luxury houses for sale Glenwood Landing, United States

his classic 1940s colonial in Glen Head presents an opportunity for restoration or full renovation. Select charming details remain, including a slate roof with decorative snow guards, a wood-burning fireplace with wooden mantle, and a built-in corner cabinet in the dining room - features that may inspire preservation. With 3 bedrooms, 1.5 bathrooms, a spacious yard, and garage, the home offers strong bones but requires significant updates, including kitchen, baths, flooring, and overall improvements. Ideal for a buyer ready to invest in bringing new life to a property with character, just two blocks from town and within the NS 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.

Nestled on a picturesque street with serene neighborhood views overlooking the Engineers Golf Course, this immaculate four-bedroom expanded Cape Cod residence offers timeless charm and modern comfort. Its striking curb appeal features classic brick and blue siding, complemented by a storybook front porch that warmly welcomes you home. Bathed in natural light, the interior showcases a formal dining room with gleaming hardwood floors and an inviting living room centered around a wood-burning stove fireplace. The space flows seamlessly into a beautifully appointed eat-in kitchen, complete with a center island, rich painted wood cabinetry, and stainless steel appliances - ideal for both everyday living and entertaining. A spacious den and dining area combination offers versatility and comfort, with sliding doors that open to an exceptional outdoor entertaining space. A thoughtfully designed mudroom features custom built-ins, cubbies, and radiant heated floors, with convenient access to the attached garage. The main level also includes a full bath and a generously sized bedroom, perfect for guests or flexible living arrangements. Upstairs, you’ll find three additional bedrooms, two full baths, and a charming office alcove/ bonus landing space. The primary suite offers multiple closets and a private en-suite bath with a large glass enclosed shower. All bathrooms throughout the home have been tastefully renovated and feature radiant heated floors for added luxury. The fully finished basement provides additional living space with a recreation room, laundry room and utilities (new water-heater). Step outside to a beautifully landscaped backyard oasis, complete with an above-ground saltwater pool, expansive sun deck, power awning, koi pond, and a paver patio with covered overhang and mounted TV - perfect for effortless outdoor entertaining. Mature plantings offer exceptional privacy, while an oversized double-wide driveway adds convenience. Located within the highly regarded North Shore Central School District, this home presents a rare opportunity to enjoy refined living in a truly idyllic setting.

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.

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.

Charming 1930’s Colonial with Inviting Front Porch, Hardwood Floors Throughout, CAC and Gas Heat. First Floor Features a Foyer, Living Room, Dining Area with Wood Plank Ceiling which opens to the Updated Kitchen with a Beamed Ceiling and 6 Top Kutchl Range, SS Appliances, Updated Full Bath, and Mudroom Area. The Second Floor Offers a Spacious Primary Bedroom with access to a walk-up Attic, Plus Two Additional Bedrooms and a Full Bath. A Full Partially Finished Basement with High Ceilings, Lots of Light, Laundry Area, Mechanicals and Storage Makes for a Versatile Usable Area Plus, a Walk Up Attic. Also, An Oversized Yard with a Large Covered Patio and a Detached 2-Car Garage. Close to Glen Head Elementary, Fine Dining, Beaches, Shopping, Highways, and Golf Clubs. Award winning North Shore School District.

Welcome to this charming Ranch in Glen Knolls, offering 3 bedrooms and 2 beautifully renovated bathrooms. Sunlight pours through skylights, filling the home with an easy, uplifting feel, while multiple fireplaces bring comfort and charm through every season. A cozy den creates the perfect spot to unwind, gather, or simply enjoy a quiet moment. Set on a nicely sized property, the home extends effortlessly outdoors with a large deck, spacious yard, and sprinkler system—ideal for relaxing, entertaining, or play. Ideally located near the LIRR and within the North Shore School District, this home offers everyday convenience with a special bonus for train lovers: the gentle, passing sound of the train can be enjoyed right from your backyard, adding a uniquely nostalgic touch to this special setting.

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.

Set within the Incorporated Village of Sea Cliff with views of Hempstead Harbor and steps from Tappen Beach, the marina, and the Sunset Grill, this striking Mid-Century Modern residence offers approximately 3,200 square feet of living space across two levels. Four bedrooms include a private primary suite, three full bathrooms, and a finished lower level perfect for extended family — all within a layout that lives comfortably and entertains effortlessly. The home has been well maintained and thoughtfully updated, featuring natural gas heating and cooking, central air conditioning, modern appliances, and generator readiness throughout. Low-maintenance grounds with beautiful specimen plantings complete a property that is as move-in ready as it is architecturally distinctive.

Tucked away in the sought-after North Shore Acres neighborhood of Glen Head you will find this refined home combining contemporary flair with traditional details. Reimagined within the last 10 years to include all new wood floors, moldings, stairs, kitchen and baths. This property checks all the boxes, a bespoke wood-mode kitchen w/calcutta marble counters, center island and premium appliances. A first floor guest suite includes a new full bath. Soaring ceilings with new skylights drenching the living spaces with natural light. The primary suite w/spa-like marble bath, soaking tub, steam shower and double vanities. Additional 3 bedrooms and new full bath all located on second floor. The full walk-out lower level features additional living spaces, additional bedroom and full bath. Sliders provide access to the outdoor oasis where you will find the in-ground saltwater pool with wading area, hot - tub, firepit, new pavers where you can enjoy it all in complete privacy. You have a found a home that has been loved and renovated with the utmost quality including a new roof, gutters, skylights and exterior painting all done this year. Nothing to do but enjoy living in this beautiful home in an exclusive neighborhood that is also convenient to schools, LIRR, shopping and dining. Taxes have been successfully grieved for upcoming year.

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!

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.

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.

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 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.

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.

OLD BROOKVILLE Far from ordinary, this extraordinary custom built brick Mansion is designed for luxurious entertaining, Set on a private cul-de-sac, wrought iron gates open to the courtyard of this pristine 3acre estate surrounded by lush landscaping and colorful gardens. You'll greet your guests in the breathtaking Foyer where soaring domed ceiling sits 30' above a double bridal staircase. Throughout the home, each room is spacious and beautifully detailed. Featuring mahogany doors & trim, mahogany & marble floors, coffered ceilings, private Library, 2 story Great room, chef's Kitchen with abundance of appliances, 7 Bedrooms with private Balconies,6 full Bathrooms, 5 half Bathrooms, 5 Fireplaces, Elevator to all floors ,and 5 car heated garage. To cater to your entertaining needs, the walkout lower level features a banquet hall capable of hosting hundreds of guests, complete with a commercial-grade prep kitchen, a walk-in pantry, and 2 separate multi-stall bathrooms and 500 bottle Wine Cellar. This lower level opens up to the Pool, Pool House, and Tennis Sports Court, providing ample outdoor enjoyment. If you seek something truly exquisite and extraordinary, 4 Valentine Farm Court is sure to win your heart and leave a lasting impression on your guests.

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.

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.

Nestled on a quiet cul-de-sac in the sought-after Harbor Acres community, this exceptional mid-century modern Ranch sits on over 2 private acres, offering the perfect blend of space, style, and serenity. This expansive home features over 3,000 square feet of thoughtfully designed living space, including 5 bedrooms and 3 beautifully renovated baths. The main level showcases a gracious living room with fireplace, a formal dining room, and a stunning new high-end kitchen outfitted with premium Miele appliances and elegant finishes. The primary suite offers a luxurious retreat with its own fireplace and new en suite bath, with steam shower. Two additional bedrooms and a full bath complete the main floor. The at-grade lower level provides incredible flexibility, featuring two additional bedrooms, a full bath, laundry area, and direct access to both the garage and the backyard—ideal for guests, extended living, or a home office setup. Outdoors, enjoy resort-style living with a heated gunite pool, expansive grounds, and a circular driveway that enhances both convenience and curb appeal. hardwood floors throughout, full house generator, smart sprinkler system, new fencing, beach rights, and so much more.

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.

52 Woodland Road, Roslyn, NY 11576

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