a rare opportunity to experience the epitome of refined living. Don't miss the chance to make this exceptional property your own and indulge in the timeless allure of this distinguished residence.

237 Cleft Road, Mill Neck

$1,945,000
5 Beds 4 Baths 887406 MLS
Welcome to this beautifully expanded 4937sq ft ranch located in the highly sought-after Sherwood Gate in Oyster Bay. This home offers a versatile layout with the potential for a mother-daughter setup (with proper permits). The chef’s kitchen features a 2 year old Viking natural gas stove, sleek stainless steel appliances, Sub-zero refrigerator and a charming breakfast nook perfect for casual meals. The den is highlighted by elegant Terra Cotta flooring and a cozy fireplace, creating a warm and inviting atmosphere. Retreat to the expansive primary suite, complete with a luxurious en suite bath and a tremendous walk-in closet. A sun-drenched private wing offers the ideal setup for extended family or guests, boasting walls of windows, a separate bedroom, full bathroom, and living area-perfect for multi-generational living or a guest suite. Updated 2018 3 zone CAC, 2018 front oversized windows & portion of the roof. Natural gas for heating and cooking. Situated on a stunning 2-acre parcel, this property offers privacy and space while still being just a short hop to the Town of Oyster Bay’s vibrant restaurants, marina, beach, post office, and shopping.

47 Sherwood Gate, Oyster Bay

$1,885,000
5 Beds 4 Baths 812875 MLS
Nestled in the village of Laurel Hollow in Oyster Bay, this beautiful 5 bedroom, 4 bathroom home is a rare gem that exudes charm, warmth, and character. Situated on a sprawling 2-acre lot at the end of a peaceful cul-de-sac, this property offers the ultimate privacy and luxury living. As you approach, you’ll be captivated by the lush landscaping and serene setting. Step inside to find a beautifully maintained and well-loved home featuring spacious, light-filled rooms, hardwood floors, and unique architectural details. The thoughtfully designed layout includes a gourmet kitchen with SS appliances, a cozy living room with a fireplace, and a formal dining room perfect for entertaining. The expansive backyard is a true oasis, complete with a sparkling pool and a charming 2 bedroom cottage ideal for visitors or as a private retreat. Whether hosting gatherings or enjoying quiet moments, this outdoor space is designed for both relaxation and recreation. Don’t miss the opportunity to own this unique property where timeless elegance meets modern convenience.

10 Hemlock Court, Laurel Hollow

$1,862,000
5 Beds 4 Baths 1000212 MLS
This beautifully updated and maintained 4767 sqft, traditional country colonial sits on a 2-acre private cul-de-sac lot in Muttontown, Oyster Bay. Elegant large entry foyer with mahogany front doors, a formal dining room with bay windows, family room with fireplace, and an eat-in kitchen with a breakfast area, and huge open layout living room and family room as well as sliding glass doors to your oversized outdoor deck with pool and forest views. This gourmet kitchen comes complete with commercial grade S/S appliances, a deep farmhouse sink, a wood-burning fireplace, a gorgeous range hood w/country tile, pot filler faucet, 1st floor bedroom and full bathroom and powder room. On the second floor, you'll find four bedrooms, including a large primary bedroom with a sitting area, fireplace, and walls of closet space. With a fully finished basement, you can enjoy a recreation room, plenty of storage, and a full bath and a newly built dry sauna room and a door leading to the swimming pool and deck. Enjoy the natural world in your zen backyard space where there is open air & peace. Oyster Bay-East Norwich School District.

6 The Hollows W, East Norwich

$1,850,000
6 Beds 6 Baths 969523 MLS
Oyster Bay Cove Estate with Water Views This exceptional estate located in the bucolic community of Oyster Bay Cove has been completely and meticulously renovated over a two-year period and now features a brand-new Certificate of Occupancy for the home, barn, and site work. The residence has been structurally reinforced and certified to New York State standards, ensuring quality and longevity for generations to come. Set on 2.4 serene acres near the bay, the property blends old-world North Shore charm with luxurious modern upgrades, all thoughtfully designed with an elegant Hamptons-inspired aesthetic. Recent improvements include new electrical, plumbing, landscaping, flooring, bathrooms, kitchen, moldings, and structural upgrades. The grounds have been beautifully reimagined with red maple trees, screening trees, and curated plant specimens, creating a private and picturesque setting. The home is located within a historic North Shore community (not landmarked) and includes exclusive beach and mooring rights for residents of Oyster Bay Cove, offering easy access to boating, kayaking, and waterfront recreation on Oyster Bay. Inside, the residence offers warm elegance and modern comfort, including: • A chef’s kitchen with quartz countertops and premium appliances, perfect for everyday living and entertaining • An enclosed sunroom, providing cozy year-round enjoyment and stunning water views • A spacious primary suite featuring a spa-like bath and custom walk-in dressing room • A grandfathered third floor, ideal for a home office, studio, or additional guest accommodations Additional highlights include: • Separate renovated guest quarters with private entrance, kitchen, and bath • Large multi-purpose barn, a giant loft, and electricity • Natural spring-fed pond with fountain flowing directly toward the bay • Outdoor patio with fire pit, perfect for entertaining or peaceful evenings Residents enjoy the convenience of walking distance to town, where charming shops and renowned restaurants line the harbor in Oyster Bay. Located just 30 minutes from New York City, the property offers the feel of a Hamptons retreat with easy city access. The area is served by excellent schools and is close to several top-rated institutions. This rare property offers timeless character, tranquility, water views, and exceptional craftsmanship in one of the North Shore’s most desirable and appreciating communities.

77 Cove Road, Oyster Bay

$1,800,000
5 Beds 3 Baths 970340 MLS
Private Hilltop Estate with Mother-Daughter Layout in Upper Brookville Located in the prestigious community of Upper Brookville, this exceptional 4,000 sq. ft. home sits on over 2 private acres at the top of a hill, offering outstanding privacy and beautiful natural surroundings. The property borders the Mill River Club and is surrounded by mature trees, creating a peaceful and secluded setting while still being close to everything the North Shore has to offer. This fully renovated Expanded Ranch features a spacious mother-daughter layout. The home offers bright open spaces, high ceilings, and large windows that bring in natural light while showcasing beautiful views of the surrounding landscape. The heart of the home is a large modern chef’s kitchen designed for both everyday living and entertaining. It features a massive waterfall island, custom cabinetry that extends to the ceiling, stainless steel appliances, elegant lighting, and generous space for gathering with friends. The oversized primary suite is designed for comfort and relaxation. It includes a large walk-in closet and a spa-style bathroom designed by Porcelanosa, featuring radiant heated floors, a freestanding soaking tub, a large glass-enclosed rain shower with custom tile work, and a modern double vanity. The home offers 5 spacious bedrooms and 3 beautifully renovated bathrooms, providing flexibility for guests, or home office space. Outdoor living is perfect for entertaining with a fully equipped outdoor kitchen that includes a built-in grill, sink, refrigerator, and stone finishes. The multi-level patio with premium pavers and turf creates an inviting space for gatherings, outdoor dining, or relaxing evenings, while a modern fire feature adds warmth and ambiance to the outdoor setting. The home is accessed through a long private driveway that leads up the hill to the residence, creating a grand entrance while enhancing the privacy of the property. The driveway is wide and spacious, offering ample room for multiple vehicles and guest parking. In addition, the home features a 3-car attached garage, providing convenience, storage, and additional parking. This property stands out for its rare hilltop setting, privacy, and location next to the Mill River Country Club. Opportunities to own a private estate on over two acres in Upper Brookville are truly special.

111 Mill River Road, Upper Brookville

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