Oyster Bay Real Estate

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    Showing 21 - 30 of 753 results| view:  results per page« 1|2|3|4|5|...|last »
    • 9 Colonial Drive Oyster Bay, NY 11545
      $8,499,900
      9 Bedrooms 11 Full Baths 2 Half Baths Sq. Ft. 10000.00:#
      Single Family For Sale ML# 3559974
      The seller is willing to hold the mortgage to a qualified buyer. Located in a gated community in Upper Brookville, this 10, 000-square-foot majestic Gold Coast estate welcomes you with a circular driveway, soaring ceilings, and a grand double staircase. This luxurious home boasts a balcony on the second floor, a raised panel mahogany ceiling, and built-in cabinets and bookcases. It contains a Chef’s custom eat-in kitchen with double all Wolf appliances. This Estate features six fireplaces. All bedrooms enjoy en suite baths. The Main bedroom has four closets and an en suite bath with a fireplace, jacuzzi, and an enormous walk-in shower. The main house has seven elegant bedrooms, nine full baths, and two half baths. For the car lover, there is a three-car garage attached to the main house and a nine-car detached garage with heat and air conditioning. Over the detached garage, there is an elegant one-bedroom apartment. The basement contains a state-of-the-art media room, a 1200-bottle wine cellar, perfect for the collector or investor, a humidor for the cigar smoker, a game room, and a gym for those who enjoy staying fit at home. The full-house generator ensures uninterrupted power for this five-acre estate. For all those who appreciate nature, this home enjoys a garden that contains a variety of unique trees, vegetable gardens, and marvelous sprawling lawns. The Olympic pool is complemented by a pool house, a one-bedroom guest cottage, two outdoor kitchens, and a travertine patio for dining. Summer fun can be enjoyed by playing tennis and basketball, visiting nearby beaches, and enjoying North Shore luxury and amenities.
      Presented By: Signature Premier Properties  631-368-6800
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 375 Mill River Road Oyster Bay, NY 11771
      $7,999,888
      7 Bedrooms 7 Full Baths 3 Half Baths Sq. Ft. 10785.00:#
      Single Family For Sale ML# 3532692
      Step Into The Grandeur Of ’Chateau D’ Espoir, ’ A Stunning French Normandy-Style Estate, Situated On Four Expansive Hilltop Acres Of Level Ground. This Exceptional Residence Boasts 18 Lavish Rooms Spread Across Three Levels, Epitomizing Luxurious Living. The Inviting Entry Foyer With Grand Staircase Opens To A Living Room, An Open Kitchen With A Breakfast Pavilion, A Formal Dining Room, A Family Room, A Den/Library, And A Grand Master Ensuite. With 6 Additional Bedrooms Featuring Ensuites, A Bonus Room, And A Total Of 10 Bathrooms, This Estate Comes Furnished And Offers Abundant Space For Sophisticated Living. Enjoy The Convenience Of An Elevator On All Floors, And Indulge In Amenities Like A Home Theater, Gym, Game Room, And Sauna. The Attached Three-Car Garage, French Garden, Blue Stone Patio, And In-Ground Pool Add To The Allure Of This Modern Haven. Experience A Lifestyle Beyond Compare!
      Presented By: Coldwell Banker American Homes  516-302-8500
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 16 Evergreen Way Oyster Bay, NY 11545
      $7,980,000
      6 Bedrooms 6 Full Baths 2 Half Baths Sq. Ft. 10000.00:#
      Single Family For Sale ML# 3550998
      Nestled in the prestigious Greenfield Estates of Old Brookville, this 10, 000 sq ft brick colonial estate is a masterpiece of luxury and privacy on 6 acres. It boasts both indoor and outdoor swimming pools, an outdoor kitchen perfect for entertaining, and a spacious three-car garage. The entrance welcomes you with a grand double bridal staircase and elegant marble floors, leading to a state-of-the-art chef’s kitchen with granite countertops. The estate features six luxurious bedrooms and eight bathrooms (six full, two half), ensuring ample space for family and guests. Additional amenities include a home theater for movie nights, a gym for fitness enthusiasts, and private balconies to enjoy serene views. Its strategic location offers easy access to NYC and the Hamptons while being situated in the coveted North Shore School District, making it an ideal choice for those seeking a blend of suburban tranquility and proximity to urban centers. This custom-built home encapsulates the finest in sophisticated living, offering an unparalleled opportunity to own a private and elegant estate.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 587 Duck Pond Rd Oyster Bay, NY 11560
      $7,950,000
      10 Bedrooms 10 Full Baths 2 Half Baths Sq. Ft. 13800.00:#
      Single Family For Sale ML# 3583831
      Discover the allure of La Toscana, a stunning Italian Villa nestled on Long Island’s North Shore within the Esteemed Village of Matinecock. This gated Mediterranean Estate is located down a long tree-lined driveway along a picturesque country road, set on over 5 pristine landscaped acres. Spanning approximately 13, 800 Sq.Ft of luxury living space, this 10 Bedroom, 12 Bathroom Bespoke Residence is beautifully appointed, featuring several 5-Star Amenities. There is a graceful In-ground Pool and Sundeck with decorative fountains and an Electric Cover, ensuring Safety when not in use while also keeping the inside of the pool immaculate. Additionally, there is a newly resurfaced Tennis Court, with lines adhering to both the game of Tennis and PickleBall. The property is also outfitted with a serene Waterfall and two private Ponds with running streams, obtaining a considerable amount of priceless Koi Fish and custom light installations underneath the water. Recently redesigned, the interiors of this estate elegantly boast winding staircases, wide plank wood flooring, cathedral ceilings, custom stonework, several sets of French Doors, curved archways, marble fireplaces and more. There is a gourmet Eat-In-Kitchen with restaurant-grade appliances and a circular Formal Dining Room, There are also a variety of spacious entertaining spaces, including a Lounge with a Wet Bar connecting to an exquisite Living Room with Clay Tile Floors and a solid wood, coffered ceiling. Most rooms seamlessly connect to opulent terraces, enhancing the indoor/outdoor living experience ideal for both relaxation and entertaining. The lower level includes a Fitness Center, Game Room, additional Wet Bar, temperature-controlled Wine Cellar and staff quarters. Additional home details include a striking stucco exterior and a terracotta roof, a courtyard front entrance, a Whole House Generator that efficiently runs off of Natural Gas and a separate, 1, 000 Gallon Propane Tank, two garages that can accommodate up to 8+ vehicles, a sizeable storage shed and a gated Dog Run. This remarkable North Shore retreat offers every conceivable amenity while ensuring comfort, sophistication and complete privacy. Located within proximity to Village Shopping and Restaurants, award-winning Country/Golf Clubs and within 1 mile from some of the Nation’s most acclaimed Private Schools including The Green Vale School and Friends Academy.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • Oyster Bay, NY 11771
      $7,950,000
      7 Bedrooms 7 Full Baths 1 Half Bath
      Single Family For Sale ML# 3583754
      Discover Residenza Di Serenita An Exquisite Estate Where Luxury Meets Tranquility, Just 45 Minutes Outside Of Manhattan. Located On Prestigious Pine Valley Road In Upper Brookville, Offers A Harmonious Blend Of Elegance And Modern Living. As You Enter Through The Grand Two-Story Marble Foyer, The Gentle Shimmer Of A Restored French 100-Year-Old Antique Crystal Chandelier Welcomes You. The Expansive Family Room, Adorned With A Fireplace, Flows Seamlessly Into A Gourmet Chef’s Kitchen Featuring Top-Of-The-Line Appliances, A Stunning Brick Pizza Oven, And An Oversized Center Island-Perfect For Culinary Adventures And Unforgettable Gatherings. The Opulent Primary Suite Serves As A Tranquil Sanctuary With Soaring Ceilings, A Cozy Fireplace, And A Private Terrace Overlooking Beautifully Landscaped Grounds. Six Additional En-Suite Bedrooms Provide Comfort And Elegance For Family And Guests, Ensuring Everyone Feels At Home. Step Outside To Your Backyard Oasis, Complete With A Shimmering Fully Tile Pool, Inviting Spa, And State-Of-The-Art Outdoor Kitchen Equipped For Summer Barbecues And Alfresco Dining. Gather Around The Gas Fire Pit Under The Stars, Surrounded By Enchanting Landscapes That Set The Perfect Ambiance For Evening Entertaining. Entertainment Options Abound In The Finished Basement, Featuring A Media Room, Fitness Center, Steam Shower, And Direct Access To The Backyard, Creating Seamless Indoor-Outdoor Flow. Located Near Esteemed Golf And Country Clubs, This Estate Provides An Unmatched Lifestyle Of Luxury, Leisure, And Convenience. Experience The Epitome Of Refined Living At Residenza Di Serenita, Where Every Detail Has Been Thoughtfully Curated To Elevate Your Lifestyle. Don’t Miss Your Chance To Make This Extraordinary Estate Your Own!
      Presented By: Compass Greater NY LLC  516-703-3360
      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
    • 14 Private Rd Oyster Bay, NY 11709
      $6,999,999
      4 Bedrooms 7 Full Baths 1 Half Bath
      Single Family For Sale ML# 3575830
      Experience unmatched luxury with this Gold Coast Georgian masterpiece, perfectly positioned on over an acre of private beachfront, halfway to the Hamptons. This 4-bedroom, 7.5-bath estate, meticulously renovated in 2024 while preserving its original 1927 charm, is the epitome of sophistication and style. Every inch of this home exudes elegance, from the custom Marvin windows and doors to the radiant heat across all levels. The state-of-the-art smart home system with 36 audio zones ensures that every corner of this estate is as functional as it is beautiful. The heart of the home-an expansive family room and eat-in kitchen-boasts walls of windows, French doors, custom built-ins, and a stunning 12-foot island. The living and dining rooms, with marble fireplaces and original moldings, set the stage for unforgettable gatherings. The luxurious details continue with a slate roof, seven custom fireplaces (two wood-burning), and bathrooms adorned with marble, stone, and high-end fixtures. The bright, welcoming basement features 12-foot window wells and shiplap ceilings, while a 170-inch screen theater room and three mini theaters elevate your entertainment experience. The primary suite is a private sanctuary with sweeping Long Island Sound views, a heated balcony with retractable screens, and two custom walk-in closets. Each bedroom is a retreat, complete with en-suite marble bathrooms. The backyard offers a heated pool, sauna, bluestone patio, outdoor kitchen, and direct beach access for unparalleled waterfront living.
      Presented By: Compass Greater NY LLC  516-500-8271
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 144 Centre Island Rd Oyster Bay, NY 11771
      $6,980,000
      Unimproved Land For Sale ML# 3564456
      Spectacular opportunity to own one of the largest open waterfront parcels on Centre Island. Set on over seventeen acres with and long beach with sweeping views of Oyster Bay, LLoyd Neck, and Connecticut. There are currently four buildings on the property in need of restoration. Three buildings are by top mid-century architectural firm TAC (The Architects Collaborative) Benjamin Thompson and Walter Gropius. There are acres of meadow, an apple orchard, and all utilities including both public water and private well. Taxes not yet verified.
      Presented By: Douglas Elliman Real Estate  516-759-0400
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    • 60 Koenig Drive Oyster Bay, NY 11771
      $6,950,000
      5 Bedrooms 5 Full Baths 2 Half Baths Sq. Ft. 7500.00:#
      Single Family For Sale ML# 3572853
      Custom built masterpiece in heralded Glendale Estates of Oyster Bay Cove. Welcome to 60 Koenig Drive, a truly bespoke new construction offering appx 7, 500sf, 5 bedrooms and 6 bathrooms on 5 acres of serenity. Captivating from the moment you enter, 20 foot ceilings grace the home’s entry foyer and great room. The home’s first floor features an expansive primary suite among traditional and thoughtful common spaces. The kitchen dazzles with a 10 foot center island (leathered absolute black granite), porcelain floors, Viking 5 Series Appliances including 60 duel fuel range and range hood, Thermador wine refrigerator, and Miele coffee station. Thoughtfully designed breakfast area overlooking the backyard and formal dining room conveniently adjacent to the kitchen. Remainder of the first floor consists of den, library, formal living room, butler’s pantry, and primary pantry/mudroom. Access to the 2nd floor can be made up the cove-lit, gorgeous staircase or walnut-paneled elevator. Upstairs are 3 additional bedrooms, including a secondary primary suite, and designated laundry area. The secondary primary suite, as substantial as the first floor primary, offers spa-like amenities including infrared sauna and Bain Ultra heated tub, in addition to a private terrace overlooking the property. The home’s fully finished lower level is comprised of 2, 000+ fully finished space, 10 foot ceilings and radiant heated porcelain floors. A backyard oasis awaits with gunite heated pool, in-ground hot-tub, bluestone patio, covered porch with built-in heating lamps, free-standing cabana, and Lynx outdoor kitchen.
      Presented By: SRG Residential LLC  516-774-2446
      Call Today: (631)-692-9298, or  Email: Jeanne Leonard
    Showing 21 - 30 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: