Oyster Bay Real Estate

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    Showing 1 - 10 of 46 results| view:  results per page« 1|2|3|4|5 »
    • Oyster Bay, NY 11771
      $49,900,000
      18 Bedrooms 16 Full Baths 8 Half Baths Sq. Ft. 20000.00:#
      Single Family For Sale ML# 3579507
      Presenting an unrivaled 26-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 over 2, 000 feet of Sandy Beach, ensuring complete privacy. This world-class estate has 4 distinct homes: The Main House, The Beach House, The Guest House, and The Gate House. All multi-million dollar residences on their own. In addition, there are 3 separate buildable 4 acre waterfront lots. 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 a 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, complimented 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, two swimming pools-one near the main house and another by the Gatehouse-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 4 separate houses on the property.
      Presented By: BERKSHIRE HATHAWAY  516-200-5700
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • ONE Dupont Court Oyster Bay, NY 11545
      $33,500,000
      8 Bedrooms 9 Full Baths 4 Half Baths Sq. Ft. 23155.00:#
      Single Family For Sale ML# 3469398
      A Timeless World-Class Masterpiece defined by grace & style, Shangri-La is an unparalleled Gold Coast Estate designed for luxurious living, gracious entertaining & the enjoyment of Art. This stately residence was designed by the renowned architectural firm Shope Reno Wharton. Located on 21.86 captivating acres, the estate is a symphony of Artistry & Design. Complemented by breathtaking and vibrant landscaping, there are two idyllic Ponds & a Conservatory Greenhouse. Two swimming Pools each have their own Cabana. There is an additional Cabana with a full Catering Kitchen. This serene & refined estate impeccable captures sophistication & elegance. Architectural excellence & tasteful appointments make this the ultimate in luxury and lifestyle. World-class design, masterful detailed workmanship and the finest materials culminate in a spectacular estate imbued with the tranquility and grace that is Shangri-La.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • Applewood Estate Oyster Bay, NY 11545
      $29,900,000
      13 Bedrooms 11 Full Baths 6 Half Baths Sq. Ft. 12892.00:#
      Single Family For Sale ML# 3578383
      Behold Applewood Estate, an expansive 35+ acre serene property nestled within the prestigious Village of Upper Brookville. This unmatched North Shore architectural masterpiece with 6+ dwellings, offers both grandeur and elegance. The unrivaled property was meticulously designed with professional landscaping, decorated with mature privacy hedges, formal gardens with water features and rolling green lawn space. Rooted in history, this magnificent estate was once an Apple Orchard Farm back in the early 1900’s and was also formerly owned by the celebrated 19th-century American Artist Montague Flagg. The bespoke Main Residence encompasses an impressive 13, 000 Sq.Ft. of living space, was custom built with Slate, Brick and Stone in 2005 and is a testament to high-end design and luxury living. Designer details include Onyx Marble installations, spacious primary rooms, oversized parquet wood floors, handmade iron fireplaces, thick-cut millwork and more. A grand Foyer with a winding staircase, a Great Room with intricate coffered 23 foot ceilings and a magnificent Library loft and a handcrafted Meditation Room, a Billiards/Game room with a Wet-Bar and a Eat-In-Kitchen with a Breakfast Room overlooking the peaceful backyard are just a few of the interior highlights that make this home truly special. Additionally, this unrivaled estate features several detached houses including a 2 Bedroom Colonial Residence and a meticulously reconstructed circa 1914 Stone Barn, now serving as a guest retreat. This distinguished horse-property includes a newly resurfaced tennis court, a separate sports court, a 6-door detached garage, a commercial-grade 150kW generator, a long tree-lined driveway and a secure gated entrance, ensuring peace, beauty and privacy. Equestrian enthusiasts will appreciate the formal horse stables complete with a training ring. The property further boasts a heated in-ground pool pavilion with a jetted jacuzzi spa and a built-in outdoor kitchen, as well as a 1 bedroom Pool House and numerous other refined amenities, making it a Gold Coast sanctuary of relaxation and sophistication.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 1 Lattingtown Rd Oyster Bay, NY 11542
      $19,850,000
      27 Bedrooms 14 Full Baths 4 Half Baths Sq. Ft. 32802.00:#
      Single Family For Sale ML# 3589595
      Magnificent Estate Sprawls Across 6.4 acres Overlooking Views of the Long Island Sound. This Estate includes 27 Bedrooms, 15 Baths, Library, Ballroom, 7 Meeting Rooms, 2 Lane Bowling Alley, 2 Indoor Tennis Courts and So Much More! The Property is Partially Renovated, allowing you the Opportunity to Customize to your Preference. Zoned for Residential Use, can be Zoned for Commercial Use with the Proper Permits. The Possibilities are Endless! Take a Virtual Tour with our Aerial Video and be Prepared to be Captivated by Everything 1 Lattingtown Road has to Offer. Schedule your Private Viewing and Make this Estate your Own!
      Presented By: Howard Hanna Coach  516-627-0120
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • Lands End Manor Oyster Bay, NY 11560
      $17,950,000
      8 Bedrooms 7 Full Baths 2 Half Baths
      Single Family For Sale ML# 3534379
      This last great Locust Valley waterfront estate is comprised of 11 beautifully cultivated and preserved acres offering a country manor lifestyle on the Gold Coast of Long Island. Lands End Manor is a compound rich in history. Today, the sublime eight-bedroom Georgian-inspired Colonial manor celebrates both original architectural details yet is comfortable for today’s lifestyle. Resplendent principal rooms feature exquisite original moldings and millwork. They are beautifully scaled for entertaining and include a grand formal living room, a sunroom, an enclosed porch, a baronial formal dining room, a wood paneled library/office, an expansive kitchen, sitting rooms, a bedroom suite and a gym. The serene primary suite boasts sitting rooms, two en suite baths and dressing rooms, with fireplaces. The main residence is complemented by a picturesque pool house with bluestone patios overlooking the sparkling heated oval swimming pool, spa, ornamental garden and open lawns that meet the water’s edge at Frost Creek and the Long Island Sound beyond. Captivating gardens, designed by Frederick Law Olmstead, include a fragrant English garden, a walled rose garden and a sprawling flower, herb and vegetable garden. Grapevines, heavy with sun ripened fruit, are trained upon attractive arbors. With enduring beauty, Lands End Manor offers a rarified lifestyle in today’s world. Additional acreage available.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-626-7600
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 67 Feeks Lane Oyster Bay, NY 11560
      $15,500,000
      7 Bedrooms 9 Full Baths 3 Half Baths Sq. Ft. 12759.00:#
      Single Family For Sale ML# 3556485
      Floralyn, proudly nestled on one of Lattingtown’s most prestigious streets, epitomizes the grandeur of Long Island’s legendary Gold Coast. Originally built as a Quaker farmhouse, this historic Feeks Lane residence has been meticulously preserved and tastefully updated. Renovated inside and out by architect Mark Ferguson and designer Bunny Williams, Floralyn stands as a timeless example of refined elegance and sophistication. Surrounded by tranquil rolling lawns and storied history, the estate spans 20 acres of meticulously maintained grounds. A haven for relaxation and recreation offering tennis court, an inviting in-ground pool, charming pool house, a guest house, and the only residential practice golf green complex designed as a personal favor to the owner by Bill Coore of the Coore Crenshaw design firm who designed Sand Hills and Friar’s Head. Adjacent to the private mansion of Madame Chiang Kai-shek, Floralyn offers a unique blend of historic charm and modern convenience, creating a private oasis just 30 miles from the vibrant heart of New York City. Floralyn’s legacy on the North Shore extends beyond its physical beauty. It continues to serve as a cherished retreat, ready for the next owners to start their own chapter to its illustrious story.
      Presented By: Compass Greater NY LLC  516-500-8271
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 127A-127B Horseshoe Road Oyster Bay, NY 11765
      $12,550,000
      7 Bedrooms 8 Full Baths 3 Half Baths Sq. Ft. 13000.00:#
      Single Family For Sale ML# 3562765
      The Chimney’s! The Charles Porter Wilson Estate circa 1928 and the former Chairman of the A&P Supermarkets was designed by Charles Hart. This residence offers 900 feet of waterfront and rests 24 ACRES. This gated compound also includes a Carriage House with a 2 Bedroom Apartment and 2 Garages (one for 5 cars, and one for 10 cars). This Tudor Mansion is Magnificently Constructed of Herringbone Brick, Stone, and Timber. A Beautiful Entryway Features a Large Foyer with Stone flooring. 40-foot Salon, Georgian Library Walnut Paneled, European Plaster Ceiling, Georgian Dining Room in White Wood Paneling, 6 Marble Fireplaces, Music Room, Large Kitchen, Butler’s Pantry with Warming Ovens and 2 Elevators. Main Primary Suite with Paneling and Moldings in the Style of Louis XV, Marble Bath, Formal Dressing Room. This Residence also features two - 3 Bedroom English Cottages. Recreation House with 60 ft Great Room, 3 Bedrooms, 9 + stall stable. Greenhouse, Pool & Tennis. two 12 acre lots = 24 manicured acres This estate can also be purchased on 12 acres including caretakers cottage for $5, 995, 000 ML3562771
      Presented By: LAFFEY REAL ESTATE  516-625-0944
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 1026 W Shore Rd Oyster Bay, NY 11771
      $10,888,000
      6 Bedrooms 8 Full Baths 3 Half Baths Sq. Ft. 7830.00:#
      Single Family For Sale ML# 3520828
      Welcome to a unique Gem built by an acclaimed architect Henry G Harrison who’s several of his works are listed on the US National register of historic places, a true Gothic revival work is situated in a exclusive section of Mill Neck very private Estate sited on 16.64 Acres of land, with stunning view to Oyster Bay harbor and two private ponds . Main house features 6 bedrooms and 5 bathrooms cathedral ceilings, 9 fireplaces 4. stories , wine cellar , grand foyer enjoy the majestic living rooms and dining area , the stair case is a true show case that frames the exquisite taste of Mr.Harrison, impressive layout . Master bedroom tell the story with the breathtaking views of Oyster Bay , the 3 level features 2 independent suites with a full bathroom and storage, a guest house that features 3 br, 2 baths with hardwood floors , there is a third structure featuring a summer kitchen , 2 bedrooms and 2 baths , a wine cellar, an inground pool , tennis court, sauna and much more , furniture could be sold separately. Branded Tour Link-https://tour.vht.com/434352749 IDX-MLS Tour Link-https://tour.vht.com/434352749/idx IDX-MLS Strict Tour Link-https://tour.vht.com/434352749/idxs
      Presented By: Voro LLC  877-943-8676
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 393 Mill River Rd Oyster Bay, NY 11771
      $7,700,000
      9 Bedrooms 8 Full Baths 4 Half Baths Sq. Ft. 13000.00:#
      Single Family For Sale ML# 3569827
      A private gated driveway winds its way to a beautifully restored manor home, perfectly situated on over 8 lush acres. Originally constructed in 1916 this home has been meticulously renovated, seamlessly blending historic charm with modern day elegance. The grand living and dining rooms showcase exquisite moldings, the gourmet kitchen is an epicurean’s dream perfect for creating wonderful meals, the paneled library is the ideal place to curl up with a book in front of the woodburning fireplace. The custom 23’ X 44’ great room created by Smiros & Smiros showcases 16ft ceilings, & an oversized dramatic stone fireplace, truly amazing for entertaining. A luxurious primary bedroom is comprised of a separate sitting room with half bath & coffee bar, spa like full bath with radiant heated floors & two dressing rooms. Five additional ensuite bedrooms including a fully ADA accessible one, & office overlooking the gardens complete the second level. Special features like a paneled elevator, indoor pool, catering kitchen and dog spa fulfills every need. The exterior features a new slate roof, heated five car garage, heated gunite pool, har tru tennis court with lights, putting green, English gardens, playhouse & play area. Quiet Luxury Living At It’s BEST! Home Is Assessed at $9, 326, 000 Taxes Have Been Successfully Grieved Reduction Of Approximately $22, 000 For The 2025/2026 Year!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-692-6770
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 1386 Ridge Road Oyster Bay, NY 11791
      $7,599,000
      5 Bedrooms 5 Full Baths 1 Half Bath
      Single Family For Sale ML# 3518210
      Experience the pinnacle of coastal luxury and the Hamptons lifestyle just 60 minutes from New York City. This stunning Gold Coast waterfront estate is located in the prestigious Village of Laurel Hollow on Cold Spring Harbor. Boasting stunning water views from nearly every room and multi-level decks for outdoor entertaining, this custom-designed home offers private beach access and a host of refined living spaces, including a gourmet chef’s kitchen with a cozy fireplace, a great room and library with additional fireplaces, and ensuite bedrooms for ultimate comfort. The home features a media room, wine cellar with seating, and a four-car garage, ensuring both luxury and convenience. Situated in the nationally ranked Cold Spring Harbor School District (#2), this residence offers access to nearby parks, marinas, and fine dining. Perfect for year-round living or a summer retreat, this property is a rare opportunity to experience elegant coastal living and the Hamptons lifestyle on Long Island’s North Shore. Schedule your private tour today to experience this extraordinary waterfront home.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-692-6770
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    Showing 1 - 10 of 46 results| view:  results per page« 1|2|3|4|5 »
    Jeanne Posillico Leonard Licensed Associate Broker Direct: 631.692.9298 jeanneleonard@danielgale.com
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    Jeanne Posillico Leonard

    Jeanne Posillico Leonard

    Licensed Associate Broker

    Direct: 631.692.9298 Email: