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$1,250,000
3 Beds ⋅ 2 Baths ⋅ 1026168 MLS
Celebrating the 100th birthday of this timeless Oyster Bay classic, this cherished home is ready for its next owner to love and enjoy, just as it has been for more than 40 years. Historic charm blends seamlessly with exceptional modern updates throughout. A welcoming four-season front porch leads to elegant living and dining rooms, highlighted by a stunning new staircase. The showstopping 2025 custom kitchen features marble countertops, custom cabinetry, a designer backsplash, a coffee bar, and a large center island, opening seamlessly to a sun-filled family room with soaring ceilings, skylights, and a custom gas fireplace. Sliding glass doors lead to a private, PVC-fenced backyard with a spacious custom deck, creating the perfect setting for indoor-outdoor living. Upstairs, you'll find a spacious primary bedroom, two additional bedrooms, a beautifully updated full bath, and a third-floor bonus loft with breathtaking winter water views of Oyster Bay Harbor. The finished walkout basement includes a workshop, ideal for hobbies, projects, or additional storage. Completely renovated within the past three years, this home offers extensive improvements, including a beautifully renovated front porch, new windows, a custom kitchen and baths, new flooring, a new staircase, ductless split air conditioning, a custom gas fireplace, recessed lighting, a custom paver driveway, an oversized deck, and a private PVC-fenced backyard. Ideally located in the heart of historic Oyster Bay, this exceptional home is just a short stroll to shops, restaurants, parks, beaches, public transportation, and everything this beloved waterfront community has to offer. Located within the highly regarded Oyster Bay School District.

182 School Street, Oyster Bay
$4,998,000
3 Beds ⋅ 3 Baths ⋅ 1026267 MLS
Immerse yourself in this stunning waterfront villa on Centre Island. Although newly rebuilt inside and out, the original character of this 1929 colonial creates an amazing synergy between modernity and history. Perched comfortably above the bay, the backyard slopes gracefully towards the water's edge with a new seawall. The professional landscape plan not only created beautiful grounds, but a number of entertaining and play areas, including a dining terrace with built-in barbeque/prep station. On the eastern side of the home, you are met by a sizeable driveway and a separate two car garage. Upon entering the front door, a beautiful onyx kitchen welcomes you. The charming dining room anchored by its fireplace, French doors face west, allowing you to take in the spectacular views. The cozy living room and its complementary fireplace. Through large French doors is an inviting covered terrace, making it the perfect place to entertain guests, or for intimate moments looking at sunsets over the bay. In addition to the stairs, all floors are accessible via a new elevator. The grand master bedroom comes complete with two large fully outfitted closets and a spa quality bathroom with unparalleled water views from shower and tub. A private balcony off the master offers the perfect place to enjoy a sunset or morning coffee. There are two additional bedrooms, a marble bath, and a small office on the second floor. The perfect weekend getaway or main residence this Centre Island home offers a turnkey option for any waterfront buyer could want. Truly A One-Of-A-Kind! Call For Details.

353 Centre Island Road, Oyster Bay
$5,995,000
6 Beds ⋅ 8 Baths ⋅ 1026372 MLS
Perched above Oyster Bay Harbor on 4.04 private acres in the heart of prestigious Mill Neck, resides this exceptional estate. Framed by panoramic views of Oyster Bay Harbor and Centre Island, this beautifully renovated six-bedroom residence showcases timeless design, refined craftsmanship, and curated modern updates throughout. Every space has been thoughtfully designed to celebrate its breathtaking surroundings, where expansive walls of glass blur the line between indoors and out while filling the home with natural light. Rich mahogany custom millwork, white oak inlay flooring, and elegant architectural details create an atmosphere of warmth and sophistication, while beautifully proportioned living and entertaining spaces offer both comfort and effortless elegance. At the heart of the home, the chef's kitchen is as functional as it is beautiful, featuring custom white cabinetry, striking quartzite countertops, elegant brass accents, and picturesque harbor views. A renovated sunroom, spa-inspired primary suite, radiant heat floors, updated baths, an expansive mudroom, and a summer kitchen further elevate the home's exceptional lifestyle, seamlessly extending to Brazilian IPE decks/terraces designed for outdoor entertaining. Thoughtfully modernized for today's discerning buyer, the residence features commercial-grade heating and cooling, eight-zone HVAC, over 100 new windows, a newer roof, an automatic sprinkler system, and three two car garages. Owned solar panels enhance the home's energy efficiency, while a Tesla battery backup provides reliable peace of mind with the ability to power the residence for approximately three days during an outage. Surrounded by the natural beauty of Long Island's Gold Coast and just moments from charming villages, waterfront dining, boutique shopping, beaches, and clubs, this extraordinary estate offers a rare combination of privacy, sophistication, and breathtaking water view vistas.

235 Cleft Road, Mill Neck
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 1016781 MLS
Welcome Home to this Secluded Charming Timeless Expanded Cape on an acre of lush grounds, this home features 4/5 Generous Bedrooms, 3 Full Baths, Open Floorplan, Huge Primary w/ Ensuite, New Carpet & WIC on main, Second Bdrm on Main w/ New Carpet, Office/Playroom w/ Hdwd Flrs, Cozy Lvrm w/ Woodburning Stone Fpl & Hdwd Flrs, Dining Rm w/ Hdwd Flrs & Mahogany Inlay, EIK w/ Closets, Laundry Rm, OSE, & Garage Entrance, Full Basement w/ Office, Storage, Utility, Backyard Oasis w/ Gunite Saltwater Pool w/ Brick Patio, Koi Pond, Deck w/ Peaceful Views, Cabana for Storage & Changing Area, Tranquil Setting, Perfect for those Summer Events, 2Yr Roof, OIL/CAC, Designed for Effortless indoor-outdoor entertaining, A Rare Opportunity, Move in Ready, Extremely Private Grounds, Close to All, Approx $600 Annual Private fee for roads/snowplow

25 Sugar Toms Ridge, East Norwich
$1,128,000
4 Beds ⋅ 3 Baths ⋅ 1024963 MLS
Nestled in the heart of East Norwich, this inviting home offers warmth, character, and endless potential. Filled with natural light, the open floor plan and soaring ceilings create an airy, welcoming atmosphere that's perfect for both everyday living and entertaining. Charming architectural details and a comfortable layout provide a wonderful foundation to make the space your own. Surrounded by mature landscaping in an established neighborhood, this is a rare opportunity to enjoy the charm and convenience of one of the North Shore's most desirable communities. Close to Teddy Roosevelt Beach, Oyster Bay Waterfront Center, LIRR, Oyster Bay's Main Street with local boutiques and great dining.

23 Highwood Road, East Norwich
$1,298,000
4 Beds ⋅ 3 Baths ⋅ 1018691 MLS
Welcome to this classic Center Hall Colonial, perfectly situated in the heart of Oyster Bay. A charming front porch sets the stage for this timeless home, offering an inviting place to relax and enjoy the neighborhood. Inside a spacious and thoughtfully designed layout features generously sized rooms, creating an effortless flow for both everyday living and entertaining. Sun-filled living spaces combine traditional charm with comfortable functionality, formal living and dining rooms boast lovely, detailed millwork- making this home ideal for today's lifestyle. Step outside to a beautifully landscaped rear property, complete with a deck and hot tub overlooking lush specimen plantings - your own private retreat for outdoor dining, gatherings, or quiet moments surrounded by nature. Ideally located just minutes from Oyster Bay's beautiful beaches, vibrant shopping, acclaimed restaurants, parks and convenient transportation, this exceptional home offers the perfect blend of a classic layout, elegance, comfort and convenience.

6 W Oak Hill, Oyster Bay
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 1017289 MLS
Welcome to one of the original homes built in Florence Park. It is an unusual community with a Neighborhood Association for its 88 homes. Dues are collected annually and are $30 per household. It covers a beach cleanup, a block party, and a holiday party. The Association has a private bay beach and small boat launching area. The home was built in 1920 and has the charm of the era. Enter through the front covered porch, which is a wonderful place to enjoy quiet summer days and to watch the fire flies light up the night. The Foyer opens into a bright Living Room with wood burning fireplace and century old sliding doors leading to the detailed Dining Room. Directly off the Dining Room is a large screened-in Porch where hours can be spent relaxing. There is a first class eat-in kitchen with marble counter tops and stainless steel appliances with gas cooking. The second floor encompasses the primary Bedroom with walk in closet and Bath, 2 well sized Bedrooms, a full Bath and Laundry. The third floor is spacious and paneled and provides an additional Bedroom and Bath. It is cooled by two window units. The basement is unfinished. The basement door gives access to the outdoor shower, deck and the yard. The basement shelving will remain. There is a second laundry in the basement. The yard provides room for flowers, vegetables and play space. The oversized two car garage with pull down stairs leads to a loft for storage. The garage has had many uses through the years. There is much to enjoy at the house and in the neighborhood. Swimming, kayaking, paddle boarding and sailing from the private neighborhood bay beach only minutes away. The Town of Oyster Bay provides many beaches on the Sound side on the North Shore and the Ocean on the South Shore. The property is convenient to schools, stores, beaches, tennis courts, pickleball courts, Long Island Rail Road, restaurants and the library.

107 Sidney Street, Oyster Bay
$3,988,888
7 Beds ⋅ 8 Baths ⋅ 1019177 MLS
Welcome to 314 Mill Hill Rd Mill Neck located in the Luxurious Gold Coast. This Exquisite home has been built by William Townsend the historic mansion was widely known as the Chancellor's Mansion, which was built in 1834. The estate has passed through several notable historical figures, including Theodore Roosevelt III and fashion designer Oleg Cassini. This estate sits on almost 6 Acres . The property has additional 2 Large guest homes . Which can make a wonderful compound for friends, staff or guests. Each guest house is about 2300 SF and nicely updated . The main Estate consists of 7 Bedrooms 8 bathrooms, Stunning Chefs Kitchen, And A Grand Formal Dining Room, This home a true masterpiece of workmanship. The gorgeous wrap around porch adds so much character and comfort ,The beautiful large balcony on the 2nd floor is ideal for relaxing and enjoying the Stunning Water views of Oyster bay Harbor. The property has a custom built greenhouse which is ideal for growing your own farm to table fruits and vegetables. This home is in close proximity to the local private Beach which is only 2 blocks away. The history of this home has been written up in multiple books and periodicals. A true gem not to be missed AN VERY LOW TAXES !

314 Mill Hill Road, Mill Neck
$7,995,000
5 Beds ⋅ 5 Baths ⋅ 1013521 MLS
MUTTONTOWN. Set on nearly four private acres directly across from the renowned Muttontown Preserve, this recently built architectural masterpiece masterfully captures the timeless grandeur of Long Island's Gold Coast while embracing the sophistication and conveniences of modern luxury living. Constructed by one of the North Shore and Hamptons' premier luxury builders, this exceptional stone and stucco estate showcases unparalleled craftsmanship, exquisite finishes, and resort-style amenities throughout. Approached by impeccably landscaped grounds featuring rolling lawns, mature specimen trees, vibrant gardens, three cascading waterfalls, and complete privacy fencing, the residence offers a truly breathtaking setting. Four porches, a wraparound patio, and a fully equipped outdoor kitchen create seamless indoor-outdoor living and entertaining spaces. Inside, a sun-drenched two-story foyer introduces soaring ceilings, elegant architectural details, and refined finishes at every turn. The home offers five spacious bedrooms, including luxurious primary suites on both the first and second levels, along with four full and one half baths. Exquisite features include extensive custom millwork, 18-inch crown moldings, mosaic-inlaid stone flooring, designer lighting, custom built-ins, radiant heat, and multiple gas fireplaces that create warmth and ambiance throughout the home. The gourmet chef's kitchen blends modern Tuscan-inspired design with top-tier functionality, featuring Wolf and Sub-Zero appliances, an oversized center island, beverage station, walk-in pantry, and sunlit breakfast area overlooking the grounds. A banquet-sized dining room highlighted by a dramatic contemporary fireplace provides the perfect setting for elegant entertaining, while the private home office offers a peaceful retreat with picturesque garden views. The first-floor primary suite serves as an ideal guest or owner’s retreat, while the spectacular second-floor primary suite rivals a luxury resort, complete with a private balcony, sitting area, custom fireplace, expansive walk-in closet, and spa-inspired bath featuring a soaking tub, dual vanities, and steam shower. Four additional bedrooms, a bonus suite, and a second laundry room complete the upper level. Additional amenities include dual laundry rooms, a three-car garage, whole-house water filtration system, smart home technology with Lutron lighting and motorized shades, advanced security system, central air conditioning, radiant and forced-air heating, 600-amp electric service, natural gas generator, sound-insulated windows, and a partially finished lower level offering endless possibilities for customization. Conveniently located approximately 30 miles from Manhattan and moments from major transportation, beaches, golf courses, marinas, equestrian facilities, fine dining, and shopping, this extraordinary estate presents a rare opportunity to own a private Gold Coast retreat where timeless elegance, modern luxury, and exceptional craftsmanship come together in perfect harmony.

1782 Route 106, Muttontown
$1,800,000
5 Beds ⋅ 4 Baths ⋅ 1012563 MLS
Welcome to this exceptional 5-bedroom, 3.5-bathroom residence set on a private and beautifully landscaped 2-acre property. Offering the perfect blend of comfort, functionality, and resort-style outdoor living, this home is designed for both everyday living and entertaining. Inside, you'll find spacious living areas filled with natural light, including a stunning open-concept kitchen and great room featuring soaring wood beamed ceilings and warm architectural details. A formal dining room provides an elegant setting for gatherings and dinner parties. The expansive primary suite serves as a peaceful retreat, while an additional office offers flexibility as a sixth bedroom, guest room, or work from home space. Partially finished basement while the unfinished area spans the full length of the home, providing an incredible amount of additional living, recreation, fitness, and storage space. Step outside to your own private backyard oasis. The large in-ground pool is surrounded by an expansive patio designed for entertaining, complete with an outdoor bar area perfect for hosting summer gatherings. A basketball court, mature landscaping, and sprawling grounds further enhance the property's resort-like atmosphere and privacy. Additional highlights include a two-car garage, a large shed/workshop ideal for hobbies, projects, or additional storage, and beautifully maintained grounds that create a serene estate setting. This rare offering combines space, comfort, and exceptional amenities, delivering the ultimate indoor-outdoor lifestyle on two picturesque acres.

273 Sugar Toms Lane, East Norwich
$489,000
2 Beds ⋅ 1 Baths ⋅ 1010580 MLS
Welcome To Top Of The Harbour In The Heart Of Beautiful Oyster Bay! Pristine And Thoughtfully Designed Two Bedroom, Second Floor Corner Unit, With Harbor Views From Balcony. The Eat In Kitchen Boasts Quartz Counters, Tile Flooring, Stainless Steel Appliances And Large Pantry. An Open Plan DR/LR Offers Elegant Hardwood Floors And Crown Molding. The Primary Bedroom Is Spacious, Detailed With Crown Molding And Oyster Bay Harbor View. A Generous Sized Second Bedroom Offers Large Closet Space And Crown Molding. Other Features Include A Walk In Hall Closet, Newer AC Units And Ceiling Fans. Convenient To Charming Historic Oyster Bay With Shops, Restaurants, Park, Waterfront And LIRR.

11 Harbour Lane Unit #1B, Oyster Bay
$1,980,000
4 Beds ⋅ 3 Baths ⋅ 1010311 MLS
Welcome to 279 Hillcrest Lane — A Rare Gold Coast Retreat on Over 2 Private Acres Nestled in the prestigious Village of Upper Brookville on New York's storied North Shore, 279 Hillcrest Lane is a beautifully updated modified ranch offering the perfect blend of timeless elegance, thoughtful modern upgrades, and exceptional outdoor living. Set on over 2 park-like acres (87,133 sq ft) of lush, professionally landscaped grounds, this distinctive residence delivers the privacy, scale, and lifestyle that define Gold Coast living at its finest. Turnkey Peace of Mind. Major capital improvements have been recently completed, including a brand-new GAF Timberline HDZ roof with ice-and-water shield, new synthetic felt underlayment, new pipe flanges, hips, ridge, and re-counterflashed chimneys — backed by a 10-year workmanship guarantee and 30-year material warranty. A new above-ground oil tank rounds out the mechanical upgrades, offering efficiency and long-term confidence for the discerning buyer. Sophisticated Interiors. A grand living room with soaring ceilings and a stately wood-burning fireplace sets an impressive tone upon entry. The renovated kitchen features brand-new stainless steel appliances and flows seamlessly into the dining area and a sun-drenched great room, where expansive windows frame serene views of the manicured grounds. A versatile home office or den — complete with its own fireplace — offers a refined space for focused work or quiet retreat. Effortless Main-Floor Living. The main-floor primary suite is a true sanctuary, featuring a peaceful sitting area and a thoughtfully appointed ensuite with a double vanity and walk-in shower. A second full bathroom and laundry are also conveniently located on the main level. Upstairs, three generously proportioned bedrooms and a full bath provide comfortable accommodations for family or guests. An Outdoor Oasis. Step outside to a fully fenced backyard designed for both relaxation and entertaining. An in-ground pool, charming gazebo, and spacious circular driveway with ample guest parking create the perfect backdrop for warm-weather gatherings. A working garden with a rustic barn adds a distinctive, pastoral character — ideal for storage, hobbies, or imaginative use. Location. Situated minutes from top-rated schools, premier equestrian facilities, world-class golf and country clubs, fine dining, boutique shopping, and convenient access to major transportation routes into Manhattan. This is North Shore living at its very best. A rare opportunity to own a turnkey estate in one of Long Island's most sought-after enclaves — where privacy, prestige, and natural beauty converge.

279 Hillcrest Lane, Upper Brookville
$949,000
4 Beds ⋅ 2 Baths ⋅ 1009941 MLS
All Information Deemed Accurate But Should Be Independently Verified. **Nestled in a desirable Oyster Bay location, this beautifully updated split-level residence offers the perfect blend of timeless elegance and modern comfort.** Boasting 4 generously sized bedrooms and 2 tastefully renovated baths, the home features a thoughtfully designed layout with spacious, light-filled interiors ideal for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting living and dining spaces, creating an effortless atmosphere for gatherings. Beautiful hardwood floors throughout the main level. A partial basement with a versatile bonus room provides exceptional flexibility, perfect for a private home office, fitness studio, media room, or guest retreat. Outside, the fully fenced property offers a private backyard oasis with ample space for relaxation and outdoor entertaining. Additional amenities include an attached garage and meticulous upkeep throughout. Ideally situated near Oyster Bay's charming waterfront, boutiques, restaurants, parks, and transportation, this exceptional home presents a rare opportunity to enjoy refined North Shore living in one of Long Island's most sought-after communities.

15 Wood Drive, Oyster Bay
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 1008706 MLS
Spectacular Waterfront Retreat on 2 Verdant Acres This extraordinary 2-acre waterfront retreat is where privacy, elegance, and natural beauty come together in perfect harmony. Designed by Brian Shore, it extends over 360 feet of waterfront and was built to take advantage of the panoramic views of Cold Spring Harbor and the Long Island Sound. This magnificent Post Modern boasts seamless indoor-outdoor living with high ceilings and a spacious open floor plan filled with abundant natural light that streams through expansive windows. The great room has a vaulted ceiling with beams, a fireplace, and wall-to-wall windows framing incredible water views. Adjacent is the dining room and an open kitchen with professional-grade Wolf and Sub-Zero appliances, an ocean-hued backsplash, and nautical-inspired fixtures, forming the perfect coastal backdrop for the stunning vistas. Off the great room, there is a generous composite deck that spans the entire length of the house. The tranquil master suite has equally exquisite views and features 3 walk-in closets and an expansive master bath. On the walk-out lower level, a water-view family room is complemented by a study, two bedrooms, a full bath, a laundry room, and a beach shower. Property highlights include hardwood floors throughout the main floor, central vacuum, sprinklers, 4-Zone air-conditioning, a 3-car garage, and park-like property. Close to dining, shopping, beaches, parks, and LIRR. Whether enjoying sunrise views over the water, relaxing on the beach, or entertaining against a backdrop of spectacular scenery, this remarkable estate presents a rare opportunity to own a truly special waterfront property.

47 Laurel Cove Road, Laurel Hollow
$2,399,999
5 Beds ⋅ 5 Baths ⋅ 1004278 MLS
Nestled on a private cul-de-sac within the prestigious enclave of Mill Neck Estates, this exceptional Center Hall Colonial seamlessly blends timeless elegance with modern luxury. Featuring 5 generously sized bedrooms and 4.5 beautifully appointed baths, this remarkable residence is perfectly designed for both comfortable everyday living and sophisticated entertaining. A grand two-story foyer welcomes you into an elegant living room centered around a classic wood-burning fireplace, while the formal dining room showcases exquisite custom millwork, creating the perfect setting for memorable gatherings. At the heart of the home is a spacious chef’s eat-in kitchen, appointed with custom wood cabinetry, granite countertops, premium stainless steel appliances, and abundant workspace. The kitchen flows effortlessly into the expansive family room, offering an inviting space for relaxation, entertaining, and everyday living. A sweeping staircase leads to the second level, where four spacious bedrooms with en-suite baths provide exceptional comfort and privacy. The luxurious primary suite serves as a private retreat, featuring French doors that open to a tranquil balcony overlooking picturesque views. The finished lower level is filled with natural light and offers soaring ceilings, generous living space, abundant storage, a home gym, media room, or guest accommodations. and sliding glass doors leading directly to the backyard. Combining refined craftsmanship, thoughtful design, and exceptional functionality, this extraordinary residence is located in one of the area's most coveted neighborhoods. A rare opportunity to own a truly spectacular home. A Truly Must See!

899 Harbor View Road, Mill Neck
$8,300,000
4 Beds ⋅ 5 Baths ⋅ 999427 MLS
A rare opportunity to acquire a masterpiece of residential design: one of only two Robert A.M. Stern homes in Nassau County. Stern is considered a leading postmodernist architect known for blending historical context, classical tradition, and modern functionality. Situated on a private Mill Neck hilltop, 'Miramar' commands breathtaking, panoramic water views of Oyster Bay and Centre Island. Recently treated to a comprehensive top-to-bottom restoration, this impeccable estate boasts stunning grounds reimagined by internationally acclaimed landscape architect Fernando Wong. Wong used classical principles to frame outdoor spaces, this offering is truly a work of art.

233 Cleft Road, Mill Neck
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 971199 MLS
Welcome to 6 Split Oak Drive- Conveniently located in East Norwich on a half-acre lot, this four-bedroom, three-bathroom California Ranch style home features an open, airy layout designed to accommodate all your needs. The interior boasts beautifully vaulted wood-planked ceilings throughout the first and second levels creating a rich and warm feel. The main living and dining room are flanked by large windows and a wood-burning fireplace, offering views of the expansive, private backyard which has plenty of room to add a pool or just enjoy the peaceful privacy. The eat in kitchen provides direct access to a generously sized deck, perfect for morning coffee or evening meals. On the Upper level, the primary suite offers privacy along with an attached bathroom. Two additional bedrooms both feature vaulted ceilings, hardwood floors, large windows, ample closet space, and a shared hall bathroom. The lower level serves as a private retreat with access to the backyard, a fourth bedroom, a full bathroom, and an oversized living space complete with a wet bar and a wood-burning fireplace hookup—ideal for entertaining, a playroom or extended stay guest retreat. Additionally, the basement includes a laundry room and versatile space for a home gym, office and plenty of storage. Outside, the property features a circular driveway, a two-car garage, and plenty of parking. 6 Split Oak Drive is perfectly positioned for privacy while remaining convenient to parkways, the Syosset train station, the shops, restaurants and beaches of historical Oyster Bay. Just an hour outside of Manhattan. Located within the Oyster Bay-East Norwich School District and featuring exceptionally low taxes, this property is not to be missed.

6 Split Oak Drive, East Norwich
$2,299,000
5 Beds ⋅ 5 Baths ⋅ 998428 MLS
Welcome to this stunning contemporary residence nestled in the prestigious Sherwood Gate community of Oyster Bay Hills. Situated on a breathtaking 2-acre property, this exceptional home offers over 5,038 square feet of luxurious living space designed for both elegant entertaining and everyday comfort. A dramatic two-story entry welcomes you into a sophisticated interior featuring a formal living room, dining room, private library, and an open-concept floor plan filled with natural light. The gourmet chef’s kitchen is beautifully appointed with premium Thermador appliances, a Sub-Zero refrigerator, quartz countertops, and a spacious Butler’s pantry, all seamlessly flowing into the inviting den with a cozy fireplace. The expansive primary suite is a true retreat, showcasing cathedral ceilings, dressing area, two oversized closets, and a spa-inspired en-suite bath. Three additional generously sized bedrooms include a dual-entry bath and an updated en-suite bathroom, providing comfort and privacy. Designed with convenience in mind, the home features two staircases leading to the second floor — one from the grand main entry and another from the kitchen area. The fully finished lower level offers exceptional bonus space including a recreation room, gym, abundant storage, additional entertainment area, and direct access to the garage. Step outside to your own private resort-style oasis. The spectacular backyard is an entertainer’s dream, highlighted by a magnificent custom-designed pool, elegant fire pit lounge area, and expansive grounds offering endless possibilities for relaxation and outdoor living. This extraordinary property combines timeless elegance, modern luxury, and unparalleled amenities in one of Oyster Bay Hills’ most sought-after communities

31 Sherwood Gate, Oyster Bay
$2,375,000
5 Beds ⋅ 7 Baths ⋅ 964589 MLS
Set on 2.24 private acres at the end of a quiet cul-de-sac in prestigious Muttontown, this expansive contemporary residence offers a rare opportunity to create a truly exceptional estate. Backing directly to the serene Muttontown Preserve, the property provides a peaceful, nature-filled backdrop with unmatched privacy. Spanning approximately 5,514 square feet, the home features soaring ceilings, abundant natural light, and generously scaled rooms throughout. The main level includes a desirable primary ensuite bedroom, while four additional bedrooms and multiple baths offer ample space for extended living and guests. In total, the home offers 5 bedrooms and 4 full and 3 half baths. Designed for both comfort and entertaining, the layout presents a versatile canvas ready to be tailored to your vision. Additional highlights include a whole-house water filtration system and a large unfinished basement with endless possibilities for expansion or customization. With its prime location, impressive size, and exceptional setting, this property represents a unique chance to reimagine and personalize a modern home in one of Long Island’s most sought-after communities.

16 Serein Court, Syosset
$1,159,000
4 Beds ⋅ 4 Baths ⋅ 982381 MLS
Welcome to 43 Highwood Road! A warm and welcoming 4 Bedroom, 4 Bath home, situated in the heart of East Norwich. This residence has been meticulously cared for with thoughtful improvements. In addition to an exceptional primary bedroom with ensuite and an expansive walk in closet, there are 3 generous sized bedrooms. The house highlights soaring vaulted ceilings and skylights, enhancing the open floor layout. The L-shaped living room and dining room features an inviting wood burning fireplace. The kitchen, complete with stainless steel appliances, boasts custom cabinetry and beautiful granite counters and backsplash. The inviting family room offers a wet bar for entertaining and sliders to the outdoor patio. The outdoor space is a tranquil retreat to take in the picturesque golf course views. Additional features include an attached one car garage, new driveway with ample parking, and a 4 zone in ground sprinkler system. Ideally located near historic Oyster Bay, boutiques, dining, beaches, park, and LIRR.

43 Highwood Road, East Norwich
$1,200,000
4 Beds ⋅ 1 Baths ⋅ 978908 MLS
Location, location, location! This charming house is in beautiful Oyster Bay with private beach. Beautiful scenery, more than just a home, it's a way of life.

424 Centre Island Road, Oyster Bay
$2,980,000
5 Beds ⋅ 3 Baths ⋅ 955339 MLS
Nestled in the Prestigious hamlet of Oyster Bay Cove in part of the exclusive Laurel Cove private association. This magnificent custom French Chateau enchants the moment you arrive. A grand estate entrance framed by lush privacy gardens sets the tone for a true storybook experience. Inside a breathtaking wedding style staircase makes a dramatic first impression. The elegant library wing features coffered ceilings, custom built-in book shelving, and a charming marble faux-tiled fireplace that creates a warm and refined retreat. The primary suite is a sanctuary of luxury, boasting 14-foot ceilings and floor-to-ceiling French doors that open seamlessly to the pool and gardens. A boutique-style formal dressing room-complete with a sliding ladder to maximize storage-leads to a spa-inspired bath. The soaking tub, perfectly positioned beside French doors opening to the gardens, offers a serene indoor-outdoor experience. Designed for grand entertaining, the formal living room parlor features soaring 14-foot ceilings, six French doors opening to the pool and front porch terrace, a stately Rumford fireplace-evoking the elegance of a private ballroom. The formal dining room is equally refined, with coffered ceilings and custom built-in cabinetry for fine China and serving pieces. The farmhouse-style kitchen is both inviting and dramatic, centered around a second Rumford fireplace and flowing through French doors into a spectacular wall-of-glass conservatory-greenhouse. Rich hardwood floors run throughout the main level enhancing the warmth and sophistication. Two graceful staircases lead to separate bedroom wings, offering both privacy and architectural distinction. The second floor east Wing has 2 bedrooms sharing a Jack and Jill Bathroom. The west wing is set as a 5th bedroom w oversized laundry/ storage room. The The tranquil park-like grounds are an entertainer's dream, accessible through 17 French doors. The property features a gunite in-ground-pool, custom paver patio, fountain, firepit, and lush, professionally landscaped gardens. Every modern luxury is included: Central air conditioning, generator, in-ground sprinkler system, 300-amp electrical service, central vacuum, wine cellar, part-finished basement, workshop and a 2 1/2 car garage. Enjoy private beach access, enjoy swimming, boating , playground, with breathtaking views of Cold Spring Harbor, along with deeded-mooring rights, racks for kayaks. Ideally located near " Sagamore Hill "summer home of Theodore Roosevelt. fine dining, shopping, and the Long Island Railroad, this extraordinary estate offers a rare opportunity to live a truly enchanted lifestyle. A storybook life awaits on the North Shore's most desirable coastal communities.

38 Tiffany Road, Laurel Hollow
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 970979 MLS
Welcome to this newly renovated duplex in the heart of Oyster Bay. Located on an oversized lot, this colonial home features three bedrooms and three bathrooms, including a finished basement with its own kitchen. The first-floor unit offers two bedrooms and a modern kitchen with a center island and stainless appliances. The home is fully equipped with Central AC. The second-floor unit provides a private one-bedroom layout. As well an additional attic space. Both units include the convenience of in-unit washers and dryers. With brand-new flooring, two new water heaters, and a prime location near the beach, parks, and dining, this turnkey home is ready for you.

75 Anstice Street, Oyster Bay
$5,699,000
5 Beds ⋅ 6 Baths ⋅ 942782 MLS
Welcome to this European-inspired estate in the heart of Muttontown, where old-world craftsmanship meets modern luxury. Set on over two private acres, this picturesque property is introduced by a long, tree-lined driveway that leads to a stunning brick carriage house—complete with its own 2-bedroom apartment, ideal for multigenerational living or passive rental income. The main residence offers 5 bedrooms, 5 full bathrooms, and a powder room, wrapped in timeless cottage and carriage-house architecture with painted brick, a slate roof, and beautifully manicured grounds. Inside, dark hardwood floors, a soft silver-toned palette, and curated pops of color through artwork and furnishings create a warm yet sophisticated aesthetic throughout. A formal living room, cozy den, and an inviting family room with a dry bar provide multiple spaces for relaxed and refined living. The chef’s kitchen is outfitted with all Viking appliances, a center island, and a breakfast bar overlooking the backyard and pool. A breezeway connects to a flexible game room / additional den, leading to the attached 2-car garage, with an additional detached 2-car garage nearby. The first floor includes a private guest bedroom and a full bath, ensuring comfort for overnight guests. Upstairs, the primary suite serves as a retreat of its own—featuring a charming sunroom, spacious walk-in closets, and an en-suite bathroom with separate vanities and spaces for complete privacy. The lower level is fully finished and designed for wellness, offering a gym, massage room, and a spa-style full bathroom. Outside, the resort-like atmosphere continues with an expansive L-shaped, heated, saltwater gunite pool, lush landscaping, and a covered patio with an outdoor kitchen and fireplace, perfect for year-round entertaining. Additional features include two wood-burning fireplaces, one gas fireplace, a dedicated laundry room, and a full house generator for peace of mind. Located on Long Island’s prestigious Gold Coast, this estate blends European cottage elegance with modern amenities, offering a lifestyle of privacy, beauty, and refined comfort. The home can also be delivered fully furnished, presenting an effortless, turnkey opportunity.

8 Serenite Lane, Muttontown
$8,250,000
6 Beds ⋅ 8 Baths ⋅ 942466 MLS
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., Additional information: Appearance:Diamond,Interior Features: Guest Quarters, Lr/Dr, Marble Bath

200# Centre Island Road, Centre Island
$6,995,000
5 Beds ⋅ 7 Baths ⋅ 914210 MLS
On the tranquil shores of Cove Neck in Oyster Bay, this extraordinary waterfront estate offers something increasingly rare: two private acres, 200 feet of shoreline, and panoramic views of the Long Island Sound that greet you from virtually every room in the house. Set just minutes from the charming villages of Oyster Bay and Huntington, with their acclaimed restaurants, boutique shopping, and vibrant waterfront dining, and fifteen minutes to the LIE, this is a property that offers the serenity of a private resort with the convenience of everything the North Shore has to offer. Hamptons Living Closer to NYC. The residence spans more than 9,000 square feet and was designed for those who want to live at full scale. A dramatic entry foyer opens into expansive living areas anchored by floor-to-ceiling windows framing the water. The formal living and dining rooms, a sophisticated lounge, and a 1,600 square foot great room with wet bar and wood-burning fireplace create a seamless flow for entertaining. A library with its own bath offers a quiet retreat on the main level. Upstairs, three ensuite bedrooms each open to private balconies overlooking the Sound. The primary suite is a sanctuary of its own, with a fireplace, spa bath with dual vanities, and an oversized walk-in dressing closet. Every room. Every view. The chef's kitchen is equipped with granite counters, custom cabinetry, and professional appliances including three ovens and two dishwashers. The lower level extends the lifestyle further with an indoor pool and hot tub, an entertainment space with wet bar, a full guest suite with private entrance, and a 4-car garage. Outside, more than 1,800 square feet of wraparound decking, a tennis court, a gazebo, and direct water access for kayaking and jet skiing complete a property that operates entirely on its own terms. This is waterfront living on the North Shore at its most complete.

26 Tennis Court Road, Oyster Bay

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