luxury real estate for sale Glen Head, United States

Poised on nearly half an acre of manicured grounds in one of the North Shore's most storied waterfront villages, this newly constructed residence offers an exceptional standard of living where coastal serenity meets refined modern design. Spanning approximately 4,900 square feet across three thoughtfully finished levels, the home presents five bedrooms, four full and one half bathrooms, and an architectural sensibility that honors the timeless character of Sea Cliff while delivering every contemporary luxury. Soaring nine-foot ceilings on both the first and second floors create an atmosphere of effortless grandeur, while sun-drenched, open-concept living spaces flow seamlessly from a chef's kitchen — appointed for serious entertaining — to an expansive great room that opens directly to a private backyard retreat. Upstairs, the primary suite is a study in quiet indulgence, featuring a spa-inspired bath and generous walk-in closets designed for the discerning eye. Additional bedrooms offer gracious flexibility for family and guests alike. The fully finished lower level — with eight-foot ceilings — lends itself equally to a state-of-the-art fitness studio, a private media lounge, or an elegant recreation space. Situated within the award-winning North Shore School District, and moments from the Sea Cliff Marina, private beach, and the Sunset Club at Tappen Beach, this address places the very best of village life at your doorstep. Sailboats drift across Hempstead Harbor at dusk. The village beckons with coffee, galleries, and art fairs. North Shore Country Club and Glen Head Country Club are minutes away. This is coastal living at its most refined — a sanctuary where every detail speaks to quality, craftsmanship, and the rare beauty of a place truly unlike any other.

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.

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.

Opportunity awaits! Welcome to the classic center hall colonial, built in 1986, offering timeless charm and spacious living throughout. With a traditional layout, this home is perfect for both everyday living and entertaining. The main level features a large eat-in kitchen, a generous den with a fireplace, a formal living room and dining room, along with a dedicated home office and convenient powder room. Upstairs, the primary suite offers a private ensuite bath and walk in closet, along with three additional bedrooms and full hall bath. Enjoy year round comfort with central air, and take advantage of the expansive finished basement. Step outside to relax on the welcoming front porch or entertain on the back deck. Complete with a 2 car garage and conveniently located near shopping, transportation and dining this home presents an incredible opportunity. This home is being sold as is!

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!

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.

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.

Cute Victorian featuring 2 bedrooms and an open-concept layout with kitchen, dining room and front parlor. Living room with French doors, cathedral ceilings and loft space. First floor washer/dryer for convenience. Sweet front porch and comfortable rear patio overlooking a fully fenced yard with shed. Conveniently located near shops, dining and the railroad. A wonderful place to call home!

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

This distinctive 4-bedroom, 2-bath residence known as The LaMarcas Thompson Carriage House, beautifully blends history, charm, and warmth. Originally a guest and carriage house on the LaMarcas estate. The LaMarcas Thompson family, credited with inventing the roller coaster, adds a unique historical touch. This home has now been maintained with tremendous pride and care by its owners, with attention to detail evident throughout. Inside, a bright den with soaring ceilings and stained glass sets an inviting tone, complemented by fireplaces in the den and living room and a wet bar designed for easy entertaining. Every room carries its own cheerful character and charm. Set in a peaceful Glen Cove community, the home features a spacious wraparound yard with multiple seating areas and a hot tub—perfect for relaxing or gathering outdoors.

This beautifully maintained side hall Colonial is ideally situated on the border of Old Brookville, offering convenient access to Glen Cove Road while tucked away on a quiet cul-de-sac. Set on a shy third of an acre of flat, usable property, this home combines comfort, space, and functionality. The interior features a welcoming entrance foyer that flows into a spacious living room and a formal dining room, perfectly positioned off the open-concept kitchen. A bright, sun-filled bonus area enhances the home’s appeal, creating the perfect setting for entertaining guests. The inviting family room with a fireplace, along with a convenient powder room, completes the main level. Upstairs, the home boasts a luxurious primary suite with a renovated ensuite bathroom and a walk-in closet, along with an additional generously sized bedroom comparable to a second primary. Three more spacious bedrooms share a beautifully updated hall bathroom. A full finished basement adds even more versatile living space. Located within the North Shore School District, this home offers an exceptional lifestyle in a prime location.

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!

This Ranch home has great bones and privacy on oversized lot with 2-car garage. A wonderful opportunity.

One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved with underground utilities which include natural gas, electric, water, cable and a driveway curb cut. The only thing left is to design the home of your dreams and start building! Adding to the beauty, ambiance and privacy of the area, across from the gated entrance to the Chatwal Estates, there is a 60-acre parcel known as Young's Farms Fields that is to be forever preserved in its natural state. Conveniently located only 25 miles from Manhattan and close to fine dining, schools, clubs and shopping.

Beautiful Colonial-style home with North shore school and located in a desirable tree-lined community, totally renovated in 2023, modern amenities include curb appeal, when entering you will find a thoughtfully designed layout that maximizes space and lots of natural sunlight, 4 Bedrooms, 2 Full Baths with radiant heated floors, large laundry room with custom cabinetry and window, washer and dryer, crown & base moldings, recessed lighting throughout, living room with fireplace and large bay window with views of the stone patio and large yard, new double hung windows, Dining area with wainscoting, All new kitchen with stainless steel appliances, Quartz counter tops and all custom white cabinetry and new fixtures, soft close draws and over the gas stove with pot filler an exhaust range, pantry coat closet, Primary bedroom on the first floor, plus first floor full bath with radiant heated floors. second bedroom /office with windows for natural light and closet, Second floor with 2 bedrooms, Full Bath with radiant heated floors, lots of custom storage, whether you're enjoying the home or entertaining in the private backyard and expansive patio with large porcelain tiles great for Alfresco dining and gas for a BBQ, this residence is a perfect blend of modern amenities and effortless living, ideal for those who appreciate modern amenities in every detail, lush professional landscaping, privacy trees around the property and lovely rose bushes in the front, one car detached renovated garage with the driveway that accommodates 6+ cars. generator hook up, Amenities list available and North Shore School district.

Pristine ranch on a flat, fenced property. The spacious living room is anchored by a large window that floods the space with natural light. The eat-in kitchen offers a dedicated dining area and its own private side entrance. Three well-proportioned bedrooms, including a primary, share one full bathroom. The full unfinished basement spans the entire footprint of the home — an exceptional amount of storage space with real potential to finish. Natural gas heating. The backyard is fully fenced and very private. One-car garage. A well-maintained home that's move-in ready.

Welcome to 25 Montrose Court, nestled on 1.95 acres on a quiet cul-de-sac in Roslyn Harbor. This stately center-hall-colonial has been impeccably maintained with many upscale renovations and tasteful decor. Refined millwork and hardwood floors frame the spaces with traditional charm and warmth. The spacious first floor has grand principal rooms, providing many entertainment spaces. An oversized living room complete with a full wet bar accommodates large gatherings and opens into a cozy den with fireplace perfect for entertaining. The chef’s kitchen, complete with top-of-the-line stainless appliances, offers plentiful counterspace and a seated island, with generous custom cabinetry for storage and display. The striking dining room offers a beautiful view of the manicured, verdant grounds. A second den, bedroom, full bath, laundry room, pantry, and mud room complete the sprawling first floor. The second floor hosts a large primary suite with wonderful natural light and space for a sitting area. Attached is an updated four-piece bathroom leading to an enviable walk-in closet/dressing room, a private gym and office. Three additional bedrooms and two full baths appointed with neutral colors complete the outsized second floor. A fully finished basement offers another large entertaining space with additional storage and a half bath. Full home generator. The private, serene backyard is outlined by mature trees and landscaping, and offers outdoor leisure spaces including a saltwater pool, hot tub, TV lounge & built in barbecue. The property is zoned for a tennis court. Located in the desirable Roslyn School District, this home is easily accessible to New York City and awaits a buyer with vision and appreciation of fine architectural detail.

Perfectly set on a winding country lane, this charming colonial combines timeless craftsmanship with modern luxury on over two level, landscaped acres designed by Steven Dubner. The home showcases fine millwork and mouldings with hardwood flooring throughout the first floor. A welcoming entry leads to a gracious living room with a gas fireplace, dentil moulding surround, and built -in bookcases leading into a formal dining room. French doors open to a new bluestone terrace with flower beds, a full outdoor kitchen, views of the saltwater, and gunite pool with an electric cover and expansive grounds. The gourmet kitchen features black marble countertops, imported tile backsplash, a quartz center island with a prep sink and top -tier appliances, including a Wolf cooktop, double wall ovens, Subzero refrigerator/freezer, Miele dishwasher, Sharp microwave and wine refrigerator. A breakfast room with banquette flows into the spectacular great room with cathedral ceilings, exposed beams, a brick wood-burning fireplace, built-in bar, Palladium window and terrace access. An office, laundry/mudroom and guest room with en suite bath complete the first floor. Upstairs, the Primary suite offers a sunlit sitting room/office, spacious bedroom, a luxurious marble bath with radiant heat, dual sinks, vanity, and two fully fitted dressing rooms. Additional accomodations include an en suite bedroom, two additional bedrooms with a shared new bath, a second washer/dryer and ample storage. A finished basement provides a playroom, storage, and easy access to the mechanicals. This is an exceptional home blending the charm of classic Long Island living with every modern convenience.