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$2,299,000
5 Beds ⋅ 5 Baths ⋅ 998428 MLS
Welcome to this stunning contemporary residence nestled in the prestigious Sherwood Gate community of Oyster Bay Hills. Situated on a breathtaking 2-acre property, this exceptional home offers over 5,038 square feet of luxurious living space designed for both elegant entertaining and everyday comfort. A dramatic two-story entry welcomes you into a sophisticated interior featuring a formal living room, dining room, private library, and an open-concept floor plan filled with natural light. The gourmet chef’s kitchen is beautifully appointed with premium Thermador appliances, a Sub-Zero refrigerator, quartz countertops, and a spacious Butler’s pantry, all seamlessly flowing into the inviting den with a cozy fireplace. The expansive primary suite is a true retreat, showcasing cathedral ceilings, dressing area, two oversized closets, and a spa-inspired en-suite bath. Three additional generously sized bedrooms include a dual-entry bath and an updated en-suite bathroom, providing comfort and privacy. Designed with convenience in mind, the home features two staircases leading to the second floor — one from the grand main entry and another from the kitchen area. The fully finished lower level offers exceptional bonus space including a recreation room, gym, abundant storage, additional entertainment area, and direct access to the garage. Step outside to your own private resort-style oasis. The spectacular backyard is an entertainer’s dream, highlighted by a magnificent custom-designed pool, elegant fire pit lounge area, and expansive grounds offering endless possibilities for relaxation and outdoor living. This extraordinary property combines timeless elegance, modern luxury, and unparalleled amenities in one of Oyster Bay Hills’ most sought-after communities

31 Sherwood Gate, Oyster Bay
$1,325,000
5 Beds ⋅ 5 Baths ⋅ 996701 MLS
Existing 3800 sq ft, second floor can be added for an additional 2800 sq ft. Total useable sq ft (with extension) can be above 6400 sq ft. Great Opportunity for extension: Total 2 acre land, you can extend and build your dream house as you like.

19 Tiffany Road, Oyster Bay
$1,550,000
5 Beds ⋅ 4 Baths ⋅ 992517 MLS
This beautifully appointed and meticulously maintained Oyster Bay residence blends thoughtful design with high end finishes across three spacious levels. Featuring hardwood floors throughout, five bedrooms and four full bathrooms. The home offers exceptional flexibility, including a first floor bedroom with attached en-suite bath with walk-in shower and attached den, perfect for extended guests. Three of the four bathrooms are en suite including a luxurious third floor primary retreat. The main living room is both grand and inviting, with soaring 11 foot ceilings, a gas fireplace with a custom mantel. A formal dining room with pocket doors leads to a gourmet kitchen with radiant heat and an eight foot island outfitted with quartz countertops. The island also offers an oversized prep-sink, microwave and additional seating. Completing the kitchen are two Bosch dishwashers, gas stove, wall oven, premium stainless appliances, pull out drawers, a double water filtration system, under counter lighting and a second oversized sink. An additional option for casual dining is an attached eat in kitchen area. A sun lit spacious den with French doors leads to an expansive outdoor setting, featuring an alfresco dining area, a brick patio, composite decking and a pebbled fire pit for cozy evenings. Completing the home is a full unfinished basement of over one thousand square feet of usable space, new windows, refinished cement stucco walls with high ceilings that leads to an underground attached two car garage. Central air conditioning, five zone heat, newly paved driveways, radiant heat in the foyer and kitchen, pull-down attic stairs with additional storage, surround sound speakers inside and out make this an exceptional home for elegance, entertaining and functionality. Please note some images include virtual staging.

2 W Oak Hill Drive, Oyster Bay
$3,800,000
5 Beds ⋅ 6 Baths ⋅ 983376 MLS
Enjoy the splendor and many amenities of your private country estate just an hour from Manhattan. This gorgeous property sits nestled in historic Oyster Bay Cove, the home of President Theodore Roosevelt’s Sagamore Hill. The home features 5 bedrooms and 6 baths and sits on an exquisitely landscaped nearly 4 acre parcel. Inside, sweeping staircases, cathedral ceilings and fine woodworking and cabinetry frame a perfect oasis for the family. Outside, among the wooded expanse are a swimming pool, tennis court and putting green. The home also boasts a gourmet kitchen, formal dining room, home theater, large office and 3 fireplaces.

10 Redmond Lane, Oyster Bay
$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

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.