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$2,499,000
5 Beds ⋅ 6 Baths ⋅ 1049643 MLS
Welcome to 4 Ariana Court, a magnificent brick colonial estate featuring 5 bedrooms and 5.5 bathrooms on a private cul-de-sac. A grand sweeping circular driveway leads to a double-door entry opening into a dramatic double-height foyer with a bridal staircase, gleaming dark tile floors, and a crystal chandelier. Expansive formal and informal spaces throughout the home showcase rich hardwood floors, intricate moldings, vaulted ceilings with skylights, and floor-to-ceiling stone details. The family room has vaulted ceilings and wet bar.The gourmet kitchen offers a center island, Sub-Zero refrigeration, custom cabinetry, and a sunlit breakfast area. Designed for both grand scale and daily comfort, the home boasts flexible interior layouts across multiple finished areas, including secondary kitchen amenities and dedicated utility spaces. Outdoors, the expansive, park-like grounds present an extraordinary outdoor setting. Multi-tiered paver patios with built-in grilling space step down to sprawling lawns, lush landscaping, and mature trees. Highlights include an in-ground pool with a slide and hot tub, elevated balconies, and serene, private wooded borders.

4 Ariana Court, Oyster Bay Cove
$979,000
3 Beds ⋅ 2 Baths ⋅ 1045148 MLS
Welcome to 64 Tooker Avenue, a beautifully restored 1893 colonial offering approximately 2000 ft.; of character filled living space in the heart of Oyster Bay. Thoughtfully improved and meticulously maintained, this 3 bedroom, 2 bathroom home blends original craftsmanship with comfortable modern living. Inside, refinished hardwood floors, painstakingly restored original millwork, period details and custom built-ins reflect the home’s history, while a sun filled southern exposure creates bright, inviting spaces throughout. The first floor offers a formal dining room, living room, renovated kitchen, sunroom, mud/laundry room and a handsome home office with custom doors, cabinetry and bookshelves. Upstairs 3 bedrooms and a finished attic provide flexible space for work, play, guests, or additional storage. An exceptionally clean and bright, lower level provides abundant storage, pantry space, and a dedicated room for a workshop or hobbies. The home’s outdoor spaces have been transformed into a private retreat. Thoughtfully designed landscaping surrounds a fenced yard with a Trex deck, Cambridge paver patio, bluestone walkways, perennial gardens and raised vegetable beds, all supported by a 10 zone irrigation system. A detached garage and freshly painted exterior complete the property. Set on approximately 0.186 acres in Oyster Bay-East Norwich School District, 64 Tooker Avenue offers the rare combination of historic character, thoughtfully updated living spaces and beautifully designed outdoor areas all meticulously cared for and ready for its next chapter. Ideally located just blocks from Oyster Bay Hamlet’s restaurants, shops, and museums, with the LIRR, local beaches and waterfront parks all nearby.

64 Tooker Avenue, Oyster Bay
$2,488,800
5 Beds ⋅ 5 Baths ⋅ 1036241 MLS
A Rare Idyllic Muttontown Estate + Barn Offering Privacy, Lifestyle & Endless Opportunities Nestled on 2 beautifully landscaped acres directly across from the breathtaking Muttontown Preserve, this meticulously maintained retreat presents a rare opportunity to enjoy the best of Long Island's Gold Coast lifestyle. Combining privacy, open space, and an exceptional location, this property offers the tranquility of country living while remaining just minutes from shopping, dining, top-rated schools, golf courses, equestrian facilities, the Long Island Rail Road, major parkways, and an easy commute to New York City. Designed for today's lifestyle, the spacious 5-bedroom, 4.5-bath residence features a thoughtful, functional open floor plan with generously sized living spaces, two full kitchens, and a private “in-law” suite with private entrance—ideal for multi-generational living, extended guests, a home office, or income-producing opportunities. The grounds are even more impressive, creating a true private retreat. The in-ground pool with Spa, the expansive lawn with built in soccer field and charming treehouse are perfect for outdoor entertaining. The mature plantings that have been lovingly cultivated over the years, provide exceptional beauty and year-round privacy. For equestrian enthusiasts, the property is a standout. A grandfathered three-stall horse barn with its own separate driveway entrance and adjoining paddock offers a unique opportunity for private horse ownership in one of Long Island's most desirable communities. ( or an income producing opportunity to board ) This home has been meticulously cared for and offers valuable recent improvements, including: New roof (within the last five years) New hot water heater (within the last five years) Brand-new central air conditioning system (2026) Brand-new boiler (2026) While cosmetic updates would allow a new owner to personalize the interiors, the home's outstanding layout, exceptional maintenance, and significant infrastructure upgrades provide an incredible foundation for creating a truly spectacular estate. Whether you're searching for a compound, an equestrian retreat, or a private sanctuary with room to grow, this remarkable property offers a rare combination of space, versatility, and location that is seldom available.

1846 Muttontown Road, Syosset
$1,849,000
4 Beds ⋅ 3 Baths ⋅ 1022649 MLS
North Shore updated craftsman style ranch in Oyster Bay Cove offers an exceptional blend of lifestyle design , panoramic views, sunset vistas and private beach rights. This exceptional home offers multi generational possibilities or a Hampton-like escape but closer West. A home which offers serene living, with a charming wrap around deck. There is a spacious primary suite with bath and 2 walk-in closets. Additional main level guest bedroom and bath, spacious eat in kitchen, breakfast room with fireplace, living room with vaulted ceiling and fireplace and a formal dining, There is a study and French doors to outside deck plus a walk out secondary level, family room with fireplace, 2 bedrooms, bath and doors leading to outdoor living space. Hardwood floors, central air and low taxes make this home an outstanding value. 2.5 car garage. Do not miss this one!

10 Laurel Cove Road, Oyster Bay Cove
$4,288,888
7 Beds ⋅ 8 Baths ⋅ 1019177 MLS
Welcome to 314 Mill Hill Rd Mill Neck located in the Luxurious Gold Coast. This Exquisite home has been built by William Townsend the historic mansion was widely known as the Chancellor's Mansion, which was built in 1834. The estate has passed through several notable historical figures, including Theodore Roosevelt III and fashion designer Oleg Cassini. This estate sits on almost 6 Acres . The property has additional 2 Large guest homes . Which can make a wonderful compound for friends, staff or guests. Each guest house is about 2300 SF and nicely updated . The main Estate consists of 7 Bedrooms 8 bathrooms, Stunning Chefs Kitchen, And A Grand Formal Dining Room, This home a true masterpiece of workmanship. The gorgeous wrap around porch adds so much character and comfort ,The beautiful large balcony on the 2nd floor is ideal for relaxing and enjoying the Stunning Water views of Oyster bay Harbor. The property has a custom built greenhouse which is ideal for growing your own farm to table fruits and vegetables. This home is in close proximity to the local private Beach which is only 2 blocks away. The history of this home has been written up in multiple books and periodicals. A true gem not to be missed AN VERY LOW TAXES !

314 Mill Hill Road, Mill Neck
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 1008706 MLS
Spectacular Waterfront Retreat on 2 Verdant Acres This extraordinary 2-acre waterfront retreat is where privacy, elegance, and natural beauty come together in perfect harmony. Designed by Brian Shore, it extends over 360 feet of waterfront and was built to take advantage of the panoramic views of Cold Spring Harbor and the Long Island Sound. This magnificent Post Modern boasts seamless indoor-outdoor living with high ceilings and a spacious open floor plan filled with abundant natural light that streams through expansive windows. The great room has a vaulted ceiling with beams, a fireplace, and wall-to-wall windows framing incredible water views. Adjacent is the dining room and an open kitchen with professional-grade Wolf and Sub-Zero appliances, an ocean-hued backsplash, and nautical-inspired fixtures, forming the perfect coastal backdrop for the stunning vistas. Off the great room, there is a generous composite deck that spans the entire length of the house. The tranquil master suite has equally exquisite views and features 3 walk-in closets and an expansive master bath. On the walk-out lower level, a water-view family room is complemented by a study, two bedrooms, a full bath, a laundry room, and a beach shower. Property highlights include hardwood floors throughout the main floor, central vacuum, sprinklers, 4-Zone air-conditioning, a 3-car garage, and park-like property. Close to dining, shopping, beaches, parks, and LIRR. Whether enjoying sunrise views over the water, relaxing on the beach, or entertaining against a backdrop of spectacular scenery, this remarkable estate presents a rare opportunity to own a truly special waterfront property.

47 Laurel Cove Road, Laurel Hollow
$2,299,999
5 Beds ⋅ 5 Baths ⋅ 1004278 MLS
Nestled on a private cul-de-sac within the prestigious enclave of Mill Neck Estates, this exceptional Center Hall Colonial seamlessly blends timeless elegance with modern luxury. Featuring 5 generously sized bedrooms and 4.5 beautifully appointed baths, this remarkable residence is perfectly designed for both comfortable everyday living and sophisticated entertaining. A grand two-story foyer welcomes you into an elegant living room centered around a classic wood-burning fireplace, while the formal dining room showcases exquisite custom millwork, creating the perfect setting for memorable gatherings. At the heart of the home is a spacious chef’s eat-in kitchen, appointed with custom wood cabinetry, granite countertops, premium stainless steel appliances, and abundant workspace. The kitchen flows effortlessly into the expansive family room, offering an inviting space for relaxation, entertaining, and everyday living. A sweeping staircase leads to the second level, where four spacious bedrooms with en-suite baths provide exceptional comfort and privacy. The luxurious primary suite serves as a private retreat, featuring French doors that open to a tranquil balcony overlooking picturesque views. The finished lower level is filled with natural light and offers soaring ceilings, generous living space, abundant storage, a home gym, media room, or guest accommodations. and sliding glass doors leading directly to the backyard. Combining refined craftsmanship, thoughtful design, and exceptional functionality, this extraordinary residence is located in one of the area's most coveted neighborhoods. A rare opportunity to own a truly spectacular home. A Truly Must See!

899 Harbor View Road, Mill Neck
$8,300,000
4 Beds ⋅ 5 Baths ⋅ 999427 MLS
A rare opportunity to acquire a masterpiece of residential design: one of only two Robert A.M. Stern homes in Nassau County. Stern is considered a leading postmodernist architect known for blending historical context, classical tradition, and modern functionality. Situated on a private Mill Neck hilltop, 'Miramar' commands breathtaking, panoramic water views of Oyster Bay and Centre Island. Recently treated to a comprehensive top-to-bottom restoration, this impeccable estate boasts stunning grounds reimagined by internationally acclaimed landscape architect Fernando Wong. Wong used classical principles to frame outdoor spaces, this offering is truly a work of art.

233 Cleft Road, Mill Neck
$4,999,999
6 Beds ⋅ 4 Baths ⋅ 982362 MLS
Set on 18 private acres in Centre Island, this 5,300 square foot estate offers a rare combination of land, privacy, and scale in one of the most exclusive enclaves on the North Shore. The property features manicured grounds with a wooded perimeter for complete privacy, a long private driveway, and a 3-car garage. A coastal lake sits directly on the property, creating a setting that is virtually impossible to replicate in the area. The in-ground pool and spa add to the estate feel. Inside, the home was extensively renovated in 2003 and offers hardwood floors throughout, a chef’s kitchen with Viking appliances and four ovens, and five fireplaces, including four wood-burning and one gas. The home includes six spacious bedrooms. The primary suite is its own wing, featuring a private office, recreation room, large bathroom, and three closets. Located within the Incorporated Village of Centre Island, a small, private community with a population of just over 400 residents, known for its exclusivity, natural surroundings, and its own dedicated police force providing added security and privacy. A truly unique offering with scale, setting, and privacy that is rarely available. Some photos may be digitally enhanced or virtually staged.

235 Centre Island Road, Centre Island
$6,995,000
5 Beds ⋅ 7 Baths ⋅ 914210 MLS
On the tranquil shores of Cove Neck in Oyster Bay, this extraordinary waterfront estate offers something increasingly rare: two private acres, 200 feet of shoreline, and panoramic views of the Long Island Sound that greet you from virtually every room in the house. Set just minutes from the charming villages of Oyster Bay and Huntington, with their acclaimed restaurants, boutique shopping, and vibrant waterfront dining, and fifteen minutes to the LIE, this is a property that offers the serenity of a private resort with the convenience of everything the North Shore has to offer. Hamptons Living Closer to NYC. The residence spans more than 9,000 square feet and was designed for those who want to live at full scale. A dramatic entry foyer opens into expansive living areas anchored by floor-to-ceiling windows framing the water. The formal living and dining rooms, a sophisticated lounge, and a 1,600 square foot great room with wet bar and wood-burning fireplace create a seamless flow for entertaining. A library with its own bath offers a quiet retreat on the main level. Upstairs, three ensuite bedrooms each open to private balconies overlooking the Sound. The primary suite is a sanctuary of its own, with a fireplace, spa bath with dual vanities, and an oversized walk-in dressing closet. Every room. Every view. The chef's kitchen is equipped with granite counters, custom cabinetry, and professional appliances including three ovens and two dishwashers. The lower level extends the lifestyle further with an indoor pool and hot tub, an entertainment space with wet bar, a full guest suite with private entrance, and a 4-car garage. Outside, more than 1,800 square feet of wraparound decking, a tennis court, a gazebo, and direct water access for kayaking and jet skiing complete a property that operates entirely on its own terms. This is waterfront living on the North Shore at its most complete.

26 Tennis Court Road, Oyster Bay
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 907283 MLS
Great Investment Opportunity! Currently being used as a Medical Practice, but it can be converted to Family Residence. The property sits on a 12,001 SF Corner Lot with a beautiful curb appeal. The building consists of 4524 SF. Total of 13 rooms. The 1st Floor features 3 Exam Rooms, 2 Doctor's Offices, Reception Area, Waiting Room, 2 Half Baths, Additional Lounge Room for Staff w/ Kitchen, Dining Area, and Full Bath. Basement is partially finished and has lots of Extra Storage Space. Walk-Out-Basement. New Roof. The building has an accessory 1-Bedroom apartment on the 2nd Floor. Large Driveway newly paved, parking space available for 11 cars. Zoning is permitted for Medical Practices Related. Zoning can be changed though a Special Use Permit application with the Oyster Bay Zoning Board of Appeals office, but only for professional services. Prime Location with high visibility and easy access to parkways. Near the LIRR, shops, schools, parks, beaches, restaurant and entertainment.

188 W Main Street, Oyster Bay

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.