Oyster Bay NY Real Estate & Homes for Sale

Welcome to 23 Hill Drive! This 3-bedroom, 2-bath home sits on a serene .26 acre lot in the heart of beautiful Oyster Bay. Step inside to discover a spacious, light-filled living room that seamlessly flows into a formal dining room and eat-in kitchen featuring ample cabinetry, and modern appliances, including a washer and dryer. The second level is designed for comfort, offering a spacious primary suite, two generously sized bedrooms and a full bath. The lower level adds incredible versatility, ideal as a den, home office or additional living space with a .5 bath and direct access to the yard and patio. Perfect for outdoor entertaining and summertime barbecues. Additional highlights include CAC, a new roof and an attached garage. Set in a peaceful neighborhood, this home provides privacy and quiet, yet is just a short distance from the vibrant village of Oyster Bay. Enjoy convenient access to shopping, fine dining, park, beach and LIRR. An opportunity to own a piece of history where Teddy Roosevelt enjoyed his summers immersed in natural beauty. Schedule your private tour today and make this home your own!

Reminiscent of an English Country Cottage, this sun filled Tudor perched on a hillside offers stunning panoramic views of the peaceful waters of Oyster Bay Harbor. Graced with 129 feet of sandy beach and a renovated Beach Cabana, summers are filled with waterside adventures or simply relaxing and watching the colorful sails go by. Built in 1928 the character and charm of this 6/7 bedroom home has been carefully maintained during recent renovations. Principal rooms capture water views through custom Marvin windows and glass doors, while five original stained glass windows have been carefully preserved. The home is filled with architectural details including arched doorways, the soft patina of random width wood floors, plaster walls and an alluring winding staircase with wrought iron railing. Thoughtful updates create a wonderful harmony and flow while providing fine amenities. With ease for serving into the Dining Room, the kitchen now has honed and tumbled granite countertops, top-of-the line appliances, yet still boasts 18thC tile and custom accoutrements. In the spacious Family Room with new floor-to-ceiling windows, a built in with wet bar and a refrigerator was added, plus a new half bath. Just outside, a favorite place to sip a cool drink, is the new bluestone patio built to match the original which extends across the back of the home. Cozy Study with fireplace, outfitted Mud/Laundry Room and charm-filled Guest Powder Room with antique tiles and stained glass. Wake up to glorious water views in the dreamy Primary Suite with a Juliet balcony and a dramatic cathedral ceiling. Exquisitely renovated en suite Carrara marble bath with steam shower and jacuzzi chromatherapy tub. A Sitting Room/Office completes the Suite. Two large Bedrooms with gorgeous views share a renovated Bath with double sinks, shower and radiant heat floor. Another Bedroom has its own full Bath. Third floor with 2 Bedrooms, full Bath, and large closets. Finished Lower Level with large rooms suitable for a playroom or a media room, storage, Full Bath, and Utilities that opens to the rear yard. Serene and private setting on 1.15 acre of land with steps to the sandy beach with an updated retaining wall and room for kayaks and canoes. A renovated beach cabana with shuttered windows and a new deck. 3-Car Garage, Expansive Shed. Mooring rights and 24 Hour Police Protection.

Large Private Split on Oversized Corner Property in Forest Estate Pool Community. This Home is approx 2800 sqft. with Hardwood Floors. Formal Dining Room, Vaulted Ceiling in Living Room, Eat-In Kitchen, Powder Room on 1st Floor. Go downstairs to the Family Room which features a large brick fireplace. New Washer/Dryer in Laundry Room. Entrance to 2 Car Attached Garage. Partial Finished Basement, Utility Room, New Oil Burner, Work Bench. Upstairs 3 Large Bedrooms, Full Bath, and a Master Suite. Master Suite Bath Features a Jacuzzi and Shower. Plenty of Storage, Walk-in Closets, and Cedar Closet. Must See!

Welcome To This Spacious Deluxe One Bedroom Corner Unit. Features Vaulted Ceilings, Hardwood Floors, Updated Bath And Ample Storage With Plenty Of Closets. Near Town, Restaurants, Shops, Beach, Park And LIRR.

This lovely home in Fieldstone HOA features a main floor Primary suite and soaring ceilings that create an open feeling. Open kitchen flows into sunroom overlooking private rear property. 2 car garage. Upstairs offers 2 additional bedrooms and a full bath.

Presenting an unrivaled 21-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 approx. 2,000 feet of Sandy Beach, ensuring complete privacy. This world-class estate has 3 distinct homes: (The Main House, The Beach House and the Guest House. All multi-million dollar residences on their own. In addition, there are 2 separate buildable 3 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 an 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, complemented 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, swimming pool, 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 3 separate houses on the property.

Words Can't Do Justice To This Incredibly Renovated Historical Home. The Former Residence Of Arthur Delano Weeks, A Descendant of Francis Weeks, A Founding Father of Oyster Bay. Originally Known As "The Anchorage", An Elegantly Appointed Entry Foyer Welcomes You And Flows Effortlessly To All Principal Rooms That Still Retain Their Old World Detail & Charm. Magnificently Appointed Eat In Kitchen With White Lacquer Cabinets, Quartz Counters, And Top Of The Line Appliances That Will Entice The Fussiest Chef. A Sunlit, Enclosed Porch With Fireplace Is Heated & Cooled And Offers Magnificent Waterviews; The Perfect Place To Relax. On The Second Floor, The Primary Suite Dazzles With A Luxurious Spa Bath And Walk-In Dressing Room With Large, Customized Closets. Three Additional Large Bedrooms & New Bath Complete This Level. The Third Level Offers A Large Media Room/Home Office, Two Bedrooms/Bath, Laundry & Mechanicals. Additional Quarters With Separate Entrance. Incredible Property Surrounds The Residence With 2.7 Private Acres, A Natural, Spring-Fed Pond With Fountain, Patio & Large, Multi-Purpose Barn. Specimen Plantings & Mature Trees Abound. So Much More To See... Everything Old Is New Again!, Additional information: Appearance:Diamond ++

Experience the allure of mid-century modern design with this Edward Durrell Stone masterpiece in Oyster Bay Cove. Set on 2.2 acres, this stunning home offers sweeping panoramic views from an elevation of over 150 feet, framed by walls of windows that invite the beauty of the outdoors inside. This residence boasts five bedrooms, providing ample space for family and guests. Enjoy cozy evenings by one of the two fireplaces or take a dip in the inviting in-ground pool. The property also features a walk-out lower level, perfect for additional living or entertainment space. Features include a two-car garage and an oversized Vermont-style shed, ideal for storage or hobbies. Residents have access to a private association beach, offering a tranquil escape just moments away. Located in the Oyster Bay School District, this home combines elegance and privacy.

Fully Updated & Move-In Ready! Step into this beautifully renovated split-level home, featuring 4 spacious bedrooms and 2.5 baths, designed for both comfort and style. The open-concept layout is filled with natural light, showcasing a bright living area, modern eat-in kitchen, formal dining room, and a cozy family room perfect for entertaining. Elegant hardwood floors and recessed lighting enhance the home s charm, while a full finished basement provides extra living space. Outside, enjoy a lush green backyard, ideal for outdoor dining, entertaining, or gardening. With a private driveway and ample street parking, convenience is key. Prime location! Close to schools and all essential amenities. Don't miss this incredible opportunity schedule your showing today!

Fully renovated village charmer. Modern and sleek meets original details. Move right in to this 3 bedroom, 1.5 bath home. Kitchen and baths all new. New heating and air conditioning. All new appliances. Mostly new windows. New gas boiler and piping. Additional lovely space above garage for Home Office/Studio/Game Room. This is what you have been waiting for! Close to village of Oyster Bay. So much to offer!

Once in a lifetime opportunity in Oyster Bay Cove, NY. This old estate appears to have been built around 1740. The home is very good size with approx. 4,160 sq. ft. Sits on a good size lot of approx. 87,120 sq. ft. It is a diamond in the rough that is waiting for you to put your repairs and designer touches on it. At this price if you blink it will be SOLD. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property. Buyers to inspect prior to bidding.

Welcome to 1 Meadowlark Lane, Oyster Bay Cove - A Luxurious Estate with Endless Possibilities Nestled on 2 sprawling acres in the prestigious Oyster Bay Cove, this exceptional 5-bedroom, 4.5-bathroom home offers the perfect blend of comfort, style, and versatility. Filled with natural light thanks to oversized windows in every room, this home radiates warmth and invites the beauty of the outdoors inside. With premium finishes and thoughtful details throughout, this residence is designed for modern living at its finest. As you approach the home, you ll be greeted by a grand, circular driveway that adds an elegant touch to the front entrance, offering ample parking and a dramatic first impression. Step inside to the grand foyer entry and discover two distinct living spaces to the left. The formal living room boasts soaring vaulted ceilings, offering a grand and airy atmosphere perfect for entertaining guests. Adjacent to it, the cozy family room features a charming wood-burning fireplace, creating an inviting space for relaxed gatherings and everyday moments. The extra large eat-in kitchen, complete with a double wall oven, a spacious island, and a walk-in pantry ideal for the aspiring chef or family meals. Just off the kitchen, a convenient bedroom or office adjacent to a full bathroom offers flexibility, as do the large laundry room, powder room and cedar closet on the first floor. A central vacuum system adds an extra layer of ease to the home, making cleaning a breeze. Upstairs, the oversized primary suite is your personal sanctuary, featuring dual walk-in closets, a dedicated makeup and dressing area, and an en-suite bath designed for ultimate relaxation. Two additional bedrooms on this level share a full bath, while a second en-suite bedroom with a walk-in closet offers added privacy and comfort. The fully finished basement presents endless potential whether you envision it as a recreational area, home theater, or gym, this versatile space can be tailored to your needs. The possibilities don t end there; outside, enjoy the expansive grounds with a large wrap-around deck, a peaceful gazebo, and a sparkling inground pool with a diving board perfect for outdoor entertaining or relaxing in your private oasis. The flat, open yard offers tremendous potential for future expansion, whether for more outdoor amenities or your own personal vision. For car enthusiasts or anyone in need of extra storage, the home features a 3-car attached garage, offering ample space for vehicles. With recent updates, including a new roof, gutters, Indirect Water Heater Tank, and outdoor sprinkler system installed in July 2024, this home is ready to offer peace of mind for years to come. Whether you re relaxing in your spacious home, entertaining on the deck, or exploring the extensive property, 1 Meadowlark Lane offers a lifestyle of luxury and potential. Don t miss out on this one-of-a-kind property schedule your showing today!

A Legendary Estate with a Sports Sanctuary Step into a world where luxury meets athletic excellence at this exceptional Georgian Colonial estate in Upper Brookville. Set on over two acres along the most prestigious street in the area, this residence offers an unparalleled blend of history, elegance, and recreation. The centerpiece of this property is an oversized indoor sports sanctuary, designed for the ultimate sports professional or enthusiast. With a private tennis court, heated pool, and spa, this estate is built for year-round enjoyment. The expansive indoor court is adaptable for multiple sports, including hockey, basketball, badminton, and more perfect for training or leisure. The grand circa-1930 home, once owned by Josephine Hartford Douglas of the Great Atlantic & Pacific Tea Company legacy, exudes timeless sophistication. Inspired by her passion for sports, she constructed the original "Playhouse" after finding the renowned Piping Rock Club fully booked for a game of tennis. The recreation building originally housed a swimming pool, tennis court, music room, and drawing room echoing a heritage of grandeur and entertainment. Inside, the spacious residence boasts a beautifully updated kitchen, a luxurious master en-suite, and elegant living and dining spaces. Guest quarters provide comfort and privacy, while marble baths and exquisite architectural details enhance the home s superb appearance. This is more than a home it s a private sports retreat, a legacy property, and a rare opportunity to own a piece of history in an exclusive setting.

Spectacular, 5550 sq ft, Colonial style home with 4 bedrooms, 3.5 bathrooms, full basement, attached 3-car garage, IG pool, featuring brick/masonry construction, custom woodwork and moldings throughout, center island kitchen with dining area, formal dining room, living room with fireplace, den/study with fireplace, oversized bedrooms, on 3 secluded aces in Centre Island, overlooking Oyster Bay Harbor. Don t miss out on this opportunity!

Original Architects design. This bright spacious modern contemporary is a must see. Fab Viking Eik and Spa bth. Hardwood and Granite thru out. Wonderful Layout with natural light. Situated on 2+ Evergreen Acres in Oyster bay cove., Additional information: Interior Features:Guest Quarters,Lr/Dr,Marble Bath

Experience luxury living in this masterfully designed new construction home featuring 4 bedrooms, 3.5 bathrooms, and breathtaking water views. The grand entry foyer welcomes you with gleaming hardwood floors and nine-foot ceilings, leading to an oversized family room with an electric fireplace and recessed LED lighting. The custom kitchen is a chef s dream, boasting top-tier stainless steel appliances, granite or quartz countertops, and elegant maple cabinetry. Retreat to the primary suite with a cathedral ceiling, a private balcony, an oversized walk-in closet, and a spa-inspired bathroom with a soaking tub and double vanity. This home also offers a full walk-out basement, a two-car garage, and energy-efficient two-zone heating and cooling. Outdoors, enjoy a large deck, professionally landscaped grounds, and a stunning cultured stone façade. Every detail of this home exudes elegance and sophistication. Schedule your private tour today to make this exceptional property your own!

Welcome to 134 Ivy Street, a beautifully restored gem in the heart of Oyster Bay, NY. This elegant residence boasts 4 bedrooms and 2.5 bathrooms, perfectly blending classic charm and modern luxury. This home features a custom glass conservatory that invites natural light and provides a serene space overlooking the property for relaxation. The interior is graced with a cozy fireplace, formal living room, and dining room creating a warm and inviting atmosphere. Step outside to enjoy the expansive garden professionally landscaped to perfection, with a wraparound porch and an outdoor fireplace. The brick kitchen barbecue and unique fireplace are ideal for entertaining, making this home a true sanctuary for those who appreciate fine living. Convenient to the Village of Oyster Bay, beaches, and railroad.

Nestled in the village of Laurel Hollow in Oyster Bay, this beautiful 5 bedroom, 4 bathroom home is a rare gem that exudes charm, warmth, and character. Situated on a sprawling 2-acre lot at the end of a peaceful cul-de-sac, this property offers the ultimate privacy and luxury living. As you approach, you ll be captivated by the lush landscaping and serene setting. Step inside to find a beautifully maintained and well-loved home featuring spacious, light-filled rooms, hardwood floors, and unique architectural details. The thoughtfully designed layout includes a gourmet kitchen with SS appliances, a cozy living room with a fireplace, and a formal dining room perfect for entertaining. The expansive backyard is a true oasis, complete with a sparkling pool and a charming 2 bedroom cottage ideal for visitors or as a private retreat. Whether hosting gatherings or enjoying quiet moments, this outdoor space is designed for both relaxation and recreation. Don t miss the opportunity to own this unique property where timeless elegance meets modern convenience.

Welcome to 19 Tiffany Rd! This contemporary style house is ready to be customized to your own personal touch. The layout features 5 bedrooms & 3.5 full bathrooms along with an open kitchen and large living space on main level. Floor plans & renderings available by request.

Step into pure opulence at this one-of-a-kind waterfront estate in the prestigious enclave of Mill Neck, where timeless elegance meets modern luxury. Set on 3 meticulously landscaped acres, this property offers breathtaking panoramic views of Oyster Bay Harbor, Cove Neck, Centre Island, and the Long Island Sound. The estate s exterior is a masterpiece of design, featuring a marble stone facade, marble patios and balconies, and a roof crafted with Ludowici terra cotta tiles. Inside, discover an array of bespoke finishes, including Brazilian cherry floors, custom Murano lighting, and cutting-edge Control4 smart home technology. The chef s kitchen is a culinary dream, boasting a large center island, premium appliances, and a spacious butler s pantry. The formal dining room and living areas provide the perfect spaces to entertain while enjoying spectacular water views. The primary suite is a private sanctuary, complete with a luxurious bath, custom walk-in closets, and French doors that open to a private balcony overlooking the water. Three additional ensuite bedrooms ensure comfort for family or guests. The lower level is on grade and features a walk-out, offering additional living and entertaining space. Highlights include a temperature-enclosed custom wine cellar, the highest level of mechanical systems, and a convenient dog washing station/spa. Outside, pristine specimen plantings and a perennial garden bursting with seasonal blooms enhance the estate s natural beauty. Located just 45 minutes from Manhattan, this Long Island Gold Coast estate offers unparalleled luxury, privacy, and tranquility.

Set amidst the natural beauty of Centre Island, 530 Centre Island Road offers an unparalleled lifestyle in one of Long Island s most exclusive enclaves. Surrounded by lush greenery and just moments from serene beaches, this property enjoys a stunning view of the waters that can be savored from within the home. This newly renovated estate sits on a sprawling 3 acre lot and boasts a total floor area of 4,685 square feet. The home features 5 generously sized bedrooms and 6.5 luxurious bathrooms. Inside, you ll find an expansive living room that seamlessly flows into an adjoining living space, complete with a cozy fireplace. The large kitchen, outfitted with a grand center island. A two-car garage offers ample space for parking and storage. Outdoors, a stunning in-ground pool is complemented by a pool house equipped with its own built-in bathroom, offering convenience and elegance for entertaining or relaxing.

Great opportunity to own 2 flat park-like acres in historic Oyster Bay Cove. Open floor plan with high ceilings in kitchen, new appliances, granite countertops with sliders overlooking large patio and backyard. Home sits high on flat property set back with private 2 entrance circular driveway. Minutes from the beach and shopping , convenienty located to all. Great private location with specimen plantings and trees surrounding the property along with private fence. Full basement with 2 car garage. Tons of potential to make this home your own. Also for rent $8000.00

Welcome to 279 Hillcrest Lane, an exquisite modified ranch nestled in the prestigious enclave of Upper Brookville, NY. This distinguished residence masterfully combines timeless charm with modern sophistication, all set on an expansive 87,133-square-foot lot graced by lush natural surroundings. Upon entry, you are greeted by a grand living room with soaring ceilings and a stately wood-burning fireplace, creating an inviting space for cozy evenings and intimate gatherings. The recently updated kitchen is a culinary delight, boasting all-new stainless steel appliances and seamlessly connecting to a dining area and a sunlit great room. Bathed in natural light, the great room offers a vibrant and welcoming atmosphere, ideal for entertaining and everyday living. A private office or den with its own wood-burning fireplace is conveniently located on the main floor, providing a peaceful retreat for work, study, or relaxation. The main floor also features a luxurious primary suite, thoughtfully designed with a tranquil sitting area overlooking the picturesque yard. The ensuite bathroom is a true sanctuary, complete with a double sink vanity and a walk-in shower, offering a spa-like escape within the comfort of home. The upper level is designed to accommodate family or guests, featuring three additional spacious bedrooms and a full bathroom. This layout ensures privacy and ample space for everyone in the household. The property includes a two-car attached garage, offering secure and convenient parking with direct access to the home. In addition to the garage, there is plenty of parking available on the driveway, making it perfect for hosting gatherings or accommodating guests. Outside, the property transforms into a serene oasis. A large, fenced yard encloses an expansive patio, perfect for alfresco dining and outdoor entertaining. The inground swimming pool beckons for relaxation, while the charming gazebo and a fully functioning garden add to the property s enchanting appeal. A rustic barn, thoughtfully situated near the garden, enhances the charm and provides versatile functionality. Combining elegance, comfort, and thoughtful design, this stunning property offers a refined lifestyle in one of Upper Brookville s most sought-after locations. Don t miss the opportunity to experience the beauty and sophistication of 279 Hillcrest Lane schedule your private tour today.

Welcome to 762 Connecticut View Drive, Mill Neck! This stunning new construction, is built by Pironi Homes, 50 years of building Long Island. offers 3,160 sq. ft. of luxurious living on an 80x100 lot. With 14 rooms, 4 bedrooms, 3 elegant bathrooms, and a 2-car garage, with everything modern living has to offer. 1st floor features a formal dining & living room with hardwood floors, a super-sized family room with a fireplace, and a custom gourmet kitchen with maple cabinets, granite or quartz countertops, and top-tier stainless steel appliances. 2nd floor, the primary suite boasts a tray ceiling, dual walk-in closets, and a spa-like bath. Energy-efficient features include two-zone HVAC and Energy Star windows. The exterior includes a PVC rear deck, Belgium block-bordered driveway, and beautiful landscaping. The HOA covers beach maintenance, mooring rights, roadways, snow removal, and landscaping/tree removal in common areas. Enjoy this home with amazing views of oyster bay harbor.

PRICE IMPROVEMENT in historic Oyster Bay Village with an extensive transformation of the exterior/interior, reimagined for today's lifestyle. This sun-filled Colonial's living space has a truly elevated design from new roof, siding, Anderson windows and doors, three stunning 2024 baths, and wood floors. New Gourmet kitchen with stainless steel Viking appliances and custom cabinetry. First floor also features lovely details, tall ceilings, living room, dining room, first-floor bedroom/Office with full bathroom. Upstairs a spacious primary suite and bath plus two bedrooms with ample closets and full bathroom. The fully finished basement provides endless opportunities including potential rental or mother/daughter unit with separate access, laundry room, recreational play space, workshop/gym, and ample storage, all overlooking large back yard and patio. Enjoy charming Oyster Bay's welcoming community activities throughout the year, nearby private & public schools, residents only beach, boating options, shops, parks, restaurants, library, and public transportation including LIRR.