luxury houses with pool for sale Mill Neck, United States

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 this beautifully maintained 4-bedroom Colonial nestled on nearly half an acre at the end of a coveted Bayville cul-de-sac. Offering the perfect blend of comfort, functionality, and exceptional indoor/outdoor living, this special home is designed for both everyday enjoyment and effortless entertaining. A true backyard retreat awaits with an in-ground pool, pool cabana with full bath, covered patio with wet bar, outdoor shower, hot tub, and breathtaking grounds enhanced by beautiful mature plantings, colorful perennials, and specimen trees that create a private oasis and stunning seasonal beauty throughout the year. Inside, the heart of the home is a chef's kitchen featuring granite countertops, rich cherry cabinetry, a Thermador 6-burner range, Miele dishwasher, warming drawer and a vaulted, sun-drenched breakfast area. Walls of windows and multiple skylights flood the home with natural light, highlighting the beautiful floors throughout. The inviting living room with fireplace flows seamlessly from the kitchen and serves as the perfect gathering place for family and friends. A spacious formal dining room is ideal for hosting holidays and special occasions, while a cozy den provides an additional place to relax and unwind. Upstairs, the home offers four generously sized bedrooms along with two dedicated home offices-perfect for today's flexible lifestyle. Both office spaces feature custom built-ins, including one with stunning stained cherry cabinetry, providing exceptional functionality for remote work, creative pursuits, or study. Thoughtfully designed and impeccably maintained, this residence offers an ideal balance of elegant living spaces and practical amenities. Located in one of Bayville's most desirable neighborhoods, close to beaches, parks, schools, and local conveniences. This is a rare opportunity to own a home that truly has it all-privacy, space, character, and an exceptional setting for making lasting memories. Surrounded by lush landscaping and established gardens, the property offers a tranquil, park-like setting that can be enjoyed in every season. Full house generator. Seller owned solar panels creates substantial savings in energy costs. Lutron Caseta landscape lighting system controlled by smartphone and complete irrigation systems for the cabana & gardens.

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.

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.

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.

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.

Set on a gentle knoll and approached by a circular driveway, this expansive Farm Ranch offers exceptional privacy, beautifully appointed interiors, and resort-style outdoor amenities. A vaulted Entry Foyer with marble flooring opens to Formal Living and Dining Rooms featuring detailed molding, hardwood floors, large windows, and tray ceiling . The inviting Family Room boasts a natural sandstone wood-burning fireplace, beamed cathedral ceiling, three skylights, and French doors flanking the fireplace leading to the outdoor patio. The Eat-In-Kitchen features white cabinetry, wood floors, Carrera marble countertops, and a six-burner Thermador cooktop. A convenient pantry area leads to laundry space and garage access. A luxurious Guest Suite includes a spacious Bedroom, recently tiled private Bath, and a large Living Room. The Primary Suite offers Brazilian cherry floors, double closets, a walk-in closet and a spa-like porcelain bath with river rock shower, double vanity and soaking tub. Two additional Bedrooms share a large hall bath. The second floor adds a spacious bedroom, full bath and expansive Media Room with vaulted and beamed ceiling and skylight. The serene private grounds feature a heated vinyl pool, outdoor covered service area with refrigerator and ice maker, expansive decking and patio - create an exceptional setting for entertaining and relaxed summer living.

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.

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.

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.

Set on over 4.3 private acres, this distinguished estate offers exceptional privacy, timeless architecture and a remarkable connection to its surrounding landscape. A serene winding drive passes mature speciment trees and lush plantings before circling a striking koi pond and arriving at residence, where twin brick-and-bluestone staircases rise through layered gardens to the stately entrance. Inside, a soaring marble foyer introduces approx. 6500 sq. ft. of graciously appointed interiors with hardwood floors, finely crafted millwork and rich architectural detailing. An intimate octogonal music room with intricate inlaid wood detailing complement the formal living room with a wood-burning fireplace and French doors to a private brick terrace. The formal dining room overlooks the pool and gardens through an expansive wall of windows. At the heart of the home, the eat-in-kitchen features rich cherry cabinetry, granite countertops, a center island and premium appliances and a windowed dining alcove with built-in-seating. The den showcases a vaulted ceiling with clerestory windows, extensive cherry built-ins and gas fireplace. Connecting the kitchen and den, a secondary staircase, garage and side entrance from the drive. A first-floor guest suite with en-suite bath and large closets provides a private retreat of its own. Upper level, an interior bridge leads to the primary wing, where large windows frame elevated views across the property. Multiple closets and dressing spaces connect the bedroom to the elegant primary bath with extensive stonework, custom cabinetry, radiant heat, oversided glass-enclosed shower and freestanding soaking tub. 3 additional bedrooms, 2 baths and cedar closet complete the upper level, with access to a partially finished third-level attic. The finished lower level offers a specious recreation area, media space, soundproofed music room, dedicated office, powder room and abundate storage, with direct access from the garage and grounds. Outdoors 3 distinct terraces are woven throughout, joined by magnificent tiered fountain, built-in-brick grilling station, established gardens and mature woodland. A heated gunite pool anchors the backyard, accompanied by a pool house with 2 changing rooms, powder room, separate shower and covered entertaining pavilion with wet bar, refrigeration, counter seating and built-in audio device. A 3-car garage, new whole-house generator and extensive landscaping lighting complete and exceptional estate where timeless architecture and magnificent grounds create a setting of rare beauty and privacy.

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.

Privately set on more than two beautifully landscaped acres and perfectly situated at the end of a quiet cul-de-sac, in the coveted enclave of Oyster Bay Cove, within the Syosset School District. This exceptional Tutor residence embodies the elegance, craftsmanship, and timeless appeal of Gold Coast living. Framed by mature landscaping and expansive grounds, the property offers an extraordinary private retreat with an in-ground heated saltwater pool, tennis court, and an expansive mahogany deck, creating an idyllic setting for both grand-scale entertaining and relaxed summer living. Inside, refined architectural details and custom craftsmanship define the gracious interiors. Rich custom molding complements the home's distinctive Tudor character, while two impressive stone fireplaces anchor the living spaces. The elegant living room is enhanced by a dramatic cathedral ceiling and stone fireplace, while the sophisticated den features custom built-in cabinetry and its own handsome fireplace, creating an inviting retreat for quiet evenings or intimate gatherings. The spectacular chef's kitchen is both beautifully appointed and designed for entertaining, showcasing custom black oak cabinetry, a stone farm sink with Waterworks brass faucets, and brass pot filler, and a substantial center island with a dramatic waterfall edge, quartz countertops, a professional Thermador gas range, and an additional double wall oven. The adjacent banquet-size formal dining room provides an elegant backdrop for hosting memorable occasions. The second floor is devoted to comfort and privacy. The luxurious primary suite features cherrywood hardwood flooring, two oversized outfitted closets, and an expansive marble bath with radiant-heated floors, a French provincial-style double-sink vanity, and a sculptural freestanding copper soaking tub. Three additional bedrooms, two bedrooms that share an adjoining full bath with a central shower and separate vanity, sink and toilet area on either side, plus an additional hall bathroom complete the second floor. Beyond the interiors, the grounds unfold as a private resort-like sanctuary. The expansive mahogany deck features a comfortable pergola with an outdoor television, creating an inviting outdoor living space for al fresco dining, entertaining, and relaxed summer evenings overlooking the pool and beautifully landscaped grounds. A private tennis court extends the resort-like amenities, offering enjoyment well into the evening. A three-car garage, full basement, and a Generac whole-house generator complete this offering. Featuring six bedrooms, four full and two half bathrooms, exceptional architectural character, and an array of indoor and outdoor amenities, this remarkable home presents a rare opportunity to experience the allure of Long Island at its finest. Located close to transportation, shopping, fine dining, and all the North Shore has to offer. Syosset School District | Berry Hill Elementary | South Woods MS.

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.

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!

This magnificent Hamptons-style shingle and stone Center-Hall Colonial sits on 2 professionally landscaped acres, offering refined luxury and seamless indoor-outdoor living. The spectacular 2-story foyer with a curved staircase leads to formal spaces—a stately dining room with a butler’s pantry and wine refrigeration, and an elegant living room featuring a coffered ceiling, fireplace, and bay window. The heart of the home is the spacious great room, anchored by a fireplace with built-in shelving and sliding doors to the patio. French doors reveal a private study with rich wood paneling. The stunning chef’s kitchen features bespoke inset cabinetry, a premium designer backsplash, and a massive marble island. Professional-grade appliances from Thermador, Wolf, and Sub-Zero ensure peak performance, complemented by a walk-in pantry, breakfast area, laundry room, and 2 tastefully appointed powder rooms. The expansive master suite is a tranquil sanctuary boasting a tray ceiling, an incredible walk-in dressing room with a custom closet system, and a spa-inspired bath with a freestanding soaking tub, large shower, and radiant-heated floors. The remaining bedrooms offer private en-suites and convenient Jack-and-Jill layouts, all with generous closets. A beautifully finished bonus space complete with an additional bedroom and full bath is ideal for guest stays. The finished walk-out lower level is an entertainer's dream with high ceilings, a full secondary kitchen serving the pool, a recreation room, home gym, temperature-controlled wine cellar, state-of-the-art movie theater, game room, and full bath. Outside, resort-style grounds feature a sparkling pool and multi-level bluestone patios. Modern comfort is ensured by a 6-zone HVAC, security system, and central vacuum. Near the historic towns of Cold Spring Harbor, Oyster Bay, and Huntington, this home is close to upscale shopping, fine dining, the LIRR, and the Oyster Bay Cove Residents' Beach. Entirely turnkey, this Gold Coast estate masterfully blends timeless character with today’s amenities.

Steeped in architectural pedigree and timeless elegance, this extraordinary Muttontown estate, on 3.84 bucolic acres, was designed by renowned architect Marion Sims Wyeth, celebrated for his iconic work on Mar-a-Lago in Palm Beach. Privately tucked behind an impeccably landscaped half mile-long drive off Route 106, the property unfolds as a secluded North Shore sanctuary of exceptional beauty and distinction. Set amidst sweeping lawns, manicured gardens, and picturesque equestrian grounds, the stately brick residence, crowned with a slate roof and introduced by a charming courtyard entry, exudes enduring sophistication. Inside, grand formal entertaining rooms showcase exquisite millwork, original hardwood floors, dramatic wrought-iron railings, and an abundance of French doors that flood the interiors with natural light while seamlessly connecting the home to its breathtaking surroundings. Offering five bedrooms and five-and-a-half baths, the home masterfully balances grandeur with comfort. The formal living room, complete with a fireplace and built-in wet bar, creates an inviting setting for entertaining, while the sunlit breakfast turret and updated chef’s kitchen, appointed with premium professional-grade appliances, provide effortless everyday functionality. A spacious family room and elegant powder room complete the main living spaces. The first-floor primary suite serves as a luxurious private retreat, featuring dual full baths, a fireplace, expansive walk-in closets, and an intimate sitting room. The upper level offers two generously proportioned bedrooms and a beautifully appointed full bath with a thoughtfully separated vanity and shower area. Completing the space is an expansive unfinished attic, presenting exceptional potential for storage or future customization. Additional highlights include a walk-out finished lower level with laundry, bedroom with full bathroom and direct access to the attached two-car garage. Designed for both gracious living and sophisticated entertaining, the residence boasts expansive slate terraces spanning the length of the home, overlooking the stone courtyard driveway, private gardens, charming pergola, and in-ground gunite pool - evoking the romance and refinement of a storybook North Shore estate. A true horse property, the fully fenced equestrian amenities are equally exceptional, featuring a pristine multi-stall barn built-by Morton, thoughtfully designed grazing paddocks, and scenic walking trails woven throughout the grounds. A truly rare offering, this remarkable estate presents an unparalleled opportunity to own a significant piece of Long Island history, all within the esteemed Syosset Central School District.

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled lifestyle. Every sun-drenched room provides stunning, expansive views of lush lawns, specimen trees, and vibrant perennial gardens. Exquisite Craftsmanship & Main Level Living. The main level showcases exceptional millwork, fine moldings, and rich hardwood flooring. A vaulted foyer welcomes you, leading to an elegant music room, a spacious living room, and a handsome cherry library with custom built-ins. The gourmet kitchen features premium appliances and custom Wood-Mode cabinetry, overlooking your private backyard oasis. A thoughtfully placed butler’s bar with a Sub-Zero wine cooler connects the kitchen to the formal dining room for seamless entertaining. A first-floor bedroom with a private en-suite bath is ideal for guests or multi-generational living. The second level hosts four additional bedrooms. The serene primary suite features a luxurious en-suite bath. Two additional bedrooms boast private en-suite baths, while the fourth bedroom enjoys access to a well-appointed hall bath. Step outside to your private resort, featuring an expansive deck that overlooks a heated, saltwater gunite pool. The entire property is fully fenced, private, and beautifully framed by mature landscaping. Car enthusiasts and organizers will love the two separate garages: a convenient main-level attached garage near the mudroom/kitchen, plus a second 2-car garage/storage area at the basement level. A massive, unfinished basement offers endless customization potential and features a direct walk-out entrance to the pool area. Enjoy the perfect balance of privacy and convenience. Located just moments from the village, this home offers an excellent commute while placing you in the highly coveted North Shore School District.

Set on a quiet cul-de-sac in desirable North Syosset, 1 Ryan Court offers an exceptional blend of space, privacy, and outdoor living. Situated on a generous quarter-acre lot within the renowned Syosset School District, this 3-bedroom, 2.5-bath residence offers an expansive multi-level layout with generously sized living spaces designed to accommodate a variety of lifestyles. Step inside to a bright and welcoming interior where natural light fills the home throughout the day. Oversized windows in the living and dining rooms create an airy atmosphere, while rich hardwood floors add warmth and timeless appeal. The thoughtfully designed floor plan offers spacious, comfortable rooms with an effortless flow, making the home equally suited for everyday living and entertaining. The well-appointed kitchen features a Sub-Zero refrigerator, professional stainless steel gas range with exhaust hood, double ovens, extensive cabinetry, and sliding glass doors leading directly outdoors. Step outside to an impressive private retreat featuring a brand-new Trex deck with multiple areas for dining, relaxing, and entertaining. The spacious backyard includes a large in-ground pool, outdoor kitchen area, and a beautiful koi pond with a cascading waterfall, creating a peaceful and distinctive outdoor oasis. Additional features include a two-car garage, dedicated laundry area, and abundant closet and storage space. Located on a quiet private court while remaining conveniently close to shopping, dining, train station, and everyday conveniences, this home offers the perfect combination of tranquility and accessibility. With its spacious interior, exceptional outdoor amenities, and highly sought-after North Syosset location, this is an opportunity not to be missed.

Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable everyday living. The thoughtfully designed floor plan offers expansive formal and informal living spaces, including a gracious living room that flows seamlessly into the inviting den. At the heart of the home is an exceptional chef’s kitchen, thoughtfully designed with premium appliances, custom cabinetry, expansive workspace, and a generous center island. The kitchen opens effortlessly to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. Step outside to your own private resort, where multiple stone patios, a fully equipped outdoor kitchen, sparkling in-ground pool, and beautifully appointed pool house provide the ultimate setting for entertaining or quiet relaxation, all surrounded by meticulously landscaped grounds and unmatched privacy. The luxurious primary suite serves as a private retreat, complete with a large dressing room and a spa-inspired bath featuring a soaking tub, oversized shower, and refined finishes. Five additional spacious bedrooms, along with seven full bathrooms and three half bathrooms, provide exceptional accommodations. The finished lower level is designed for both recreation and relaxation, offering a custom wine cellar, state-of-the-art home theater, fitness center, expansive recreation room, and abundant storage. Perfectly blending timeless design with modern luxury, this remarkable estate offers an unparalleled lifestyle in one of Old Brookville’s most sought-after locations, where privacy, sophistication, and exceptional entertaining come together in a truly extraordinary setting.