luxury real estate for sale Glen Cove, United States (page 2)

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

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 33+ 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, four run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

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

Lovingly updated, this warm and inviting home in the Promenade section of prime Glen Head offers a versatile multi-level layout with 3 bedrooms and 2.5 bathrooms, including a spacious primary ensuite. Featuring multiple living and entertaining spaces across different levels, including a lower-level den/playroom and a generous backyard with multi-level decking. This home blends comfort and functionality with ease. Centrally located, near the Glen Head train station, local shops and restaurants at the four corners, and within the sought-after North Shore School District.

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.

*Join us Sunday, 7/28, 10:30 AM - 12:00 PM for First Open House* A circular driveway welcomes you to this traditional four-bedroom Colonial set on over two private acres in the Village of Lattingtown. Ideally located near Locust Valley shops, schools and the Long Island Rail Road, the property offers both privacy and convenience. A spacious deck just off the kitchen creates a wonderful setting for outdoor entertaining, summer barbecues or peaceful everyday living. Residents enjoy access to Town of Oyster Bay beaches on both the North and South Shores, along with resident golf privileges at the Glen Cove 18-hole golf course for a nominal fee.

Welcome to this exceptional 1893 architectural masterpiece -- the embodiment of Long Island's renowned Gold Coast. Once part of the historic Weir estate that encompassed multiple acres, this estate, now on just over 2 acres, and tucked away on a secluded hilltop sanctuary, offers the elegance of yesteryear, but with the updated amenities we all need today. Located in one of the North Shore's most charming and coveted neighborhoods, this stunning six-bedroom, six-bathroom residence offers more than 6,300 sq. ft of thoughtfully designed living space with a strong emphasis on privacy, comfort, and outdoor enjoyment. The cedar shake home features a slate roof and fieldstone accents that attest to its architectural heritage. Enter the home through a magnificent wood door enhanced with beautiful leaded windows into a spacious foyer with herringbone oak floors. The main level features a large Living Room with a fireplace and multiple sitting areas, as well as access to a patio beyond. A formal Dining Room, also with a fireplace, as well as a coffered ceiling, anaglypta wainscoting, elegant crown moldings and a hardwood floor sits on the other side of the foyer. The china pantry features wood cabinets that can hold numerous sets of china. The cozy Library will enchant with its floor-to-ceiling wall of bookcases. Beyond the Library one enters the updated and modern kitchen, which has green granite counters, and an abundance of efficient cabinets. Only the most modern appliances will be found here - a Wolf range, and a Fisher Paykel dishwasher, for example. Just beyond the kitchen proper, you'll find a climate-controlled wine room, as well as a large space for in - kitchen eating. The main floor also includes a sunroom off the Living Room, a Den with another fireplace off the Kitchen, and a Conservatory beyond that. The upstairs is reserved for sleeping. The Primary bedroom is the ultimate sanctuary, with a fireplace, an elegant marble bath, as well as a hallway of closets and a dressing room. Beyond that, there are five more bedrooms and four more baths, as well as a Craft Room. From the moment you arrive, the outdoor spaces command your attention with an almost theatrical flourish. Sweeping grounds unfold in every direction, offering a verdant tapestry of manicured gardens, and sun-drenched expanses that blur the boundary between curated landscape and natural splendor. This is not merely a yard -- it is a private domain designed for al fresco entertaining. Whether languishing by the heated saltwater pool, or reading a book by the firepit while overlooking the sumptuous grounds, there's a sense of calm and peace. And for those who love whimsey, the elevated tree house with its expansive decks and the charming playhouse offer additional pleasures. Beyond the property's own boundaries the surrounding community adds immeasurable dimension. The home sits across the street from the renowned Creek Club, and Bailey Arboretum is just down the street. The nearby village of Locust Valley offers a multitude of acclaimed restaurants and enchanting shops and the proximity to the LIRR ensures seamless connectivity to Manhattan. Families appreciate the convenience of acclaimed educational institutions situated just moments away reinforcing the neighborhood's reputation for discerning households who refuse to compromise on quality of life. This is Locust Valley at its most compelling -- where the prestige of a historic Gold Coast address converges with the warmth of a true family home.

Glen Head Center Hall Colonial updated and expanded offering 5 bedrooms and inviting living spaces. Impressive entrance, custom stairs and millwork, open floor plan, spacious living room with fireplace, formal dining room, private rear patio with complete outdoor kitchen. Sundrenched primary bedroom with 11 foot ceilings and bath with heated floor. Lower level recreation area and more, conveniently located closed to Glenwood Landing Elementary School, North Shore Middle School and North Shore High School as well as Tappen Beach.

This historic Sea Cliff carriage house, built in 1898, carries the legacy of the town's founder. Steeped in charm and character, it blends rich history with an authentic architectural past. A unique opportunity to own a piece of Sea Cliff's origin, this home invites you to a step into a living slice o local history while offering timeless elegance. The home stands proudly on a hill, surrounded by lush, manicured shrubbery and specimen bushes, leading up through a renovated front driveway. The home has four bedrooms, three-and-a half baths, three levels of living space. The first floor has an office/bedroom, a living room with balcony, a wood burning fireplace and French doors with beveled glass doors. Dining room and kitchen with walls of windows. First floor half bathroom. Open the Dutch door in the kitchen to a Trek Deck with Spanish Cyprus banisters, copies of the original banisters. On the second floor the home offers a truly stunning library crafted from English oak, featuring solid wood and soaring pitched ceilings. The library connects to an elegant retreat featuring a screened in porch blending indoor and outdoor charm. The second bedroom has use of a full hall bathroom. The spacious primary suite offers a warm and inviting retreat, featuring a cozy gas fireplace and elegant French doors that open to an expansive balcony. Down in the lower level, you'll find a family room with an entry/exit door, a temporary kitchen setup, a utility area, and a laundry room. You have easy access to beaches, numerous parks, nearby playgrounds and water sports for even more outdoor fun!

Wonderful opportunity to own a home on two lush acres in the heart of Old Brookville. Situated on a quiet cul-de-sac, this five bedroom immaculate and well maintained Center Hall Colonial is detailed with hardwood floors and two fireplaces. It offers buyers the chance to reimagine and update a gracious residence with exceptional potential. The beautifully landscaped property features an in-ground pool, tennis court and gazebo. Additional amenities include a two-car attached garage, an additional 3-car detached garage and generator. A rare opportunity to bring your vision and create your own private estate in a premier location.

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

This spacious four-bedroom, three-bath home is nestled on a quiet cul-de-sac and offers beautiful water views. Located in the desirable North Shore School District, it also provides access to all that Sea Cliff has to offer. The home features a finished lower level with additional living space, perfect for privacy and flexibility. Enjoy a deck-ideal for relaxing evenings, taking in stunning sunsets, and enjoying serene partial water views. Inside, you'll find a cozy den with a fireplace, a large dining room, and a bright living room designed for comfortable living and entertaining. The generously sized kitchen flows seamlessly into the dining area and den, with sliders leading out to the deck and yard-perfect for indoor-outdoor living. Close to the beach, this home is ideal for enjoying summer days and watching spectacular July 4th fireworks.

Nestled within one of Locust Valley’s most desirable pockets, this beautifully updated home offers a seamless blend of classic charm and thoughtful enhancements, with a layout designed for comfortable everyday living and effortless entertaining. A welcoming entry leads into a sunlit formal dining room, with the formal living room just across the way, creating a balanced and inviting flow. A conveniently located powder room adds ease, while the eat-in kitchen features stainless steel appliances, quartz countertops, and a center island. A pass-through opening to the bar offers a stylish connection to the spacious den. Anchored by a gas fireplace and complemented by custom bar seating, this warm and inviting space extends to the outdoor patio, creating a natural transition for indoor-outdoor living. A discreetly positioned mudroom enhances the home’s overall functionality. Upstairs, the primary bedroom offers a peaceful retreat with vaulted ceilings, three generous closets, a dedicated office nook, and access to a private balcony. Two additional bedrooms, each with ample closet space, are complemented by a sunlit hall bath featuring a skylight and radiant heated floors, along with a hallway linen closet for added convenience. Ideally located near local shops, restaurants, the LIRR, and schools, this home presents a wonderful opportunity to enjoy the charm and convenience of Locust Valley living.

Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

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.

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.

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

Welcome to 55 Pershing Avenue, ideally situated in the heart of Locust Valley. This charming two-story home offers a rare opportunity to own a piece of the North Shore's rich history while enjoying thoughtful modern updates throughout. The home features a newly renovated kitchen and updated bath, along with a spacious living room that flows seamlessly into the dining room, creating an inviting setting for both everyday living and entertaining. The lower level provides versatile bonus space, offering endless possibilities for a home office, gym, recreation room, or additional storage. Step outside to a fully fenced backyard oasis showcasing beautifully maintained gardens, a variety of mature roses, including modern, historical, and rare, hard-to-find varieties, and an abundance of perennial flowering shrubs. A detached garage provides exceptional flexibility and can serve as a workshop, hobby space, studio, or private office—an uncommon and valuable feature. Located within the highly regarded Locust Valley School District, this home is just moments from the village's charming boutiques, fine dining, beaches, arboretums, and the Long Island Rail Road, providing a convenient commute to Manhattan. A wonderful blend of character, comfort, and location, 55 Pershing Avenue is ready to welcome its next owner.

This meticulously maintained private North Shore gem is the epitome of move-in ready, reflecting the pride of an owner who has obsessively cared for every detail. From the brand-new ventilated roof, vinyl siding, and energy-efficient windows to the top-tier mechanical upgrades—including a new 200-amp electric panel, ductless HVAC, and a high-efficiency gas boiler with classic cast iron radiators—no expense has been spared in its modernization. The interior shines with a beautifully updated kitchen featuring granite countertops and stainless appliances, quartz-clad bathrooms, and flawlessly refinished hardwood floors. Perfectly situated just moments from the sparkling waters of Hempstead Harbor, residents can enjoy easy access to the park, the beach, the schools, highways, vibrant sunsets at the Sunset Club, and elite amenities like the North Shore Country Club, TOB pool, pickleball, basketball, and hockey games. This home offers a rare blend of structural integrity and a small-town lifestyle...you get a rock-solid house in a location that feels like a permanent vacation!

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

Beautifully renovated Colonial in Hill Terrace area of Glen Head. Classic charm and modern update. Sun filled living room with cozy fireplace, formal dining room, updated kitchen with granite countertops and stainless steel appliances. Nice deck overlooks yard with patio and shed. Located in North Shore School District. Close to shops, dining and Tappen Beach.

Enter the wrought iron gates 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.

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

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

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