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luxury houses with pool for sale Locust Valley, United States

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30

House with pool and garden Locust Valley (United States)

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.

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$5,700,000
883m²
6bedrooms
7bathrooms
land 2ha

By Annonceur International

30

House with pool and garden Locust Valley (United States)

Set on three acres of mature plantings overlooking Mill Neck Creek, this 1933 farmhouse has been thoughtfully renovated and impeccably maintained, pairing its original character with the comforts of modern living. Clad in distinctive Adirondack wood siding, the six-bedroom residence enjoys sweeping water views from every room along the creek-facing side of the house. The principal rooms are gracious and well proportioned. A formal living room with a wood-burning fireplace and an elegant formal dining room are complemented by a den, with soaring ceilings and its own wood-burning fireplace, that opens to the kitchen. The family room, with a fireplace and a built-in bar, suits both quiet evenings and entertaining. A home office with custom built-ins and generous storage accommodates two workspaces, and a laundry room and mudroom sit conveniently off the garage. The primary suite offers a spa-like bath and dressing room. A separate bedroom wing contains four additional bedrooms and two full baths, and on the other side of the house is a newly created private guest bedroom with an ensuite bathroom. The renovated lower level provides flexible space for a media room, recreation area, or playroom. French doors lead from the living room and kitchen to a bluestone patio overlooking landscaped gardens and the creek beyond. A private dock offers direct access to the water for kayaking, paddleboarding, and fishing, and a new pool house with a full bath completes the setting for summer entertaining. Modern systems include Lutron lighting, Sonos sound, landscape lighting, a whole-house generator, and whole-house water filtration. A rare combination of privacy, landscaped grounds, direct water access, and enduring architectural character; this is a distinctive North Shore property in an exceptional Mill Neck setting.

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$4,895,000
6bedrooms
8bathrooms
land 1.2ha

By Daniel Gale Sotheby's International Realty

18

House with pool Locust Valley (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.

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$2,495,000
5bedrooms
5bathrooms
land 1.2ha

By Daniel Gale Sotheby's International Realty

45

House with pool and garden Locust Valley (United States)

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.

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$5,950,000
6bedrooms
5bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

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19
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House with pool and garden Locust Valley (United States)

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.

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$15,500,000
8bedrooms
9bathrooms
land 4.5ha

By Daniel Gale Sotheby's International Realty

27

House with pool Locust Valley (United States)

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.

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$4,998,000
5bedrooms
7bathrooms
land 0.7ha

By Daniel Gale Sotheby's International Realty

38

House with pool Locust Valley (United States)

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.

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$12,250,000
7bedrooms
10bathrooms
land 2ha

By Daniel Gale Sotheby's International Realty

16

House with pool and garden Locust Valley (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.

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$8,975,000
6bedrooms
9bathrooms
land 2.8ha

By Daniel Gale Sotheby's International Realty

14

Property with pool and garden Locust Valley (United States)

Stunning 18-Acre Estate in Lattingtown - A Unique Blend of History and Natural Beauty Discover an exceptional opportunity to own the last major parcel of the historic Underhill Farm, nestled within the prestigious Oyster Bay National Wildlife Refuge. This breathtaking 18-acre property set on two separate buildable approved lots on Factory Pond Road offers over 1,100 feet of pristine waterfront along Mill Neck Creek, providing an unparalleled setting for nature enthusiasts and history buffs alike. Embrace the serenity of this picturesque landscape, featuring a sweeping open field ideal for a variety of uses, from serene pastoral views to expansive gardens. A charming small wooded area adds a touch of tranquility, while mature trees offer privacy and an enchanting natural backdrop. Rich in history, this land was once home to a factory renowned for crafting Revolutionary War uniforms, imbuing the property with a unique historical significance. The legacy of this factory adds an intriguing layer to this already compelling site. This rare piece of real estate combines the allure of a wildlife haven with the charm of historical heritage, all set against the stunning backdrop of Mill Neck Creek. Whether you envision a private estate, a conservation project, or a legacy property, this unparalleled offering is a once-in-a-lifetime opportunity. Seize the chance to own a slice of Lattingtown's storied past and its spectacular natural beauty.

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$5,495,000
land 7.3ha

By Daniel Gale Sotheby's International Realty

30

Seaside house with pool and garden Locust Valley (United States)

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.

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$7,800,000
590m²
7bedrooms
8bathrooms
land 1.6ha

By Annonceur International

244 listings near Locust Valley

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37

House with pool and garden Glen Cove (United States)

18 Matinecock Farms Road, Glen Cove, NY 11542 Located in the private enclave of Matinecock Farms is this totally refurbished and updated 4 bedroom state of the art Colonial. Situated on almost an acre of beautifully landscaped property with specimen plantings and a heated 20x38 gunite pool, this property is centrally located, close to schools, train and shopping. The light filled main floor has a spacious light-filled primary bedroom suite with sitting room and ensuite bath featuring a large shower, soaking tub, 9-ft custom walnut double vanity , Ditra heated tile floors and two California closets. Additional rooms include a formal dining room, living room with fireplace and bar, a cozy den with french doors to the patio, large gourmet eat in kitchen, mudroom and laundry room complete this first floor. Second floor has redesigned oversized two bedrooms, each with ensuite baths and sitting areas. The lower level has a newly crafted expansive guest suite with two bedrooms, kitchenette, family room, gym area, workshop, potting shed, ample storage and walkout to a sunny new Trex deck. House has State of Art systems HVAC, 9 zone WiFi, Daiken Comfort air conditioning and 16 zones of heat including heated floors in bathrooms and a mud hall, a whole house Generator and oversized climate controlled 2-car garage with a Level 2 charger-ready.

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$3,795,000
4bedrooms
6bathrooms
land 0.4ha

By Daniel Gale Sotheby's International Realty

Nearby
30

House with pool and garden Glen Cove (United States)

GOLD COAST MANSION FULLY MODERNIZED & PRESERVED - A ONCE IN A LIFETIME OPPORTUNITY Beechwood Manor 1930 estate of John Pratt Jr. Standard Oil Co. & Pratt Institute. Only 30 miles from NYC. Neoclassical Georgian Manor with pool house & guest cottage designed by renowned architects Charles & William Platt. Plans archived @ Columbia University with Platt's works i.e. Vincent Astor & Smithsonian. Privately enclosed within hedging & 3 colossal European Beech trees on 3+ flat ethereal acres of specimen trees, gravel pathways, grand lawns, fruit groves, & fountain. Offering Southern exposure, fully upgraded, high surveillance security, generators, automated gates (main & service), restored windows, new copper gutters, leaders, boilers, A/C, 52' gunite salt pool and smart home features. Primary wing offers dual private ensuite lounges & dual dressing rooms. Grand rooms, elevator, & paneled library. Your eyes see boutique hotel grandeur; your heart feels it! Beechwood Manor like no other.

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$7,500,000
929m²
8bedrooms
10bathrooms

By Annonceur International

Nearby
30

House with pool and garden Glen Head (United States)

Discover the pinnacle of everyday living where sophistication meets serenity in Old Brookville. Nestled away on its own private and unique compound, this expansive and meticulous ranch boasts 4 bedrooms, 5.5 baths, finished walkout basement. Spacious living areas perfect for entertaining, custom eat-in chef's kitchen boasting top-of-the-line appliances with two islands, granite counter tops, custom cabinetry & storage. Gunite heated pool with new patio and tennis court set amidst 2.4 acres. The 2 story pool house retreat with full kitchen, 2.5 baths & loft. Charming private guest cottage with 2 beds, 1 bath and kitchen, provides an additional space perfect for visitors or extended family. Award-winning North Shore schools, conveniently located to shopping, fine dining, country clubs and prestigious golf courses. This 1-of-a-kind residence offers a lifestyle of unparalleled opportunity, convenience & sophistication. Must see! Google Maps, Waze

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$2,999,000
539m²
4bedrooms
5bathrooms

By Annonceur International

Nearby
32

House with pool and garden Mill Neck (United States)

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

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$7,200,000
6bedrooms
9bathrooms
land 3.5ha

By Daniel Gale Sotheby's International Realty

Nearby
29

House with pool and garden Mill Neck (United States)

La Réserve - A Legendary Gold Coast Estate of Rare Provenance Perched atop one of the North Shore's most commanding elevations, at the end of a mile-long private drive overlooking the iconic Cleft Road Causeway, La Réserve stands among the most significant surviving estates of Long Island's storied Gold Coast. Originally commissioned in 1922 by Arthur Vining Davis - financier, industrialist, chairman of the Aluminum Company of America, and once ranked among the wealthiest men in the United States - this extraordinary residence embodies a level of craftsmanship, scale, and historical significance that is virtually impossible to replicate today. Designed by renowned architect Guy Lowell in the Italian Renaissance style, the estate was originally conceived as a grand country retreat for one of America's most influential business titans. The interiors were executed by the celebrated design firm Wm. H. Baumgarten & Co., while the grounds were masterfully designed by legendary landscape architects Ellen Biddle Shipman and Ferruccio Vitale. Their collective vision created a rare synthesis of architecture and landscape that remains remarkably intact and continues to shape the character of the estate today. The property boasts multiple auxiliary structures that provide exceptional flexibility for guests, staff, and extended family. A substantial four-bedroom guest residence offers luxurious accommodations complete with expansive entertaining rooms, a gourmet kitchen, and private wellness amenities. Above the home's five-car garage is a newly redesigned apartment, featuring a seamless open-concept living space with a large great room, two bedrooms, and two full bathrooms. Set amidst nearly 18 acres of meticulously maintained grounds, the cream-colored stucco main residence is crowned by a classic red terracotta tile roof, its elegant proportions recalling the great villas of Northern Italy. Broad rear verandas overlook rolling lawns that descend gracefully toward seasonal water views of Mill Neck Creek and Beaver Lake, creating a serene backdrop of natural beauty and privacy. Encompassing more than 10,000 square feet and comprehensively reimagined approximately 20 years ago, this exceptional residence unfolds across multiple levels of impeccably detailed living space. Rich millwork, marble flooring, intricate hardwood floors, hand-forged iron window details, marble fireplace mantels, Juliet balconies and numerous sets of French doors speak to the extraordinary level of craftsmanship throughout. The first floor features a grand formal living room, a distinguished library/study, and an elegant bar salon designed for refined entertaining. A more recent renovation introduced a spectacular chef's kitchen centered around two massive marble-clad islands and outfitted with a suite of premium Wolf and Sub-Zero appliances, two oversized farmhouse sinks, and limestone tile flooring. The space flows seamlessly into a sunlit breakfast area and adjoining den. The main residence offers seven bedrooms, including private staff quarters, with most bedrooms featuring generous closets, wood-burning fireplaces, and en-suite baths. Beneath the residence lies one of the estate's most remarkable features: a two-level walkout lower level originally created for the enjoyment of one of America's great industrial magnates. The first level includes a richly appointed mahogany bar, kitchenette, game room, screening room, spa facilities, barber shop, gym, map room, vault room and support spaces. Descending further reveals an astonishing private casino complete with its own discreet escape tunnel - a rare and captivating reminder of the estate's glamorous past. The grounds are equally compelling. A gated entrance, extensive stone walls, formal gardens, fountains, comprehensive security systems, and whole-house generators ensure effortless modern living.

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$13,250,000
10bedrooms
15bathrooms
land 4.7ha

By Daniel Gale Sotheby's International Realty

Nearby
26

House with pool and garden Glen Head (United States)

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.

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$13,600,000
10bedrooms
10bathrooms
land 6.4ha

By Daniel Gale Sotheby's International Realty

Nearby
28

House with pool and garden Glen Head (United States)

Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a grand living room, banquet-sized dining room, inviting family room, and a serene primary suite with fireplace, sitting area, and generous mirrored closets. A spacious country eat-in kitchen and a lower entertainment level with bar and gym further enhance the home’s appeal. Outdoors, the estate opens to multi-tiered gardens, expansive terraces and patios, an in-ground pool, pool house with full kitchen, 2 full baths and guest quarters, tennis/sport court, golf hole with 3 tee boxes, apple orchard, trellis, and outdoor barbecuing area. A rare offering that captures the privacy, grace, and enduring appeal of the North Shore Gold Coast.

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$9,750,000
7bedrooms
14bathrooms
land 4.1ha

By Daniel Gale Sotheby's International Realty

Nearby
29

House with pool and garden Oyster Bay (United States)

Set on five magnificent acres of sprawling, level grounds along one of Long Island’s most coveted residential streets, this extraordinary contemporary estate, designed by acclaimed architectural firm Mojo Stumer, represents a sophisticated expression of modern luxury, architectural innovation, and resort-inspired living. Distinguished by dramatic proportions, soaring ceilings, expansive walls of glass, and a seamless connection between indoor and outdoor spaces, the residence offers an exceptional combination of architectural significance, privacy, and grand-scale entertaining. A grand entrance foyer introduces interiors defined by remarkable volume and natural light, leading to a breathtaking double-height great room anchored by a striking marble fireplace. Expansive windows frame picturesque views of the surrounding landscape, enhancing the home's connection to its private, park-like setting. The thoughtfully designed main level features an elegant formal dining room, spacious eat-in kitchen, inviting family room, and sophisticated lounge with a wet bar. A powder room and first-floor laundry provide additional convenience. Occupying a private wing of the main level, the luxurious first-floor primary suite offers an exceptional retreat, complete with a generous his and her walk-in closet and a beautifully appointed bathroom featuring a steam shower. An additional first-floor bedroom with a full bathroom provides ideal accommodations for guests or extended family. The second level features four generously proportioned guest bedrooms complemented by two full bathrooms. Additionally an expansive loft with its own balcony and full bathroom offers a versatile space ideally suited for a private office, additional lounge, or secluded retreat. Designed for recreation, wellness, and entertaining, the expansive lower level features a dramatic double-sided fireplace connecting the game room and entertainment spaces. A spacious recreation area with a wet bar provides the perfect setting for gatherings, while a substantial private gym with its own full bathroom creates a dedicated fitness retreat. Additional accommodations include a staff or guest bedroom and another full bathroom. Beyond the residence sits a remarkable private resort featuring a swimming pool, hot tub, and tennis court. A substantial poolside cabana offers a full indoor kitchen, outdoor wet bar, comfortable lounge, full bathroom, and dedicated laundry facilities. A built-in outdoor grill completes the exceptional entertaining amenities, providing an effortless transition between indoor luxury and outdoor leisure. A four-car garage further complements the estate, providing generous space for automobiles and storage. The property presents a remarkable opportunity to experience architectural distinction, privacy, and an uncompromising lifestyle.

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$4,980,000
7bedrooms
9bathrooms
land 2ha

By Daniel Gale Sotheby's International Realty

Nearby
47

House with pool and garden Oyster Bay (United States)

Built in 2001 and privately set on five pristine acres, this extraordinary estate is a residence of rare character and enduring elegance, blending old-world craftsmanship, architectural drama, and gracious modern living. From richly detailed formal rooms to expansive spaces designed for entertaining, every level reveals another layer of thoughtful design. The home makes an immediate impression with a distinguished foyer featuring classic checkered flooring, where graceful archways establish a sense of symmetry and sophistication. Beyond, the formal living room is beautifully appointed with intricate hardwood floors, a marble fireplace and mantel, and French doors opening directly to the terrace, creating an effortless connection between the interiors and gardens. A formal office boasts distinguished rich hardwood paneling, an intricately finished plaster ceiling, and its own wood-burning fireplace. The formal dining room is equally refined, framed by substantial moldings and anchored by another fireplace—an elegant setting for both intimate dinners and grand-scale entertaining. One of the home's most memorable architectural moments is a discreet curved staircase leading to the dramatic family room. Here, soaring vaulted ceilings, exposed wood beams, and a monumental stone fireplace create a remarkable sense of scale. A concealed door reveals a private wet bar, adding an unexpected and sophisticated element for entertaining. The kitchen and service areas have been conceived with both beauty and function in mind. A handsome butler's pantry features a hand-painted tile backsplash, marble countertops, and abundant preparation space. The expansive farmhouse-inspired eat-in kitchen is finished with warm terracotta floors, two porcelain farmhouse sinks, oversized chef's appliances, a substantial center island, and a sun-filled breakfast area overlooking the grounds. A pantry and discreetly positioned powder room are located just off the kitchen, while a circular rear staircase provides convenient access between levels. A separate side entrance opens to a practical mudroom with an additional service pantry, complete with sink and refrigerator. Ascending to the second floor, an oval wood architectural ceiling crowns a gracious landing overlooking the level below, creating a striking transition to the private bedroom quarters. The secondary accommodations include four generously proportioned bedrooms, one with its own loft space, each appointed with a marble en-suite bath. Near the rear-stair landing, a convenient preparation or household station with sink adds functionality, while a private office provides a dedicated workspace. The primary suite is an extraordinary private retreat. Generous in scale and beautifully secluded, it offers separate dressing rooms and walk-in closets, along with a spa-inspired bath featuring a jetted soaking tub and oversized walk-in shower. An adjoining sitting room creates a quiet sanctuary, with access to a walk-up attic offering additional possibilities. The lower level rivals the principal entertaining spaces in both scale and amenities. Remarkably high ceilings enhance an expansive den and recreation area, complemented by a powder room, full bar, billiards and game room, wine cellar, professionally matted gym, and an impressive 15-seat private theater. Two additional staff or guest rooms, supported by two full baths, complete this exceptionally versatile level. Across the estate's five pristine acres, the grounds unfold as a private resort. Expansive slate and brick terraces provide multiple settings for dining and entertaining, while covered patios framed by graceful archways offer shaded retreats overlooking the property. Beyond, a swimming pool and spa form the centerpiece of the property's recreational amenities, accompanied by a substantial, one-of-a-kind pool house that further elevates the estate's resort-like appeal.

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$12,750,000
8bedrooms
10bathrooms
land 2ha

By Daniel Gale Sotheby's International Realty

Nearby
50

House with pool and garden Bayville (United States)

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.

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$1,488,000
4bedrooms
3bathrooms
land 0.2ha

By Daniel Gale Sotheby's International Realty

Nearby
25

House with pool and terrace Glen Cove (United States)

Tucked just minutes from the water in Glen Cove, this renovated Colonial welcomes you through an entry foyer into a bright living room with large windows and new luxury vinyl plank flooring that flows through the main level. The formal dining room connects naturally to the updated kitchen, where painted cabinetry and fresh finishes set a clean, modern tone. The den — a comfortable everyday gathering spot — opens through sliders to a private, flat backyard. Upstairs, the primary bedroom features crown molding and new carpet, joined by two additional carpeted bedrooms, all with new blinds throughout. A fully remodeled full bath serves the upper level, with a remodeled half bath on the main floor for added convenience. New roof, updated electrical, and refreshed systems mean the big work is already done. With the marina and waterfront just around the corner, this is Glen Cove living at its best.

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$749,000
3bedrooms
2bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
7

House with pool and garden Bayville (United States)

A rare opportunity to own brand-new direct waterfront construction with private beach access and sweeping views of the Long Island Sound in the heart of Bayville. Perched atop a bluff overlooking the water, this exceptional residence offers the perfect blend of coastal living and modern luxury. Featuring 4 bedrooms and 3.5 bathrooms, the home is thoughtfully designed with an open-concept layout and abundant natural light throughout. The expansive family room is anchored by a gas fireplace and opens through sliding glass doors to the backyard, where breathtaking water views create a stunning backdrop for everyday living and entertaining. The beautifully appointed eat-in kitchen flows seamlessly into the main living spaces, while the private bedroom suites offer their own tranquil retreats. Private balconies off the bedrooms capture panoramic, crystal-clear views of the Long Island Sound, stretching to the Connecticut shoreline and all the way to the New York City skyline. From spectacular sunrises over the water to the twinkling lights of the city in the distance, the views are nothing short of extraordinary. Additional highlights include a 2-car garage, a full basement with high ceilings offering endless possibilities, and direct access to a private beach just steps away. Set within the highly regarded Locust Valley School District, this is a truly unique opportunity to own brand-new waterfront construction and experience coastal living at its finest.

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$2,675,000
4bedrooms
3bathrooms

By Annonceur International

Nearby
49

Contemporary house with pool and terrace Oyster Bay (United States)

Introducing 31 Chestnut Hill Drive, an extraordinary contemporary estate situated on five private acres at the end of a prestigious cul-de-sac in Upper Brookville. Originally designed by renowned architect Gary Gallagher and comprehensively reimagined from 2023 to 2026 by award-winning architect Stuart Narofsky, this exceptional residence seamlessly blends striking modern architecture with sophisticated design, cutting-edge technology, and resort-style amenities. Spanning over 10,000 square feet, the home features six bedrooms, six full and four half bathrooms, including a luxurious first-floor primary suite. Dramatic architectural details, including two custom floating staircases with glass railings, expansive walls of glass, porcelain flooring, and polished white oak floors, create a remarkable sense of openness and light. Thoughtfully designed living and entertaining spaces are complemented by a state-of-the-art chef's kitchen featuring custom cabinetry, integrated Thermador appliances, specialty quartz countertops, and an expansive center island. The home's extensive accommodations include multiple home offices, a library, and beautifully appointed guest suites. The fully finished lower level offers an exceptional collection of recreational and wellness amenities, including a Dolby Atmos home theater, custom wine room and tasting area, wet bar, fitness room, Finnish sauna, and dedicated yoga and massage space. Outdoors, the estate unfolds into a private resort-like setting, complete with a newly rebuilt heated saline pool and spa, expansive porcelain patios, and a fully renovated guest/pool house with its own kitchen. An outdoor kitchen and beautifully landscaped grounds provide an ideal setting for both intimate gatherings and large-scale entertaining. Additional highlights include a heated four-car garage, five-zone energy-efficient climate control, whole-house generator, and comprehensive smart-home technology managing lighting, security, motorized shades, and numerous additional systems. Offering exceptional privacy, architectural distinction, and an extraordinary level of modern luxury, 31 Chestnut Hill Drive represents a rare opportunity to experience contemporary estate living on Long Island's Gold Coast.

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$7,850,000
6bedrooms
10bathrooms
land 2ha

By Daniel Gale Sotheby's International Realty

Nearby
35

House with pool and garden Glen Cove (United States)

When it comes to first impressions this one of a kind style home has been masterfully newly built and extended in 2013, Harmoniously blends functionality and Chic style with today's modern amenities, middle of the block location, Meticulously maintained, the home presents itself with an inviting fee,l the first floor features a grand space with high ceilings, Dining with seating for 12+, crown and base moldings throughout, fireplace with wood mantel, large Pella windows and lots of natural lighting, Eat in Gourmet chefs kitchen was carefully crafted with a Chic upscale design, Viking Appliances, Calacatta Marble counter tops, large scale Calacatta Marble center island with seating for 4 or more and lots of storage all around, Custom cabinetry with soft close, French doors that go out to an amazing covered patio, an oasis for alfresco dining and entertaining, Living room with fireplace and French doors that go out to the patio and Inground heated pool, Second floor with a luxurious Primary ensuite bedroom with vaulted ceiling, balcony overlooking pool and patio area, large California walk in closets plus two more additional closets and a custom full bath with walk in shower and seat, custom cabinetry with dual vanities, 3 additional bedroom's with custom closets and full bath and tub. This incredible back yard with custom covered wainscoting ceiling and chandelier, porcelain tile floors plus outdoor BBQ, sink, mini refrigerator, outdoor fireplace with porcelain tile floors. Hampton style heated 16 x 36 Inground pool, great for entertaining completed with custom design landscaping complete with fencing around the private property, privacy trees all around the property assuring full privacy. This home reflects pride of ownership, Close proximity to beaches and golf.

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$1,600,000
4bedrooms
3bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
30

House with pool and garden Glen Head (United States)

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!

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$5,585,000
1,634m²
9bedrooms
12bathrooms
land 3.6ha

By Annonceur International

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