luxury houses with pool for sale Bayville, United States

Dam House is a magnificent 8.66-acre waterfront estate presiding over brilliant sunsets and water views of Beaver Lake. Completed in 1926, the masterfully designed six - bedroom Colonial residence has a refined elegance and timeless charm. It is complemented by expansive bluestone and red-brick patios, a four-bedroom cottage, a one-bedroom pool house, a sparkling swimming pool and a hard surface tennis court. Shade, specimen and flowering trees proliferate the captivating gardens. Manicured shrubs and flowering perennials add to the landscaped beauty. Additional amenities include an irrigation system, an outdoor fireplace, a vegetable garden, a root cellar and two enclosed dog runs with shelter. Full house generator for the main residence and a separate generator services the cottage. Attached two-bay garage and detached four-car garage. This property offers a luxurious lifestyle, in an idyllic waterfront setting.

Set on three flat and beautifully usable acres, this classic brick residence pairs timeless architecture with gracious proportions and a thoughtful flow for both entertaining and everyday living. A generous entry foyer opens to a formal dining room and two adjoining living rooms, each anchored by a fireplace. French doors lead from the living rooms to a bluestone patio overlooking the grounds, a natural extension of the principal rooms. A library, or den, offers a quiet retreat. The eat-in kitchen is complemented by a home office or staff room with its own full bath. Three additional bedrooms on the first-floor share two full baths, a flexible arrangement well suited to guests and single-level living. The second floor is devoted to the primary suite, a private retreat with high ceilings, generous closet space, and attic storage beyond. A meticulously maintained lower level provides ample storage and room to expand. Outside, sweeping level lawns surround a gunite pool, with abundant space for recreation and entertaining. A two-car garage, generator, and brand-new HVAC system complete the offering. A gracious country estate with a setting and scale that are increasingly rare. Virtually staged- bedrooms, office and pool opening.

Welcome to Williamsburg, an exceptional estate nestled on more than 4.8 private acres in the prestigious Village of Lattingtown. Built in 1991 and offering approximately 9,500 square feet of living space, this remarkable residence combines timeless elegance, impressive scale, and sophisticated comfort. A dramatic two-story foyer with a sweeping curved staircase introduces elegant interiors designed for both entertaining and everyday living. The home features gracious formal living and dining rooms, a spectacular family room with soaring ceilings, a private office/library, and abundant natural light throughout. Six spacious bedrooms and six-and-one-half bathrooms include a luxurious primary suite wing with a spacious bath and two oversized walk-in closets. Additional highlights include five fireplaces, including a striking double-sided fireplace shared between the living and family rooms, a wine tasting room and wine cellar, recreation room, full basement, walk-up attic, oversized attached multi-bay garage, slate roof, and 600-amp electric service. Resort-style grounds complete the offering with an in-ground gunite pool, tennis court, expansive lawns, and mature landscaping. A rare opportunity to own a distinguished North Shore estate offering exceptional privacy, scale, and lifestyle amenities.

Nestled on four rare waterfront acres in the prestigious Village of Lattingtown, this exceptional estate encompasses 6,351 square feet of luxurious living space in an idyllic North Shore setting. Surrounded by rare dual water views overlooking The Creek and the Long Island Sound, the property seamlessly blends timeless architecture with thoughtfully curated modern updates. Designed for both elegant entertaining and comfortable everyday living, the residence features seven bedrooms and eight baths. Beautifully renovated formal spaces set the tone throughout. The formal living room and dining room, each anchored by its own fireplace, provide refined settings for gatherings and special occasions. At the heart of the home, a spectacular chef's kitchen captures picturesque water views and is appointed with premium appliances and an expansive center island. An adjacent, completely remodeled family room creates a seamless flow for everyday living, while a nearby butler's pantry and wet bar elevate the home's entertaining capabilities. Tucked near the primary wing, a distinguished library with its own fireplace provides a quiet retreat. The expansive first-floor primary wing serves as a private sanctuary, where bay windows frame serene water views and create the perfect setting to enjoy your morning coffee. Complete with dual baths, dual walk-in closets, and direct access to the patio overlooking the beautifully landscaped grounds, this exceptional retreat seamlessly blends comfort, luxury, and the beauty of its waterfront setting. The renovated lower level extends the home's versatility with a spacious recreation room, a dedicated fitness and wellness area featuring a sauna and cold plunge, an additional bedroom, a full bath, cedar closet, and abundant storage. Completing the estate, an updated two-bedroom apartment above the garage provides exceptional flexibility as a private guest residence or accommodations for extended family. The resort-inspired grounds offer an extraordinary setting for relaxation and entertaining, where newly designed patios, a custom fire pit, a spectacular saltwater gunite pool, a beautifully appointed pool house, and expansive rolling lawns are perfectly positioned to capture breathtaking waterfront vistas and golden sunsets shimmering across the water. Modern comforts include geothermal heating and cooling, a whole-house water filtration system, a whole-house generator, a slate roof, and extensive landscape enhancements. Ideally situated near private clubs, beaches, fine dining, shopping, and transportation, this is a rare opportunity to own one of Lattingtown's premier waterfront estates.

Set on a serene 11+ acre waterfront parcel on the coveted Gold Coast of Long Island, The Manor at Lands End stands as one of the last truly prestigious estates of its kind. This breathtaking compound, steeped in history, offers a rare opportunity to own with limitless views of Frost Creek and the glistening Long Island Sound. Originally a circa 1850 farmhouse, the estate was reimagined by the renowned architectural firm Walker & Gillette into the magnificent Georgian Colonial mansion that graces the property today. Spanning 13,000 sq. ft., the stately Manor Home is an architectural masterpiece, featuring exquisite original millwork, soaring ceilings, and an abundance of natural light. The grand formal rooms are perfect for hosting, including an expansive living room with a regal fireplace, a wood-paneled library, an elegant dining room, and a sunroom that captures sweeping views of the surrounding gardens and waterfront landscape. The home is further enhanced with luxurious details such as hand-painted murals, wide plank hardwood floors, and a dramatic spiral staircase beneath a stunning domed skylight. The eight spacious bedrooms, most with private en-suites, include a spectacular Primary Wing with two sitting rooms, 'his-and-her' dressing rooms, and two marble bathrooms. For staff or guests, the home offers a private two-bedroom apartment, with separate access for ultimate privacy. The estate's grounds are equally impressive. Designed by the legendary Frederick Law Olmsted, the landscaping is a true work of art, including a fragrant English garden, a walled rose garden, and expansive vegetable and herb gardens. Included in the Historic Gardens Registry at the Smithsonian Institute, the lush scenery overlooks the North Shore coastline and offers complete tranquility. The beautiful brick-columned pool house, with views of the sparkling in-ground pool and spa, is the perfect retreat for relaxation during the warmer months. This incomparable home is located within proximity to the Village of Locust Valley and several internationally acclaimed golf courses and private country clubs. With its impeccable gardens, tranquil pastures, oversized entertaining stone patios, and radiant waterfront views, The Manor at Lands End offers an unparalleled opportunity to own a piece of Long Island’s rich history. This is more than a home; it is a sanctuary - a place of beauty, privacy, and legacy that will last for generations to come.

Experience timeless elegance and grand-scale living in this extraordinary residence offering over 13,000 square feet of luxurious living space, perfectly set on more than 5 acres of manicured grounds. Enter through the impressive dual staircase foyer that sets the tone for this stately home, featuring 9 bedrooms and 9 bathrooms designed for comfort and sophistication. The main level boasts exquisite wood flooring throughout, detailed crown molding, and a seamless flow between the formal dining room, great room, and family room - perfect for both intimate gatherings and large-scale entertaining. The chef's mahogany kitchen is a masterpiece, showcasing a granite center island, Viking appliances, and a butler's pantry for effortless hosting. A private office, recreation rooms, and a fully equipped gym add to the home's unmatched amenities. Retreat to the expansive primary suite, featuring dual walk-in closets, his-and-her spa-inspired baths, and a private balcony overlooking the resort-style pool and outdoor kitchen area. The partially finished basement with 10-foot ceilings offers endless possibilities for customization. Outside, a sparkling in-ground pool, outdoor entertaining space, and lush landscaping create your own private oasis. A three-car attached garage and a grand circular driveway accommodating 30+ vehicles complete this rare offering. Located in the prestigious Matinecock Village of Oyster Bay, this remarkable estate combines classic craftsmanship with modern luxury - the perfect place to call home.

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, 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. Families appreciate the convenience of acclaimed educational institutions situated just moments away 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.

The most discerning will appreciate the unparalleled architectural details and sublime luxury that abounds in this hilltop Classic Contemporary Estate. Renovated top to bottom in 2018 by a professional builder for his personal residence, only the finest European structural and design elements were utilized. "Hilltop" offers a beautiful setting for comfortable living and gracious entertaining. The Open Concept interior floor plan, with floor to ceiling windows and breath-taking sweeping views of the landscape, flows seamlessly to the exterior Ipe deck and patio. Nestled in the Lattingtown Harbor Community, residents enjoy the private beach and clubhouse with mooring rights. All this awaits, a mere 30 Miles from Manhattan and less than 2 miles from downtown Locust Valley with charming shops, fine dining and public transportation. LHPOA Fees approx. $2500/yrly Private Carting.

This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a contemporary flair. The first floor has a two story foyer, spacious formal living and dining rooms, an office and a lounge with a built-in bar and billiards area. The state-of-the-art modern kitchen is outfitted with top-of-the-line Viking appliances, Neo Marble countertops, numerous pantries and a sweeping center island with bar seating. Off of the kitchen is a beautiful light-filled eating area, with doors leading out to the backyard, an inviting family room and a bespoke homework area/ work space. The main house boasts 6 vast bedrooms, all with en-suite bathrooms and large closets. The Primary Wing is on the first floor and is outfitted with a private sitting room, 2 patios, a laundry area, 'His and Her' spa-like bathroom with a stand-alone tub and two glass enclosed showers, as well as 2 custom walk-in closets, one totaling over 3,000 Sq.Ft. of storage space. Upstairs also features a playroom with a media center, a crafts room, a matted fitness area and a massive flex room over the 8 car attached garage. Additional interior details include 4 stylish powder rooms, an elevator, 2 full service laundry rooms, a whole-house Smart Camera and Alarm System, a central vacuum system, surround sound speakers and an unfinished basement, with an indoor sports court, spanning the entire length of the home. The exterior is fashioned with a gated entry, a long blue stone and pebble driveway, a solid stucco facade, steel windows and decorative metal gutters. The property is elegantly landscaped and has a 60ft x 25ft Saltwater Heated Pool and Hot Tub, a Cabana with a Kitchenette, a fenced-in Dog Run and a covered patio with an outdoor lounge area, great for entertaining. In proximity to The Village of Locust Valley, the LIRR, charming local beaches and some of Long Island's most prominent Country/Golf Clubs. Zoned for the acclaimed Locust Valley Central School District.

A remarkable contemporary waterview retreat offering privacy, architectural excellence, and an unparalleled connection to the natural beauty of Lloyd Neck. Set on two secluded acres with water views and beach access, this exceptional residence delivers over 5,000 square feet of thoughtfully designed living space, seamlessly blending sophisticated interiors with extraordinary outdoor amenities in one of Long Island’s most coveted coastal settings. The home’s striking architecture is defined by expansive walls of glass, soaring ceilings, and a carefully curated material palette. Accoya wood siding and Luna wood ceilings extend from the interior to the exterior, creating a seamless indoor-outdoor experience that is both visually stunning and functionally designed for modern living. The main level is centered around a dramatic great room with soaring ceilings and water views, flowing effortlessly into the kitchen featuring a statement lilac marble island, custom cabinetry, and premium appliances. A thoughtfully designed mudroom and butler’s pantry with first-floor laundry provide everyday convenience while maintaining the home’s refined aesthetic. The residence offers five bedrooms, including a luxurious primary suite on the main level and a secondary primary suite upstairs. A third bedroom features its own en-suite bath, while two additional bedrooms provide comfortable accommodations for family and guests. Additional highlights include a temperature-controlled, glass-enclosed wine display with capacity for approximately 1,000 bottles, a warm and inviting den with fireplace, and a lower level offering exceptional flexibility for recreation, wellness, media, fitness, or additional entertaining space. Expansive terraces overlook the water and are designed for effortless entertaining. The resort-style saltwater pool and spa enjoy stunning water views and offers a fully equipped outdoor kitchen. An additional upper level 1300 sqft outdoor terrace includes a wood-burning fireplace that creates the perfect setting for unforgettable gatherings. Call/Text Lauryn 631-905-2031 or James 718-810-9210 for more information.

Welcome to 3 Spring Bay Lane, an exceptional 6 bedroom 6 bath residence situated on approximately two private acres in Lloyd Harbor. Quality and character are evident throughout this beautiful home, beginning with an impressive two-story entry foyer featuring custom raised-paneling. The foyer is flanked by a spacious formal living room and dining room. As you move beyond the foyer you enter into the great room with the adjoining oversized eat in kitchen. The kitchen features a center island with gas cook top plenty of prep area, and a walk-in pantry for additional storage. Both the kitchen and great room have direct access to the outdoor deck with an oversized electric canopy which provides a wonderful setting for dining and entertaining while overlooking the pool and mature landscaped rear grounds. The spacious living room features cathedral ceilings and a wood-burning fireplace, creating a warm and inviting gathering space. The flexible floor plan includes a first-floor primary suite or guest suite, an additional bedroom with and dedicated bathroom and mud/laundry room conveniently located off the attached 3 car garage with electric charging station. The second level includes an expansive primary suite with gas burning fireplace and en suite bath. The primary bedroom features access to private office/sitting room. In addition the second story includes two oversized bedrooms with en suite bathrooms, and a bonus office/craft room. The finished lower level with an outside separate entrance offers an impressive array of amenities, including a large living/dining are with gas burning fireplace, a private workout room, a bedroom with en suite bathroom. There is additional finished space which is currently used as a playroom. Outside, enjoy the privacy of the fenced-in professionally landscaped back yard with mature plantings. A private in-ground heated salt water pool anchors the backyard with additional entertaining areas, and plenty of open green lawn. 3 Spring Bay residence also enjoy the exceptional lifestyle offered by Lloyd Harbor Village, including Village Camp, tennis, beach and mooring privileges making for unforgettable beach community year round living.

Set behind gated access on over 10 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. 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.

A Legacy Estate of Uncommon Distinction — Buttonball Hill Conceived in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, Buttonball Hill is a masterwork of Georgian architecture set amid sweeping manicured grounds. The classic red brick and clapboard exterior — crowned by a slate roof and crisp black shutters — announces itself with quiet authority. Inside, a double-height foyer with hand-carved moldings and a gracefully curved staircase sets the tone. Soaring ceilings and a natural flow make the principal rooms equally suited to intimate daily living and grand entertaining. The formal living room opens through French doors into a sun-filled solarium; the chestnut-paneled library and cozy den each offer their own fireplace and garden access. The chef’s kitchen is a true centerpiece — expansive and impeccably appointed, with top-of-the-line appliances, custom cabinetry, and generous counter space designed for serious cooking and effortless hosting. Multiple seating areas make it the natural heart of the home: a sun-drenched breakfast nook overlooking the gardens, a sprawling island ideal for casual dining, and a comfortable sitting area perfect for gathering with family and guests. The primary suite is a sanctuary: sitting room, two ensuite baths, fireplace, and a private balcony with sweeping estate views. Outside, a heated pool, Har-Tru tennis court, and beautifully landscaped gardens round out the resort-caliber grounds. A superbly maintained estate where historic soul meets modern ease — minutes from top schools, village amenities, and convenient rail access to the city.

Picture-perfect and beautifully renovated, this 4-bedroom, 2.5 bath Colonial is located in Oyster Bay's sought-after Forest Estates private pool community. Thoughtfully updated throughout, the home combines sophisticated finishes with a wonderful open floor plan designed for both everyday living and entertaining. European white oak floors flow throughout the home. The spacious living room features a wood-burning fireplace and a wall of windows that fills the space with natural light, while sliding doors open to a Trex deck and an exceptional, retreat-like backyard. The beautifully landscaped outdoor setting features a new heated in-ground vinyl pool, outdoor bar,expansive new terraces, new retaining walls, handsome masonry and a 7-zone irrigation system-creating an incredible setting for outdoor entertaining and relaxation. The chef's eat-in kitchen is beautifully appointed with quartzite countertops, a large center island, stainless steel appliances, abundant cabinetry and chic lighting. The adjoining dining room features a bay window and custom built-ins with quartz countertops, providing both stylish display space and excellent storage. Upstairs, the spacious primary bedroom offers a lovely bay window and en-suite bath with double vanity. Three additional bedrooms and a beautifully updated hall bath complete the second floor. Additional amentites include Lutron Caseta smart lighting, smart thermostats, a finished lower-level media room/play room with built-in air humidifier system, new hot water tank and attached 2 car garage. Enjoy the privacy of your own backyard oasis along with membership in the desirable Forest Estates private pool community. A truly special, move-in-ready Oyster Bay home offering exceptional indoor-outdoor living, modern conveniences and timeless style.

OFFERS OF $7,000,000 OR GREATER RECEIVED ON OR BEFORE SEPTEMBER 21, 2026 TO BE CONSIDERED. ENTIRE PROPERTY WAS COMPLETELY RENOVATED FROM 2023 T0 2026.nnMaison Blanche: An Architectural Icon in Upper BrookvillenExperience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (20232026) masterpiece.nnThe residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chefs kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands.nnUniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen.nnApp-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living. GPS. Off of Chicken Valley Rd.

Tucked behind a private gated drive and set across over eight pristine acres, this iconic 1916 manor estate has been comprehensively restored and strategically enhanced to meet the expectations of today’s most discerning buyer. Historic architecture remains intact, while modern systems, technology, and amenities have been elevated to a truly exceptional level. Grand formal living and dining rooms feature museum-quality moldings and millwork, offering a refined backdrop for both intimate gatherings and large-scale entertaining. The gourmet kitchen is designed for serious cooking and seamless hosting, flowing naturally into the home’s main living spaces. A striking paneled library with wood-burning fireplace provides a moody, private retreat, while the showstopping 23’ x 44’ great room by Smiros & Smiros commands attention with 16-foot ceilings and a dramatic stone fireplace—engineered for memorable entertaining. The primary suite functions as a true private residence within the home, complete with a separate sitting room, coffee bar, and half bath, a spa-caliber marble bathroom with radiant heated floors, and dual dressing rooms. Five additional en-suite bedrooms, including a fully ADA-accessible suite, along with an office overlooking the gardens, complete the second level. Amenities rival those of a private resort, including a paneled elevator, indoor endless lap pool, catering kitchen, dog spa, a fully refreshed gym, and a discreet panic room / walk-in vault offering an elevated level of security. For the automotive collector, the estate delivers rare flexibility: a heated three-car garage with soaring ceiling heights designed to accommodate lifts for up to six vehicles, complemented by two additional single-car garages. The grounds are equally intentional. A new slate roof, heated gunite pool, Har-Tru tennis court with lighting (recently resurfaced and fenced), putting green, English gardens, playhouse, and curated outdoor lighting create a private, park-like setting designed for year-round enjoyment. Extensive masonry restoration, irrigation repair, landscape clearing, and exterior upgrades have been executed at scale. Behind the scenes, the home has undergone substantial systems modernization, including new and serviced HVAC, complete attic insulation, comprehensive electrical upgrades, restored fireplaces, upgraded pool infrastructure, a fully serviced gate and telecom system, and enterprise-grade security with AI-enabled cameras and property-wide WiFi coverage. The interior has been fully refreshed with newly painted finishes, refinished hardwood floors, custom window screens throughout, and exterior trim replaced with durable Azek for longevity. This is not simply a restored estate—it is a fully realized modern compound, where legacy architecture meets forward-thinking execution

Set amid mature, beautifully landscaped grounds in the coveted Village of Matinecock, this distinguished brick North Shore residence, built in 2006, offers an exceptional combination of scale, craftsmanship, privacy, and resort-inspired living. Rich hardwood floors, substantial millwork, designer wallcoverings, and thoughtfully updated interiors create a home that is at once impressive and inviting. A dramatic, columned double-height foyer with graceful bridal staircases sets an elegant tone upon arrival. The formal dining room is distinguished by a coffered ceiling, while a handsome wood-burning fireplace anchors the spacious den. French doors extend the living spaces to an expansive slate-and-brick terrace overlooking the lush grounds. Designed for both everyday living and effortless entertaining, the eat-in chef’s kitchen features custom cabinetry extending to the ceiling, marble countertops, an oversized center island, generous pantry storage, wine refrigeration, and professional-grade Thermador stainless steel appliances. The first floor primary suite is a private retreat, entered through double doors and appointed with a fireplace, sitting den, two closets, substantial moldings, and an en-suite bath. A formal living room, sunroom with terracotta floors, beautifully appointed laundry room with abundant storage, an elegant powder room, and a bedroom with an attached full bath complete the first floor. Outdoors, the residence unfolds as a private North Shore oasis. The fully fenced 2.06-acre property is framed by mature landscaping and enhanced by multiple fountains and water features. An inviting saltwater swimming pool with an electric cover is framed by handsome slate terraces, while a built-in spa with a cascading waterfall flowing into the pool enhances the resort-like setting. A beautifully designed teak outdoor shower and playset complete an environment equally suited to sophisticated entertaining and leisurely summer days. For the automobile enthusiast or collector, an extraordinary combination of attached and detached garaging accommodates up to eight vehicles - a rare and remarkably versatile offering. Additional amenities include radiant heat beneath tiled areas, central vacuum, whole-house water filtration, natural gas, a generator, integrated audio, Lutron lighting system, seamless speaker systems, and an electric privacy gate at the entrance to the property. The expansive unfinished lower level, with tall ceilings and concrete floors, includes a matted fitness area, provides direct access to the attached garage, and offers substantial storage along with exciting potential for future recreation, wine, or entertainment spaces. Private yet welcoming, refined yet eminently livable, this exceptional Matinecock residence captures the enduring appeal of North Shore estate living, with gracious interiors, expansive grounds, resort-like amenities, and an extraordinary setting designed to be enjoyed in every season. Located within the esteemed Locust Valley Central School District.

Lloyd Harbor Country Compound Set on over three exquisitely landscaped acres in Lloyd Harbor, this distinguished estate offers a refined blend of architectural character and modern comfort. Gracious interiors are defined by high ceilings, natural woodwork, hardwood floors, and a thoughtfully composed layout designed for both relaxed daily living and elegant entertaining. The main level features an inviting foyer and a chef’s kitchen with island and dining area opening to a dramatic great room with fireplace. An additional large formal living room with fireplace and an office complete the main level. On the second level, there are 3 bedrooms and 2 full bathrooms. The expansive primary suite, with cathedral ceilings and a fireplace, includes two walk-in closets, a new luxury bathroom, and a hallway leading to a recently built massive exercise room, creating a comfortable and functional arrangement. The professionally landscaped property unfolds as a private retreat with an impressive collection of amenities, including an inground pool, pool house, outdoor kitchen, multiple fire pits, a separate tavern building, and tennis court. Stone walls, gardens, and sitting areas further enhance the setting, all surrounded by sweeping landscaped grounds and verdant wooded views, creating a rare offering in Lloyd Harbor. Taxes with village are $52,808.42.

Experience Applewood Estate a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself.nnHidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Islands historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities.nnThe centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds.nnDesigned as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat.nnOutdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estates serene natural surroundings.nnRarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shores most coveted enclaves. Applewood Estate is not simply a home it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

Situated within a private and prestigious community, 40 Coves Run has been thoughtfully expanded and updated by its current owners, offering exceptional space, comfort, and modern amenities. This impressive residence features 5 spacious bedrooms and 4.5 bathrooms designed for both elegant entertaining and everyday living. Upon entering, you are welcomed by a gracious living room and an expansive formal dining room. The sun-filled main living areas are open, airy, and seamlessly connected, creating an effortless flow throughout the home. At the heart of the residence is a spectacular chef’s kitchen featuring a large center island, high-end appliances, breakfast area and a walk-in pantry. The main level offers the convenience of three generously sized bedroom suites, including the luxurious primary suite. Upstairs, an open hallway overlooks the living space below and leads to two additional bedrooms, each privately situated on opposite sides of the home and featuring its own balcony. The fully finished Walk-Out lower level provides outstanding recreational space, including a game room, dance studio, recreation area, Gym, abundant storage closets, and utility space. The outdoor setting is a resort-like retreat. Enjoy a covered patio with a fully equipped outdoor kitchen, a heated in-ground salt water swimming pool, and a charming pool house and out door shower. A lit basketball court. Surrounded by lush, professionally landscaped grounds, this exceptional property offers the perfect blend of luxury, privacy, and indoor-outdoor living.

Set on two flat, quiet and bucolic acres surrounded by beautiful park-like plantings, mature specimen trees and colorful perennials, this renovated four-bedroom Center Hall Colonial offers serene country setting with exceptional convenience for commuting. A dramatic and elegant entry hall welcomes you with marble flooring and a striking staircase with decorative wrought-iron banister. Just off the foyer is a beautifully appointed full bath featuring custom, high-end porcelain and marble finishes. At the heart of the home is the sleek and stunning eat-in kitchen, thoughtfully designed with two sinks, two dishwashers and a quartzite waterfall center island with seating. GE Café appliances, a French oven and porcelain farmhouse sink complete the sophisticated space. Recessed ceiling lighting and motion-activated floor lighting provide both ambiance and effortless nighttime navigation. Radiant heat adds an additional level of comfort. The spacious formal living room features a wood-burning fireplace with marble surround and an abundance of natural light fro a wall of windows and French doors opening to the bluestone rear patio-ideal for seamless indoor-outdoor entertaining. The sunny formal living room showcases beautiful new wood floors and flows into a private office/den with French doors opening to a covered concrete patio. Upstairs are four bright bedrooms, including a spacious primary en-suite. All bathrooms have been custom designed with luxurious European finishes, including Grohe fixtures, heated towel bars and radiant heat. Outside, the spectacular, level property creates a truly dreamy setting. Expansive lawns, established perrenials and magnificent mature specimen trees surround a fenced, heated Gunite in-ground pool, offering exceptional privacy and a resort-like atmosphere. Numerous recent improvements include new Pella windows throughout, an updated cesspool, roof and plumbing, a new boiler and a full-house generator. Smart-home features allow heating, cooling, washer and dryer functions to be conveniently controlled from your phone. A beautifully renovated home combining timeless elegance, modern amenities and magnificent grounds in an exceptionally peaceful setting.

Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage millwork, antique hand-painted wallpaper, and Samuel Yellin wrought-iron gates from the JP Morgan estate. Designed in 1924 by renowned architect James W. O’Connor and landscape architect Robert Ludlow Fowler, Gray Horse Farm is where classic architecture meets nearly 9 acres of pristine, equestrian-ready grounds. Perfectly suited for multigenerational living, the estate includes three separate guest/staff quarters (two 1-bedrooms and one 3-bedroom), offering privacy while staying connected. For those who love to entertain and enjoy the outdoors, the estate features a 20' x 55' heated saltwater pool with a pool house that's fully equipped, tennis and basketball courts, and a secret meditation garden you don't want to miss. For the car enthusiast there's a 7-car garage. Equestrian enthusiasts will appreciate the 3-stall stable, multiple paddocks, and run-in horse shed, all designed for top-tier country living. Additional highlights include a whole-house generator, —all just 27 miles from Manhattan. Whether you're seeking a premier equestrian retreat or an expansive generational compound, Gray Horse Farm delivers an unmatched lifestyle of luxury, privacy, and prestige. A rare offering close to top universities,marinas, beaches, golf, museums and americana shopping!

Classic, timeless, and inviting, this residence offers the perfect balance of elegance and comfort designed for grand-scale entertaining yet equally suited for relaxed, everyday living. A striking 30-foot entryway with an open-air cupola sets the tone, leading into interiors rich with custom moldings and exceptional craftsmanship. Brazilian cherry floors, mahogany inlays, and herringbone detailing span the main level, complemented by architectural elements including coffered and tray ceilings throughout. The chef's kitchen is outfitted with a 48 Thermador six-burner range, dual Sub-Zero refrigerators, and two Bosch dishwashers, which flows seamlessly into the family room with a large stone fireplace creating a space that is both elevated and comfortably livable. The home features 6 bedrooms, 5 full baths(radiant heat), 2 half baths, and 2 laundry rooms. Three gas fireplaces further enhance the warmth and character of the home. The resort-style backyard is designed for exceptional outdoor living, featuring a gunite pool with spa, built-in barbecue, and multiple decks and sunning areas; ideal for hosting everything from casual gatherings to large-scale entertaining. Set on 2.20 acres and backed by an 8-acre nature preserve, the property offers natural privacy while remaining just 2.2 miles from Huntington Village and centrally located within the Cold Spring Harbor School District. With deeded access to Lloyd Harbor Village Beach this home is a rare offering combining scale, location, and refined comfort in one exceptional setting. Taxes being grieved. Estimated savings will be approximately 10%. Taxes include Lloyd Harbor Village tax.