Oyster Bay Real Estate

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    Showing 1 - 10 of 753 results| view:  results per page« 1|2|3|4|5|...|last »
    • Oyster Bay, NY 11771
      $49,900,000
      18 Bedrooms 16 Full Baths 8 Half Baths Sq. Ft. 20000.00:# SqFt
      Single Family For Sale NEW 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
    • 112 Horseshoe Rd Oyster Bay, NY 11765
      $18,880,000
      7 Bedrooms 9 Full Baths 3 Half Baths Sq. Ft. 14724.00:#
      Single Family For Sale ML# 3591066
      A spectacular 14, 000+ sq. ft. waterfront estate, with a 3, 000 sq. ft. detached guest home, on approximately 10 acres of expansive, prime property. This extraordinary Mill Neck estate, originally built in 1931 and completely redesigned from the ground up in 2007, offers unparalleled luxury and craftsmanship. With over 7 bedrooms and 12 bathrooms, this solid stucco masterpiece features a long, distinguished driveway and breathtaking views of Mill Neck Creek and the Long Island Sound from every room. This opulent residence boasts a grand marble entryway, soaring 12-14 ft ceilings, and stunning Palladian windows throughout, allowing natural light to flood every corner. There are multiple large formal rooms with ornate stone fireplaces and a beautiful chef’s eat-in kitchen, complete with an oversized center island that opens up to a warm family room, creating the perfect environment for both entertaining and everyday living. The primary suite is located on a private floor, offering two attached spa-like bathrooms and numerous walk-in closets. The third level has a bespoke bar, a game room, and a sitting/media lounge. Additional features include a finished basement, with a wine closet, gym, and sauna, as well as a 4+ car attached garage. Step outside to discover several outdoor terraces and balconies, and the spectacular 60-ft custom pool and pool house. The property’s lush, meticulously landscaped grounds ensure privacy and tranquility. This magnificent estate, with a one-of-a-kind coastal backdrop, is the epitome of luxurious living on Long Island’s Gold Coast. This home represents the pinnacle of European craftsmanship, offering a blend of old-world charm and modern sophistication.
      Presented By: Daniel Gale Sothebys Intl Rlty  
      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
    • Eleven Dupont Court Oyster Bay, NY 11548
      $15,000,000
      7 Bedrooms 8 Full Baths 4 Half Baths Sq. Ft. 14000.00:#
      Single Family For Sale ML# 3579090
      Nestled on a meticulously landscaped 6-acre+ property, Eleven Dupont Court epitomizes architectural sophistication and resplendence. This stately Brookville Brick Colonial, constructed in 2005, spans over 15, 000 Sq.Ft. and encompasses 7 Bedrooms and 12 Bathrooms. Its graceful design is distinguished by bespoke features such as elaborate woodwork, spiral staircases, marble flooring and soaring two-story ceilings. Natural light is abundant throughout the entire home, flooding through large windows and multiple sets of French doors. The residence’s first floor is dedicated to luxurious entertaining spaces, including a formal Living Room and an elegant Dining Room complete with custom cabinetry. The circular Music Room/Conservatory offers beautiful views of the outdoors and the spacious Den is highlighted by a refined limestone fireplace and a two-story gallery mezzanine that overlooks the lower level. The grand eat-in Kitchen is a culinary masterpiece, featuring dual oversized islands, exquisite coffered ceilings, and top-tier Wolf/SubZero appliances. The backsplash is adorned with Delft tile, adding a touch of classic elegance. The Primary Wing on the second floor includes a private office, a generously sized bedroom with a sitting area and fireplace, a large walk-in closet, and a spa-inspired marble bathroom with a soaking tub. The property is enhanced by numerous outdoor terraces, Crestron and Lutron systems, a four-car attached garage, a whole-house generator, a sophisticated surround sound system and more. Approached via automatic front gates, the estate is accessed through a quarter-mile tree-lined driveway. The outdoor amenities are exceptional, including multiple slate patios for entertaining, a sunken tennis court, an outdoor grilling station, a cabana with a kitchenette, and a gunite in-ground pool with a jetted spa. The property is zoned within the esteemed Jericho Union Free School District.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 1985-4 Cedar Swamp Rd Oyster Bay, NY 11545
      $14,900,000
      7 Bedrooms 7 Full Baths 2 Half Baths
      Single Family For Sale ML# 3507978
      ’Haut Bois’ - is an elegant brick and stucco French Chateau located in the heart of Brookville, NY. Drawing inspiration from the Louis XIV Hunting Lodge, now known as the Palace At Versailles, this stunning 18 room estate is rich in history and beauty. Originally built by Ogden Codman Jr. in 1916 and later restored in the late 1900’s and also in 2023, this one-of-a-kind masterpiece stands tall at the end of a private road on 8 pristine acres of land. The original landscape was designed by Jacques Greber and includes a beautiful step-down courtyard, irrigated vegetable garden, gated tennis court, in-ground pool with pool house, chipping/putting green, and an outdoor fireplace and grill area. Flourishing with ivy and grandeur, and tucked away on Long Island’s Gold Coast - ’Haut Bois’ is one of the last remaining architectural fortunes of its time.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 1 Private Rd Oyster Bay, NY 11560
      $13,275,000
      6 Bedrooms 6 Full Baths 4 Half Baths
      Single Family For Sale ML# 3579809
      This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a contemporary flair. The first floor has a two story foyer, spacious formal living and dining rooms, an office and a lounge with a built-in bar and billiards area. The state-of-the-art modern kitchen is outfitted with top-of-the-line Viking appliances, Neo Marble countertops, numerous pantries and a sweeping center island with bar seating. Off of the kitchen is a beautiful light-filled eating area, with doors leading out to the backyard, an inviting family room and a bespoke homework area/ work space. The main house boasts 6 vast bedrooms, all with en-suite bathrooms and large closets. The Primary Wing is on the first floor and is outfitted with a private sitting room, 2 patios, a laundry area, ’His and Her’ spa-like bathroom with a stand-alone tub and two glass enclosed showers, as well as 2 custom walk-in closets, one totaling over 3, 000 Sq.Ft. of storage space. Upstairs also features a playroom with a media center, a crafts room, a matted fitness area and a massive flex room over the 8 car attached garage. Additional interior details include 4 stylish powder rooms, an elevator, 2 full service laundry rooms, a whole-house Smart Camera and Alarm System, a central vacuum system, surround sound speakers and an unfinished basement, with an indoor sports court, spanning the entire length of the home. The exterior is fashioned with a gated entry, a long blue stone and pebble driveway, a solid stucco facade, steel windows and decorative metal gutters. The property is elegantly landscaped and has a 60ft x 25ft Saltwater Heated Pool and Hot Tub, a Cabana with a Kitchenette, a fenced-in Dog Run and a covered patio with an outdoor lounge area, great for entertaining. Located within the esteemed Village of Locust Valley, with proximity to town, the LIRR, charming local beaches and some of Long Island’s most prominent Country/Golf Clubs. Zoned for the acclaimed Locust Valley Central School District.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    Showing 1 - 10 of 753 results| view:  results per page« 1|2|3|4|5|...|last »
    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: