luxury houses with pool for sale Glen Cove, United States

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.

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.

Get ready, the perfect Sea Cliff home is here! Welcome to this idyllic 4-bedroom, 3-bath gem on coveted Lafayette Avenue, right in the heart of prime Sea Cliff. Set on flat land, just blocks from the school and vibrant town, this home offers the lifestyle everyone dreams about;  from sunny afternoons by the pool, to unforgettable Halloween nights as nearby Carpenter Avenue fills with laughter, costumes, and neighborhood magic. Warm, welcoming, and full of charm, this is more than a home — it’s the perfect place to make lifelong memories.

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.

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.

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.

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.

Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and proportion has been considered with uncompromising precision. A rich palette of exotic woods—mahogany, oak, and birch—anchors the interiors with warmth and texture, while the architecture itself unfolds with quiet grandeur. The great room is nothing short of breathtaking: a soaring vaulted ceiling, commanding fireplace, and an expansive wall of glass dissolve the boundary between indoors and out, flooding the space with natural light and framing the surrounding landscape as living art. An elegant dining room overlooks the property and is the perfect venue for entertaining. At the heart of the home, the kitchen is both generous and inviting—designed for gathering and everyday luxury—with a substantial center island, sunlit breakfast room, and seamless connection to an open den. A separate media room, complete with a built-in bar and sliding doors, offers the flexibility for both intimate evenings and vibrant entertaining. The first-floor primary suite is a private sanctuary, opening directly to the grounds and featuring its own fireplace. A dramatic staircase leads to a secluded study—an architectural moment that elevates both function and form. The suite is further enhanced by a bespoke fitted closet room and a spa-like bath, exquisitely detailed in teak wood to evoke a sense of serenity, complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Upstairs, three oversized ensuite bedrooms, each with their own bath are complemented by an open lounge, creating a natural gathering space bathed in light. The lower level extends the lifestyle with a recreation room, additional den, and dedicated gym. Set across three exquisitely landscaped acres, the property evokes a private country club experience: a newly crafted Ipe deck, sparkling in-ground pool, Har-tru tennis court, and cabana complete this exceptional offering—where architecture and setting exist in perfect harmony.

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.

Situated behind two private gates, in one of Long Island’s most prestigious enclaves, this newly constructed 10 bedroom, 15 bathroom modern estate is a masterclass in elevated design and luxurious living. Set on an expansive, meticulously landscaped property, the residence pairs timeless architectural grandeur with sleek, contemporary finishes to create a rare and refined sanctuary. A striking stone and stucco facade with oversized black-trim windows sets a sophisticated tone upon arrival. Inside, a dramatic marble foyer with a sweeping spiral staircase unveils the heart of the home: a voluminous great room featuring soaring ceilings, a sleek gas fireplace, bespoke wet bar, and walls of glass that dissolve the boundary between indoors and out. Every inch of this residence speaks to thoughtful luxury. The chef’s kitchen is clad in two-toned cabinetry, boasts a suite of chef-grade stainless steel appliances and thick-cut stone countertops. The welcoming family room has a warm fireplace with a custom, stone mantel and beautiful natural wood built-ins. Entertain effortlessly in the formal dining room, designed to host 14+ guests, supported by a fully outfitted butler’s pantry. Designed for both grand entertaining and intimate day-to-day living, the main level also features a spacious home office with a private sitting area, two elegant powder rooms, a guest-ready first-floor bedroom suite, an elevator and a mudroom conveniently located off of the 4-car attached garage. Upstairs, the primary wing evokes the atmosphere of a five-star hotel, complete with a private lounge, dressing and vanity area, spa-like bath with an oversized rain shower and soaking tub, radiant heated floors, and multiple walk-in closets, with custom wardrobe installations. There are four additional bedrooms, four marble full-bathrooms and an expansive laundry room. The walk-out lower level is a world unto itself, beginning with a dramatic foyer framed by a floor-to-ceiling wine display wall. Details include a one-bedroom guest suite, media or den space, full bath, a state-of-the-art gym with sound system and sauna, and a full-scale golf simulator for year-round recreation. Outdoors, the resort-quality amenities continue with a covered patio with a fireplace, a built-in kitchen, and a sparkling in-ground pool and spa. A poolside cabana offers yet another luxe retreat, complete with a kitchenette, lounge, changing rooms, and full bath. Beyond the main residence, a two-story barn with a loft serves as an 8-stall equestrian facility or an extraordinary car collector's gallery, accompanied by a fully-appointed five-bedroom guest house for extended stays or guest quarters. Nestled in a picturesque and ultra-private setting, this 17,500+ Sq.Ft. Old Brookville masterpiece redefines modern estate living with unmatched elegance, scale, and functionality. Located within the North Shore School District.

Set on five flat, impeccably landscaped acres at the end of a quiet cul-de-sac, this stately Georgian brick estate represents one of the most private and desirable settings within Upper Brookville’s prestigious gated Colonial Drive enclave. Positioned on a private road of distinguished luxury estates and further enhanced by its own secondary gated entrance, the property offers a rare double gated level of security and exclusivity. A grand double height foyer welcomes you, anchored by a magnificent Baccarat chandelier, immediately setting a tone of timeless elegance. The home is thoughtfully designed for both grand scale entertaining and comfortable everyday living, featuring 4 fireplaces, a formal living room, elegant dining room, refined library, and a luxury bar area. The main level includes two bedrooms with two full bathrooms nearby, ideal for guests or extended living, along with a fully equipped laundry room. At the heart of the home, the sun-drenched chef’s kitchen is enhanced by skylights and oversized custom windows, creating a bright and inviting atmosphere. Completed with premium appliances including a double wall Wolf oven, Wolf gas cooktop, and two Bosch dishwashers, breakfast nook and two pantries. The space seamlessly connects to the main living areas and opens to the patio, where retractable awnings provide effortless indoor to outdoor living. Upstairs, four spacious en-suite bedrooms include a luxurious primary suite featuring its own fireplace and a spa-inspired bath, offering a true private retreat. A Juliet balcony giving a view of serene front outdoor space. A finished attic adds a versatile open space suitable for a variety of lifestyle needs. The outdoor grounds are equally exceptional, showcasing expansive flat land, a heated gunite pool, tennis court, and multiple areas for entertaining and al fresco dining, all set within one of the most picturesque locations on Colonial Drive. Additional highlights include a finished basement with extra high ceilings, a whole house surround sound system, a recently updated roof (approximately 4 years old), and newer windows (approximately 1 year old). Updated Kitchen and bathrooms. Custom-made furnishings imported from Italy are included, further elevating the home’s refined aesthetic. This extraordinary estate seamlessly blends classic Georgian architecture with modern upgrades, offering unparalleled privacy, scale, and sophistication in one of the North Shore’s most coveted locations.

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!

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.

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.

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.

Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story center hall marble foyer showcases a sweeping wrought iron circular staircase and exquisite, detailed millwork that sets the tone for the home’s refined interiors. The formal living room is both elegant and inviting, complete with a custom built-in bar and hardwood floors while the generous dining room is perfectly suited for grand entertaining. A warm and inviting den with a fireplace sits just off the chef’s kitchen and sunlit breakfast nook, creating an ideal flow for everyday living. A richly appointed home office features its own fireplace, custom built-in shelving, and a convenient half bath. The first floor is further enhanced by a private ensuite bedroom, perfect for guests or extended family. The second level offers a luxurious primary en-suite retreat with a fireplace, a gracious sitting room, and multiple custom-fitted closets. The spa-like marble bathroom adds to the sense of indulgence. Four additional ensuite bedrooms provide comfort and privacy, while a fabulous bonus room offers flexibility as a second den, media lounge, or computer room. The lower level has been thoughtfully designed for recreation and relaxation, featuring a game room, media area, gym, and abundant storage. Outdoors, the property is truly extraordinary—lush, expansive, and beautifully curated with mature specimen trees that provide both privacy and natural beauty. Designed for both relaxation and recreation, the grounds include a sparkling pool and hot tub, a full-service cabana, and a fully equipped outdoor kitchen ideal for seamless entertaining. A sports court and playground complete this exceptional offering. The property is simply divine—an all-encompassing retreat in The Estates at Greenfield, where every amenity has been thoughtfully curated, offering a lifestyle so complete there is truly no reason to ever leave home.

Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century architect Mott B. Schmidt, who was highly regarded for his grand homes. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. Inside, the richly paneled foyer and wide pegged oak floors set the stage for exquisite architectural details, including a sweeping staircase and intricate custom millwork. The first floor offers a seamless blend of grandeur and comfort. The magnificent living room and banquet-sized dining room both feature elegant fireplaces, while the gourmet kitchen boasts a spacious center island and a bright breakfast room. A butler’s pantry adds convenience, and the library, adorned with built-in bookcases and a fireplace, offers a cozy retreat. Additional highlights include a sunroom, two en suite guest bedrooms, a first-floor washer/dryer, and a powder room. Oversized windows throughout the home provide breathtaking views of the lush grounds. The expansive primary suite is a private sanctuary, complete with a fireplace, spa-like bath, dressing area, and a large balcony overlooking the manicured gardens. This level also features four additional bedrooms with two Jack-and-Jill baths, two additional fireplaces, a gracious hall bath, a gym/bedroom, an office/bedroom, and a second-floor laundry room. The lower level offers an abundance of recreational space, including a playroom, arts and crafts area, and a full bath. The exquisitely landscaped grounds provide something for everyone, offering endless opportunities for relaxation and entertainment. The sunken gardens, originally designed by renowned landscape architect Robert Ludlow Fowler Jr., are a marvel to behold. They gracefully lead the way to a serene 20x50 saltwater gunite pool that is complemented by a spacious, elegant pool house. Sports enthusiasts will appreciate the lighted clay tennis court and a heated, enclosed outdoor structure, perfect for squash or basketball. Adding to the estate’s appeal, a charming three-bedroom, two-bath guest cottage provides comfortable accommodations, while a three-car heated garage with a separate workroom ensures ample space for vehicles and storage. This extraordinary estate is a timeless masterpiece inside and out, seamlessly blending historic charm with modern refinement.

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.

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.

A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling with a curved staircase, showcasing antiqued mirrored panels and an ornate wrought iron railing. Through a series of exquisite arches, the foyer leads to an expansive formal living room with a detailed ceiling and wall-to-wall windows as well as a palatial-sized dining room with a butler’s pantry that offers a wet bar and additional storage. The comfortable family room has a unique curved wall and a marble fireplace flanked by marble goddesses. Adjacent is a sitting room with a floor-to-ceiling built-in display wall and a cozy hexagonal built-in bay window seating area. Next door, an elegant study offers a productive place to work from home. A spectacular chef-inspired kitchen boasts a large breakfast area, dual islands, marble counters, a beautiful ILVE range with a show-stopping backsplash, Wolf, Miele and Sub-Zero appliances, plus an additional service kitchen to ensure effortless hosting. An opulent master suite retreat has a private sitting room with a fireplace, a convenient wet bar with refrigeration, 2 sets of French doors to front and rear balconies, and 2 walk-in closets – both with custom closet systems and one with a generous center island with storage – and features an incredible spa-like bath with a steam shower and a magnificent stand-alone soaking tub. All additional en-suite bedrooms are comfortable with ample walk-in closets and tastefully appointed baths with showers. The lower level is designed with a home gym, expansive recreation space, games area, raised stage, and handsome tufted leather doors leading to a state-of-the-art movie theater. An additional bonus space also offers a bedroom, closet, and a full bath with a shower. Flowing seamlessly outdoors, the lush, park-like property features an expansive bluestone terrace anchored by an outdoor fireplace and a gourmet summer kitchen equipped with a premium built-in grill, integrated refrigeration, and an artisanal pizza oven. Alongside the sparkling heated pool and large sun deck, a gorgeous cabana with a full bath and laundry provides an open yet covered space to relax, while dramatic torches illuminate the pool area at night, creating a resort-caliber experience. This exceptional smart home is complete with a Generac generator, central vacuum, Crestron security system, interior/exterior sound system, sprinkler system, radiant flooring, 3 fireplaces, fine millwork, and a 3-car garage. Just 27 miles from NYC, this French-inspired masterpiece of 5 bedrooms and 8 full baths/4 half baths, offers a tranquil retreat for the discerning buyer who appreciates a Gold Coast luxury lifestyle.

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.

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.

Introducing 110 Dogwood Avenue, an extraordinary new construction set on 1.25 private acres in the prestigious Village of Roslyn Harbor. The finishing touches are complete and interior photos now available. This exceptional residence offers over 10,000 sq ft of meticulously crafted living space across three levels, seamlessly blending sophisticated design, uncompromising quality, and modern luxury. A dramatic entry introduces soaring ceilings, expansive living spaces, and impeccable finishes throughout. Designed for both grand-scale entertaining and comfortable everyday living, the home features eight bedrooms, eight full baths, and two half baths, including a spectacular primary suite retreat with dual custom walk-in closets and a spa-inspired bath featuring a steam shower, dual water closets, and designer finishes. Every bedroom is thoughtfully appointed with its own en-suite bath and walk-in closet. A three-stop elevator services all levels, while custom millwork, oversized solid-core doors, wide-plank white oak flooring, two gas fireplaces, and bespoke cabinetry elevate every room. The state-of-the-art chef’s kitchen flows effortlessly into elegant entertaining spaces and outdoor living areas, while the finished walk-out lower level offers exceptional flexibility with additional bedrooms, a gym, recreation spaces, and abundant natural light. Resort-style amenities abound. The professionally designed grounds showcase an impressive 18’ x 42’ heated saltwater pool with integrated spa, automatic cover, LED lighting, and expansive patio spaces. A fully equipped outdoor kitchen with barbecue, refrigeration, sink, and storage creates the perfect setting for outdoor entertaining. Covered patios and private balconies further enhance the seamless indoor-outdoor lifestyle. Built with an unwavering commitment to quality, the home features Marvin windows, a high-efficiency five-zone HVAC system with HEPA air filtration, radiant heated floors, spray foam insulation, advanced smart-home wiring, security system, and maintenance-free exterior finishes including Hardie Board, Azek, and porcelain veneer. A rare opportunity to own a newly built luxury estate in one of Long Island’s most coveted North Shore communities, where timeless architecture, exceptional craftsmanship, and modern convenience come together in perfect harmony. Located within Roslyn School District.