Oyster Bay

Experience the ultimate in waterfront living with this extraordinary 9,000+ sq. ft. estate set on two sweeping acres with 200 feet of private shoreline in Oyster Bay. Designed for both grand entertaining and everyday comfort, the residence offers 5 bedrooms, 6.5 baths, and 4 fireplaces, all supported by modern essentials including a full-house generator and security system.Step inside the dramatic entry foyer where light and space unfold into expansive living areas with floor-to-ceiling windows framing panoramic water views. The main level is highlighted by a sophisticated living room, formal dining room, and a versatile lounge/meeting space. A library with its own bath provides a perfect retreat or guest option. The chef’s kitchen impresses with granite counters, custom cabinetry, professional appliances including three ovens and two dishwashers, and an adjoining laundry/mudroom. A spectacular 1,600 sq. ft. great room with a wet bar and wood-burning fireplace anchors the first floor.Upstairs, three ensuite bedrooms each open to private balconies overlooking the water. The primary suite is a true sanctuary featuring a fireplace, spa bath with dual vanities, and an oversized walk-in dressing closet. Outdoor living is elevated with more than 1,800 sq. ft. of wraparound decking, a tennis court, gazebo, and direct water access for kayaking, jet skiing, and more.The lower level extends the lifestyle with an indoor pool and hot tub, an entertainment space with wet bar, a full guest suite with private entrance, abundant storage, and a 4+ car garage. With meticulous craftsmanship and unparalleled amenities inside and out, this residence is not just a home—it’s a private waterfront resort. $7,495,000 Active

26 Tennis Court Road Oyster Bay, New York

5 Beds 7 Baths 9,000 SqFt 2 Acres

Immerse yourself in this stunning waterfront villa on Centre Island. Although newly rebuilt inside and out, the original character of this 1929 colonial creates an amazing synergy between modernity and history. Perched comfortably above the bay, the backyard slopes gracefully towards the water's edge with a new seawall. The professional landscape plan not only created beautiful grounds, but a number of entertaining and play areas, including a dining terrace with built-in barbeque/prep station. On the eastern side of the home, you are met by a sizeable driveway and a separate two car garage. Upon entering the front door, a beautiful onyx kitchen welcomes you. The charming dining room anchored by its fireplace, French doors face west, allowing you to take in the spectacular views. The cozy living room and its complementary fireplace. Through large French doors is an inviting covered terrace, making it the perfect place to entertain guests, or for intimate moments looking at sunsets over the bay. In addition to the stairs, all floors are accessible via a new elevator. The grand master bedroom comes complete with two large fully outfitted closets and a spa quality bathroom with unparalleled water views from shower and tub. A private balcony off the master offers the perfect place to enjoy a sunset or morning coffee. There are two additional bedrooms, a marble bath, and a small office on the second floor. The perfect weekend getaway or main residence this Centre Island home offers a turnkey option for any waterfront buyer could want. Truly A One-Of-A-Kind! Call For Details. $5,500,000 Active

353 Centre Island Road Oyster Bay, New York

3 Beds 3 Baths 3,000 SqFt

Summer Oasis on Centre Island, where Oyster Bay Harbor Meets the Sound. Experience a rare opportunity to spend your summer at this premier waterfront estate. Perched on a private point, this home is completely embraced by the water, offering a front-row seat to the best of Gold Coast living. The Great Rooms floor-to-ceiling water views greet you the moment you step inside, flowing seamlessly onto a massive wrap-around deck. Relax by the pool that hovers over the harbor, or enjoy an outdoor shower after a day at the beach. Watch the boats navigate the harbor by day and toast to world-class sunsets over the Long Island Sound by night. Five spacious bedrooms—all located on the second floor—feature private views of the water. The home features a fully equipped Gourmet Kitchen for summer entertaining, Great Room, cozy Den with TV, and expansive decking. The lower level has a bonus room and full bath. Exclusive access to two private sandy beaches. A summer dream come true and wonderful Hamptons Alternative. $35,000 Active

336 Mariposa Drive Oyster Bay, New York

5 Beds 5 Baths 4,268 SqFt 1.081 Acres

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Oyster Bay Living

Oyster Bay, a picturesque town on the North Shore of Long Island, offers a charming blend of coastal living, historic charm, and modern amenities. Situated just 30 miles east of Manhattan, Oyster Bay provides a peaceful retreat from the hustle and bustle of the city while maintaining easy access to urban conveniences.

Marinas

Oyster Bay is a haven for boating enthusiasts, with its charming marinas and access to pristine waters. Some notable marinas in the area include:

Oyster Bay Marine Center: Offering boat slips, repair services, and a range of amenities, this marina is a popular hub for local boaters.

Sagamore Yacht Club: A historic yacht club with a strong sense of community, Sagamore Yacht Club provides mooring services, sailing programs, and social events. 

Oyster Bay Yacht Club: This family-friendly yacht club features boat slips, a clubhouse, and a vibrant social scene for members to enjoy.

Transportation Options

Oyster Bay provides several transportation options to connect residents with neighboring areas and the city: 

Long Island Rail Road (LIRR): The Oyster Bay Branch of the LIRR offers direct service to Penn Station in Manhattan, making commuting to and from the city convenient for residents. 

Major Highways: Residents can easily access the Northern State Parkway and other major roadways, facilitating travel to destinations both near and far.

Northern Boulevard (NY 25A): A prominent east-west thoroughfare, Northern Boulevard runs through the heart of Oyster Bay and connects the town to neighboring communities, providing access to dining, shopping, and local attractions.

Seaford-Oyster Bay Expressway (NY 135): Another section of NY 135, the Seaford-Oyster Bay Expressway extends southward and offers a direct route to communities on the South Shore of Long Island.

Jericho-Oyster Bay Road: Connecting Oyster Bay with nearby Jericho provides an essential route for local traffic and access to amenities in both towns. 

Laurel Hollow Road: Offering a scenic drive through the region’s lush landscapes, Laurel Hollow Road connects Oyster Bay to the village of Laurel Hollow.

Route 106/107: These two state routes run concurrently through Oyster Bay and provide connectivity to nearby towns, including Syosset and Muttontown.

Schools 

Oyster Bay is part of the Oyster Bay-East Norwich Central School District.