luxury properties 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.

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!

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.

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 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.

NEWS 12 REPORTED: Sea Cliff couple welcomes first baby of 2026. But there is more to the story, the family is now moving. Their home was TOTALLY renovated inside and out , completed in January 2025! Too many updates to mention. Smart, sophisticated, with a touch of whimsy. This home was renovated and is maintained with love and care by the current owners. Move in ready!! Tucked away but not far from the beach and the center of Village. Enjoy Sea Cliff's restaurants, bars, shops, libraries (Adult & Children's), art space and beach. North Shore Schools.

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.

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.

Elegant Colonial Home in Prestigious Matinecock Farms Set within the exclusive Matinecock Farms enclave, this gracious six-bedroom Colonial blends timeless architecture with thoughtful modern updates, all surrounded by beautifully landscaped grounds just shy of an acre. Backing onto a tranquil pond with preserve-like views, the setting offers exceptional privacy and natural beauty. A double-height entry foyer introduces the home's elegant, classic interiors. The formal living room, anchored by a gas fireplace, opens to a new 3 season screened porch overlooking the property, while the sun-filled dining room is ideal for entertaining. The chef's kitchen is designed for both everyday living and hosting, featuring a large center island, quartz countertops, windowed banquet seating, top-of-the-line appliances, two wine refrigerators, a spacious pantry, and a separate kitchen designed for everyday use. The library/family room offers custom built-ins and direct access to the garden. Outdoors, a bluestone terrace with dual grilling stations creates a seamless extension of the kitchen and screened in porch, making the terrace ideal for entertaining. The six bedrooms begin with a well-appointed first-floor bedroom with an updated en suite bath and a walk-in closet, providing flexibility for guests or extended stays. Upstairs, the primary suite offers a spa-like bath with a soaking tub and separate shower, along with a generous walk in closet. Four additional bedrooms, each with access to an updated bathroom, ensure comfort and privacy. A home office and separate laundry room complete the second level. Additional features include a two-car garage. Located within a meticulously maintained community, the property benefits from the Matinecock Farms Homeowners Association and its dedicated caretaker staff. HOA fee: $6,000.

Inviting and enchanting this expanded 5 bedroom, 3 bath Country French colonial in a picturesque botanical setting is a standout particularly for its unique architectural features and aesthetically pleasing open flow. The charming entry foyer opens to an inviting formal living room with wood burning fireplace. The Formal Dining room with large window looking out to the expansive grounds includes access to a screened porch. The enclosed porch offers a serene spot out of the elements to enjoy this picturesque setting. A conveniently located bedroom with adjacent full bath is located on the first floor. The spacious kitchen offers expansive granite counter space and dining area, including a large shelved cooks pantry. The kitchen opens to a casual gathering room with wood burning fireplace creating a comfortable hub for daily life with sliding doors which lead to the deck and backyard for easy hosting. The second floor primary en suite bedroom features vaulted ceiling, palladium windows and double walk-in closets with large bath featuring pedestal sink, tub and shower. Additional 3 bedrooms and full bath are located on this level as well, along with a laundry room. The full unfinished basement with outside entrance can be used for storage or finished for additional living, playroom or professional office space. The large, well planned, recently refashioned garage is yet an additional bonus. The setting of this home offers curb appeal with a generous circular driveway graced by seasonal and perennial plantings and a level of highly sought after privacy. The home epitomizes Gold Coast living at its best within close proximity to Nassau Country Club, LIRR, Hospital, Schools, Shopping and Beaches. It is conveniently located in the heart of this North Shore community.

Located in the private enclave of Matinecock Farms is this totally refurbished and updated 6 bedroom state of the art Colonial. Situated on almost an acre of beautifully landscaped property with specimen plantings and a heated 20x38 gunite pool, this property is centrally located, close to schools, train and shopping. The light filled main floor has a spacious light-filled primary bedroom suite with sitting room and ensuite bath featuring a large shower, soaking tub, 9-ft custom walnut double vanity , Ditra heated tile floors and two California closets. Additional rooms include a formal dining room, living room with fireplace and bar, a cozy den with french doors to the patio, large gourmet eat in kitchen, mudroom and laundry room complete this first floor. Second floor has redesigned oversized two bedrooms, each with ensuite baths and sitting areas. The lower level has a newly crafted expansive guest suite with two bedrooms, kitchette, family room, gym area, workshop, potting shed, ample storage and walkout to a sunny new Trex deck. House has State of Art systems HVAC, 9 zone WiFi, Daiken Comfort air conditioning and 16 zones of heat including heated floors in bathrooms and a mud hall, a whole house Generator and oversized climate controlled 2-car garage with a Level 2 charger-ready.

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

52 Woodland Road, Roslyn, NY 11576

Young Colonial- style home, newly built in 2018 with soaring high 10 ft ceilings throughout the first floor that blend of classis architecture with modern style living, built with the finest materials, The main home flows seamlessly from the entrance to the foyer with powder room, large closet with 9 ft door, chefs eat in kitchen lots of natural sunlight, French doors out to the wraparound porch, great for entraining, custom cabinetry, crown & base moldings, recessed lighting,10 ft ceilings, stainless steel appliances, hardwood floors throughout, dining area, living room with fireplace, rear door to the patio for alfresco dining. Primary bedroom ensuite with 11 ft ceilings, hardwood floors, Primary full bath and 2 walk- in custom closets, 2 bedrooms also with custom closets and 11 ft ceilings, full bath with tub and shower, full attic for storage, full basement with 10 ft ceilings and laundry room and outside entrance. stone patio and one car garage with storage above. close to beaches, golf and so much more.

Elegant Living in Red Spring Manor Welcome to 2 Gail Terrace, an exquisite residence in the prestigious Red Spring Manor community, offering private beach access and refined coastal living. This beautifully updated 5-bedroom, 3.5-bathroom home seamlessly blends timeless sophistication with modern comfort. Step into a grand two-story foyer with a stunning staircase, setting the tone for the home’s gracious interior. The first floor boasts a formal dining room, elegant living room, and inviting family room, all thoughtfully designed for both intimate gatherings and lavish entertaining. The chef’s kitchen, fully renovated just 2 years ago, features top-of-the-line finishes, a pantry, and an open-concept flow perfect for today’s lifestyle. A separate laundry room and attached two-car garage add to the convenience. Upstairs, the luxurious primary suite offers a serene retreat, while a second en-suite bedroom and three additional spacious bedrooms provide comfort for family and guests. All bathrooms, tastefully updated with marble finishes, exude spa-like elegance. The home’s thoughtful upgrades include a new boiler (2023), updated bathrooms (2023), and a roof under 10 years old. Two custom marble fireplaces add warmth and sophistication. The outdoor oasis is designed for resort-style living, featuring a heated vinyl pool, a charming pergola with a marble dining table, and lush landscaped grounds perfect for summer entertaining. The unfinished basement offers incredible potential to create a media room, gym, wine cellar, or additional living space limited only by your imagination. Situated in a coveted community with private beach access, this home combines luxury, comfort, and the best of North Shore living. Experience coastal elegance at its finest. Schedule a private tour today!

Stunning New Construction with 6000 s/f of living space in Sought-After Monfort Hills Experience the perfect blend of timeless elegance and modern design in this newly built Post-Modern Colonial. Offering 6 bedrooms and 5.5 baths, this home is thoughtfully designed with a seamless layout and refined finishes throughout. The first floor welcomes you with a gracious living room featuring a gas fireplace, built ins, a formal dining room ideal for entertaining, and a spacious relaxing room with its own fireplace for everyday living. The chef’s kitchen is both stylish and functional, complete with a butler’s pantry, premium details, high end appliances and sliding glass doors that lead to the patio and backyard—creating effortless indoor-outdoor flow. The versatile sixth bedroom, 5.5 bath offers a first floor bedroom/home office with a full bath. The second floor boasts a primary bedroom w/ primary bath and four additional spacious bedrooms and two full baths. Throughout the home, custom millwork, rich wood accents, and curated design elements create a distinctive character that blends classic charm with contemporary flair. Architectural archways add warmth and visual interest at every turn. The walk-out lower level is designed for both leisure and productivity, featuring a large recreation room, media area, mudroom, second home office and fitness space. Additional amenities include a 1.5 car attached garage with easy access in and out of the home and generous storage. Gas cooking and heating, central air conditioning and in-ground sprinkler system. Conveniently located near schools, town, restaurants, railroad, and beautiful waterfront settings. This home offers an exceptional lifestyle in a prime location.

Exquisite 4-bedroom, 3.5-bath COLONIAL offering the ultimate blend of privacy, luxury, and effortless North Shore living, nestled within the Legend Yacht & Beach Club with breathtaking views of the Sound. Located in the only gated waterfront community with its own PRIVATE marina and boat slip. Residents enjoy a 24-Hour manned gatehouse and includes landscaping and snow removal, allowing for a TRULY TURNKEY lifestyle. Community amenities include a waterfront clubhouse, pool, brand new indoor tennis and pickleball courts, a sandy beach, and beautifully maintained grounds. The FIRST-FLOOR PRIMARY SUITE is a true retreat, featuring a luxurious en-suite bath, abundant closet space, and serene views of the meticulously maintained property. The main level is filled with natural light, showcasing soaring ceilings and rich wood floors. A formal dining room and living room offer elegant entertaining spaces, while the spacious kitchen with GAS stove, center island, and breakfast area opens to a warm, inviting Den with a GAS fireplace, perfect for everyday living and cozy gatherings. Upstairs, 3 additional bedrooms include a Junior Suite with a full bath, along with 2 generously sized bedrooms sharing a well-appointed hall bathroom. The basement adds exceptional versatility, offering space for recreation, a gym, home office, storage or media room. Set on a generous 0.46-acre lot, the outdoor space is beautifully maintained and designed for both relaxation and entertaining. Completing the lifestyle, this home INCLUDES a 40’ BOAT SLIP which truly embodies the full Legend Yacht & Beach Club experience, combining waterfront serenity with convenient access to golf, boating, and local amenities, all just 23 miles from New York City.

43 Plymouth Road, Port Washington, NY 11050 43 Plymouth Road — A Cherished Home Ready for Its Next Chapter Lovingly maintained for many years, this inviting 3-bedroom, 2-bath split-level home with an attached one-car garage offers warmth, character, and endless potential. Priced at $925,000, this is a wonderful opportunity to make a truly special home your own. Set on a beautifully landscaped 7,200-square-foot property, the home boasts exceptional curb appeal and a welcoming presence. Inside, you’ll find hardwood floors throughout, a cozy wood-burning fireplace, one zone of central air conditioning, and one zone of oil heat. Ideally located close to town, the train, and schools, 43 Plymouth Road combines comfort, convenience, and timeless charm in a highly desirable setting.