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!
393 Mill River Rd, Oyster Bay, NY, 11771
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.
587 Duck Pond Rd, Oyster Bay, NY, 11560
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!
Oyster Bay NY, 11771
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.
16 Evergreen Way, Oyster Bay, NY, 11545
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!
375 Mill River Road, Oyster Bay, NY, 11771
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.
9 Colonial Drive, Oyster Bay, NY, 11545
ML# :3560988 Collaborating with the homeowners, noted architects, Innocenti & Webel created a thoughtful residence with a well curated design. Custom built only seven years ago, this smart home transcends the competition with its organic textures, luxurious finishes, craftsmanship and quality construction. A long winding drive leads to the gated entry and 8.06 lush acres with specimen trees and flowering hydrangea, lilies, and roses. The pool house with full Bath, Kitchenette and Living Room overlooks the gunite pool with stone wall featuring refreshing water spouts. Interiors are graced with the subtle patterning of herringbone wood floors, high ceilings with unique coiffering and beams, and custom wall treatments. Graceful, well proportioned principle rooms are filled with light from French doors that run along the rear corridor of the home. The Kitchen boasts a breakfast nook with wood paneled ceiling, top of the line appliances, 3-inch marble counters, a hammered metal farm sink and 2 Butlers Pantries. The first has a brass countertop, second dishwasher and decorative shelving, while the latter offers thick butcher block counters for food prep. The spacious Family Room and beamed cathedral ceiling offers a large stone fireplace for cozy gatherings. Other highlights include a stately office with fireplace, Billard Room with wet bar, main floor nanny suite plus elevator. The Primary Suite is a calming retreat with huge walk in closets and two spa-like Bathrooms. There are 4 additional En Suite Bedrooms with outfitted closets. The lower Level, accessed by 2 staircases on each end of the home, has a large Home Gym, Sport Court, Game Room, En Suite Bedroom and A Seating Area. Additionally, a 10-Seat home Theatre and Wine Cellar make for spectacular entertaining on this level. Approved plans for a tennis court.
108 Piping Rock Rd, Oyster Bay, NY, 11560
ML# :3503085 Overlooking picturesque Oyster Bay Harbor, this stately waterfront Manor home is located on 1.71 acres and boasts 245 feet of water frontage. Featuring 6 large bedrooms with walk-in closets and 7.5 baths with high-end fixtures and fittings, this magnificent property has an idyllic master retreat on the main floor with incredible views across the Harbor, 2 spacious walk-in closets with center islands, and a luxurious marble master bathroom with a soaking tub and an incredible shower for two. The foyer, with its grand mahogany entry doors and fielded wainscot paneling, leads to an open-plan bright and airy great room with a dramatic two-story ceiling, floor-to-ceiling stone fireplace, clerestory windows, and 3 sets of French doors that frame stunning water views. With herringbone floors, built-in cabinetry that offers ample storage, and glass doors for displaying china, the elegant dining room is perfect for gracious entertaining. The chef’s kitchen has been designed with custom cabinetry, professional-grade appliances, 2 walk-in pantries, marble counters, an expansive marble center island with inlaid walnut butcher-block ends, and an octagonal breakfast area that overlooks the shore. A lovely conservatory/sunroom with terracotta flooring and a fireplace is located off the kitchen and offers an ideal spot for relaxing. The lower walk-out level features a paneled family room with a fireplace and coffered ceiling, a billiard room, temperature-controlled wine cellar, exercise room, custom onyx wet-bar, and an amazing home theater with a coffered ceiling, comfortable leather seating, and sound-proofed walls. The exterior has a generous bluestone patio, outdoor kitchen, and an incredible infinity pool in a beachfront setting with professional landscaping, manicured formal gardens, yoga platform, and a putting green. Additionally, there is a charming guest suite with a bedroom, bathroom, kitchenette, living and dining area. Complete with 6-zone central air conditioning and 15-zone heating systems, in-ground sprinklers, a 2-car garage, this exceptional Smart Home is the epitome of timeless design and showcases exquisite architectural details with extraordinary craftsmanship throughout.
200 Centre Island Rd, Oyster Bay, NY, 11771
ML# :3556016 Dam House is a magnificent 8.66-acre waterfront estate presiding over brilliant sunsets and water views of Beaver Lake. Completed in 1926, the masterfully designed six - bedroom Colonial residence has a refined elegance and timeless charm. It is complemented by expansive bluestone and red-brick patios, a four-bedroom cottage, a one-bedroom pool house, a sparkling swimming pool and a hard surface tennis court. Shade, specimen and flowering trees proliferate the captivating gardens. Manicured shrubs and flowering perennials add to the landscaped beauty. Additional amenities include an irrigation system, an outdoor fireplace, a vegetable garden, a root cellar and two enclosed dog runs with shelter. Full house generator for the main residence and a separate generator services the cottage. Attached two-bay garage and detached four-car garage. This property offers a luxurious lifestyle, in an idyllic waterfront setting. A Masterpiece Collection Listing.
200 Cleft Rd, Oyster Bay, NY, 11765
ML# :3578960 Discover unparalleled waterfront luxury in this exquisite 9, 280 square foot residence nestled on 2 sprawling acres with 200 ft of beachfront, in a prestigious private community. Boasts 5 bedrooms, 6.5 baths and 4 fireplaces .Conveniently located near railroads, shopping, daily needs, highways, and many more, this home offers both security and accessibility, complemented by a whole house generator and advanced alarm system. Step through the grand main door into a welcoming foyer that sets the tone for this stunning home. First floor boasts floor to ceiling windows with amazing views of Cold Spring Harbor, elegant spacious living room, formal dining room and a versatile meeting/ entertainment room. The library, with its own full bath, is ideal for quiet reflection or hosting guests. The chef’s kitchen is a culinary dream with granite counter tops, custom cabinetry, three ovens, high end stove top and appliances, two dishwashers and more. Adjacent to it is a spacious laundry room. The 1600 sq ft great room features a wet bar, entertainment area and a wood burning fire place. Second floor features three bedrooms with full baths, each with its own balconies with amazing water views. The primary bedroom is a luxurious retreat complete with a fireplace, double sink vanities and a massive walk in closet. The 1, 800+ sq ft of wraparound deck with views of Cold Spring Harbor offers unmatched outdoor relaxation. Enjoy your own tennis court, gazebo, kayaking, jet skiing, and countless activities with your friends and family. The expansive walk out ground floor, features an indoor pool with hot tub, a full bath, entertainment room with wet bar, a full guest room with its own separate entrance, a 4+garage and tons of storage space. With every detail meticulously crafted, this house is more that a residence - IT’S YOUR DREAM HOME, DON’T MISS YOUR CHANCE TO OWN THIS WATERFRONT PARADISE!
26 Tennis Court Rd, Oyster Bay, NY, 11771