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143 Heather Lane, Mill Neck
$9,550,000
9 Beds ⋅ 14 Baths ⋅ 932996 MLS
Tucked away in the prestigious Village of Mill Neck, this gated estate, built in 2012, is a true masterpiece of design and craftsmanship. A long, sweeping circular drive leads to the striking North Shore residence, whose timeless exterior blends hand-laid stone and copper gutters with classic shingle architecture. A semi-attached guest residence, connected by a covered breezeway, enhances the sense of privacy and versatility - creating a gracious compound that balances sophistication with relaxed luxury. Every inch of the home reflects uncompromising quality and attention to detail. Loewen windows, Hunter Douglas shades, Venetian plaster walls, and intricate natural woodwork enrich each space. Soaring ceilings, curved doorways, custom millwork, and exposed wooden beams highlight the home’s architectural refinement. Modern comforts include integrated speakers, a geothermal HVAC system, radiant heating and a full-house generator, while seamless air grates, handcrafted cabinetry, wide plank white oak flooring, hidden pocket doors, and arched niches add warmth and character. At the heart of the residence lies a magnificent kitchen inspired by Christopher Peacock design, elegantly appointed with jade-hued countertops and professional-grade appliances. A sunlit, circular breakfast room, framed by soaring ceilings and walls of windows, provides a serene setting for relaxed gatherings. The gracious main level also includes a formal dining room with custom display cabinetry, a sunken great room with a grand stone fireplace and bespoke wet bar, a richly paneled office, two elegant powder rooms, and an exceptional pantry with a secondary refrigerator, all conveniently located near the mudroom and attached garage. The primary wing serves as a private sanctuary, complete with its own foyer, fireside lounge, spa-inspired marble bath, and a spectacular dressing room with a center island. Upstairs, four additional bedrooms each feature custom wardrobe installations and luxurious en-suite baths. The second floor also includes a spacious bonus room currently serving as a full-service gym, a built-in beverage station with refrigerator, a powder room, a homework or craft alcove and access to the large, finished walk-up attic. The lower level offers endless opportunities for recreation and functionality, featuring a golf simulator/media room, glass-enclosed temperature-controlled wine cellar, game room, generous storage areas, utility rooms, and a commercial-scale laundry suite. A guest bedroom with an attached full bath completes this level. Accessed via a covered slate walkway, the guest residence mirrors the same elegance on a more intimate scale. It includes a custom eat-in kitchen, spacious living room, welcoming foyer with powder room, and its own garage. The primary suite features a walk-in closet and private bath, complemented by two additional bedrooms, two full baths, a sitting room, and a finished lower level with laundry and flexible recreational space. Outdoor living is equally exceptional, offering multiple stone terraces - including a fully covered entertaining area with fireplace - a porte-cochere, and an outdoor kitchen with its own, secluded privet trimmed patio. The rolling, picturesque lawns are beautifully landscaped with specimen trees, professional lighting, an enclosed vegetable garden, and a private putting green with a 85-yard practice range.

143 Heather Lane, Mill Neck

530 Chicken Valley Road, Matinecock
$6,680,000
8 Beds ⋅ 9 Baths ⋅ 1037635 MLS
Welcome to Longview set behind gated access on almost 11 breathtaking acres, this extraordinary estate embodies timeless luxury, exceptional craftsmanship, and effortless livability. A sweeping drive, interlocking stone walkway, and stately covered entrance create an impressive arrival, while beautifully appointed interiors offer warmth, sophistication, and abundant natural light. Designed with both grand-scale entertaining and comfortable everyday living in mind, the residence features 8 bedrooms, 6 full baths, and 3 half baths, including a thoughtfully positioned first-floor guest wing offering privacy and convenience. Rich wood detailing, custom built-ins, marble finishes, and expansive windows are found throughout. A handsome wood-paneled library and bespoke study evoke classic old-world elegance, while gracious entertaining spaces flow seamlessly from one to the next. The beautifully appointed dining room is highlighted by a dramatic floor-to-ceiling bowed window that fills the space with an abundance of natural light. An adjoining wet bar leads seamlessly to the chefs's kitchen, where an oversized center island, breakfast bar, state-of-the-art appliances, and extensive prep areas create an exceptional setting for everything from intimate gatherings to large-scale entertaining. Large breakfast room off kitchen and wonderful family room w/ built-ins with fireplace off kitchen as well. An impressive array of lifestyle amenities includes a custom dance and ballet studio, expansive fitness space, resurfaced tennis court, and spectacular in-ground Gunite pool surrounded by mature trees and private lounging areas. A raised stone patio provides an elegant setting for outdoor dining and entertaining, while an attached pool cabana room with its own bathroom offers exceptional convenience and a seamless connection to the pool and outdoor living areas. From spa-inspired baths and sun-filled sitting rooms to multiple garages and extensive parking, every detail of the remarkable estate has been thoughtfully considered. Sophisticated without feeling formal, the property offers exceptional privacy, gracious proportions, and resort-style amenities in a truly magnificent setting. Radiant heat in primary bathroom and sunroom. Full house generator. Excellent location for commuting.

530 Chicken Valley Road, Matinecock

530 Chicken Valley Road, Locust Valley
$5,898,000
8 Beds ⋅ 9 Baths ⋅ 935076 MLS
Set behind gated access on over 10 breathtaking acres, this extraordinary estate captures the essence of timeless luxury while remaining remarkably warm and inviting. A sweeping driveway, interlocking stone walkway, and stately covered entrance create a striking first impression, while inside, sunlit interiors and impeccable craftsmanship elevate every moment of daily living. Designed with both elegance and comfort in mind, the home offers 8 bedrooms, 6 full baths, and 3 half baths, including a thoughtfully positioned first-floor guest wing for added privacy. Rich wood detailing, handcrafted built-ins, marble finishes, and expansive windows create interiors that feel refined yet effortlessly livable. The wood-paneled library and bespoke study evoke old-world sophistication, while the gracious entertaining spaces are designed for modern living. A beautifully appointed dining room with adjoining wet bar flows seamlessly into the chef’s kitchen, where an oversized island, breakfast bar, state of the art appliances, and extensive prep areas create the perfect setting for everything from intimate dinners to large-scale entertaining. Lifestyle amenities abound, including a custom dance and ballet studio, expansive fitness space, resurfaced tennis court, and a stunning inground gunite pool surrounded by mature trees and private lounging areas. The raised stone patio is ideal for elegant gatherings. Elegant pool cabana with its own bathroom offers a seamless extension of the outdoor living space, perfect for hosting, lounging, and elevated backyard enjoyment. From the spa-inspired baths and sun-filled sitting rooms to the multiple garages and extensive parking, every detail has been curated to support both grand entertaining and relaxed everyday life. Sophisticated without feeling formal, this is a home where elegance unfolds effortlessly.

530 Chicken Valley Road, Locust Valley

6 La Colline Drive, Mill Neck
$5,495,000
6 Beds ⋅ 9 Baths ⋅ 940128 MLS
An extraordinary life begins here - A true luxury masterpiece, this extraordinary estate offers over 12,000 square feet of impeccably finished living space, gracefully positioned on five acres of private, manicured grounds. Designed for those who demand excellence, the residence blends timeless architectural elegance with modern amenities of the highest caliber, creating a lifestyle of sophistication and tranquility rarely found at any price point. From the moment you enter the grand foyer, soaring ceilings, eight-foot solid doors, and exquisite millwork set the tone for the refined craftsmanship that defines every room. The main level is designed for both lavish entertaining and intimate living, anchored by an impressive executive office finished with custom woodworking, coffered ceilings, built-ins, and a gas fireplace. The family room is equally captivating, appointed with intricate base and crown moldings, a wood-burning fireplace, and three sets of French doors opening to the expansive bluestone terrace, seamlessly blending indoor and outdoor living. A parlor or piano room also spills onto the terrace through French doors, while the sun-filled living room offers a gas-burning fireplace and additional sets of French doors leading outside. The breakfast room overlooks the grounds and connects to a chef’s kitchen of exceptional scale, featuring a large center island, dual Viking wall ovens, Viking gas cooktop, Sub-Zero refrigeration, two dishwashers, and a fully outfitted butler’s pantry with wet bar and wine refrigerator. A formal dining room, a private guest bedroom with en-suite bath, and a full laundry room complete the main level with effortless function. An elegant staircase leads to an opulent primary suite designed as a private retreat, offering a sitting room, tray ceiling, dual walk-in closets, and a spa bathroom with steam shower, Jacuzzi soaking tub, and radiant heated floors. Additional accommodations include two bedrooms both with an en-suite bath, and one with a walk-in closet, and two additional bedrooms with walk-in closets connected by a Jack-and-Jill bath featuring both a walk-in shower and separate soaking tub. A spacious second-floor living room adds further versatility and comfort. The walkout lower level is a destination unto itself—an entertainer’s universe featuring a movie theater, gym room, 500-bottle temperature-controlled wine room, billiards room, game room, memorabilia room, and a large living room with a wood-burning fireplace. A full bathroom, half bathroom, cedar closet, and abundant storage enhance the functionality of this spectacular space. The resort-inspired exterior rivals world-class vacation properties, offering a sweeping bluestone terrace, a heated saltwater gunite pool framed by a brick patio, and two beautifully designed cabanas—one with a full kitchen and one offering a changing room and bathroom for convenience. Athletic enthusiasts will appreciate the oversized T-shaped sports court equipped for tennis, basketball, and pickleball. The property further includes a three-car heated garage with storage systems and Garage-Tech flooring, a gas generator, Sonos sound system with built-in speakers, a security system, and an unfinished walk-up attic with over 2,000 square feet of potential expansion space. Estate homes of this magnitude and craftsmanship are exceedingly rare and virtually impossible to replicate at this scale. This is more than a residence—it is a private retreat, a statement of achievement, and a once-in-a-lifetime offering in ultra-luxury living.

6 La Colline Drive, Mill Neck

127 Horseshoe Road, Mill Neck
$5,400,000
7 Beds ⋅ 11 Baths ⋅ 885062 MLS
The Chimney's-- a rare opportunity to own a one-of-a-kind magnificent Gold Coast WATERFRONT estate. This is a property that embodies elegance, scale, and privacy. Set on 12 secluded acres with 450 feet of DIRECT WATERFRONT, The Chimneys is a grand Tudor manor built from herringbone brick, stone, and timber — materials that speak to a level of construction that simply cannot be replicated today. Behind its gated entry lies old-world grandeur and sophistication, set against the backdrop of sweeping water views. Inside, the home offers soaring ceilings, intricate moldings, and six marble fireplaces. A 40-foot salon, paneled Georgian library, formal dining room, music room, and expansive kitchen with butler’s pantry showcase its thoughtful design for both entertaining and daily living. The residence features multiple en-suite bedrooms, including a primary suite with original paneling, a marble bath, and a formal dressing room. Elevators seamlessly connect all levels of the home, offering ease and convenience without compromising its historic charm. The carriage house includes a two-bedroom apartment and five-car garage, ideal for guests, staff, or extended family. Located in the prestigious village of Mill Neck, this estate offers the rare combination of seclusion and convenience. Just 30 miles from Manhattan, with easy access to world-class shopping, dining, country clubs, and yacht clubs, this North Shore enclave is one of the most coveted addresses on Long Island. This is more than a home — it’s a legacy estate, an architectural treasure, and a lifestyle investment that will stand the test of time.

127 Horseshoe Road, Mill Neck

159 Factory Pond Road, Mill Neck
$4,760,000
6 Beds ⋅ 8 Baths ⋅ 937287 MLS
Tucked away on Mill Neck Creek, the tranquil setting is a perfect place to enjoy the beauty of the waterfront landscape around this classic six bedroom brick residence with fabulous architectural details and woodwork throughout. Beginning in the resplendent Foyer, the expansive floor plan shows the sun-filled rooms polished to perfection. Gracious principal rooms such as the Living Room, Sun Room, Den and Dining Room provide the ambiance to entertain in large scale. The main floor primary suite with fireplace and views of the water offer two baths and a large dressing room. Two additional bedrooms are on the main floor with three bedrooms are located on the second floor. The eat-in kitchen marries form and function with a fabulous prep kitchen with top of the line appliances. Brick walled patios, bluestone walkways, vibrant gardens and an outdoor fireplace surround the home for enjoyment throughout the seasons. Off the Mudroom is an oversized three car garage. In warm weather, there is a heated pool with a brick patio enclosed by estate fencing. A separate two bedroom cottage and one car garage are a delightful bonus.

159 Factory Pond Road, Mill Neck

5 Westwood Court, Muttontown
$4,100,000
5 Beds ⋅ 6 Baths ⋅ 997992 MLS
Set on 3.1 breathtaking park-like acres along a quiet country lane, this immaculate 5 Bedroom Colonial offers an exceptional lifestyle with over 7200 square feet of beautifully appointed living space. Sunny and bright throughout, the home features expansive rooms, soaring ceilings, and hardwood floors that create an elegant yet welcoming atmosphere. Designed for both grand entertaining and comfortable everyday living, the residence boasts a gourmet chef's kitchen along with multiple gathering spaces enhanced by fireplaces in the dining room, den, game room and luxurious oversized primary bedroom suite. Step outside to experience resort-style living at its finest. Expansive terraces with awnings and a built in BBQ area are steps away from the stunning heated gunite saltwater pool complete with sun deck, surrounding terraces and an exceptional pool house featuring a living/dining room, kitchen and full bath-the perfect retreat for entertaining family and friends all summer long. Ideally located close to major roadways, schools, shopping and clubs. This extroadinary property combines privacy, luxury and convenience in one remarkable offering. A rare opportunity that will not last long!

5 Westwood Court, Muttontown

8 High Meadow Court, Glen Head
$3,700,000
5 Beds ⋅ 8 Baths ⋅ 1010610 MLS
Welcome to 8 High Meadow Ct, a stunning classic all brick Colonial spanning 6000sqft of luxury set on a magnificent serene Old Brookville cul de-sac. This 5 bedroom Gem is rich with architectural details, exquisite millwork and designer finishes. A Gracious two-story Foyer introduces expansive principle rooms including Living Room/Fireplace, Formal Dining room, Den/Fireplace and Library/Office /Fireplace for effortless grand entertaining or more intimate gatherings Custom Cabinetry surrounds the fabulous Chef's dream Kitchen for endless storage with separate spacious Breakfast room overlooking pool setting. The primary bedroom is a lavish retreat with sun-lit sitting room, fireplace, wardrobe dressing area and luxurious spa bath occupying the prime position of the 2nd floor . Two spacious bedrooms with shared bath and wrap around hallway leading to 4th en-suite bedroom complete the 2nd floor. Lower level is partially finished with playrooms, storage closets, large cedar closet and 1/2 bath. Step outside to brick-walled patio with built-in BBQ and multiple bluestone patios and walkways lined with vibrant gardens leading to the sparkling gunite heated pool with jacuzzi waterfall, Surrounded by lush landscaping, a covered patio with ceiling heaters opens to the very spacious Guest/Pool House with living room, full kitchen , full bath, laundry room and dressing room for a year round retreat. 3 car garage. 2 magnificent private acres, Locust Valley SD. By Appointment

8 High Meadow Court, Glen Head

5 Danton Lane S, Locust Valley
$3,250,000
6 Beds ⋅ 7 Baths ⋅ 905483 MLS
Welcome to this Regal Georgian-Style Estate, a Distinguished 12-Room Residence Tucked within the Private Enclave of Land's End in Lattingtown. Set on Nearly 5 Acres with Approximately 6,744 Square Feet of Refined Living Space. This rare offering Blends Timeless Elegance and Exceptional Privacy. A Stately Bluestone Entry and Classic Portico Open to the Marble Foyer with a Sweeping Staircase. The Grand Formal Dining Room Adorned with a Custom Murano Chandelier, Transitions Effortlessly into the Elegant Living Room, Complemented by an Expansive Great Room Showcasing a Coffered Ceiling, Marble Fireplace and Wet bar. They Connect Seamlessly to the Granite Chef's Kitchen Featuring Sub-Zero Refrigeration, Double Wall Ovens, Impressive Center Island and Custom Cabinetry. French Doors Lead to the Sunroom with Beamed Ceilings, Bluestone Floors and Walls of Windows Overlooking the Stunning Grounds, Ready for Al Fresco Dining. The Main Level Also Features a Sophisticated Richly Paneled Study/Office with Vaulted Beamed Ceiling and Wood Burning Fireplace, A Dedicated Music Room, Convenient First-Floor Bedroom, Full Bath and Laundry Room. The Second Level is Anchored by a Luxurious Primary Suite with Marble Fireplace, Sitting Area, Dual Custom Closets, Private Deck and Radiant-Heated Marble Spa Bath. Three Ensuite Bedrooms plus a Fourth Bedroom with adjoining Media Room Sharing a Beautifully Appointed Granite Bath. The Partially Finished Lower Level Provides an Inviting Lounge and Entertainment Area with Abundant Storage and Exterior Entry. Outdoors, a Striking Stone Courtyard leads to the Main Residence. Two Separate Three-Car Garages: One Attached to the Residence, and a Second Heated Garage with Wonderful Guest Accommodations Above, while the Resort-Style Grounds Feature a Heated Gunite Pool, Hot Tub, Pool House, Tennis Court, and Full-House Generator. Ideally Located Just Minutes from the Charming Hamlet of Locust Valley. Lattingtown Beach Rights.

5 Danton Lane S, Locust Valley

110 Linden Lane, Upper Brookville
$3,200,000
6 Beds ⋅ 5 Baths ⋅ 1014387 MLS
Welcome to luxury living in Upper Brookville's most desirable location. This stunning furnished residence features 6 bedrooms, 5 bathrooms, an office, and a luxurious master suite with a steam shower, jacuzzi tub and a huge walk-in closet. Spread across beautifully landscaped grounds, enjoy amenities such as a Har-Tru tennis court, a heated Olympic-size pool with a spa, and a sun filled deck with an outdoor kitchen ideal for entertaining. The home boasts an integrated Sonos speaker system both indoors and outdoors, providing high-quality sound throughout. For fitness enthusiasts, there's an in-house gym, playground. The fenced property ensures privacy and security with gated access. Experience unparalleled comfort and elegance in this prestigious estate.

110 Linden Lane, Upper Brookville

245 Lattingtown Road, Locust Valley
$3,065,000
5 Beds ⋅ 6 Baths ⋅ 984139 MLS
Discover a unique, one-of-a-kind property in the charming village of Lattingtown, where indoor and outdoor living blend seamlessly. This beautifully renovated home sits on 1.42 acres, featuring a pool, putting green & bocce court making it an entertainer's dream. Spanning approximately 4,000 square feet, the house offers a well-designed first floor with a den, a formal living room with a wood-burning fireplace, a dining room with a gas fireplace, a butler's pantry, and an eat-in kitchen. Convenience abounds with a laundry room and powder room on this level. The expansive wraparound porch, complete with multiple seating areas and a gas fireplace, provides stunning views of the property year-round. The second floor boasts a luxurious primary ensuite bedroom with a large custom walk-in closet and a gas fireplace. Four additional bedrooms and three full bathrooms ensure ample space. The finished third floor is perfect for storage and is complete with a full bathroom. The lower level/basement includes an additional wood-burning fireplace. Adding to the charm of this property is a delightful cottage, ideal for recreational use, complemented by a picturesque outdoor sitting area. This exceptional property in Lattingtown truly offers an idyllic lifestyle for those who appreciate both elegance and functionality.,

245 Lattingtown Road, Locust Valley

540 Chicken Valley Road, Locust Valley
$2,800,000
4 Beds ⋅ 4 Baths ⋅ 990843 MLS
Set on five serene, park-like acres in Matinecock, this exceptional estate offers a rare blend of privacy, elegance, and opportunity. The lush, meticulously manicured grounds—masterfully designed by the acclaimed landscape architecture firm Innocenti & Webel—create a breathtaking setting with ample room for a pool or future enhancements. Designed for both sophisticated entertaining and effortless everyday living, the residence features sun-filled interiors that seamlessly open to expansive lawns and picturesque outdoor spaces. The generously proportioned primary suite, along with three additional bedrooms—including a private en-suite guest room—are thoughtfully situated away from the main living areas, offering comfort, tranquility, and a true sense of retreat. The gourmet kitchen is appointed with top-tier Wolf and Sub-Zero appliances, perfectly suited for the discerning chef. A substantially lower level presents endless possibilities, whether envisioned as a wine cellar, private cinema, fitness studio, or additional recreational space. Enhancing the property is a private equestrian facility complete with a barn, stables, professional lighted riding ring, and storage. Equally versatile, this space could easily be reimagined as a yoga or art studio, curated gardens, or a resort-style pool and wellness retreat. This remarkable estate offers an extraordinary opportunity to create a truly bespoke sanctuary.

540 Chicken Valley Road, Locust Valley

4 Horse Hollow Road, Locust Valley
$2,550,000
6 Beds ⋅ 6 Baths ⋅ 869706 MLS
Welcome to this exceptional 1893 architectural masterpiece -- the embodiment of Long Island's renowned Gold Coast. Once part of the historic Weir estate that encompassed multiple acres, this estate, now on just over 2 acres, and tucked away on a secluded hilltop sanctuary, offers the elegance of yesteryear, but with the updated amenities we all need today. Located in one of the North Shore's most charming and coveted neighborhoods, this stunning six-bedroom, six-bathroom residence offers more than 6,300 sq. ft of thoughtfully designed living space with a strong emphasis on privacy, comfort, and outdoor enjoyment. The cedar shake home features a slate roof and fieldstone accents that attest to its architectural heritage. Enter the home through a magnificent wood door enhanced with beautiful leaded windows into a spacious foyer with herringbone oak floors. The main level features a large Living Room with a fireplace and multiple sitting areas, as well as access to a patio beyond. A formal Dining Room, also with a fireplace, as well as a coffered ceiling, anaglypta wainscoting, elegant crown moldings and a hardwood floor sits on the other side of the foyer. The china pantry features wood cabinets that can hold numerous sets of china. The cozy Library will enchant with its floor-to-ceiling wall of bookcases. Beyond the Library one enters the updated and modern kitchen, which has green granite counters, and an abundance of efficient cabinets. Only the most modern appliances will be found here - a Wolf range, a Subzero refrigerator, and a Fisher Paykel dishwasher, for example. Just beyond the kitchen proper, you'll find a climate-controlled wine room, as well as a large space for in - kitchen eating. The main floor also includes a sunroom off the Living Room, a Den with another fireplace off the Kitchen, and a Conservatory beyond that. The upstairs is reserved for sleeping. The Primary bedroom is the ultimate sanctuary, with a fireplace, an elegant marble bath, as well as a hallway of closets and a dressing room. Beyond that, there are five more bedrooms and four more baths, as well as a Craft Room. From the moment you arrive, the outdoor spaces command your attention with an almost theatrical flourish. Sweeping grounds unfold in every direction, offering a verdant tapestry of manicured gardens, and sun-drenched expanses that blur the boundary between curated landscape and natural splendor. This is not merely a yard -- it is a private domain designed for al fresco entertaining. Whether languishing by the heated saltwater pool, or reading a book by the firepit while overlooking the sumptuous grounds, there's a sense of calm and peace. And for those who love whimsey, the elevated tree house with its expansive decks and the charming playhouse offer additional pleasures. Beyond the property's own boundaries the surrounding community adds immeasurable dimension. The home sits across the street from the renowned Creek Club, and Bailey Arboretum is just down the street. The nearby village of Locust Valley offers a multitude of acclaimed restaurants and enchanting shops and the proximity to the LIRR ensures seamless connectivity to Manhattan. The convenience of acclaimed educational institutions situated just moments away, is another plus, reinforcing the neighborhood's reputation for discerning households who refuse to compromise on quality of life. This is Locust Valley at its most compelling -- where the prestige of a historic Gold Coast address converges with the warmth of a true family home.

4 Horse Hollow Road, Locust Valley

1 Glenby Lane, Brookville
$2,500,000
5 Beds ⋅ 4 Baths ⋅ 993165 MLS
Tucked away in the heart of Brookville, this exceptional 2-acre estate at 1 Glenby Lane offers the perfect blend of luxury, privacy, and comfort within the highly regarded Locust Valley Central School District. Surrounded by lush, expansive grounds, the property unfolds into a sprawling, park-like setting complete with a full tennis court and a beautiful in-ground pool creating your own private retreat. A sweeping, estate-style U-shaped driveway makes a striking first impression, offering a grand approach and elegant arrival experience that sets the tone for the home. Inside, this warm and inviting 5 bedroom, 3.5 bath residence balances comfort with refined living, featuring thoughtfully designed interiors ideal for both everyday living and effortless entertaining. The spacious family room seamlessly extends to the outdoor entertaining area, leading directly out to the pool creating a natural indoor-outdoor lifestyle. At the center of the home is a stunning chef’s kitchen, featuring premium Wolf and Sub-Zero appliances that combine style with top-tier performance. Seamless indoor outdoor flow enhances the experience, with the expansive property offering endless opportunities to relax and entertain. Whether hosting by the pool, enjoying a match on your private court, or simply taking in the beauty of the grounds, this home delivers a lifestyle that is both luxurious and inviting. Brookville is one of Long Island’s most coveted and established communities, known for its expansive estates, privacy, and natural beauty. Perfectly positioned on the Gold Coast, it offers close proximity to the charming villages, the waterfront towns along the North Shore, renowned golf courses and country clubs, as well as convenient access to the Long Island Rail Road for an easy commute to Manhattan. The area combines a quiet, refined setting with access to some of the region’s finest dining, shopping, and lifestyle amenities. A rare offering in one of Brookville’s most prestigious and desirable locations.

1 Glenby Lane, Brookville

170 Hegemans Lane, Old Brookville
$2,350,000
970684 MLS
Only one building lot left! One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved with underground utilities which include natural gas, electric, water, cable and a driveway curb cut. The only thing left is to design the home of your dreams and start building! Adding to the beauty, ambiance and privacy of the area, across from the gated entrance to the Chatwal Estates, there is a 60-acre parcel known as Young's Farms Fields that is to be forever preserved in its natural state. Conveniently located only 25 miles from Manhattan and close to fine dining, schools, clubs and shopping.

170 Hegemans Lane, Old Brookville

166 Hegemans Lane, Old Brookville
$2,250,000
965437 MLS
New gated community in the Village of Old Brookville. Ready to be built on 3.00 acres all flat on a newly developed cul-de-sac. Wide and deep dimensions, this is the ideal land parcel to construct a dream home on. Scenic vistas with a variety of opportunities to design and build new construction. Can build 7,000 sqft to 8,000+ sqft or smaller. Excellent location off a private road access with natural gas available. Around the corner from the famous Youngs Farm and Brookville Country Club with other golf and tennis clubs nearby, yacht clubs and more. Short distances to major highways and public transportation options, just 25 miles to Manhattan, and quick routes to multiple international airports. Enjoy the North Shore lifestyle on Long Island, in one of the most picturesque villages and areas in all of New York and the United States.

166 Hegemans Lane, Old Brookville

6 Greatmeadow Road, Locust Valley
$2,248,000
4 Beds ⋅ 3 Baths ⋅ 981016 MLS
Welcome to the coveted Lattingtown Harbor Private Beach Community! This beautifully renovated and expanded ranch is ideally located just steps from the Lattingtown Beach House, offering effortless access to one of the North Shore's most sought after waterfront enclaves. Set on 2 private acres, the property features a brand-new asphalt driveway and exceptional outdoor living spaces designed for entertaining, including a charming covered patio and inviting fire pit area-perfect for relaxed gatherings year-round. Inside, the entertaining rooms are anchored by custom hand-made Mexican terracotta tile, creating warmth and character throughout. The thoughtfully designed chef's U-shaped kitchen is a standout, featuring a 48" Wolf range, Sub-Zero refrigerator with double freezer, quartz countertops, Cle tile, Brizo fixtures, Arhaus lighting and all new cabinetry. The adjoining dining room offers built-in cabinetry with countertop, elegant brass sconces, and a striking Arhaus chandelier. A stunning double-sided stucco fireplace divides the den and living room, each enhanced by hand-carved teak mantels and wall accents from Thailand. A new glass exterior patio door seamlessly connects the living space to the outdoor entertaining area. The spacious primary suite is a true retreat, complete with dressing room, separate closet, and a luxurious en-suite bath featuring Brizo fixtures, double vanity, walk-in shower, and insulated soaking tub. Sliding doors provide access to an outdoor cedar shower. Three additional bedrooms share a beautifully renovated hall bath. A convenient first-floor laundry closet includes new LG appliances. The lower level adds valuable bonus space with a playroom, along with a new Vulcan drainage system and hard-plumbed dehumidifier for peace of mind. Lattingtown Harbor offers a unique lifestyle with golf cart-friendly access to a private beach house featuring a kitchen, lounge, recreation room, bathrooms, and multiple decks overlooking the Long Island Sound. Residents enjoy mooring rights, floating dock, outdoor showers, grills, dining areas, and kayak storage -an unparalleled coastal living experience.

6 Greatmeadow Road, Locust Valley

27 Mohring Bay Court, Bayville
$1,900,000
3 Beds ⋅ 3 Baths ⋅ 922169 MLS
Location Location Location on desirable Mohring Bay Court! 180-degree unobstructed views of Long Island Sound, yet NOT IN A FLOOD ZONE! This beautiful home offers approximately 2500 sq-ft of modern living with high ceilings, 3 bedrooms, 3 baths, natural gas heat, CAC, CVAC, 2nd-floor laundry, finished basement, 2-car heated garage with Tek System, and gas whole house generator. Situated on over 1/3 acre, this residence boasts a sparkling vinyl inground heated salt-water pool, separate hot tub, large front porch, huge rear deck and patio, outdoor granite kitchen with natural gas grill, plus a large shed. Enjoy panoramic water views from every window, and relax in the Primary Suite featuring an en-suite bath and a coveted private balcony overlooking the Sound. Locust Valley schools, taxes under $18k.

27 Mohring Bay Court, Bayville

43 Oak Point Drive N, Bayville
$1,850,000
5 Beds ⋅ 3 Baths ⋅ 921654 MLS
Direct waterfront property high above sea level in the Village of Bayville within the highly sought after of Oak Neck Point private community. Sweeping panoramic views over the Long Island Sound, this property features steps down to a blue stone patio, additional sun deck and a private beach. Sea wall in great condition. Water views upon immediately entering the home and from the backyard, absolutely stunning. This 5 bedroom colonial home has been updated throughout including heated granite floors and a beautiful Wood Mode Kitchen with custom cabinetry and bar open to a breakfast room and sliding doors to the backyard. Outside features an infinity style swimming pool blending into the horizon, outdoor shower, patio and deck. Formal dining room and living room plus den with fireplace and custom built-ins round out the first floor. The living and dining areas flow seamlessly to expansive glass doors that open to the backyard creating an unparalleled indoor-outdoor lifestyle ideal for entertaining or quiet relaxation on the water. Generously proportioned bedrooms, including a luxurious primary suite upstairs, big closets plus your own home office. The professionally landscaped grounds and direct waterfront setting create a private resort-like atmosphere, all just minutes from beaches, parks, local restaurants and close proximity to the towns of Locust Valley and Oyster Bay.

43 Oak Point Drive N, Bayville

5 Fox Lane, Locust Valley
$1,835,000
4 Beds ⋅ 4 Baths ⋅ 990449 MLS
A gracious entry welcomes you with a lush, beautifully landscaped front yard, mature trees, a circular driveway, ample parking, and a two-car garage. Set on two secluded, level acres in prestigious Lattingtown, this multi-level 3500 sq ft residence offers an exceptional blend of space, comfort, and resort-style living. Thoughtfully designed with an open, airy layout and generous living spaces, this home is ideal for both everyday living and effortless entertaining. Expansive windows flood the interiors with natural light, highlighting rich hardwood floors, elegant marble baths, and a chef’s kitchen featuring radiant heat. New CAC! The backyard is a true private retreat. Enjoy a sparkling heated saltwater gunite pool—renovated in 2020 and complete with a diving board and slide—along with a zip-line, tetherball and basketball hoop for endless outdoor fun. The expansive new patio, boasting stunning stone fireplace, offers multiple seating and dining areas, providing the perfect setting for intimate gatherings or grand-scale entertaining. Low taxes: $20,429!

5 Fox Lane, Locust Valley

380 Duck Pond Road, Matinecock
$1,775,000
6 Beds ⋅ 6 Baths ⋅ 997112 MLS
Set within the prestigious Village of Matinecock, in the heart of Locust Valley on Long Island’s legendary Gold Coast, this impeccably maintained brick Country Manor evokes timeless elegance, privacy, and endless possibilities. Beyond its stately presence, a gracious interior unfolds with generously scaled rooms, --living rm & dining room have 10' ceilings-- exquisite custom moldings, rich architectural detail, and three fireplaces that create an atmosphere of warmth and understated luxury. ALL NATURAL GAS. The gourmet eat-in kitchen serves as the heart of the home with gas cooking, and designed for both elevated entertaining and intimate everyday living. The serene primary suite offers a private retreat with 2 large walk-in closets and complete with its own deck overlooking the breathtaking grounds. A first-floor multi-guest suite provides exceptional flexibility for extended family, guests, or live-in support. Perfectly positioned on two flat, usable acres, the estate invites a lifestyle limited only by imagination — with abundant room for a resort-caliber pool, tennis court, curated gardens, or outdoor entertaining spaces tailored to your vision. A detached three-car garage further complements the property’s refined country estate appeal. Located just moments from the charming boutiques and acclaimed dining of Locust Valley Village, and surrounded by world-renowned country clubs and equestrian estates, this exceptional residence also enjoys close proximity to some of the nation’s most distinguished private schools, including The Green Vale School and Friends Academy. This is more than a home — it is an opportunity to experience the legacy, prestige, and lifestyle that define Long Island’s Gold Coast.

380 Duck Pond Road, Matinecock

3 Pleasantview Drive, Bayville
$1,570,000
4 Beds ⋅ 3 Baths ⋅ 1002071 MLS
Welcome to 3 Pleasantview Drive, a turn-key coastal masterpiece offering breathtaking water views from every single room. Situated on Long Island’s exclusive Gold Coast, this spectacular four-bedroom, two-and-a-half-bathroom custom home is just one year young and elevated to full FEMA compliance, seamlessly merging timeless seaside elegance with modern luxury. The sun-drenched, open-concept layout immediately impresses with high-end finishes, rich hardwood floors, and exquisite custom millwork. At the heart of the home is a chef’s kitchen, beautifully appointed with custom cabinetry, premium stainless steel appliances, and a massive center island designed for effortless entertaining. The main living space flows naturally into a spacious great room anchored by a sleek electric fireplace. From here, glass sliders open to a large balcony, offering panoramic water views that serve as the perfect backdrop for relaxation. The lavish primary suite functions as a private sanctuary, complete with dual walk-in closets, a spa-inspired ensuite bathroom featuring a luxurious soaking tub, and its own private viewing deck. Exceptional amenities round out this luxury property, including a Swim Spa (resistance pool & separate hot tub), ground-level carport for 6 cars, plus 4 additional driveway spaces. Private beach access, just steps from your front door. Situated only minutes from Bayville's top dining and parks, this pristine residence is ready for you to tour today.

3 Pleasantview Drive, Bayville

4 High Court, Bayville
$1,510,000
5 Beds ⋅ 4 Baths ⋅ 000041 MLS
Welcome to 4 High Court, a beautifully appointed 5-bedroom Oak Neck Point residence tucked away on a quiet Bayville cul-de-sac, offering the perfect blend of comfort, space, and resort-style living. Thoughtfully designed, this exceptional home features an expansive eat-in kitchen with radiant heated floors, formal dining room, gracious living room, and inviting family room with wood-burning fireplace and seamless access to the outdoor oasis. The grand primary suite offers two walk-in closets and a luxurious ensuite with Jacuzzi tub, separate shower, dual vanities, and radiant heat. Additional highlights include second-floor laundry, multiple-zone heating and two zone central air, alarm system, abundant storage, unfinished stand-up attic, new boiler (2026), new windows (2023), new oil tank (2022) and new roof (2021). Step outside to your private retreat featuring a heated in-ground gunite pool redone approximately 3 years ago, expansive deck, green space for gardening or play, and a pristine 2-car garage with professionally finished flooring. A rare Bayville offering combining lifestyle, comfort, and exceptional amenities.

4 High Court, Bayville

11 Beaver Drive, Bayville
$1,510,000
3 Beds ⋅ 3 Baths ⋅ 988957 MLS
This is Your Golden Opportunity…Rarely do homes become available on desirable Beaver Drive, only steps away from their private LI Sound Beach, yet NOT in a Flood Zone! You can enjoy North Shore Coastal Living and Winter Waterviews in a Spacious 3 Bedroom, 3 Full Bath Brick Home in Locust Valley SD that was exquisitely renovated in the last 5 years, has positively stately curb appeal, and is Pure Perfection! Upon front entry, you appreciate the abundant natural light throughout, the fantastic Open Layout, and you’re immediately drawn inside to the picturesque, magnificent view of the Country Club-Like Private Oasis, featuring a manicured 1/2 Acre, Gas Heated IG gunite pool, specimen perennials and IGS. Just imagine the joy of starting your day, watching glorious sunrises as you sip your morning coffee overlooking all the beauty from the spectacular floor-to-ceiling windows in the palatial, sun-filled Cathedral Ceiling Kitchen! You will surely love the enormous Quartz Center Island that is PERFECT for entertaining, the huge Walk-in Pantry Rm, high-end Bosch appliances and natural gas cooking/heating. Relax and rejuvenate in the Master Bdrm Suite featuring a fabulously decadent Dressing Rm/Walk-in Closet, as well as a sumptuous Spa-Like Master Bath featuring custom high-end multiple showers/jets/body sprays. Elegant FLR w/Gas FP, large Den, FDR w/french doors, gleaming HW floors, 4 Yr old CAC, and Granite Main Bath w/both a soothing Jacuzzi Tub plus separate Glass Shower. Have lively get togethers and lots of fun, in the full, finished basement w/fabulous high ceilings and complete w/Pool Table, Dart Board and Bar, Family Rm, Home Office Rm, Full Bath, Laundry Rm and Workshop/Storage Rm. Parking galore w/huge semi-circular driveway, plus TONS of storage w/an oversized 2-Car Tandem Garage, attic and more! You’ll be so sorry if you miss this rare opportunity to “Live the Coastal Dream”…You too, can end each day witnessing stunning sunsets over the LI Sound, relaxing on your own large Front Verandah, or down the steps to the Private Beach Paradise, as you swim, kayak or fish…Don’t let this chance pass you by!

11 Beaver Drive, Bayville

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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