Glen Head NY Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
2,152
Status:
Active
MLS#:
1030036
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1941
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-759-6822
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ADDITIONAL INFORMATION

Pride of ownership is evident in this charming 4 bedroom Colonial that beautifully blends timeless character with thoughtful updates. Lovingly expanded and meticulously maintained by its current owners, this warm and inviting home is ready for its next chapter. Inside you'll find comfortable living spaces filled with charm and character, making this a home that has been cherished over the years Nestled in the highly coveted Harbor View Community, and set on a private, level property, the outdoor space is ideal for entertaining and everyday enjoyment, featuring a spacious patio, buit-in BBQ area, grass yard, storage shed and access to the garage. . Opportunities to own a home in this sought-after neighborhood are few and far between. This property is a true gem and will not last long!

Beds:
6
Baths:
8.00
Sq.Ft.:
9,485
Status:
Active
MLS#:
1029380
Type:
Single Family
Lot size:
2.48 Acres
Year built:
1953
A broker reciprocity listing Courtesy: BERKSHIRE HATHAWAY 516-224-4600
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ADDITIONAL INFORMATION

Set on 2.5 private, beautifully landscaped acres in Brookville, this dramatic 9,485-square-foot contemporary offers exceptional scale, architectural interest and resort-style amenities within the Jericho School District. The 18-room residence features 6 bedrooms and 7 full and 1 half baths, including an expansive main-level primary suite with a spa-like bath and multiple walk-in closets. A grand foyer and soaring ceilings introduce generously proportioned living and dining spaces, a spacious sitting room and a chef’s kitchen with a large center island, breakfast nook and high-end Sub-Zero and Bosch appliances. Radiant-heated floors enhance the kitchen, primary suite and an additional bedroom. Walls of glass create a seamless connection to the extensive decking, swimming pool, cascading stone water feature and lush grounds. The finished lower level is designed for recreation and wellness, with a large recreation room, gym, sauna, wine cellar, laundry and abundant storage. Additional highlights include a home office, flexible guest accommodations, five-zone central air, a backup generator, a newer roof, an oversized three-car garage and a private tennis court. A rare Brookville estate offering privacy, space and exceptional indoor-outdoor living.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,180
Status:
Active
MLS#:
1027379
Type:
Single Family
Lot size:
2 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-759-6822
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ADDITIONAL INFORMATION

Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out. The kitchen underwent its own complete transformation, emerging with high end appliances, a center island, and gas cooking, ideal for anyone who loves to cook and entertain. Three fireplaces warm the home throughout, found in the den, the living room, and the sunroom, where a new gas fireplace adds year round comfort. Upstairs, five bedrooms include a primary suite with a walk-in closet and an en suite bath featuring a soaking tub, stall shower, and double vanity, while a sixth bedroom was converted into a convenient laundry room. Three full baths and two half baths serve the home's living spaces, and a full unfinished basement offers ample storage or future potential. The three car garage, expanded from its original two car footprint, sits above with a second story that shares a wall with the primary suite. Comfort continues with three zone heating and air conditioning, a 400 amp electrical service, an automatic propane generator, and a Control4 smart home system managing sound, lighting, and video throughout. Outside, mature landscaping surrounds a brand new in-ground pool, a pergola, and an outdoor kitchen with a gas BBQ, perfect for warm weather gatherings. A new thirty year asphalt roof, new driveway, and updated sprinkler system round out a home where every major system and finish has been thoughtfully addressed. Colonial in style and scaled for gracious living, 15 Dogwood Hill offers a rare combination of space, setting, and easy access to everything Long Island's North Shore has to offer.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,112
Status:
Active
MLS#:
1025463
Type:
Single Family
Lot size:
2 Acres
Year built:
1958
A broker reciprocity listing Courtesy: Countryside Realty & Mgmt Svcs 516-315-1398
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ADDITIONAL INFORMATION

Nestled on two private acres, this stunning 4-bedroom, 3.5-bath ranch combines timeless comfort with resort-style living, featuring over 3,100 square feet, an in-ground pool, and beautifully designed indoor-outdoor spaces, all within the acclaimed North Shore School District.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,594
Status:
Active
MLS#:
1019434
Type:
Single Family
Lot size:
2.01 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Signature Premier Properties 516-921-1400
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ADDITIONAL INFORMATION

This extraordinary Old Brookville estate at 19 Pheasant Hill Lane, featured in Architectural Digest, is a rare Georgian inspired residence that embodies timeless architecture, exceptional craftsmanship, and refined design. Perfectly positioned on two flat, private acres along one of Old Brookville’s most peaceful and coveted streets, this 5 bedroom, 3.5 bath home offers elevated living within the award winning North Shore School District. A charming circular driveway welcomes you to the stately facade, where grand Georgian columns create an unforgettable first impression. Beyond the marble foyer, the home unfolds with elegant living spaces rich in character and architectural detail. Luxurious marble bathrooms, custom designer lighting throughout, and a spectacular all glass cupola that fills the home with natural light showcase the remarkable quality and craftsmanship found in every room. Designed for today's lifestyle, the thoughtfully planned layout includes a first-floor bedroom, ideal for guests, extended family, or a private home office. Every space reflects warmth, sophistication, and timeless appeal, creating a home that is both inviting and impressive. The fully finished lower level is an entertainer's dream unlike any other. Featuring an expansive restaurant style bar, a custom built nightclub inspired entertainment venue complete with a DJ booth, dance floor, and generous gathering areas, this one of a kind space is perfectly suited for hosting unforgettable celebrations and private events. Outside, the sprawling two acre property offers endless possibilities to create your own resort style backyard oasis. With ample room for a luxurious pool, spa, outdoor kitchen, tennis or pickleball court, and beautifully landscaped gardens, the grounds provide the perfect canvas for exceptional outdoor living. Ideally located just minutes from the charming villages, fine dining, boutique shopping, renowned country clubs, parks, and Long Island Rail Road stations, this exceptional residence offers the perfect balance of privacy, convenience, and prestige. A truly remarkable Architectural Digest featured estate where timeless elegance, extraordinary entertaining, and the coveted Old Brookville lifestyle come together in one exceptional offering.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,499
Status:
Active
MLS#:
1016764
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1956
A broker reciprocity listing Courtesy: REALHome Services & Solutions 678-201-0475
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ADDITIONAL INFORMATION

AUCTION/OCCUPIED. 3- bedroom, 2 bath 1,499 square feet home sitting on 6,200 square foot lot in Glenwood Landing. Home is a short distance from Glen Head LIRR station, 3 different golf courses and Sea Cliff Beach. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interior photos, NO lease in place, NO access- The seller does not represent or guarantee occupancy status. NO VIEWINGS of this property. Please DO NOT DISTURB the occupant. Buyer is responsible for obtaining possession of the property upon closing.

Beds:
7
Baths:
8.00
Sq.Ft.:
5,764
Status:
Active
MLS#:
1009813
Type:
Single Family
Lot size:
5.01 Acres
Year built:
1930
A broker reciprocity listing Courtesy: P R O Links Realty Inc 718-487-9992
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ADDITIONAL INFORMATION

Nestled on approximately 5 landscaped acres in Old Brookville, this distinguished estate offers exceptional space, privacy, and classic Gold Coast character. The property includes a stately main residence, a separate 3-bedroom guest cottage, and a pool house, providing flexible living and entertaining opportunities. The main residence offers approximately 5,764 square feet of living space with 7 bedrooms, soaring ceilings, hardwood floors, and elegant French arched windows that bring abundant natural light throughout the home. Expansive interiors overlook manicured grounds, gardens, and open scenic views. Recently renovated bathrooms blend modern updates with timeless design, while generously sized living areas provide comfort and functionality. The beautifully maintained grounds showcase seasonal landscapes and mature plantings, creating a serene setting year-round. Accessed through a gated entrance and private drive, this exceptional estate presents a rare opportunity to own a significant property in the desirable Village of Old Brookville.

Beds:
9
Baths:
8.00
Sq.Ft.:
8,200
Status:
Active
MLS#:
1005247
Type:
Single Family
Lot size:
3.32 Acres
Year built:
1924
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-248-6655
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,885
Status:
Active
MLS#:
1007334
Type:
Single Family
Lot size:
0.21 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-759-6822
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ADDITIONAL INFORMATION

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.

Beds:
7
Baths:
10.00
Sq.Ft.:
6,429
Status:
Active
MLS#:
991638
Type:
Single Family
Subdivision:
The Estates at Greenfield
Lot size:
3.1 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-626-7600
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ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
8.00
Sq.Ft.:
7,200
Status:
Active
MLS#:
989641
Type:
Single Family
Lot size:
2 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 516-621-3555
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ADDITIONAL INFORMATION

Brookville Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan and soaring ceilings, this home includes a private elevator, second back staircase, radiant heating throughout, professionally-designed landscaping, 2 courtyards, and a bluestone patio surrounding the heated, saltwater, gunite swimming pool, and 3-car garage. Don't miss the chance to add your final touches to this modern colonial. Estimated completion: Summer 2027

Beds:
7
Baths:
10.00
Sq.Ft.:
11,400
Status:
Active
MLS#:
983498
Type:
Single Family
Subdivision:
Broadhollow
Lot size:
2 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Nest Seekers LLC 516-922-2878
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ADDITIONAL INFORMATION

Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approximately 11,400 square feet of total living space — including a 3,600 SF walk-out lower level and fully appointed pool cabana. Seven en-suite bedrooms and 10 baths are spread across a floor plan that balances grand scale with effortless livability. A first-floor junior primary suite offers flexibility for guests or multigenerational living, while the second-floor primary retreat features a spa-inspired bath, steam shower, dual vanities, and generous his-and-hers closets. Several secondary suites open to private balconies and terraces with views of the resort-like grounds below. Inside, radiant heat, custom millwork, and high-end finishes set the tone at every turn. The main level showcases a fully customized designer chef's kitchen, multiple fireplaces, and a sophisticated lounge with backlit stone detail and integrated cabinetry. A full-height retractable glass wall system connects the interior seamlessly to the backyard and pool — one of the home's most striking architectural features. A whole-house generator completes the package. Outside, the grounds deliver a private resort experience. A 65-foot in-ground pool with swim-up bar and in-water seating, oversized spa, sunken fire pit lounge, and expansive patio space anchor a backyard built for serious entertaining. The cabana includes a full bath, and the outdoor kitchen features a premium Hestan BBQ package with island bar. Located within the top-ranked Jericho School District. A rare brand new construction opportunity in one of Brookville's most sought-after communities.

Beds:
6
Baths:
8.00
Sq.Ft.:
7,000
Status:
Active
MLS#:
953450
Type:
Single Family
Lot size:
2 Acres
Year built:
2015
A broker reciprocity listing Courtesy: Signature Premier Properties 516-921-1400
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ADDITIONAL INFORMATION

Welcome to an extraordinary estates of timeless elegance located at 27 Victorian Lane, Brookville NY. — a distinguished estate that embodies architectural grace in one of the most prestigious residential setting. Set across approximately 2 acres of professionally landscaped grounds, this exceptional residence spans roughly 7,000 square feet of thoughtfully designed interior space, offering a rare balance of grandeur, comfort, and privacy. A stately approach leads to an impressive stone and shingle exterior, immediately signaling the caliber of the home within. The interior unfolds with a dramatic foyer and expansive principal rooms, perfectly proportioned for both formal entertaining and everyday luxury. The residence features 5 generously scaled bedrooms and 8 beautifully finished bathrooms, including an indulgent primary suite complete with dual spa-style baths. Custom millwork detailing throughout including coffered ceilings. The home’s living spaces flow seamlessly, highlighted by a chef’s kitchen designed for culinary excellence, with top of the line appliances, white oak cabinetry, custom chandeliers, elegant formal rooms, and inviting gathering areas. A fully finished lower level with private exterior access provides exceptional flexibility — ideal for a sophisticated entertainment lounge, indoor cabana, wellness retreat, or extended guest accommodations. Outdoors, the property transforms into a private resort setting, complete with a heated Gunite swimming pool featuring an outdoor wood burning fireplace, gas firepit, newly finished outdoor kitchen featuring a Viking BBQ, multiple fridges, microwave, and exceptional counter space. 2000 square feet of expansive stone patios, and sweeping lawns, all framed by mature plantings that enhance both beauty and seclusion. The grounds offer abundant space for outdoor entertaining while maintaining a serene, estate-like atmosphere. Located within the award-winning Jericho School District, renowned for its academic distinction and long-standing reputation for excellence, this address delivers both educational prestige and an exceptional quality of life. Brookville itself represents one of Long Island’s most coveted residential landscapes — known for its stately homes, tranquil surroundings, and enduring desirability among discerning buyers. 27 Victorian Lane is more than a residence — it is an expression of status, refinement, and the pinnacle of North Shore living.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,938
Status:
Active
MLS#:
974758
Type:
Single Family
Lot size:
2.02 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Signature Premier Properties 516-785-0100
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ADDITIONAL INFORMATION

Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living room with a cozy fireplace, a formal dining room, and a gourmet kitchen. The primary suite is a private retreat, complete with a spa-like en-suite bathroom. The fully finished basement is an entertainer’s dream, featuring a custom bar and ample space for gatherings. Outdoors, enjoy a serene backyard paradise with an in-ground pool, a charming gazebo, and a spacious patio—perfect for relaxing or entertaining. This exceptional property offers a rare opportunity to own a piece of paradise in one of Long Island’s most desirable locations. Don’t miss out on this remarkable home!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,176
Status:
Active
MLS#:
971322
Type:
Single Family
Lot size:
2.01 Acres
Year built:
1941
A broker reciprocity listing Courtesy: LAFFEY REAL ESTATE 516-328-3233
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ADDITIONAL INFORMATION

Welcome to 1678 Cedar Swamp Road, Brookville! Set on a sprawling 2.01-acre property in Brookville and located within the Jericho School District, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers exceptional space, comfort, and lifestyle amenities. The home features wood floors throughout, new moldings, and a freshly painted interior, creating a bright and inviting atmosphere from the moment you enter. The first floor includes a welcoming living room, a cozy den with a wood-burning fireplace, a powder room, laundry room, and a convenient coat closet. The updated eat-in kitchen features radiant heat and flows seamlessly into the formal dining room, making it perfect for everyday living and entertaining. Upstairs, the second floor offers a spacious primary bedroom with a full ensuite bath, a second bedroom, and a third bedroom with a walk-in attic/closet. A linen closet and second full bathroom complete the level. The fully finished basement, recently refurbished, adds excellent bonus space and includes a new dual-zone electric heat pump heating system, recessed lighting, a gym room, and an additional full bathroom. The expansive backyard is designed for recreation and relaxation, featuring a running track, basketball court, fenced gate, patio with a built-in grill, a 4,000 sq ft park area, and a trampoline. The property also includes an in-ground swimming pool (currently not in use but can be restored for enjoyment). Additional highlights include new washer and dryer appliances and abundant outdoor space offering privacy and versatility. This unique property combines classic Colonial charm with modern updates and exceptional outdoor amenities—an outstanding opportunity in Brookville.

Beds:
6
Baths:
5.00
Sq.Ft.:
5,254
Status:
Active
MLS#:
957864
Type:
Single Family
Lot size:
3.01 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Compass Greater NY LLC 516-517-4751
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ADDITIONAL INFORMATION

Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot within the prestigious North Shore School District, this property feels like your own year-round retreat. As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete seclusion. The property boasts a sparkling gunite saltwater pool with a chic pool house, a clay tennis court, and plenty of open space to enjoy outdoor living at its finest. Step inside this contemporary gem, and you'll find a thoughtfully designed floor plan that caters to comfort and style. The main level features a stunning primary ensuite with its own private deck—your perfect sanctuary for morning coffee or evening relaxation. The home has been meticulously updated with hardy plank siding, new windows, a modern A/C system, and a hot water heater. Simply move in and make it your own! Whether you're lounging by the pool, hosting friends on the tennis court, or unwinding in your serene retreat, this home truly offers a vacation lifestyle all year long. Don’t miss your chance to experience the ultimate in privacy and luxury living.

Beds:
6
Baths:
9.00
Sq.Ft.:
8,000
Status:
Active
MLS#:
953633
Type:
Single Family
Lot size:
2.53 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-626-7600
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ADDITIONAL INFORMATION

Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A long, stone driveway leads to the residence, accented by elegant black-trimmed windows, courtyard entrance and timeless curb appeal. This bespoke home features six generously sized bedrooms, seven full bathrooms, and two half baths, complemented by soaring ceilings and exquisite millwork throughout. A gracious foyer creates an impressive first impression, opening to sophisticated formal spaces including a sunken living room with a custom fireplace, and a refined parlor or music room adorned with elegant stone floors and dramatic walls of glass. Rich herringbone hardwood flooring flows seamlessly throughout the home, enhancing its timeless elegance. A formal dining room and private office, each with a fireplace, complete the main entertaining areas. At the heart of the home is a spectacular double-island gourmet kitchen, impeccably outfitted for the most discerning chef and ideal for hosting. The kitchen features a wet bar, oversized pantry, and flows effortlessly into a warm and inviting den. A first-floor junior primary suite with a private full bath offers flexibility, with direct access to the attached 2+ car garage. A thoughtfully designed laundry and mudroom area includes a built-in dog wash for added convenience. The primary suite is a true private retreat, showcasing cathedral ceilings, a fireplace with an adjoining lounge area, a spacious custom walk-in dressing room, and a spa-inspired bath with a soaking tub and oversized shower. A private rooftop terrace/sundeck overlooks the serene backyard, creating a peaceful escape. All additional bedrooms are generously sized and feature beautifully appointed ensuite baths, all of which have radiant floor heating. The fully finished lower level further elevates the lifestyle experience, offering a state-of-the-art media room and theater, a large matted gym, and a luxurious spa bathroom with a steam shower. Outdoors, the property is designed for resort-style living, featuring an in-ground pool, spa with pergola, expansive patios, and meticulously manicured grounds that provide privacy, scale, and elegance. This exceptional estate presents a rare opportunity to own a newly built, turnkey residence of enduring quality - crafted for those who value sophistication, comfort, and distinction - located within the highly regarded Locust Valley Central School District.

Beds:
6
Baths:
7.00
Sq.Ft.:
6,885
Status:
Active
MLS#:
949662
Type:
Single Family
Lot size:
2.01 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Compass Greater NY LLC 516-200-1098
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ADDITIONAL INFORMATION

Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale rooms ideal for both everyday living and entertaining. A grand foyer introduces the home’s elegant flow. The formal living room includes a fully equipped custom marble wet bar, while the open-concept den is framed by floor-to-ceiling windows overlooking the backyard and anchored by a marble fireplace.The custom kitchen opens seamlessly to the formal dining room and is complimented by thoughtful storage cabinetry, a large center island, Gaggenau gas appliances, double Bosch dishwashers, and a Sub-Zero refrigerator/freezer. Upstairs, all five bedrooms are en suite, offering privacy and comfort for guests alike. The extra-large primary suite serves as a private retreat, featuring dual outfitted custom walk-in closets and a luxurious marble bath with a steam shower, soaking tub, and two vanities. A spacious laundry room is conveniently located on this level. A well-designed service area beyond the kitchen includes a mudroom, a walk-in pantry, a full bath, and convenient access to the three-car garage, back staircase, and steps leading to the basement. The main level also features a generously sized bedroom, ideal for guests or extended stays. Radiant heated floors are featured in all bathrooms and the mudroom. The outdoor space is equally impressive, featuring a heated 40' x 20' Gunite saltwater pool, paver patio, and outdoor kitchen—perfect for entertaining or enjoying the serene, private grounds.

Beds:
6
Baths:
8.00
Sq.Ft.:
7,594
Status:
Active
MLS#:
940055
Type:
Single Family
Lot size:
1.33 Acres
Year built:
1896
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 516-354-6500
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ADDITIONAL INFORMATION

Located on a high bluff overlooking the Long Island Sound, this spectacular home is part of Glen Cove's Red Spring Colony. Originally built in 1896 as part of the historic Leahead estate for English cork importer Henry Bucknall, the home seamlessly blends timeless elements with modern living. Many original elements have been beautifully preserved, including intricate woodwork, soaring high ceilings, multiple fireplaces, banquet sized dining room and so much more. Thoughtful updates like a full kitchen remodel, updated bathrooms and 10 ductless heating and cooling units offer modern comfort while maintaining the estates old world charm. Enormous first floor primary suite with new bath, original fireplace, sitting room and tons of closets. Set on a flat 1.33 acres overlooking the Long Island sound, the grounds include a heated pool, multiple patios and plenty of room for entertaining.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,200
Status:
Active
MLS#:
920526
Type:
Single Family
Lot size:
0.26 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 516-307-9406
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ADDITIONAL INFORMATION

Exceptional Custom-Built Colonial in the Heart of Glen Head Don’t miss this rare opportunity to own a truly one-of-a-kind custom-built home in the desirable Glen Head community. Thoughtfully designed and built with no expense spared, this residence is a masterpiece of quality craftsmanship, luxury finishes, and modern functionality — far beyond basic or “just to code.” Step into a grand center hall colonial featuring a dramatic entry foyer, stunning custom white oak flooring, and intricate moldings throughout. The expansive open-concept layout flows seamlessly into a gourmet chef’s eat-in kitchen, complete with a massive 2” quartz island, top-of-the-line GE Cafe appliances, LED lighting, and custom cabinetry — ideal for everyday living and entertaining. Unmatched Construction & Features: Radiant heat throughout all levels, including the basement, Superior 2"x6" framing and steel beam construction, 10' ceilings on lower level, 9' on main and 8' upstairs, One-foot-thick foundation for durability and insulation. All principal rooms are generously sized, filled with natural light, and designed for both comfort and elegance. Outside, enjoy your private backyard oasis with a beautiful in-ground pool featuring a smart filtration system and automated retractable cover, plus a sleek outdoor kitchenette area — perfect for relaxing and entertaining year-round. All perfectly situated on over a quarter-acre of manicured property in a prime location. This home is a rare gem offering the perfect blend of timeless design and cutting-edge construction.

Beds:
6
Baths:
9.00
Sq.Ft.:
7,500
Status:
Active
MLS#:
906347
Type:
Single Family
Year built:
1981
A broker reciprocity listing Courtesy: Deutsch Realty Inc 516-931-8600
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ADDITIONAL INFORMATION

Elegance redefined in this stunning gem that blends an eclectic mix of mid-century modern design with a touch of contemporary sophistication, nestled on two lush, gated acres in Upper Brookville. From the moment you enter, the home captivates your imagination with its soaring 30-foot ceilings and dramatic windows and wood architectural elements. Clean lines, warm textures, and artful finishes create a sanctuary where luxury and tranquility meet. The expansive great room features floor-to-ceiling windows that flood the space with natural light, while rich wood accents and sculptural details evoke timeless mid-century character. Accents of bold color and modern materials add a sophisticated edge, striking the perfect balance between vintage charm and modern elegance. Stone fireplace soars through the expansive space, reminiscent of western grandeur. The design invites you to indulge in large-scale living without sacrificing comfort or intimacy. This home offers 6 bedrooms, 7 full baths plus 2 half baths, and a 3-car garage.Tennis court, Multiple heat and AC zones, electric Hunter Douglas window shades, full pool cabana with bath, and a fully gated property with separate entry and exit complete the offering. A true masterpiece, where the intersection of Zen design and glamour creates a lifestyle that embraces calm and beauty.

Beds:
5
Baths:
8.00
Sq.Ft.:
7,000
Status:
Active
MLS#:
860682
Type:
Single Family
Subdivision:
Broadhollow
Lot size:
2.1 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Compass Greater NY LLC 516-500-8271
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Incredible price reduction! Incredible Value! For the Discerning Client who seeks only the Finest....Welcome to 8 Vista Lane in Brookville--where Timeless Design and Bespoke Materials are blended to create this Sophisticated Modern Luxury. A Grand Courtyard leads to the Entrance of this Spectacular Private Estate. The Tone is set as Guests are greeted in the Breathtaking 30'high Domed Circular Reception Gallery adorned with Magnificent Crystal Chandelier, Stunning Marble Floors, Marble Fireplace, Intricate Plaster Moldings & Delicately Hand Painted Gold Leaf Wall Accents. Grandeur continues to an Elaborate Formal Living Room with Mahogany Floors, Shimmering Designer Textured Walls, Built-In Bar/Wine Cabinet, French Marble Fireplace & 2 sets of French Doors leading to an enclosed bluestone Patio for Indoor/Outdoor entertaining ease. Elegant Dinner Parties can be hosted from the private Banquet Dining Room graced with Antique Crystal Chandeliers & wall Sconces surrounded by elegant Venetian Plaster walls with soft handpainted Topiary silhouettes. The spacious Family Room is complimented by beautifully detailed coffered ceiling, Magnificent stone Fireplace and custom Drapery covering 3 sets of French Doors that open to a covered patio with brick archways. The Dream Kitchen is a Gourmet's delight with the most exquisite custom High Resin Wood Cabinetry, Meile & Wolf appliances, a 350 Bottle Wine Refrigerator, custom Illuminated Glass countertops, heated porcelain floors & Breakfast Room overlooking lush greenery. A private Office/Bedroom with soaring Architectural ceiling & doors to a Juliet Balcony and rear Patio is set off a private Hallway. Intricate custom wrought iron railings with gleaming mahogany handrails adorn each of this Manor Homes 4 floors. A circular Hallway embraces the 2nd floor leading to the elaborate Primary Bedroom. This lavish retreat is the epitome of Luxury with custom built-in wardrobe closets, French Marble carved Fireplace,2 separate Full Baths, one in Onyx, the other Marble with large custom walk-in closet, electronic blackout shades & expansive private outdoor patio. 3 additional large bedrooms, each with generous closets, private baths and electric shades complete this floor. The lower level is an open floor plan with play rooms, game room, gym,laundry and full indoor sports court. An entrance to the 4 car garage and stairway to rear property are accessed from this level. A life of privilege and a sanctuary of luxury await the next owners of this extraordinary residence set on two acres with pool/jacuzzi ,tennis, built-in outdoor kitchen, bluestone patios & professional gardens. Jericho SD By Appointment

Beds:
7
Baths:
8.00
Sq.Ft.:
7,500
Status:
Active
MLS#:
857170
Type:
Single Family
Lot size:
2 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Property Professionals Realty 516-605-2700
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ADDITIONAL INFORMATION

Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kitchen+Spice Kitchen, Top Appliances. Hide-A-Hose Central Vacuum. 5 Central Air Zones. Huge Backyard, Professionally designed landscaping. 10 ft first Floor, 10 ft basement, 12” 2nd floor in bedrooms. 4 Panel Slider in Basement!!

Beds:
6
Baths:
6.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
845880
Type:
Single Family
Lot size:
3.58 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-626-7600
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ADDITIONAL INFORMATION

Where Drama Meets Design Welcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable. From the moment you step inside, you’re swept into a world of high style and high impact. The soaring ceilings set the stage, while bold architectural details and designer finishes bring a sense of drama to every room. The custom chef’s kitchen is as functional as it is stunning—perfect for hosting everything from cozy family dinners to glamorous cocktail parties. Every detail was designed to delight. The pink laundry room will make you smile every time you walk in, and the sleek, sophisticated man bar is party-ready for unforgettable nights with friends. Every corner of this home tells a story of creativity, luxury, and fun. Step outside and it only gets better. The grounds are your private resort: a sparkling pool glistening in the sun, a full tennis court for a quick match, and beautifully landscaped gardens that feel like your own private park. Whether you’re entertaining on a grand scale or enjoying quiet evenings under the stars, this property delivers it all.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Glen Head Real Estate

Glen Head is located in New York. Glen Head, New York has a population of 4,839. Glen Head is less family-centric than the surrounding county with 32.83% of the households containing married families with children. The county average for households married with children is 35.86%.

The median household income in Glen Head, New York is $121,563. The median household income for the surrounding county is $126,576 compared to the national median of $69,021. The median age of people living in Glen Head is 46.3 years.

Glen Head Weather

The average high temperature in July is 84.1 degrees, with an average low temperature in January of 25.3 degrees. The average rainfall is approximately 46.4 inches per year, with 23.6 inches of snow per year.

Glen Head Map

Glen Head Real Estate Market Conditions

  • Median sales price

    $1,565,000
    12.8%
    change since last quarter
  • # Active listings

    27
    30-day change

Glen Head Schools and Demographics

Education near Glen Head, NY

City County
High School Graduates 94.75 91.7
College Degree - 2 year 6.62 7.96
College Degree - 4 year 60.55 47.48
Graduate Degree 19.52 14.94
Expenditures per Student 31,321 31,321
Students per Teacher 12.1 12.1

Elementary Schools near Glen Head, NY

Grades Students P/T Ratio ZIP
Glen Head Elementary School KG - 05 403 12.8 11545
Glenwood Landing Elementary School KG - 05 376 11.8 11545
Harbor Hill School 01 - 05 497 12.7 11548
Sea Cliff Elementary School KG - 05 332 11.1 11579
Vernon School 03 - 06 489 11.8 11732

Middle Schools near Glen Head, NY

Grades Students P/T Ratio ZIP
North Shore Middle School 06 - 08 675 11.9 11545

High Schools near Glen Head, NY

Grades Students P/T Ratio ZIP
North Shore Senior High School 09 - 12 911 12.2 11545
Westbury High School 09 - 12 1,349 16.2 11568
Wheatley School 08 - 12 731 11.4 11568

Demographics near Glen Head, NY

City County
Neighborhood Type Suburban
Population 4,839 1,391,678
Population Density 2,945 4,890
Median Age 46.3 41.8
People per Household 2.9 3
Median Household Income 121,563 126,576
Average Income per Capita 70,949 55,763

Real estate near Glen Head