Glen Head NY Real Estate & Homes for Sale

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Open House:

Sunday, 5/17 1:00-3:00PM

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Beds:
7
Baths:
8.00
Sq.Ft.:
7,605
Status:
Active
MLS#:
987894
Type:
Single Family
Lot size:
2.82 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-626-7600
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ADDITIONAL INFORMATION

Set on over 2.8 acres of exquisitely landscaped, park-like grounds with mature specimen plantings, this stately brick center-hall Colonial embodies timeless elegance and superior craftsmanship. Custom built by the renowned Gerald Brothers Construction for its current owner, the home showcases the highest level of finishes, thoughtful design, and enduring quality throughout. A grand two-story entry foyer with classic marble flooring creates an impressive first impression, opening to a gracious sunken living room anchored by a fireplace and filled with natural light. The formal dining room is perfectly scaled for entertaining with a butlers door into the bespoke, spacious eat-in-kitchen. The exceptional chef’s kitchen is designed for both function and beauty, complete with custom cherrywood cabinetry, professional-grade stainless steel appliances, a generous center island, walk-in pantry, and radiant heated floors. A sunlit breakfast area overlooks the manicured grounds, while the kitchen opens seamlessly to a custom wet-bar and expansive family room featuring a fireplace, coffered ceiling, and French doors that invite indoor-outdoor living. The main level is further enhanced by a powder room, a functional mudroom, and spacious bedroom with a private attached bath - perfectly suited as a first-floor primary suite alternative or comfortable, private quarters for guests. Sliding doors open to a serene slate patio, offering a peaceful outdoor retreat surrounded by lush, manicured greenery. Upstairs, the luxurious primary suite serves as a true sanctuary, featuring a tray ceiling, a comfortable sitting area, and two oversized walk-in closets. The spa-like marble bath is outfitted with dual vanities, a steam shower, and a Jacuzzi soaking tub. Additional bedrooms are generously sized, each with ample closet space, built-ins and beautifully appointed bathrooms finished with premium fixtures and materials. A versatile bonus space offers flexibility as a guest suite, home office, or playroom. The fully finished walk-out lower level expands the living space even further, offering a dedicated home gym, full bath, and a large recreational area suited for a variety of uses. Outdoors, the property is designed for resort-style living and entertaining, featuring an expansive bluestone patio with a built-in BBQ, a sparkling gunite pool with spa, and a private tennis court. The sweeping grounds provide both open lawn and landscaped privacy, while direct access to an equestrian trail network and zoning for horses offer a rare and desirable lifestyle opportunity. Additional highlights include a slate roof, exquisite millwork throughout and a three-car attached garage. Located within the Jericho School District and offering convenient access to New York City, this remarkable estate offers a rare balance of refined luxury, complete privacy, and everyday convenience, all set within one of the North Shore’s most sought-after locations.

Beds:
6
Baths:
8.00
Sq.Ft.:
5,607
Status:
Active
MLS#:
987383
Type:
Single Family
Lot size:
2 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-626-7600
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ADDITIONAL INFORMATION

A gracious circular driveway welcomes you to this exceptional newly renovated residence, perfectly situated at the end of a coveted cul-de-sac. The home showcases the finest designer finishes throughout, including custom cabinetry, wood flooring, two fireplaces, exotic marble and stone. At the heart of the home is a truly spectacular, top-of-the-line Christopher Peacock kitchen wood cabinetry, expertly designed for both everyday living and elevated entertaining. Outfitted with premium Wolf appliances and rich hardwood floors, the space is anchored by a striking marble center island and quartz countertops, enhanced by a fully equipped butler’s pantry and wine refrigerator. A sunlit breakfast room, perfectly positioned adjacent to the den, overlooks the sweeping property, creating a seamless flow between indoor comfort and scenic outdoor beauty. Thoughtfully designed for both grand-scale entertaining and intimate living, the home features two inviting dens and a richly paneled billiard room that doubles as a sophisticated home office. Elegant formal living and dining rooms complete the main level. Six stunning en-suite bedrooms include a lavish primary retreat with dual spa-like baths, fitted closets, and a private balcony. One of the many showstoppers is the spectacular windowed bluestone patio—an extraordinary architectural feature with a dramatic fireplace and walls of glass framing breathtaking views of the property. Seamlessly blending indoor and outdoor living, this space creates an unforgettable setting for year-round entertaining. The finished lower level is a vibrant lifestyle destination, offering a wine cellar, gym, and expansive entertainment space. For the ultimate enthusiast, the home also features a state-of-the-art golf simulator. An impressive five-car garage, radiant heat, speakers and full house generator are additional amenities. Outdoors, the estate is equally impressive, featuring a stunning in-ground saltwater pool surrounded by professionally designed landscaping that enhances both privacy and natural beauty. This exceptional home is in pristine condition and offers elegance, serenity, and seclusion.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,476
Status:
Active
MLS#:
986756
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1958
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-759-6822
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ADDITIONAL INFORMATION

Welcome to this charming split-level home offering a perfect blend of comfort, functionality, and outdoor beauty. Featuring 3 bedrooms and 1.5 baths, this well-maintained residence provides a versatile layout ideal for everyday living and entertaining. Step outside to a true gardener’s paradise—lush, thoughtfully landscaped grounds filled with vibrant plantings, mature greenery, and peaceful garden spaces. A charming patio provides the perfect setting for outdoor dining, morning coffee, or simply enjoying the serene surroundings. This home is a wonderful opportunity for those seeking both indoor comfort and exceptional outdoor living.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,650
Status:
Active
MLS#:
974915
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1956
A broker reciprocity listing Courtesy: BERKSHIRE HATHAWAY 516-224-4600
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ADDITIONAL INFORMATION

Welcome to 11 Glenwood Road, a beautifully renovated expanded Cape nestled in the heart of Glen Head. This charming home offers a perfect blend of modern updates and functional living space. The main level features a welcoming entry foyer, two well-appointed bedrooms, a full bath, an eat-in kitchen, a bright living room, and a versatile bonus room ideal for a home office or additional storage. Upstairs, you’ll find two generously sized bedrooms with ample closet space, a full bath, and a convenient pantry with built-in cabinetry. The eat-in kitchen opens through sliding doors to a private backyard oasis—perfectly sized for entertaining on the deck or simply relaxing in a peaceful setting. Additional highlights include a partially finished full basement with laundry access and abundant storage. Ideally located just minutes from the LIRR, fine dining, shopping, country clubs, and beautiful beaches. A fantastic opportunity for both homeowners and investors alike! Located in the North Shore School District, this home also offers excellent potential for a mother-daughter setup.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,548
Status:
Active
MLS#:
983513
Type:
Single Family
Lot size:
2.1 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-677-0030
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ADDITIONAL INFORMATION

Rare Is The Opportunity To Secure Over Two Acres Of Flat, Usuable Land In The Highly Sought-After Jericho School District. Along One Of Brookville's Most Picturesque Roads And Nestled In A Cul-De-Sac, 18 Quaker Ridge Drive Is An Idyllic Retreat Backing Onto A Private Equestrian Property - Providing Unmatched Tranquility And Pastoral Vistas. Currently Featuring A Classic 5 Bedroom Colonial, The Grounds Are Expansively Landscaped, Designed For Both Relaxation And Entertaining. With A 20x40 In-Ground Pool And Professional Specimen Plantings, The Sprawling Acreage Provides A Magnificent Canvas For A Luxury Expansion Or The Addition Of High-End Amenities That Suit Your Lifestyle - Such As A Tennis Court or Even Your Own Horse And Stable. With Low Taxes, This Is The Perfect Blend Of A Secluded Retreat And A Smart Investment.

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:
4
Baths:
2.00
Sq.Ft.:
2,401
Status:
Active
MLS#:
981193
Type:
Single Family
Lot size:
1.05 Acres
Year built:
1958
A broker reciprocity listing Courtesy: Integrity Core Realty 516-200-1202
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ADDITIONAL INFORMATION

Welcome to this lovely ranch home nestled near the end of a serene private cul-de-sac in the Village of Old Brookville. Set far back from the road, this wonderful residence sits on over one acre of beautifully landscaped grounds, providing exceptional privacy and tranquility. The bright and spacious interior features oversized wall-to-wall picture windows and French sliding doors that fill the home with an abundance of natural light while providing picturesque views of the surrounding property. Beautiful hardwood flooring throughout enhances the home’s timeless charm. Upon entering, you are greeted by a gracious foyer highlighted by an oversized skylight that fills the space with bright natural light. The eat-in kitchen provides a cozy breakfast nook, creating the perfect setting for casual meals and gatherings. The warm and inviting family room, also suitable as a fourth bedroom provides a comfortable space for relaxation. This home boasts 3/4 bedrooms, 2 full baths, fairly new central air conditioning and natural gas boiler for heating and cooking, hardwood floors throughout and main level, Den with wall to wall built-ins, washer & dryer are on the first floor. Additional features include a wood-burning fireplace, in-ground sprinklers, and a full unfinished basement with access to an attached 2.5 car garage. This fine home resides within the prestigious North Shore School District and presents a wonderful opportunity to make it your own. This is an Estate Sale and is being sold in (AS-IS) condition. Please add annual Old Brookville village tax of $ 3,888,89

Beds:
6
Baths:
5.00
Sq.Ft.:
3,818
Status:
Active
MLS#:
979551
Type:
Single Family
Lot size:
2.08 Acres
Year built:
1929
A broker reciprocity listing Courtesy: Blackstone Realty 516-802-3939
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ADDITIONAL INFORMATION

Welcome to this beautifully transformed Carriage House, where historic charm meets modern living! This impressive main residence offers a spacious open floorplan, featuring three generous bedrooms and 2.5 bathrooms. The heart of the home is illuminated by a stunning wall of windows, flooding the space with natural light and providing gorgeous views of your serene graveled French garden—perfect for entertaining friends or enjoying quiet moments in nature. But that’s not all! Just steps away, you’ll find a Guest House fully renovated and ready for your creative touch. This charming second dwelling is an excellent option for a cozy studio, or an in-law suite. It includes a full kitchen, a sunny sunroom, a handy laundry room, and a half bath on the main floor. Head up the stylish spiral staircase to discover three additional bedrooms and a full bath, offering even more versatile living space. Set on over 2 level acres, this property is a rare find that beautifully combines historic elegance with contemporary comforts, providing you the perfect canvas to create your dream lifestyle. Whether you’re seeking a multi-generational living arrangement or simply a uniquely charming estate to call home, this property invites you to write the next chapter in its wonderful story. Don’t miss out on the opportunity to own this exceptional home that seamlessly blends history and modernity. Tours 24/7

Beds:
6
Baths:
6.00
Sq.Ft.:
4,400
Status:
Active
MLS#:
977675
Type:
Single Family
Lot size:
2 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Signature Premier Properties 516-921-1400
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ADDITIONAL INFORMATION

Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of elegance. Every inch of the home reflects quality and intention—from the radiant heated floors throughout the entire main level and every bathroom to the sleek, designer fixtures and finishes throughout. The gracious first floor features a private guest suite with a separate entrance, ideal for extended family and guests. The chef’s kitchen is the true centerpiece—a culinary dream outfitted with a massive center island, top-tier stainless steel appliances, including a 48” Bertazzoni induction range with double ovens, oversized refrigerator and freezer, dual dishwashers, custom cabinetry, beverage drawers, and thoughtful built-ins—all designed to inspire both intimate dinners and large-scale entertaining. The second floor is home to a luxurious primary suite with a spa-inspired en-suite bath, radiant heated floors, oversized closet, and tranquil views of the property. Three additional spacious bedrooms upstairs offer generous closets, and large windows that flood the rooms with natural light. With a dedicated second-floor laundry area, convenience meets everyday function for busy households. The fully finished basement features its own private exterior entrance and offers an abundance of versatile space, including a wine cellar, gym, recreation, full laundry room, and more— The home's brand-new exterior features include a new roof, striking black energy-efficient windows, and a large Trex deck that opens from the kitchen to your own private oasis complete with an in-ground pool. Every system has been updated—new electrical, plumbing, floors, HVAC, and insulation—ensuring true turnkey luxury living. This is more than a home—it's a statement. A rare offering of timeless craftsmanship and modern design in one of the most distinguished enclaves.

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:
7
Baths:
14.00
Sq.Ft.:
11,926
Status:
Active
MLS#:
881369
Type:
Single Family
Lot size:
10 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-759-4800
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ADDITIONAL INFORMATION

Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a grand living room, banquet-sized dining room, inviting family room, and a serene primary suite with fireplace, sitting area, and generous mirrored closets. A spacious country eat-in kitchen and a lower entertainment level with bar and gym further enhance the home’s appeal. Outdoors, the estate opens to multi-tiered gardens, expansive terraces and patios, an in-ground pool, pool house with full kitchen, 2 full baths and guest quarters, tennis/sport court, golf hole with 3 tee boxes, apple orchard, trellis, and outdoor barbecuing area. A rare offering that captures the privacy, grace, and enduring appeal of the North Shore Gold Coast.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,653
Status:
Active
MLS#:
971961
Type:
Single Family
Lot size:
0.21 Acres
Year built:
1954
A broker reciprocity listing Courtesy: Cosmo Group Realty 516-246-9022
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ADDITIONAL INFORMATION

Welcome to this charming home located in the heart of Glen Head! This well-maintained property features 3 spacious bedrooms and 2 full bathrooms. The bright eat-in kitchen offers beautiful granite countertops and a skylight ceiling that fills the space with natural light. An additional versatile 10'2"x20' room provides the perfect opportunity for a potential 4th bedroom, home office, or guest space. Step outside to enjoy the well-maintained 24x12 covered Trex deck, ideal for entertaining or relaxing. The home also includes a Generac Generator for added convenience and peace of mind. A wonderful opportunity to own a comfortable and inviting home in a prime location close to shops, dining, and transportation.

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:
5
Baths:
5.00
Sq.Ft.:
3,938
Status:
Active
MLS#:
975020
Type:
Single Family
Lot size:
2 Acres
Year built:
1930
A broker reciprocity listing Courtesy: OverSouth LLC 631-770-0030
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ADDITIONAL INFORMATION

A Rare 2-Acre North Shore Estate-Like Setting Offering Privacy, Presence, and Endless Potential Set on approximately 2 acres of private, park-like grounds, this timeless Colonial with vintage charm presents a truly rare opportunity in the heart of Glen Head. Privately set back and gently elevated from the road along a long, tree-lined approach, the property offers an exceptional sense of space and seclusion—an increasingly rare offering on the North Shore. Overlooking the surrounding area, the home enjoys beautiful natural light and the opportunity to take in stunning sunset views from its elevated setting. Inside, the home features a classic and functional layout with expansive living areas, a formal dining room, and a bright breakfast nook designed for both everyday living and effortless entertaining. A charming original butler’s pantry adds character and functionality, while central air provides year-round comfort. A standout feature is the detached 3-car garage with electric, offering exceptional flexibility for vehicles, storage, or a workshop. The true highlight remains the land—flat, usable, and rich with possibility—offering the perfect canvas to create a custom outdoor retreat, expand, or simply enjoy the tranquility of your own private setting. Recent updates include a roof and gutters less than one year old, a burner approximately 6 years old, and a hot water heater approximately 3 years old, adding additional value and peace of mind. Ideally located just moments from shopping, dining, and transportation, this property delivers the rare balance of privacy, scale, and convenience.

Beds:
6
Baths:
4.00
Sq.Ft.:
5,103
Status:
Active
MLS#:
959191
Type:
Single Family
Lot size:
2.2 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Signature Premier Properties 516-921-1400
View additional info

ADDITIONAL INFORMATION

Sprawling Brick Expanded Ranch in Prestigious Old Brookville! Welcome to this impressive custom-expanded ranch, rebuilt in 2001 and nestled on 2.2 flat acres in the heart of Old Brookville. Offering over 5,100 sq ft of living space, this 6-bedroom, 3.5-bath home combines generous scale with a versatile open floor plan—perfect for both everyday living and entertaining. Highlights include a large living room with fireplace that flows seamlessly into the gourmet kitchen featuring a center island with seating for 8 , Wolf stove, and Sub-Zero refrigerator. A beautifully crafted library with custom mahogany millwork and a second fireplace adds warmth and sophistication. A spacious laundry room with double washers and dryers adds convenience. The primary suite includes a walk-in closet and a roughed-in en-suite bath awaiting your vision to complete. Upstairs offers a large bonus room with a full bath and ample storage—ideal for guests, office, or recreation. Outside, enjoy a peaceful, private setting with a vinyl in-ground pool, expansive patio, and lush grounds. The home also has a partial unfinished basement. Endless potential.

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
View additional info

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:
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:
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:
10
Baths:
15.00
Sq.Ft.:
20,000
Status:
Active
MLS#:
922932
Type:
Single Family
Lot size:
6.28 Acres
Year built:
2018
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-626-7600
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ADDITIONAL INFORMATION

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 3/4 bedroom guest house for extended stays or guest quarters. Nestled in a picturesque and ultra-private setting, this 20,000+ Sq.Ft. Old Brookville masterpiece redefines modern estate living with unmatched elegance, scale, and functionality. Located within the North Shore School District.

Beds:
6
Baths:
9.00
Sq.Ft.:
7,887
Status:
Active
MLS#:
921399
Type:
Single Family
Subdivision:
Brookville Meadows
Lot size:
3.41 Acres
Year built:
1993
A broker reciprocity listing Courtesy: BERKSHIRE HATHAWAY 516-224-4600
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ADDITIONAL INFORMATION

Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give you endless possibilities. Enjoy your very own private elevator that goes to every level of the house. This estate offers 6 bedrooms, 7 full baths, and 2 half baths. Step inside and experience the grand scale of the first floor, where the expansive Great Room serves as the heart of the home. Featuring a striking two-sided fireplace, it seamlessly flows into a cozy Family Room, perfect for gatherings or quiet evenings. The Primary Suite occupies its own private wing on the main level with a guest powder room and offers a serene retreat, complete with a sitting area and fireplace, two full bathrooms, two full closets, and an adjoining bedroom with elegant French doors — ideal as a nursery, home office, or additional private suite. On the opposite wing, a private entrance leads to a sun-drenched, oversized Eat-In Kitchen, featuring Marvin windows that flood the space with natural light, Sub-Zero refrigerator, and two Bosh dishwashers. This space opens directly into a formal Dining Room, ideal for hosting. Nearby, you'll find a spacious Guest Ensuite, a convenient Laundry Room, and interior access to a 4-car garage. A hallway from the garage leads to both the backyard and the enormous, partially finished full basement — the full footprint of the home, offering endless potential. There are two full bathrooms with direct access to the pool. The second floor features three large bedrooms. Two share a Jack & Jill style full bathroom, while the third enjoys its own ensuite bath and a private balcony with stunning views of the backyard. An additional oversized bonus room offers incredible flexibility — ideal for a playroom, gym, media room, or extra bedroom. Step outside into your resort-style oasis. The beautifully renovated in-ground gunite pool is the centerpiece of this entertainer’s dream yard. A poolside kitchenette, a charming gazebo, and a pristine tennis court complete the scene — perfect for hosting, relaxing, or simply enjoying the peace and privacy of your own estate.

Beds:
6
Baths:
9.00
Sq.Ft.:
6,921
Status:
Active
MLS#:
910058
Type:
Single Family
Lot size:
2.53 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Compass Greater NY LLC 516-703-3360
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ADDITIONAL INFORMATION

This gorgeous Brick Colonial, located in Upper Brookville, is a beautiful and elegant estate that sits on 2.53 acres. Built in 2007, this residence offers an impressive 6 bedrooms and 7 bathrooms within its expansive 6,921 square feet of living space. Step inside to find a home designed for both grand entertaining and comfortable living. The first floor features a formal living room, a formal dining room, and an eat-in chef's kitchen with a breakfast bar and a large island. This level also includes a den with a fireplace and a dedicated bedroom or office with a full bath. Luxury amenities abound, including a media room and a stunning indoor pool, perfect for year-round enjoyment. For convenience, the home is equipped with a central vacuum, heated floors, and an elevator. The second floor is home to five bedrooms, including a private and serene primary ensuite bedroom with a balcony and a jacuzzi. There is also a junior primary ensuite with its own balcony, as well as three additional bedrooms and two full bathrooms with front balcony The full, finished basement offers even more living space, with two bedrooms, a full bath, and a laundry area, plus outside access. Outside, the property features a patio, porch, and a 2-car garage. This home is part of an association with an annual fee which covers common area maintenance. 5 Farmwoods Lane seamlessly blends classic Colonial architecture with modern luxury, creating a truly exceptional living experience.

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:
9
Baths:
12.00
Sq.Ft.:
17,587
Status:
Active
MLS#:
885874
Type:
Single Family
Lot size:
8.96 Acres
Year built:
1924
A broker reciprocity listing Courtesy: Compass Greater NY LLC 516-517-4751
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ADDITIONAL INFORMATION

Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage millwork, antique hand-painted wallpaper, and Samuel Yellin wrought-iron gates from the JP Morgan estate. Designed in 1924 by renowned architect James W. O’Connor and landscape architect Robert Ludlow Fowler, Gray Horse Farm is where classic architecture meets nearly 9 acres of pristine, equestrian-ready grounds. Perfectly suited for multigenerational living, the estate includes three separate guest/staff quarters (two 1-bedrooms and one 3-bedroom), offering privacy while staying connected. For those who love to entertain and enjoy the outdoors, the estate features a 20' x 55' heated saltwater pool with a pool house that's fully equipped, tennis and basketball courts, and a secret meditation garden you don't want to miss. For the car enthusiast there's a 7-car garage. Equestrian enthusiasts will appreciate the 3-stall stable, multiple paddocks, and run-in horse shed, all designed for top-tier country living. Additional highlights include a whole-house generator, —all just 27 miles from Manhattan. Whether you're seeking a premier equestrian retreat or an expansive generational compound, Gray Horse Farm delivers an unmatched lifestyle of luxury, privacy, and prestige. A rare offering close to top universities,marinas, beaches, golf, museums and americana shopping!

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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

    $2,590,000
    12.8%
    change since last quarter
  • # Active listings

    33
    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