luxury properties for sale Glen Head, United States

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.

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.

Introducing 110 Dogwood Avenue, an extraordinary new construction set on 1.25 private acres in the prestigious Village of Roslyn Harbor. The finishing touches are complete and interior photos now available. This exceptional residence offers over 10,000 sq ft of meticulously crafted living space across three levels, seamlessly blending sophisticated design, uncompromising quality, and modern luxury. A dramatic entry introduces soaring ceilings, expansive living spaces, and impeccable finishes throughout. Designed for both grand-scale entertaining and comfortable everyday living, the home features eight bedrooms, eight full baths, and two half baths, including a spectacular primary suite retreat with dual custom walk-in closets and a spa-inspired bath featuring a steam shower, dual water closets, and designer finishes. Every bedroom is thoughtfully appointed with its own en-suite bath and walk-in closet. A three-stop elevator services all levels, while custom millwork, oversized solid-core doors, wide-plank white oak flooring, two gas fireplaces, and bespoke cabinetry elevate every room. The state-of-the-art chef’s kitchen flows effortlessly into elegant entertaining spaces and outdoor living areas, while the finished walk-out lower level offers exceptional flexibility with additional bedrooms, a gym, recreation spaces, and abundant natural light. Resort-style amenities abound. The professionally designed grounds showcase an impressive 18’ x 42’ heated saltwater pool with integrated spa, automatic cover, LED lighting, and expansive patio spaces. A fully equipped outdoor kitchen with barbecue, refrigeration, sink, and storage creates the perfect setting for outdoor entertaining. Covered patios and private balconies further enhance the seamless indoor-outdoor lifestyle. Built with an unwavering commitment to quality, the home features Marvin windows, a high-efficiency five-zone HVAC system with HEPA air filtration, radiant heated floors, spray foam insulation, advanced smart-home wiring, security system, and maintenance-free exterior finishes including Hardie Board, Azek, and porcelain veneer. A rare opportunity to own a newly built luxury estate in one of Long Island’s most coveted North Shore communities, where timeless architecture, exceptional craftsmanship, and modern convenience come together in perfect harmony. Located within Roslyn School District.

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

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.

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.

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.

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Nestled in the picturesque Village of Roslyn Harbor and located within the highly acclaimed Roslyn School District, this beautifully maintained 10-room Colonial offers the perfect blend of timeless elegance and modern comfort. 4 bedrooms and 2.5 baths, this exceptional residence combines spacious living with thoughtful design.. A private, landscaped front yard creates a true hidden oasis, offering a sense of privacy and retreat. A full brick driveway guides you toward the home, gracefully back from the street, revealing its character and charm as you make your way toward the home. A welcoming covered front porch, balcony and refined brick-and-vinyl exterior sets the tone for the warmth and sophistication found throughout the home. Inside, an open-concept layout is designed for seamless everyday living and effortless entertaining. The main level showcases refined details including crown molding, a cozy decorative fireplace, a dedicated laundry area with washer and dryer, and a spacious chef’s kitchen outfitted with luxury stainless-steel appliances—highlighted by a Thermador 48 range with custom hood and a Sub-Zero refrigerator. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet and a spa-inspired en-suite bath, and seasonal winter water vires. Three additional generously sized bedrooms and a well-appointed full bathroom provide comfort and flexibility for family or guests. The lower level expands the living space with a full basement offering abundant storage and recreation potential, featuring a textured brick curved counter bar ideal for entertaining. Additional highlights include a detached two-car garage, a storage shed for added convenience, and sliding glass doors that open to a beautifully finished paver patio and lush backyard—perfect for outdoor dining, gatherings, or quiet relaxation in a serene setting. Ideally located in one of the North Shore’s most desirable communities, this exceptional residence combines classic Colonial charm with thoughtful modern upgrades, offering spacious living, top-rated schools, and an unmatched lifestyle in Roslyn Harbor.

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.

Welcome to this charming and meticulously maintained colonial combining timeless character with modern upgrades. This move-in-ready home provides the perfect North Shore lifestyle. It features 4 spacious bedrooms and 3 updated full bathrooms, along with a stunning 2024 renovated kitchen showcasing natural wood cabinetry, quartz countertops, under-cabinet lighting, LG stainless-steel appliances and rich walnut hardwood floors. Major improvements include central air conditioning, natural gas heating system and a newly paved driveway. The walkout basement, updated in 2026, provides additional living space perfect for a home office, gym or recreation area. A separate workshop area offers excellent space for hobbies, projects or storage. The private backyard oases offers a spacious 12' x 28' Trex deck, ideal for entertaining, dining or relaxing outdoors. Beautifully maintained landscaping and a detached one-car garage further enhance the property's appeal. Ideally located within a short distance to Morgan Memorial Park & Beach, Garvie's Point Nature Preserve and the Glen Cove waterfront with local amenities, this exceptional home offers the perfect balance of convenience, comfort and coastal living.

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

Fabulous Brick Colonial centrally located in the Village of Matinecock is close to the Village, Transportation, Shops and Schools. This classic 5 bedroom residence exudes elegance and sophistication. Discriminating details and fine amenities are found in every room: wood floors, crown moldings, French doors, exquisite woodwork and crafted built-ins. Principal rooms provide the perfect ambiance to entertain on a grand or intimate scale. A spacious guest bedroom on the main floor offers privacy for your guests. Wonderful outdoor entertaining on the flagstone patio outside the Living Room or swimming in the adjacent pool are a delightful place to enjoy the beauty of the landscape.

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.

10 Ridge Drive, Port Washington, NY 11050

Nestled in the highly sought after Beacon Hill neighborhood, this classic 3 bedroom, 2.5 bath Colonial presents an exceptional opportunity to create something truly special. The home features a spacious living room with fireplace, formal dining room, kitchen with adjoining breakfast room, a charming covered porch and detached 2-car garage. Whether you are looking to preserve its classic character or reimagine the space with your vision and style, this is a home with endless potential in one of the most desirable locations. This home offers the perfect balance of convenience and lifestyle. Ideally located close to schools, shops, restaurants, LIRR, as well as an array of recreational amenities including the beach, golf and parks. A truly rare offering where location, opportunity and potential come together. Beacon Hill Association Beach Rights available with annual fee.

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.

Welcome to this charming 4-bedroom, 2-bath Colonial nestled in the highly sought-after Park Section. Expanded beyond its original floor plan with front and rear dormers, this home offers generous living space while maintaining its timeless character and warmth. Filled with charm and architectural appeal, designed for comfortable everyday living. Outside, enjoy a detached garage and a covered rear patio—perfect for relaxing or entertaining in any season. Ideally located with easy access to the LIRR, schools, parks, and local amenities, this home offers the perfect combination of convenience, character, and classic Colonial style.