Oyster Bay NY Real Estate & Homes for Sale

Welcome to 66 Highwood Road Pristine home...updated Kitchen and baths..4 bedrooms. Family Room with Fireplace...Light and bright!!!

Welcome to 66 Highwood Road Pristine home...updated Kitchen and baths..4 bedrooms. Family Room with Fireplace...Light and bright!!!

Prepare to be swept away by the epitome of waterfront living in the highly coveted Mill Neck Estates. With your very own private beach access, this exquisite sanctuary offers a unique opportunity to embrace waterfront living at its finest. Gaze out from any of the three levels, and be enchanted by the ever-changing views of Mill Neck Creek. As you step inside, the open layout unfolds before you, creating a vibrant atmosphere that's perfect for entertaining. Fabulous views surround the formal living room to the Chef's Kitchen. New Stainless Steel Appliances, ample cabinet space and an inviting center island make this the true heart of the home. Step outside from the main level to a panoramic perch that allows you to savor the waterfront's ever-changing beauty. For more outdoor entertainment, the covered patio below offers a secluded retreat. The primary ensuite boasts soaring ceilings and a private balcony that serves as your personal front-row seat to awe-inspiring sunrises and sunsets. With a total of five bedrooms, each featuring walk-in closets, and 4.5 bathrooms, this home effortlessly combines style with functionality. Private beach, kayak racks and mooring rights elevate your waterfront experience. Bonus 1,000-gallon propane tank to support full home generator, gas cooking, electric fireplace and fire pit. Every day here could feel like a vacation, where the harmony of the water and the luxury of your surroundings transport you to a world of leisure and delight. This is not just a home; it's a lifestyle. HOA Dues approx $150/monthly

Prepare to be swept away by the epitome of waterfront living in the highly coveted Mill Neck Estates. With your very own private beach access, this exquisite sanctuary offers a unique opportunity to embrace waterfront living at its finest. Gaze out from any of the three levels, and be enchanted by the ever-changing views of Mill Neck Creek. As you step inside, the open layout unfolds before you, creating a vibrant atmosphere that's perfect for entertaining. Fabulous views surround the formal living room to the Chef's Kitchen. New Stainless Steel Appliances, ample cabinet space and an inviting center island make this the true heart of the home. Step outside from the main level to a panoramic perch that allows you to savor the waterfront's ever-changing beauty. For more outdoor entertainment, the covered patio below offers a secluded retreat. The primary ensuite boasts soaring ceilings and a private balcony that serves as your personal front-row seat to awe-inspiring sunrises and sunsets. With a total of five bedrooms, each featuring walk-in closets, and 4.5 bathrooms, this home effortlessly combines style with functionality. Private beach, kayak racks and mooring rights elevate your waterfront experience. Bonus 1,000-gallon propane tank to support full home generator, gas cooking, electric fireplace and fire pit. Every day here could feel like a vacation, where the harmony of the water and the luxury of your surroundings transport you to a world of leisure and delight. This is not just a home; it's a lifestyle. HOA Dues approx $150/monthly

Discover the quintessential charm of yesteryear nestled within the heart of the coveted village of Cove Neck. An extraordinary opportunity awaits those with a vision to restore and reimagine the splendor of a bygone era. Built in 1890, this architectural gem embodies the grandeur of Victorian craftsmanship, offering a canvas for restoration enthusiasts to revive its original allure. Sitting on 1.26 acres, this 4 bedroom and 3.5 bath home boasts generous living spaces, promising ample room for personalization and customization. Ideally located for easy access to town amenities, schools, restaurants, the LIRR, shopping, and highways.

Discover the quintessential charm of yesteryear nestled within the heart of the coveted village of Cove Neck. An extraordinary opportunity awaits those with a vision to restore and reimagine the splendor of a bygone era. Built in 1890, this architectural gem embodies the grandeur of Victorian craftsmanship, offering a canvas for restoration enthusiasts to revive its original allure. Sitting on 1.26 acres, this 4 bedroom and 3.5 bath home boasts generous living spaces, promising ample room for personalization and customization. Ideally located for easy access to town amenities, schools, restaurants, the LIRR, shopping, and highways.

Outerbridge is an exquisite early 20th-century colonial compound. Set overlooking picturesque Oyster Bay Harbor, this waterfront estate features center-hall main house, beachside pool, deep water dock, bright two-bedroom and 1.5 bath guest cottage, and Adirondack inspired lodge house for entertaining featuring an additional den with stone fireplace, media room with wet bar, and a full bath with sauna - all buildings with water views. Perfectly suited for a multitude of guests and all forms of water activities. . Built by noted architect Electus D. Litchfield for Samuel Roosevelt Outerbridge it is the quintessential Oyster Bay home with a rich history of illustrious owners and guests. While owned by Oscar and Tony Award winner Alan Jay Lerner the home was featured in several films including "A New Leaf" with Walter Matthau and Elaine May. Today Outerbridge survives with many of its original details, sleeping porch, picturesque grounds, oversized stone terraces, and updates which include a first floor bedroom suite, and an oversized chef's kitchen.

Outerbridge is an exquisite early 20th-century colonial compound. Set overlooking picturesque Oyster Bay Harbor, this waterfront estate features center-hall main house, beachside pool, deep water dock, bright two-bedroom and 1.5 bath guest cottage, and Adirondack inspired lodge house for entertaining featuring an additional den with stone fireplace, media room with wet bar, and a full bath with sauna - all buildings with water views. Perfectly suited for a multitude of guests and all forms of water activities. . Built by noted architect Electus D. Litchfield for Samuel Roosevelt Outerbridge it is the quintessential Oyster Bay home with a rich history of illustrious owners and guests. While owned by Oscar and Tony Award winner Alan Jay Lerner the home was featured in several films including "A New Leaf" with Walter Matthau and Elaine May. Today Outerbridge survives with many of its original details, sleeping porch, picturesque grounds, oversized stone terraces, and updates which include a first floor bedroom suite, and an oversized chef's kitchen.

Welcome to one of the select few "Jewels of Oyster Bay". This rare Italianate Victorian house, circa 1860, stands proudly at the gateway to the historic district. Designated as a landmark by the Town, it has also been recognized by the Historical Society for Preservation for its significant details including ornate exterior brackets, decorative porch accoutrements and interior panelling. Zoned Residential/Office, this unique structure gives one the opportunity to fulfill their dream of repurposing the house into a single family home or a professional office. Architectural highlights include rocking chair porch, elongated windows, interior crown moldings and baseboard moldings and 9 foot ceilings. Walk to town, enjoy many renowned restaurants, quaint shops, T.R. Park and beach and LIRR.

Welcome to one of the select few "Jewels of Oyster Bay". This rare Italianate Victorian house, circa 1860, stands proudly at the gateway to the historic district. Designated as a landmark by the Town, it has also been recognized by the Historical Society for Preservation for its significant details including ornate exterior brackets, decorative porch accoutrements and interior panelling. Zoned Residential/Office, this unique structure gives one the opportunity to fulfill their dream of repurposing the house into a single family home or a professional office. Architectural highlights include rocking chair porch, elongated windows, interior crown moldings and baseboard moldings and 9 foot ceilings. Walk to town, enjoy many renowned restaurants, quaint shops, T.R. Park and beach and LIRR.

Welcome to this exquisite estate nestled in the prestigious enclave of Oyster Bay Cove. This Grand Colonial, spanning almost 5000 square feet, underwent a meticulous renovation in 2012, showcasing unparalleled craftsmanship and attention to detail throughout. The home is discreetly positioned back from Northern Blvd via a secluded long private driveway, offering unparalleled privacy. Situated adjacent to a nature preserve, the estate is encompassed by the serene beauty of its nearly 3-acre lot. The main floor invites you into a grand foyer, leading to a spacious living room, dining room, and a den each adorned with their own fireplaces, perfect for intimate gatherings or lavish entertaining. The chef's kitchen beckons with stainless steel appliances, granite countertops, and a central island, ideal for culinary enthusiasts. A breakfast nook bathed in natural light, a butler's pantry, a powder room, and a convenient mudroom complete this level, offering both elegance and functionality. Ascending to the second floor, discover two luxurious ensuite bedrooms, one of which opens onto a large terrace, providing a serene outdoor escape. Four additional bedrooms, an office, and two full baths ensure ample space for family and guests. The basement presents a fully finished space, offering endless possibilities for recreation and relaxation. Outside, the manicured landscape sets the stage for outdoor enjoyment, with lush greenery and mature trees providing a picturesque backdrop for al fresco gatherings or quiet moments of reflection. Experience the epitome of refined living in this exceptional estate, where luxury, privacy, and natural beauty converge to create an unparalleled retreat in Oyster Bay Cove.

Welcome to this exquisite estate nestled in the prestigious enclave of Oyster Bay Cove. This Grand Colonial, spanning almost 5000 square feet, underwent a meticulous renovation in 2012, showcasing unparalleled craftsmanship and attention to detail throughout. The home is discreetly positioned back from Northern Blvd via a secluded long private driveway, offering unparalleled privacy. Situated adjacent to a nature preserve, the estate is encompassed by the serene beauty of its nearly 3-acre lot. The main floor invites you into a grand foyer, leading to a spacious living room, dining room, and a den each adorned with their own fireplaces, perfect for intimate gatherings or lavish entertaining. The chef's kitchen beckons with stainless steel appliances, granite countertops, and a central island, ideal for culinary enthusiasts. A breakfast nook bathed in natural light, a butler's pantry, a powder room, and a convenient mudroom complete this level, offering both elegance and functionality. Ascending to the second floor, discover two luxurious ensuite bedrooms, one of which opens onto a large terrace, providing a serene outdoor escape. Four additional bedrooms, an office, and two full baths ensure ample space for family and guests. The basement presents a fully finished space, offering endless possibilities for recreation and relaxation. Outside, the manicured landscape sets the stage for outdoor enjoyment, with lush greenery and mature trees providing a picturesque backdrop for al fresco gatherings or quiet moments of reflection. Experience the epitome of refined living in this exceptional estate, where luxury, privacy, and natural beauty converge to create an unparalleled retreat in Oyster Bay Cove.

Nestled in Oyster Bay Cove, this exceptional estate sits on 2 acres of land with highly sought-after amenities. This property offers a luxury living experience with over 4,500 sq. ft. livable space. 5 bedrooms and 6 Baths. Custom high ceilings throughout the house. From the moment you step inside, you are astonished with immaculate craftsmanship and modern elegance. Every detail has been flawlessly thought out with the highest quality finishes and amenities that create an unparalleled living experience. The mudroom starts with radiant heated floors. The kitchen features premium new appliances from 2023, quartz counter top installed in 2023, radiant heated floors, beautiful cabinetry, gas stove, and a large center island that is open to the spacious family and breakfast room, making it perfect for entertaining and family gatherings. The primary suite features a luxurious radiant heated floor bath with his/her walk-in closets. The lower level is the perfect space for recreational activities. The backyard is an oasis, featuring a heated saltwater swimming pool with a motorized cover, attached spa, outdoor kitchen, fully automated porch screens. Double car garage doors were installed 2 year ago. Brand new automated skylight shades installed in Feb 2024 throughout. Central speaker system available on the 1st level. 10 year old hardie plank siding. 5,000 watt portable gasoline fed generator included in sale. Anderson windows and doors. All bedrooms are wired for intercom. Every amenity at your fingertips! MUST SEE!

Nestled in Oyster Bay Cove, this exceptional estate sits on 2 acres of land with highly sought-after amenities. This property offers a luxury living experience with over 4,500 sq. ft. livable space. 5 bedrooms and 6 Baths. Custom high ceilings throughout the house. From the moment you step inside, you are astonished with immaculate craftsmanship and modern elegance. Every detail has been flawlessly thought out with the highest quality finishes and amenities that create an unparalleled living experience. The mudroom starts with radiant heated floors. The kitchen features premium new appliances from 2023, quartz counter top installed in 2023, radiant heated floors, beautiful cabinetry, gas stove, and a large center island that is open to the spacious family and breakfast room, making it perfect for entertaining and family gatherings. The primary suite features a luxurious radiant heated floor bath with his/her walk-in closets. The lower level is the perfect space for recreational activities. The backyard is an oasis, featuring a heated saltwater swimming pool with a motorized cover, attached spa, outdoor kitchen, fully automated porch screens. Double car garage doors were installed 2 year ago. Brand new automated skylight shades installed in Feb 2024 throughout. Central speaker system available on the 1st level. 10 year old hardie plank siding. 5,000 watt portable gasoline fed generator included in sale. Anderson windows and doors. All bedrooms are wired for intercom. Every amenity at your fingertips! MUST SEE!

Welcome to an extraordinary piece of history nestled within the tranquil landscapes of Oyster Bay. This majestic estate, once the cherished abode of renowned American painter Robert Van Vorst Sewell, offers a rare opportunity to own a piece of artistic legacy. Built in the early 1900's, the estate boasts timeless architectural elegance that seamlessly blends with its natural surroundings. From its inviting facade to its meticulously crafted interiors, every detail exudes sophistication and charm. Set on 4.3 acres of lush, manicured grounds, (2 acres of untouched natural beauty under a conservation easement), the estate offers unparalleled privacy and serenity. The estate features 8 bedrooms, 6.2 bathrooms, and over 6,000 square feet of meticulously designed living space. From a grand foyer to elegant entertainment areas, every room offers a perfect balance of comfort and refinement. While steeped in history, the estate also offers modern amenities for contemporary living. Indulge in a state-of-the-art kitchen, luxurious spa-like bathrooms, and seamless connectivity throughout the property. The property also offers a quaint cottage with a loft and an abundance of natural light. This space could be used as an art studio, entertainment area or gym.

Introducing 39 Timber Ridge Dr, a stunning property on 2 Acres, in the prestigious Village of Laurel Hollow, NY. This sprawling ranch home boasts luxury and comfort, offering open concept living and so much more. Upon entering the new double door entry , you are greeted by the grandeur of the entry foyer with wall a of glass. The oversized rooms are adorned with custom moldings and millwork, accentuating the elegance of the home. With 5 bedrooms and 4 bathrooms, there is ample space for relaxation and entertainment. The kitchen features a subzero refrigerator(3 yrs old) and Viking and Bosch appliances. Throughout the home, tigerwood and maple wood floors add warmth and character to the space.The primary bedroom suite is a sanctuary of its own, featuring a tray ceiling that adds a touch of sophistication. The enormous primary en-suite bathroom is meticulously designed with onyx sinks and accents. The finished basement adds versatility to the home, with a high "tin look" ceiling adding character and charm and a large cedar closet. Situated on 2 acres of lush land, this property provides privacy and tranquility. Outside, you'll find a large deck perfect for hosting gatherings or enjoying peaceful moments surrounded by nature. Magnolia trees and specimen plantings adorn the landscape .For those who enjoy outdoor living, the Village of Laurel Hollow offers access to a beach and mooring 1.7 miles away allowing residents to indulge in the serenity of the water and fabulous views of Cold Spring Harbor. Syosset train station is 2.9 miles and NYC 30 miles.

Introducing 39 Timber Ridge Dr, a stunning property on 2 Acres, in the prestigious Village of Laurel Hollow, NY. This sprawling ranch home boasts luxury and comfort, offering open concept living and so much more. Upon entering the new double door entry , you are greeted by the grandeur of the entry foyer with wall a of glass. The oversized rooms are adorned with custom moldings and millwork, accentuating the elegance of the home. With 5 bedrooms and 4 bathrooms, there is ample space for relaxation and entertainment. The kitchen features a subzero refrigerator(3 yrs old) and Viking and Bosch appliances. Throughout the home, tigerwood and maple wood floors add warmth and character to the space.The primary bedroom suite is a sanctuary of its own, featuring a tray ceiling that adds a touch of sophistication. The enormous primary en-suite bathroom is meticulously designed with onyx sinks and accents. The finished basement adds versatility to the home, with a high "tin look" ceiling adding character and charm and a large cedar closet. Situated on 2 acres of lush land, this property provides privacy and tranquility. Outside, you'll find a large deck perfect for hosting gatherings or enjoying peaceful moments surrounded by nature. Magnolia trees and specimen plantings adorn the landscape .For those who enjoy outdoor living, the Village of Laurel Hollow offers access to a beach and mooring 1.7 miles away allowing residents to indulge in the serenity of the water and fabulous views of Cold Spring Harbor. Syosset train station is 2.9 miles and NYC 30 miles.

Escape to your own oasis when entering this 1850s Federal Colonial nestled on nearly 4 acres of tranquility, once cherished by the prestigious Van Wyck family. A grand driveway winds its way to a truly majestic home, this 7-bedroom residence exudes timeless elegance with custom millwork, a formal dining room, a cozy library, a sun-drenched solarium with radiant heat and seven inviting fireplaces. The expansive primary suite includes a private sitting room & a new updated primary bath with radiant heat which offers a peaceful retreat within this captivating haven. The professionally landscaped property boasts a heated in-ground pool with a spa, basketball court, three car garage and tiered terraces adorned with brick, stone, and granite. Immerse yourself in the lush gardens, & soothing fountains which offer a serene atmosphere. Truly the perfect home for entertaining inside & out. Nestled within the incorporated Village of Laurel Hollow, enjoy exclusive access to a deeded beach, adding to the allure of this remarkable alternative to the Hamptons lifestyle. Many updates include new heating system, newly painted exterior, underground 200 Amp service, new landscaping, 34 new windows, new pool heater, & much mush more! Don't Miss This Incredible Value

Escape to your own oasis when entering this 1850s Federal Colonial nestled on nearly 4 acres of tranquility, once cherished by the prestigious Van Wyck family. A grand driveway winds its way to a truly majestic home, this 7-bedroom residence exudes timeless elegance with custom millwork, a formal dining room, a cozy library, a sun-drenched solarium with radiant heat and seven inviting fireplaces. The expansive primary suite includes a private sitting room & a new updated primary bath with radiant heat which offers a peaceful retreat within this captivating haven. The professionally landscaped property boasts a heated in-ground pool with a spa, basketball court, three car garage and tiered terraces adorned with brick, stone, and granite. Immerse yourself in the lush gardens, & soothing fountains which offer a serene atmosphere. Truly the perfect home for entertaining inside & out. Nestled within the incorporated Village of Laurel Hollow, enjoy exclusive access to a deeded beach, adding to the allure of this remarkable alternative to the Hamptons lifestyle. Many updates include new heating system, newly painted exterior, underground 200 Amp service, new landscaping, 34 new windows, new pool heater, & much mush more! Don't Miss This Incredible Value

Mid-century modern meets 21st century modern for a stunningly conceived and highly livable home. A newly completed bottom to top renovation masterfully employs the use of organic materials and extraordinary finishes and fixtures to deliver a better-than-new-construction experience. The floor plan offers a range of optionality to suit your needs. Every room offers a picturesque view of the magnificent 2-acre property. The property presents endless possibilities and easy proximity to downtown Oyster Bay.

Mid-century modern meets 21st century modern for a stunningly conceived and highly livable home. A newly completed bottom to top renovation masterfully employs the use of organic materials and extraordinary finishes and fixtures to deliver a better-than-new-construction experience. The floor plan offers a range of optionality to suit your needs. Every room offers a picturesque view of the magnificent 2-acre property. The property presents endless possibilities and easy proximity to downtown Oyster Bay.

Step Into The Grandeur Of 'Chateau D' Espoir,' A Stunning French Normandy-Style Estate, Situated On Four Expansive Hilltop Acres Of Level Ground. This Exceptional Residence Boasts 18 Lavish Rooms Spread Across Three Levels, Epitomizing Luxurious Living. The Inviting Entry Foyer With Grand Staircase Opens To A Living Room, An Open Kitchen With A Breakfast Pavilion, A Formal Dining Room, A Family Room, A Den/Library, And A Grand Master Ensuite. With 6 Additional Bedrooms Featuring Ensuites, A Bonus Room, And A Total Of 10 Bathrooms, This Estate Comes Furnished And Offers Abundant Space For Sophisticated Living. Enjoy The Convenience Of An Elevator On All Floors, And Indulge In Amenities Like A Home Theater, Gym, Game Room, And Sauna. The Attached Three-Car Garage, French Garden, Blue Stone Patio, And In-Ground Pool Add To The Allure Of This Modern Haven. Experience A Lifestyle Beyond Compare!

Step Into The Grandeur Of 'Chateau D' Espoir,' A Stunning French Normandy-Style Estate, Situated On Four Expansive Hilltop Acres Of Level Ground. This Exceptional Residence Boasts 18 Lavish Rooms Spread Across Three Levels, Epitomizing Luxurious Living. The Inviting Entry Foyer With Grand Staircase Opens To A Living Room, An Open Kitchen With A Breakfast Pavilion, A Formal Dining Room, A Family Room, A Den/Library, And A Grand Master Ensuite. With 6 Additional Bedrooms Featuring Ensuites, A Bonus Room, And A Total Of 10 Bathrooms, This Estate Comes Furnished And Offers Abundant Space For Sophisticated Living. Enjoy The Convenience Of An Elevator On All Floors, And Indulge In Amenities Like A Home Theater, Gym, Game Room, And Sauna. The Attached Three-Car Garage, French Garden, Blue Stone Patio, And In-Ground Pool Add To The Allure Of This Modern Haven. Experience A Lifestyle Beyond Compare!

Introducing a truly unique custom-built post-modern Hamptons-style colonial built in 2022 nestled on Centre Island. This exquisite residence offers a blend of luxury, comfort and breathtaking waterfront views. Boasting 4-5 bedrooms and 3.5 baths, including 2 primary ensuites, this home is a testament to fine craftsmanship and thoughtful design. The first-floor primary ensuite is accompanied by a grand sitting room with a fireplace, creating an inviting retreat for relaxation and unwinding. Upstairs, the second primary ensuite opens to a balcony overlooking picturesque Oyster Bay Harbor, allowing for tranquil moments and stunning sunrise vistas. The heart of the home is a private, exquisite top-of-the-line kitchen, perfect for culinary enthusiasts and entertaining. Step outside to discover a saltwater concrete heated pool surrounded by a bluestone terrace, offering a beautiful sanctuary for outdoor enjoyment. Inside, an open concept design seamlessly connects the living spaces, highlighted by a great room with a fireplace, creating a warm and inviting atmosphere. The lower level features an open recreation area and ample storage, catering to various lifestyle needs. Additional features include a full house generator for added convenience and peace of mind. Residents will also appreciate the private beach with mooring rights, providing exclusive access to the waterfront. The timeless elegance of this home is further complemented by panoramic views of Oyster Bay Harbor. Nestled on a peaceful cul-de-sac road, this residence offers a rare opportunity to experience a sophisticated, luxurious living in a serene and private setting with its own police presence. Additional features include, Irrigation system, A 6 out door camera alarm system that also controls the lighting. Opportunity to subdivide property. Don't miss the chance to call this captivating property your own.

Introducing a truly unique custom-built post-modern Hamptons-style colonial built in 2022 nestled on Centre Island. This exquisite residence offers a blend of luxury, comfort and breathtaking waterfront views. Boasting 4-5 bedrooms and 3.5 baths, including 2 primary ensuites, this home is a testament to fine craftsmanship and thoughtful design. The first-floor primary ensuite is accompanied by a grand sitting room with a fireplace, creating an inviting retreat for relaxation and unwinding. Upstairs, the second primary ensuite opens to a balcony overlooking picturesque Oyster Bay Harbor, allowing for tranquil moments and stunning sunrise vistas. The heart of the home is a private, exquisite top-of-the-line kitchen, perfect for culinary enthusiasts and entertaining. Step outside to discover a saltwater concrete heated pool surrounded by a bluestone terrace, offering a beautiful sanctuary for outdoor enjoyment. Inside, an open concept design seamlessly connects the living spaces, highlighted by a great room with a fireplace, creating a warm and inviting atmosphere. The lower level features an open recreation area and ample storage, catering to various lifestyle needs. Additional features include a full house generator for added convenience and peace of mind. Residents will also appreciate the private beach with mooring rights, providing exclusive access to the waterfront. The timeless elegance of this home is further complemented by panoramic views of Oyster Bay Harbor. Nestled on a peaceful cul-de-sac road, this residence offers a rare opportunity to experience a sophisticated, luxurious living in a serene and private setting with its own police presence. Additional features include, Irrigation system, A 6 out door camera alarm system that also controls the lighting. Opportunity to subdivide property. Don't miss the chance to call this captivating property your own.