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$2,495,000
5 Beds 5 Baths 1050586 MLS
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.

217 Feeks Lane, Locust Valley

$10,250,000
7 Beds 12 Baths 1050255 MLS
An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remaining bedrooms are generously proportioned and each includes a private full bathroom. The finished basement extends the home’s exceptional amenities with a gym, spa, entertainment room, and lounge, creating a private retreat for wellness, recreation, and relaxation.An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remaining bedrooms are generously proportioned and each includes a private full bathroom. The finished basement extends the home’s exceptional amenities with a gym, spa, entertainment room, and lounge, creating a private retreat for wellness, recreation, and relaxation.

18 Evergreen Way, Old Brookville

$13,250,000
10 Beds 15 Baths 1048378 MLS
La Reserve - 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 Reserve serve 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.

100 Horseshoe Road, Mill Neck

$13,600,000
10 Beds 10 Baths 1034316 MLS
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.

97 A Pound Hollow Road, Old Brookville

$6,846,000
8 Beds 6 Baths 1033511 MLS
Welcome to 1007 West Shore Rd, Mill Neck, an extraordinary estate where timeless Neo-Classical architecture meets exceptional craftsmanship, with panoramic harbor views from nearly every room. Perched high above the water on Long Island’s prestigious Gold Coast, this residence draws inspiration from the grand estates of ancient Greece and Rome. Defined by its striking symmetry, stately full height columns, elegant proportions, and refined architectural detailing, the home embodies a level of sophistication and permanence rarely found in today’s luxury market. A magnificent double height foyer welcomes you with soaring 12 foot ceilings and an impressive dual curved mahogany staircase, setting the tone for the grandeur that unfolds throughout this remarkable residence. Rich mahogany craftsmanship is showcased in every detail from the custom doors, staircases, intricate moldings, and built-ins to the distinguished executive library, complete with handcrafted millwork, a window seat, and exquisite 24-karat gold gilded details. Designed for both elegant entertaining and comfortable everyday living, the residence offers 8 bedrooms and 5 and a half luxurious custom marble bathrooms. The grand formal living room and oversized formal dining room are framed by breathtaking harbor views, while the dining room is enhanced by custom mahogany built-ins and hand-applied 24 karat gold leaf detailing. The spacious eat-in chef’s kitchen opens to a private deck and front balcony, creating the perfect setting to enjoy morning coffee while overlooking the sparkling water views. The inviting family room, executive library, powder room, and thoughtfully designed entertaining spaces complete the main level. The luxurious primary suite serves as a private sanctuary, featuring spectacular panoramic water views, generous walk-in closets including a cedar closet, and a spa-inspired marble bathroom complete with a steam shower, Jacuzzi tub, and refined finishes. The upper level offers 4 bedrooms, including the primary suite, with 3 bedrooms enjoying private en-suite marble bathrooms. An elegant sitting area overlooking the harbor and a secondary spiral staircase provide both beauty and convenience. The fully finished walk out lower level expands the home’s exceptional living space, offering 4 additional bedrooms, a full bathroom, an expansive recreation and living area, and direct access to the patio overlooking the picturesque English gardens and tranquil water views beyond. Every full bathroom is beautifully appointed with luxurious marble finishes, Jacuzzi tubs, and steam showers, reflecting the uncompromising attention to detail found throughout the home. Brazilian hardwood flooring, custom Marvin windows, smart thermostats, and a whole house AquaSure water filtration system further enhance both comfort and quality. Outside, the estate continues to impress with beautifully landscaped grounds inspired by traditional English gardens, multiple terraces and outdoor entertaining spaces, an oversized driveway capable of accommodating numerous guests, and an attached 3 car garage. Completed in 1993 and designed by a renowned Manhattan architect, 1007 West Shore Road is more than a home, it’s a legacy estate. Combining timeless Neo-Classical architecture, extraordinary craftsmanship, and one of Mill Neck’s most captivating settings, this is a rare opportunity to own a residence of enduring elegance, distinction, and unmatched beauty.

1007 W Shore Road, Mill Neck

$6,398,000
5 Beds 6 Baths 1022544 MLS
Perched atop 3 magnificently landscaped acres in the prestigious enclave of Mill Neck, this extraordinary custom-built estate seamlessly blends timeless architecture, exceptional craftsmanship, and modern luxury. Built in 2013, the residence was thoughtfully designed to capture breathtaking panoramic water views of Oyster Bay Harbor, Cove Neck, Centre Island, and the Long Island Sound from nearly every room. Approached through a private gated entrance, the property is surrounded by lush manicured lawns, specimen trees, vibrant gardens, and an impressive collection of fruit-bearing trees, creating a serene estate like setting. The exterior showcases stunning Mediterranean travertine stone, Marvin storm rated windows with rich mahogany interiors, handcrafted imported Italian doors and hardware, a custom curved “Artistic” mahogany entry door, and a "Ludowici" terra cotta roof. Constructed on oversized "Mat Foundations" a superior structural system rarely found in residential construction, the home reflects an exceptional level of quality and engineering. Inside, soaring 25-foot ceilings, Brazilian cherry flooring, custom Wenge oak doors imported from Italy, exquisite Murano glass lighting, and walls of glass create an atmosphere of sophistication and grandeur. A magnificent one-piece custom made curved staircase serves as a striking architectural centerpiece, while every principal room is positioned to maximize the spectacular water views. The chef’s kitchen is beautifully appointed with custom mahogany cabinetry, a spacious center island, premium appliances including Bosch, Wolf, BlueStar, Liebherr, and Sub-Zero, and a fully equipped butler’s pantry. Designed for both intimate gatherings and large scale entertaining, the home offers elegant formal and informal living spaces that flow seamlessly onto expansive terraces and wrap-around balconies overlooking the water. The residence features five spacious bedrooms and six bathrooms, including four full baths and two powder rooms. The first-floor primary suite serves as a private sanctuary with water views, a luxurious spa bath, radiant heated floors, and custom California Closets. Each additional bedroom is ensuite and enjoys its own private balcony, creating a unique retreat for family and guests alike. The walk-out lower level is an entertainer’s dream, featuring a custom wet bar with Sub-Zero refrigeration, ice maker, dishwasher, gas fireplace, temperature-controlled 1,200-bottle wine cellar with integrated cigar humidor, private guest suite, second laundry room, library, multiple storage rooms, and direct access to an oversized patio overlooking the serene water view setting. This smart home is equipped with Control4 automation, Lutron lighting, Sonos audio throughout all three levels and outdoor spaces, VMS security, intercom system, HEPA air filtration, whole-house dehumidification, nine-zone heating, nine-zone cooling, radiant heated bathroom floors, 400-amp electrical service, natural gas, AC condenser unit installed Aug 2026, irrigation supplied by a private well, greenhouse, copper gutters with dry wells, French drains, and a whole-house Cummins generator backup. Rarely does a residence combine such extraordinary construction quality, resort-style amenities, spectacular water views, and unmatched privacy. Located just 45 minutes from Manhattan, this exceptional Gold Coast estate represents a truly rare offering in one of Long Island’s most coveted communities.

900 W Shore Road, Mill Neck

$5,599,000
6 Beds 7 Baths 1026409 MLS
Introducing an Extraordinary new Construction Estate in the prestigious Village of Muttontown, Set on approximately 3 Private acres overlooking a Picturesque Golf Couse. This Exceptional 2026 built residence offers the perfect blend of Modern Luxury , Elegance, and Sophistication. Featuring Six (6) Spacious Bedrooms and 6.5 designer bathrooms, with Radiant Heated Floors. The home showcases impeccable craftsmanship and high-end finishes throughout. A Grand Entrance welcomes you into a breathtaking Great Room, with soaring ceilings, expansive windows, and abundant natural light, creating an impressive setting for both everyday living and entertaining. Designed for comfort and style, the residence includes two fireplaces- One Gas and One Electric, adding warmth and ambiance to the home's thoughtfully designed living spaces. The open and flowing floor plan seamlessly connects formal and informal areas while maximizing the stunning Golf Course Views. Nestled on a beautifully situated 3-acre property, this Magnificent estate offers privacy, tranquility, and resort-style living in one of Long Island's most sought-after communities. A rare opportunity to own a newly built luxury home in the Heart of Muttontown. (Optional pool, optional outdoor kitchen, optional elevator.)

730 Remsens Lane, Muttontown

$4,288,888
7 Beds 8 Baths 1019177 MLS
Welcome to 314 Mill Hill Rd Mill Neck located in the Luxurious Gold Coast. This Exquisite home has been built by William Townsend the historic mansion was widely known as the Chancellor's Mansion, which was built in 1834. The estate has passed through several notable historical figures, including Theodore Roosevelt III and fashion designer Oleg Cassini. This estate sits on almost 6 Acres . The property has additional 2 Large guest homes . Which can make a wonderful compound for friends, staff or guests. Each guest house is about 2300 SF and nicely updated . The main Estate consists of 7 Bedrooms 8 bathrooms, Stunning Chefs Kitchen, And A Grand Formal Dining Room, This home a true masterpiece of workmanship. The gorgeous wrap around porch adds so much character and comfort ,The beautiful large balcony on the 2nd floor is ideal for relaxing and enjoying the Stunning Water views of Oyster bay Harbor. The property has a custom built greenhouse which is ideal for growing your own farm to table fruits and vegetables. This home is in close proximity to the local private Beach which is only 2 blocks away. The history of this home has been written up in multiple books and periodicals. A true gem not to be missed AN VERY LOW TAXES !

314 Mill Hill Road, Mill Neck

$12,250,000
7 Beds 10 Baths 1017340 MLS
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.

199 Lattingtown Road, Locust Valley

$2,199,000
5 Beds 5 Baths 1011882 MLS
Welcome to this Exquisite New Construction Grand Estate in the prestigious Hewlett-Woodmere School District! Showcasing Sophisticated Modern European Architecture, this stunning home features a Grand Two-Story Foyer, Soaring ceilings, oversized windows, and elegant open-concept living spaces drenched in natural light. The main level boasts formal living, dining room, a dramatic two-story family room, and a designer chef’s kitchen with an expansive center island—perfect for both grand entertaining and refined everyday living. A first-floor bedroom with full bath, laundry room, and attached garage complete this thoughtfully designed level. The second floor presents a lavish primary suite with a spa-inspired bathrooms and spacious walk-in closets, along with three additional generously sized bedrooms and beautifully appointed bathrooms. Multiple private balconies elevate the living experience, while a striking open bridge overlooks the foyer and family room below, adding architectural grandeur. With approximately 4,600+ sq. ft. of meticulously crafted living space, this custom-built Colonial showcases premium finishes, abundant natural light, generous proportions, and exceptional attention to detail throughout. Perfectly situated in the heart of Hewlett within the highly regarded Hewlett-Woodmere School District, this home offers unmatched conveniences—near the LIRR station, Trader Joe’s, Starbucks, Urgent care, for everyday conveniences. No detail overlooked, no second chances—this is Hewlett’s next standout home!

1310 Waverly Street, Hewlett

$8,975,000
6 Beds 9 Baths 1011822 MLS
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.

52 Piping Rock Road, Locust Valley

$5,499,000
9 Beds 8 Baths 1005247 MLS
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.

8 Stonegate Lane, Old Brookville

$14,900,000
7 Beds 9 Baths 1004738 MLS
‘Haut Bois’ is a refined brick-and-stucco French chateau nestled in the heart of Brookville, New York. Inspired by the Louis XIV hunting lodge that later became the Palace of Versailles, this extraordinary 18-room estate is steeped in history, elegance, and timeless beauty. Originally built in 1916 by renowned architect Ogden Codman Jr. and meticulously restored in the late 20th century, this one-of-a-kind masterpiece sits at the end of a private road on eight pristine acres. Beyond its wrought-iron gates, a long, tree-lined stone driveway leads to the stately residence, where every detail reflects exceptional craftsmanship and sophistication - from antique stone fireplace mantels and hand-painted wallpaper to crystal chandeliers and bespoke finishes throughout. A grand entrance hall with a sweeping marble staircase welcomes you to the main level. The formal living and dining rooms, each adorned with French doors, open seamlessly to the outdoor entertaining terraces and overlook the breathtaking formal gardens. The chef’s eat-in kitchen features a spacious center island, custom cabinetry, a La Cornue range with matching hood, premium appliances, and granite countertops. Completing the main level are a wet bar, library, den, powder room, and a private guest bedroom with an en-suite bath. Upstairs, the luxurious primary suite offers separate dressing rooms, multiple walk-in closets, and two exquisite marble bathrooms. Three additional generously sized bedrooms, two full baths, and elevator access complete the upper level. The lower level is thoughtfully designed for both recreation and comfort, featuring separate guest quarters, a billiards room, playroom, laundry room, fitness area, spa, and sauna. The basement level includes abundant storage, a temperature-controlled wine cellar, and access to the attached four-car garage. Originally landscaped by famed French architect Jacques Greber, the grounds are nothing short of spectacular. Highlights include a stunning step-down courtyard, irrigated vegetable garden, gated tennis court, in-ground pool with pool house, chipping and putting green, and an outdoor fireplace and grilling area. Cloaked in ivy and grandeur, and tucked away along Long Island’s storied Gold Coast, ‘Haut Bois’ stands as one of the last remaining architectural treasures of its era.

1985-4 Cedar Swamp Road, Brookville

$4,500,000
6 Beds 5 Baths 1003784 MLS
MAJOR PRICE ADJUSTMENT: Enter the wrought iron gates, crowned with classic gas lanterns that cast a warm, welcoming glow and along a private drive, Rolling Meadows reveals itself with the quiet authority of architecture built without haste -a classic brick Georgian residence with stately columns and a slate roof, set amid nine-plus acres of gracious formal gardens and mature specimen trees. Inside, wide plank oak floors create genuine character. A sweeping staircase rises from the entry foyer; the living room and imported Filipino mahogany-paneled library each offer wood-burning marble fireplaces; the formal dining room features a distinct china showcase; and the chef’s kitchen — with its substantial center island and adjoining breakfast room — is designed for both daily living and entertaining. The principal suite is positioned on the main floor, offering exceptional privacy, generous dressing, and a unique ensuite bath. A first-floor guest suite, three additional second floor bedrooms, a substantial bonus room and a three-car attached garage complete the residence. The grounds are as fully realized as the interiors. An Innocenti and Webel pool and dedicated pool house provide an effortless setting for outdoor entertaining. The equestrian facility comprises a seven-stall barn, multiple paddocks and on-site staff quarters. The serious equestrian infrastructure is complemented by a three-car attached garage. There are two additional outdoor garages on the estate. Rolling Meadows is that increasingly rare proposition: a fully equipped country estate where architectural pedigree, equestrian infrastructure, and the warmth of a well-appointed home meet without compromise. A property of this character is best understood in person.

550 Chicken Valley Road, Locust Valley

$25,000,000
13 Beds 17 Baths 1001064 MLS
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. Hidden 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 Island’s 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. The 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. Designed 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. Outdoor 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 estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

1 Applewood Estate, Upper Brookville

$2,548,000
5 Beds 7 Baths 993715 MLS
Welcome to this exceptional custom-built Colonial nestled in the highly sought-after Swan Lake development of Woodbury, located within the award-winning Syosset School District. Boasting approximately 6,000 square feet of thoughtfully designed living space, this magnificent residence offers 12 spacious rooms, including 5 generously sized bedrooms—each featuring its own walk-in closet—and 6 full bathrooms. Crafted with superior quality and attention to detail, this home features stunning marble and granite finishes throughout, creating a timeless and elegant atmosphere. The expansive layout offers seamless flow, ideal for both everyday living and entertaining on a grand scale. The fully finished basement with outside entrance provides versatile additional living space, perfect for recreation, guests, or extended family. Step outside to a beautifully level and private backyard, where luxury meets lifestyle. The outdoor kitchen area is a true showpiece, complete with a pizza oven imported directly from Italy—perfect for entertaining and creating unforgettable experiences. This one-of-a-kind residence is more than just a home—it’s a true oasis offering sophistication, comfort, and exceptional craftsmanship in one of Woodbury’s premier locations.

21 Chauncey Place, Woodbury

$5,250,000
6 Beds 8 Baths 985121 MLS
An exceptional private brick estate compound set on approximately 7 meticulously manicured acres in Upper Brookville. This impressive residence offers grand scale, timeless elegance, luxurious landscaping, and a true lifestyle experience both inside and out. Filled with natural light, the home features vaulted ceilings, oversized windows, sweeping property views, 6 spacious bedrooms with en-suite baths, 7.5 baths, large eat-in kitchen with generous counter space and storage, and full finished basement. Designed for both daily living and elevated entertaining, every space offers comfort, presence, and functionality. The meticulously designed grounds create a resort style setting with a custom 22,000 gallon koi pond, custom lighting, newly resurfaced Har-Tru tennis court, heated gunite pool, 8-person hot tub, pool house with kitchenette, full bath and changing room, custom outdoor kitchen, and premium speaker system inside and out. Complete with space for 10-cars, car lifts, and carport, this rare Upper Brookville estate delivers privacy, scale, luxury, and an unmatched indoor and outdoor lifestyle. A rare opportunity to own a private Upper Brookville estate with exceptional amenities and beautifully maintained grounds.

45 Wolver Hollow Road, Upper Brookville

$15,000,000
5 Beds 8 Baths 991350 MLS
Known as the Snapple house, 1245 Veeder Drive has stood as one of Hewlett Bay Parks most coveted addresses for decades — an 11,031-square-foot waterfront estate on two private acres across a rare double lot that simply cannot be recreated in today's market. Originally built by one of the founders of Snapple, the property bears the mark of serious construction: a hand-laid slate roof, architecture by Norman Wax, and execution by Qualico Contracting. The result is a home built without compromise — and held for over three decades by the same family. Inside, the residence spans three levels with elevator access and is organized around water views and entertainment. A dedicated entertaining wing includes a bar and temperature-controlled wine cellar. The primary suite is positioned toward the harbor, with dual walk-in closets and a spa bath with soaking tub and sauna. Five bedrooms in total. The grounds are what set this property apart. The full two acres — across a genuine double lot, a combination nearly impossible to assemble in Hewlett Bay Park — extend to the water with a private dock with 240 feet of frontage, manicured lawns, and formal gardens. A separate poolside cabana operates as a self-contained retreat, with a full kitchen, changing rooms, bathroom, and sauna. Properties like this do not come to market. When they do, they do not come back.

1245 Veeder Drive, Hewlett Bay Park

$8,800,000
7 Beds 11 Baths 973001 MLS
Apple Trees Is A Place Where Time Slows And Life Feels Richer. Down A Winding Drive, Past More Than 15 Private Acres Of Specimen Trees, Flowering Gardens, And Sprawling Lawns, A 1916 Tudor Revival Manor By Renowned Architect Roger H. Bullard Reveals Itself With Quiet Grace. Its Slate Roof And Ornamental Brickwork Glow In The Morning Light, While Ten Fireplaces Warm Rooms Filled With Coffered Ceilings, Hand-Finished Millwork, And Over A Century Of History. Built As A Wedding Gift For Junius Spencer Morgan, Son Of J.P. Morgan, Apple Trees Is A Home With Soul A Home Where Laughter Spills From The Sunroom, Music Drifts From The Grand Piano In The Salon, And Evenings End With Candlelight And Conversation On The Bluestone Patio. Daily Life Here Feels Effortless. Mornings Begin With Sunlight Spilling Through The Greenhouse As Roses And Rhododendrons Stir In The Breeze. Stroll Through Arboretum-Like Grounds, Savor A Match On The Har-Tru Tennis Court, Or Swim Laps In The Gunite Pool. Further Back, A Putting Green And Your Own One-Hole Golf Course Create Moments Of Playfulness And Escape. Evenings Might Bring Wine From The Climate-Controlled Cellar, Dinner Al Fresco Under Century-Old Trees, And Firelight Shared With Friends. Inside, The Estate’s Scale And Details Inspire. Spanning Over 13,000 Square Feet, Apple Trees Offers Far More Than Seven Bedrooms And Seven Full Baths; It Offers A Canvas For A Richly Layered Life. A Mahogany-Paneled Study, A Chef’s Kitchen Built For Bold Meals And Late-Night Stories, And Gracious Entertaining Spaces Framed By Windows That Capture The Beauty Of The Surrounding Grounds. The Boutique-Style Primary Suite Is Its Own Sanctuary, Complete With Dual Baths, A Steam Room, Sauna, Fireplace, And A Dressing Room Designed For Mornings That Matter. The Grounds Are A World Unto Themselves. Specimen Trees, Perennial Gardens, A Greenhouse, And A Barn Nestle Seamlessly Into The Landscape, Believed To Have Been Influenced By The Legendary Olmsted Brothers. These Private Acres Offer Room For Your Next Vision, Whether That Means A Sculpture Garden, A Vineyard, An Outdoor Cinema Beneath The Stars, Or Stables And A Riding Trail. This Is Land That Listens, Ready To Reflect Whatever Inspires You Next. Behind The Scenes, Thoughtful Infrastructure Provides Peace Of Mind. A Whole-Property Gas Generator Supports The Main House, Guest Apartment, And Garage, Ensuring Seamless Continuity In Any Season. The Three-Bedroom Apartment Above The Garage Adds Flexible Space For Guests, Staff, Or Extended Family, Further Enhancing The Estate’s Versatility. Every Inch Of Apple Trees Respects Its History, Yet Nothing Here Is Frozen In Time. Move In And Live Beautifully As-Is Or Reimagine The Home Through Your Own Modern Lens. Its Craftsmanship, Scale, And Setting Are Already In Place The Rest Is Limited Only By Your Imagination. In A World That Moves Too Fast, Apple Trees Doesn’t Chase; It Invites You To Breathe. Here, Luxury Is Not Loud. It Is Quiet Confidence, Permanence, And Provenance Wrapped In Storied Walls And Sunlit Windows. This Is One Of Locust Valley’s Last Great Legacy Estates, Built To Impress In Its Time And Still Breathtaking Today. And Now, It Is Ready For Its Next Chapter.

95 Piping Rock Road, Locust Valley

$3,650,000
6 Beds 6 Baths 973588 MLS
Tucked away on a serene private road just minutes from the storybook charm of Locust Valley, this Mediterranean-style Colonial is a true estate of distinction. Sited on 5+ pristine acres, seamlessly blends classic elegance with modern luxury. Designed with both grandeur and comfort in mind, the home features two gracious primary suites on the main level, a total of 6 spacious bedrooms, 5 full bathrooms, and one half bath. Soaring 10-foot ceilings enhance the sense of openness throughout, while rich oak hardwood floors provide warmth and sophistication in every room. The heart of the home is a massive chef’s kitchen, thoughtfully appointed for both entertaining and everyday living. A timeless oak-paneled library offers a refined retreat for work or leisure. The layout is perfectly made for making entertaining a seamless, enjoyable experience. Recently renovated, upstairs bathrooms, along with brand new HVAC systems, and a newly constructed three-car garage, ensure turnkey ease and modern comfort. Full partially finished basement, with walkout to outside. "The Last of the Mohicans" on a highly desirable private road in Matinecock, this extraordinary property offers rare privacy and elegance in one of Long Island’s most coveted enclaves. Close proximity to LIRR (train), renowned golf courses, and schools makes this a desired location. A truly unique offering that must be seen to be appreciated.

406 Duck Pond, Locust Valley

$8,937,200
6 Beds 12 Baths 958234 MLS
660 Chicken Valley Road | Locust Valley, Long Island Gold Coast Positioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality. Set across approximately 5.33 acres of secluded, manicured grounds and encompassing nearly 16,500 square feet of interior living space, the estate embodies a rare combination of architectural integrity, refined craftsmanship, and long-term asset strength—an offering seldom available in today’s market. Architectural Integrity & Engineering Excellence The residence far exceeds conventional residential standards, delivering exceptional structural durability and long-term stability. Every element—from roofing systems to drainage engineering, from acoustic insulation to thermal efficiency—has been executed to a near commercial-grade level, ensuring the property performs as beautifully as it presents over time. A fully integrated geothermal heating system, paired with advanced climate and humidity control, provides year-round comfort while preserving fine art, furnishings, and materials at an optimal level. Smart home integration allows full remote operation globally, supported by central vacuum, multi-zone climate control, and a whole-house generator—ensuring seamless living without compromise. Security and privacy are paramount, with dual gated access, an extended private drive, and discreet contingency features that elevate the estate to a level of true residential security. Interiors | Bespoke Craft, Quiet Luxury The interior experience is defined not by excess, but by precision. From hand-finished hardwood floors to finely executed crown moldings, each detail reflects a commitment to craftsmanship that is increasingly rare. The kitchen and service areas are appointed with best-in-class appliances—including Wolf, Sub-Zero, and Miele—integrated with custom millwork and carefully selected stone surfaces. These spaces function equally as a private culinary environment and a sophisticated setting for entertaining. The primary suite is conceived as a private retreat, featuring a fireplace, a fully appointed dressing room, and a spa-caliber bathroom with radiant heated floors, a freestanding soaking tub, and a multi-function shower system—delivering a daily experience of understated indulgence. Technology is seamlessly embedded throughout the home, integrating lighting, climate, and security into a unified system that supports effortless, modern living while preserving warmth and timeless character. Grounds | A Private Landscape of Distinction The estate grounds offer a level of scale and privacy rarely achieved. A defining feature is the approximately 2,000-foot cherry blossom-lined drive, creating a seasonal spectacle that transforms the approach into an experience of quiet grandeur—both cinematic and deeply personal. The landscape unfolds with expansive lawns, mature trees, and curated outdoor environments designed for both solitude and large-scale entertaining. Recreational amenities further enhance the lifestyle offering, positioning the estate as a true private resort. Location & Investment Perspective Locust Valley remains one of the most tightly held and supply-constrained markets on the Gold Coast. Properties of this caliber—combining land scale, construction quality, and privacy—are increasingly rare. This offering represents not only a primary or secondary residence, but a strategic long-term asset with strong preservation of value and generational appeal. 660 Chicken Valley Road is not defined by square footage alone, but by what it represents. It is a residence for those who understand that true luxury is not declared—it is recognized. Here, ownership is not simply acquired. It is inherited forward.

660 Chicken Valley Road, Matinecock

$6,395,000
9 Beds 12 Baths 943102 MLS
Welcome to this magnificent custom designed Estate! This prestigious brick colonial set on over an acre is in the exclusive village of Woodsburgh. This one of a kind home features 9 bedrooms, 9 full bathrooms, 3 half baths, and is perfectly designed for grand entertaining! Arrive through a stately circular driveway, flanked by two separate two-car garages (4 total) positioned on either side of the residence. Enter the breathtaking expansive foyer with soaring ceilings and experience the elegance of luxury living. With an open floor plan and attention to detail the home showcases 10 foot ceilings and 22 feet in the grand living room which boasts an adjacent library. The first floor features a primary suite that offers dual ensuite bathrooms, 2 home offices, as well as a guest suite. The heart of the home is the chef's eat in kitchen, which seamlessly flows to a great room and oversized formal dining room, ideal for hosting gatherings of any size. The sweeping staircase leads to the second floor, designed for comfort and privacy with 6 generously sized bedrooms and 5 bathrooms. Throughout the level, you'll find an abundance of closet space and sitting areas to gather. The massive walkout basement, provides a bedroom and 2 bathrooms. It is an entertainers paradise complete with a full recreation area, an indoor endless lap pool and gym. There is even an event space with custom bar and kitchen. Additional features include 2 laundry rooms, an elevator to all 4 floors and a dumb waiter. The excitement continues outside with a gunite salt water pool and hot tub, sports court, large patio and landscaped grounds. Built for both comfort and leisure, this Woodsburgh home truly has it all. Make this dream home your dream come true home! Do not miss this one! Too much to list but no detail has been missed.

22 Willow Road, Woodsburgh

$6,500,000
5 Beds 5 Baths 932952 MLS
*Point Lookout Long Island *45 Minutes to NYC. - *Brand New Reynolds Channel Waterfront Estate | Never Lived In *WATCH FULL VIDEO VIRTUAL TOUR* Introducing a All Brand-New, never-before-lived-in Four-level Waterfront Masterpiece Perfectly positioned along Reynolds Channel. Set on a 6,000-square-foot property with 60 feet of Premium Waterfront, this Architectural Gem showcases a New bulkhead and New Private dock—a True Boater’s Paradise. Spanning an impressive 5,248 square feet of refined living space, this Estate features 5 Spacious Bedrooms, 4.5 Designer Baths, and an Elevator seamlessly connecting each level. The elegant formal Dining room and Chef’s kitchen are designed for grand entertaining, while expansive living areas frame sweeping, Unobstructed Water Views that captivate from Sunrise to Sunset. A 3-car garage plus additional parking for up to 9 vehicles provides exceptional convenience. Outdoors, indulge in resort-style amenities including a New Hot Tub, 2 built-in Barbecue areas, and a Heated rooftop deck with Great Views including NYC—the ultimate retreat for luxury Coastal Living. Every inch of this Brand-New Waterfront residence embodies Sophistication, Craftsmanship, and Tranquility, offering a once-in-a-lifetime opportunity to experience modern elegance on the water. This Unique Waterfront Property has the Rights to the Point Lookout Play Ground and the Residents Ocean Beach Front.

44 Bayside Drive, Point Lookout

$5,585,000
9 Beds 12 Baths 885874 MLS
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!

60 Piping Rock Road, Upper Brookville

$6,250,000
6 Beds 8 Baths H6318594 MLS
**Price Reduction $6,250,000.** Priced to sell!! Welcome to 4 Old Wagon Lane in Old Westbury, NY. The luxurious estate sits on a 4.01 acre well-manicured property with a beautiful stunning brick home of approximately 8,900 square feet. Step into the utmost of luxury in this finely detailed home. The high quality craftsmanship is evident though-out the 1st floor’s formal dining room, living room, piano room and home office. The Chef’s custom eat in kitchen features Thermador appliances, a large island and a fireplace. There are also fireplaces in the formal dining room and living room. The 2nd floor features the main bedroom, which is the utmost of luxury. Large, airy and filled with natural light. The room’s fireplace opens to the bedroom and to its tranquil sitting area, There are multiple oversized closets and an outdoor balcony. Its ensuite bathroom features a large jacuzzi, beautiful cabinetry and counter tops, enormous walk in shower and an outdoor balcony overlooking the gardens. The 3 additional bedrooms with ensuite bathrooms complete the 2nd floor. The attic space is fully finished as an entertainment/lounge area with a full bar. The basement with its high ceilings consists of a large family/game room, an additional kitchen and two large full baths. It also has two additional bedrooms, a large home gym and direct access to the back yard. The well manicured outdoor grounds feature a large multilevel stone patio, a gunite in ground pool with jacuzzi, a tennis court and an additional BBQ/entertainment detached structure with a Lynx BBQ Grille, lounge area, large island and fireplace. The all white, approximately 900 square foot Pavillon is stunning and fantastic for hosting friends and family. Three car heated garage is attached for your convenience. Prestigious Jericho School District. Call to schedule a private tour of this stunning estate in the heart of Old Westbury. Additional Information: Amenities:Marble Bath,Tennis,ParkingFeatures:3 Car Attached,

4 Old Wagon Lane, Old Westbury

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