Courtesy: Daniel Gale Sothebys Intl Rlty
516-626-7600
Set on over 2.5 exceptionally private and beautifully landscaped acres in the prestigious Village of Brookville, 25 Old Wheatley Road is a distinguished European-inspired estate offering timeless architecture, impressive scale, and an exceptional indoor-outdoor lifestyle. The residence makes an immediate impression with its masonry exterior, slate rooflines, sculptural chimneys, arched windows and openings, wrought-iron balconies, and beautifully articulated architectural detailing. Projecting bays, dormers, and varied roof forms create depth and character, while a sweeping stone-paved motor court provides an elegant approach to the home and its integrated three-car garage. Inside, the residence is defined by grand proportions, refined finishes, and a thoughtful floor plan designed for both formal entertaining and comfortable everyday living. A gracious central entry hall and gallery establish the main axis of the home, connecting an expansive formal living room, private library, formal dining room, kitchen, breakfast room, and den. The formal living room occupies a substantial wing of the residence and provides an impressive setting for entertaining, while the adjoining library offers a more intimate retreat. At the heart of the home, the kitchen is complemented by a dedicated breakfast room, pantry, mudroom entry, and separate den, creating an ideal balance between elegant entertaining spaces and relaxed daily living. Architectural details throughout the main level add distinction to the interiors, including projecting bays, octagonal room configurations, and expansive window arrangements that bring natural light and views of the surrounding property into the home. The second floor is dedicated to the home’s private bedroom accommodations. The expansive primary suite offers a luxurious retreat with a generously proportioned bedroom, dedicated dressing room, substantial primary bath, private anteroom, and direct access to outdoor terraces. Additional bedrooms are thoughtfully arranged as private suites, each with its own bathroom and individual character. The lower level has been designed as a complete recreation and wellness destination. A spacious entertainment room provides an ideal setting for gatherings, accompanied by a dedicated home theater and gym. A private wellness suite includes a steam room, sauna, shower, changing room, and pool bath, creating a resort-like experience within the residence. Additional guest or staff accommodations, laundry facilities, cedar storage, and extensive service areas further enhance the functionality of the home. The outdoor spaces are equally impressive. Across more than 2.5 acres of mature, meticulously maintained grounds, expansive stone terraces create multiple settings for dining, entertaining, and lounging, while an outdoor kitchen and masonry fireplace establish a sophisticated environment for open-air gatherings. Broad stone steps lead from the upper terrace toward the pool and surrounding gardens, creating a seamless connection between the residence and the landscape. The swimming pool serves as the centerpiece of the outdoor environment, surrounded by natural stone terraces, manicured gardens, mature specimen trees, flowering hydrangeas, clipped hedges, and dense woodland. The acreage and established landscaping provide an extraordinary degree of privacy, giving the property the secluded atmosphere of a true country estate. Combining refined architecture, gracious formal spaces, private bedroom suites, extensive recreation and wellness amenities, and over 2.5 acres of beautifully landscaped grounds, 25 Old Wheatley Road offers a rare opportunity to own a significant estate in the Village of Brookville, one of Long Island’s most distinguished residential enclaves.
Courtesy: Crest Haven Realty
917-749-0376
'RARE AND REMARKABLE' RANCH . . . . with Understated, Unassuming Elegance. At first glance one may not view this ranch-styled home as anything particularly extraordinary in terms of its size or its form but it has a certain allure that is rather irresistible. You will undoubtedly find time spent within it to be completely restorative. Nature surrounds you here- it envelopes you and it provides a peaceful, serene environment that calms the mind and body. You can consider this property your very own oasis, your home of refuge- private and secluded- a wonderful place to raise your family. Older relatives or guests will be able to comfortably navigate this home since all of its rooms are on one level - just one step up from the street grade. There are a few apple trees to enjoy in the backyard, a small greenhouse, and plenty of room for a vegetable garden and even domesticated livestock! - live off of your own land! When and if you outgrow its ample space, you can add onto it- no need to move! All of these items are what typically render a house that may be initially viewed as ordinary into a home that captivates you - heart and soul- and becomes quite extraordinary. Over time, you will fill it with fond memories of many special family gatherings and occasions- exactly like its original (for 5 years) and current owners (for 42 years) have. . . its unavoidable. The use and thorough enjoyment of this home and property render its value ABSOLUTELY PRICELESS! PERFECTLY POSITIONED in the south-west corner of the Village of Old Brookville, it is not far from the surviving mansions of the bye-gone era responsible for the reference to Nassau County’s northern shore as its ‘gold coast’. The town planners were apparently intent on preserving the nature of the area when they required each residential lot to consist of a minimum of 2 acres. They encouraged owners to continue agriculture, dairying, the keeping of poultry, livestock & horses (with limits), dogs, game and birds for personal use. Owners are also encouraged to pursue their own horticulture interests utilizing the existing greenhouse. Home occupation for various professional uses (there is a separate side entrance) is also possible albeit with some restrictions, or pursue your artistic interests (the tool shed or the attached double garage would make an excellent art or music studio). Ideally located within close proximity to the Greenvale Station on the Oyster Bay line of the LIRR, the North Shore Central School District (K-12), and the LIU-CW Post and NY Institute of Technology campuses. Shopping abounds at the Wheatly Shopping Plaza, which now includes Uncle Giuseppi’s, the Miracle mile, the Roosevelt Mall and all the various shopping centers along Old Country Road in Westbury. Whole Foods and Trader Joes are also nearby. There is a vast number of country clubs and golf courses to choose from surrounding this property in addition to several tennis clubs and the Red Barn and Brookville Farms Equestrian centers. Notable Places of Interest nearby: Theordore Roosevelt Memorial Park; Young's Farm; The Planting Fields Aboretum; Old Westbury Gardens; Nassau County Museum of Art; Sands Point Preserve; Bayville Adventure Park; Rottkamp Brothers Farm; Muttontown Preserve; Christopher Morley Park; Holocaust Center; Sagamore Hill National Historic Site; Raynham Hall Museum; Oyster Bay Waterfront Center; Jericho Cider Mill; Garvies Pt Museum and Preserve
Courtesy: Douglas Elliman Real Estate
516-621-3555
Brookville. Spectacular Custom-Built Modern Farmhouse On Prime 2+ Acre Lot At End of Cul-De-Sac Welcome to 16 Cowpath - a quintessential example of the enviable North Shore lifestyle. Sprawling over 7,000 square feet across two finished levels of living space, the home features 6 bedrooms each with their own en-suite full bathroom, and elegant, professionally-designed finishes throughout. The main entrance greets you with a soaring 20-ft foyer, dramatic crystal and gold chandelier, glass railings and sleek black and white details. Built for the entertainer, a jaw-dropping bar room sits perfectly between the den and family room - starring an oversized marble island with softened corners and waterfall edges, golden geode backsplash, ice maker, wine fridge, and plenty of storage. Twenty-foot ceilings with open-beam details bring together the den, featuring the first of three gas fireplaces. A powder room off the main entrance continues to showcase the impressive stonework 16 Cowpath offers with a Mother of Pearl vanity. A first-floor bedroom, currently serving as a home office, offers added flexibility for guests or everyday living. A large family room feeds into the open-concept kitchen with direct access to the backyard through floor-to-ceiling sliding doors. It continues the herringbone white oak floors, with a marble-encased fireplace serving as the center-point of the room. Serving as the heart of the home, the kitchen is centered around a lengthy granite waterfall island, and features two Miele dishwashers, two black sinks, six-burner Wolf gas cooktop, gas and convection wall ovens with warming drawer, and dual Sub-Zero paneled refrigerator and freezer. An oversized walk-in pantry provides additional storage, while the adjoining breakfast area opens directly to the rear patio for seamless indoor-outdoor living. The home is outfitted with radiant heat under all tiled flooring, an elevator servicing three levels, and is wired for a security system, cameras and Sonos sound throughout both the interior and exterior. A three-car garage with glass doors and two 1,000-gallon propane tanks further complement the home's thoughtful design and infrastructure. Upstairs, the primary suite creates a private retreat complete with its own balcony, gas fireplace and dual walk-in closets with built-in systems. The spa-inspired primary bath features dual vanities, soaking tub, double shower, private water closet and linen storage. Four additional bedrooms each enjoy their own en-suite full bathroom, while a dedicated second-floor laundry room completes the level. Outside, the home's more than two-acre setting has been designed for both entertaining and relaxation. A 40' x 20' saltwater Gunite pool with cover and spa anchors the backyard, surrounded by porcelain patio space and complemented by a full outdoor kitchen with built-in grill connected directly to the property's propane system. A sunken fire pit creates an additional gathering space and completes the resort-style setting. An additional approximately 3,000-square-foot unfinished lower level offers 10-foot ceilings and direct outdoor access, providing substantial potential for future recreation, fitness, entertainment or additional living space. Completed in 2023 and positioned at the end of a quiet Brookville cul-de-sac, 16 Cowpath pairs striking modern design with the scale, privacy and amenities expected of an exceptional North Shore residence.
Courtesy: RE/MAX City Square
516-731-2700
Luxurious estate in a private gated neighborhood in the Village of Upper Brookville! This exceptional estate offers a rare combination of expansive acreage, generous living space, and resort-style amenities. Set on more than two acres, the 5,063-square-foot residence features six bedrooms, five full and one-half baths, and an inviting layout designed for both refined everyday living and effortless entertaining. Soaring ceilings, expansive windows, and an open-concept design create a light-filled sense of volume throughout the home. The majority of the living spaces are thoughtfully arranged on the main level, while generously proportioned rooms provide flexibility for both intimate gatherings and larger-scale entertaining. Walls of windows frame serene views of the beautifully landscaped grounds and bring the surrounding setting into the home. Beyond the interiors, the property unfolds as a private outdoor retreat. A sparkling in-ground pool and full tennis court provide an exceptional setting for recreation, relaxation, and summer entertaining, while the expansive grounds offer both privacy and room to enjoy the estate to its fullest. A three-car garage and distinguished circular drive enhance the property's impressive arrival and everyday convenience. A distinctive opportunity to enjoy privacy, scale, and an exceptional collection of amenities in one of Long Island's most sought-after North Shore settings
Courtesy: Douglas Elliman Real Estate
516-759-0400
Welcome to 9 The Promenade! Quiet interior location on oversized lot-4 Bed / 3 Bath - Primary En-Suite + 3 additional bedrooms.-Hi-Ranch-2318sq ft. -2023 updates inside & out-Open floor plan-White Chef’s Kitchen w/ Center Island-Huge Dining Room w/ sliders to fenced yard & patio-Laundry off kitchen-Ground-level guest bedroom room/mother-daughter w/proper permits required-Garage + oversized driveway for parking-
Courtesy: Compass Greater NY LLC
516-517-4751
Welcome to 2 Vista Lane, an extraordinary custom brick and stone French Country Manor situated in the prestigious Broadhollow neighborhood in the Village of Brookville. Designed for both refined living and effortless entertaining, this architectural masterpiece features grand public spaces with radiant heated floors throughout the entry foyer, formal living room, dining room, and first floor powder room. The main level seamlessly flows into an executive private office and light filled living areas, punctuated by cozy wood burning fireplaces. Upstairs, the residence offers five spacious bedrooms, highlighted by a breathtaking primary suite featuring its own warming fireplace, an inviting seating area, a custom dressing room, and a spa like bath complete with radiant heated floors. Operational luxury extends to the lower level, which serves as an ultimate wellness and entertainment center featuring a private sauna, a dedicated massage room, a movie theater, and a temperature controlled wine cellar. Outside, the resort style grounds deliver an unparalleled private paradise with a world class tennis court, a sparkling heated gunite pool adorned with a cascading waterfall feature, and a fully equipped outdoor kitchen perfect for alfresco dining. Anchored by a three car garage, this magnificent estate harmoniously blends sophisticated craftsmanship with world class amenities in an iconic setting.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-626-7600
An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remaining bedrooms are generously proportioned and each includes a private full bathroom. The finished basement extends the home’s exceptional amenities with a gym, spa, entertainment room, and lounge, creating a private retreat for wellness, recreation, and relaxation.An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remaining bedrooms are generously proportioned and each includes a private full bathroom. The finished basement extends the home’s exceptional amenities with a gym, spa, entertainment room, and lounge, creating a private retreat for wellness, recreation, and relaxation.
Courtesy: Coldwell Banker American Homes
516-365-5780
Welcome to this sun-drenched and stylish Glen Head fully-updated townhouse in the Fairway View development, perfectly positioned with ideal southern exposure that bathes the home in natural light all day long. Step into a dramatic entry foyer with soaring cathedral ceilings that flow seamlessly into an open-concept living area. Sleek black hardwood floors anchor the residence, creating a sophisticated backdrop for both daily living and effortless entertaining. The gourmet eat-in kitchen features timeless quartz countertops, a matching backsplash, an expansive island with abundant storage, and a dedicated laundry area with pantry space. Step through sliders from the main living space onto your private back deck—an idyllic setting for outdoor dining or peaceful morning coffee. Upstairs, the primary suite serves as a true sanctuary, complete with a generous closet system and a tranquil, Zen-inspired en-suite bathroom. A spacious second bedroom, an additional full bath, and a versatile den/office space with its own private upper-deck access offer endless flexibility for work or guests. The fully finished basement adds exceptional living space, featuring an open layout, a third full bathroom, and an egress window. Situated in the prestigious, award-winning North Shore School District, this home offers the ultimate blend of privacy and convenience—just minutes from top-rated schools, local dining, community amenities, Tappen Beach, and the Glen Head LIRR for a effortless commute.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-626-7600
Set behind the gates of an exclusive community in the Village of Old Brookville, this exceptional modern residence offers more than 7,000 square feet of luxurious living space on over three acres of beautifully manicured, private grounds. Walls of windows fill the home with natural light while showcasing serene views of the surrounding landscape, inground pool and hot tub. A dramatic two-story entry introduces the impressive main level, featuring a soaring two-story great room with a striking stone wet bar, a formal dining room and a private home office. The expansive eat-in kitchen includes a spacious breakfast area and provides an inviting setting for both everyday living and entertaining. A generously sized junior primary suite and an additional bedroom completes the first floor. Upstairs, the expansive primary suite serves as a private retreat with dual walk-in closets, a luxurious primary bathroom and a generous terrace. Three additional bedroom suites each feature their own private bathrooms, while a conveniently located laundry room completes the second level. The finished lower level is designed for recreation, relaxation and wellness, offering a golf simulator, entertainment room, play area and full bathroom. A private spa features a hot tub, sauna and steam room, creating a resort-like experience without ever leaving home. Surrounded by lush, meticulously maintained grounds, this remarkable Old Brookville property delivers exceptional privacy, modern sophistication and resort-style living in one of Long Island’s most prestigious communities.
Courtesy: Compass Greater NY LLC
516-200-1098
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.
Courtesy: Coldwell Banker American Homes
516-365-5780
Spacious Old Brookville Retreat with Private Tennis Court Set on two beautifully landscaped acres in the heart of Old Brookville, this impressive residence offers an exceptional combination of space, privacy, comfort, and timeless elegance. Completely renovated in 2019, the home welcomes you with a gracious entry and expansive living spaces featuring soaring ceilings, abundant natural light, beautiful stone and hardwood floors, and multiple gathering areas designed for both relaxed everyday living and sophisticated entertaining. At the heart of the home, the spacious eat-in kitchen features extensive custom cabinetry, generous counter space, a large center island, and a wall of windows overlooking the lush grounds. The adjoining living and dining areas create an inviting flow, while two fireplaces add warmth and character. Step outside and discover what makes this property truly special. The two-acre grounds offer privacy and tranquility, with mature landscaping, expansive lawns, and a private tennis court creating an extraordinary setting for recreation, entertaining, or simply enjoying the outdoors. A long, impressive driveway welcomes you to the property and provides abundant parking for family and guests. The finished lower level expands the living space even further, with high ceilings, a home office, gym, and recreation room. With its generous proportions, sophisticated architectural details, exceptional outdoor space, and rare private tennis court, 5 Woodfield Lane offers the opportunity to experience the space and privacy of a true Old Brookville retreat—while remaining close to everything the North Shore has to offer.
Courtesy: Compass Greater NY LLC
516-500-8271
Located within a picture perfect community of pristine properties, this striking sprawling Ranch Residence is set on 2 acres of rolling green lawns, professional gardens, and mature evergreens. This Gracious Home welcomes Guests through the handsome Double Door Entry to an Expansive Reception Foyer where classic Wrought Iron Railings line a Circular Staircase. Ideal for Grand Entertaining, the generously proportioned Formal Living Room opens to Formal Dining and Den with Breathtaking Stone Wall Fireplace and Sliding Door to Patio. The Eat In Kitchen is a Chef's Delight with oversized Center Island and separate Breakfast Area. A Mud Room with outside access, Laundry Rm, Full Bath and Spacious Bedroom are set off of the Kitchen with entry to the Garage. On the opposite side of the Grand Foyer is a Guest Powder Room and the Bedroom Wing. The Primary Bedroom is an oversized retreat with 2 separate walk-in Closets, Full Private Bath, floor to ceiling Windows and Sliding Door to Patio and Pool. 3 Large Bedrooms and Full Bath complete the first floor. The Lower Level is entered from a dramatic curved stairway to a second Foyer lined with a striking Stone Wall. The enormous open floor plan features Media Room with Brick Wall Fireplace, Gym Area and Full Bath. The opposite side of the Lower Level is an unfinished storage area with second staircase to first floor Mud Room. A beautiful large deck spans the rear of the homes parklike property, leading to the sparkling In-Ground Pool, Tennis and Pond. Driveway Enters from Dorchester, passing the 2.5 Car Garage and exits on Chelmsford giving ample parking for larger gatherings. Locust Valley SD. By Appointment
Courtesy: Douglas Elliman Real Estate
516-746-0440
Elegance redefined. This fully gated extraordinary Upper Brookville estate seamlessly blends mid-century modern design with contemporary sophistication, set on two lush, gated acres. Soaring 30-foot ceilings, dramatic windows, rich wood architectural elements, clean lines, and sculptural details create a striking sense of tranquility. Palatial in scale yet thoughtfully designed for comfortable living and entertaining, this residence offers remarkable versatility with resort-style amenities. A true architectural masterpiece where Zen-inspired design meets glamour and beauty, creating a luxurious lifestyle. The expansive great room features floor-to-ceiling windows, warm wood accents, and a dramatic stone fireplace soaring through the space, evoking a sense of Western grandeur. Bold color and modern materials add a sophisticated edge, balancing timeless mid-century character with contemporary elegance. The over 1,000-square-foot first-floor primary suite is exquisitely designed and decorated as a private retreat. The expansive floor plan offers six bedrooms, seven full baths, and two half baths, along with multiple separate guest suites with private entrances. One additional space can easily be converted to a private music studio or creative space, providing exceptional flexibility for a variety of living arrangements. Over $500,000 in recent renovations and improvements include the renovated kitchen and bathrooms, upgraded flooring, and enhancements to the outdoor pool and pool deck. Additional amenities include a private tennis court (TLC), multiple heating and air-conditioning zones, luxury window coverings, a full pool cabana with bath, and a three-car garage.
Courtesy: Signature Premier Properties
516-785-0100
A Builder’s Dream in Hill Terrace! Bring your vision and your contractor—this well-located home offers an exciting opportunity for buyers looking to renovate, customize, and create their dream home. Nestled in the desirable Hill Terrace neighborhood of Glen Head, this property is surrounded by beautiful homes and offers incredible potential. Enjoy a top-rated school district and a prime location close to everything—charming village shops and dining, beautiful beaches, schools, and the railroad for an easy commute. Whether you're looking to build, renovate, or invest in a sought-after community, this is an opportunity not to be missed. Builders and savvy buyers—come now! The possibilities are endless.
Courtesy: Village Plaza Realty
516-593-5455
This double dormered Cape Cod features a living room, formal dining room, a kitchen, a den, two bedrooms and a full bath on the main floor and three bedrooms including the primary bedroom ( full with primary bedroom is huge and could easily be divided into two separate bedrooms ) and a bath on the second floor. There is a full basement, a one car garage that is not in good shape, an in-ground pool that needs to be repaired or replaced, hardwood floors, tile floors, a newer main roof, all gas cooking and Heating and a very quiet location that is walk to most things. This house needs a lot of work but is a diamond in the rough.
Courtesy: Compass Greater NY LLC
516-703-3360
Set On A Secluded 2-Acre Estate, This 8,000+ Square Foot Contemporary Masterpiece Has Been Completely Transformed. It Is Now A Breathtaking, Modern Sanctuary That Perfectly Balances Grand-Scale Entertaining With Serene, Indoor-Outdoor Living, All Without Expanding The Original Building Volume. Highlights: The Aesthetic: Striking White Stucco, Stone Veneer, And Black Trim Windows Alongside A Modernized Roofline. The Layout: 6 Bedrooms, 7.5 Bathrooms. An Intelligent Central Core Cleanly Separates The Sprawling Primary Suite And Private Bedroom Wing From The Public Living Spaces. 8000+ Sq/Ft Basement. The Showstopper: A Massive Cathedral , Custom Central Skylight Engineered Over The Main Den Floods The Open-Concept Living And Kitchen Areas With Natural Light. Indoor/Outdoor Integration: Approached Via A Dramatic Open Trellis Entry Canopy. In The Rear, Extensive Wrap-Around Decking And Architectural Trellises Seamlessly Connect The Interior Spaces To The Resort-Style Pool And Mature Privacy Plantings. In A Market Where Location Is Everything, This Sanctuary Offers The Ultimate Blend Of Privacy And Prestige.
Courtesy: Passerina LLC
347-479-8474
Welcome to 22 Evans Drive, an exceptional residence set on over two acres in the prestigious Village of Brookville. Offering approximately 6,750 square feet of living space, this impressive home combines grand proportions, timeless elegance, and exceptional privacy. Designed for both sophisticated entertaining and comfortable everyday living, the home features expansive living areas, abundant natural light, generously sized bedrooms, and a seamless flow throughout. The beautifully landscaped property provides a peaceful, private setting with plenty of space for outdoor entertaining and relaxation. Located within the highly regarded Jericho School District and surrounded by some of Long Island’s most distinguished estates, this remarkable Brookville property offers a rare combination of space, privacy, and convenience—just minutes from shopping, dining, major roadways, and the LIRR. A truly special opportunity to own an impressive estate in one of Long Island’s most desirable communities.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-4800
Welcome to this exceptional 2.29-acre park-like estate, located at the end of a private cul-de-sac in the Jericho School District. This extraordinary contemporary residence offers a unique blend of architectural brilliance and resort-style living, designed for both grand entertaining and comfortable everyday life. As you arrive, a circular driveway paved with cobblestone, flame granite, and Belgium block leads to the impressive granite façade of this sensational home. Expertly crafted with technical precision and architectural artistry, the home features an open, multi-level layout where each room is oriented to maximize views and natural light. The main level is graced by stunning 1860s 2.5-inch marble flooring, offering panoramic perspectives of the home's dramatic design. Walls of glass, bronze entryways, and soaring ceilings create a seamless connection between the indoors and the outdoors. The breathtaking family room serves as the heart of the home, complete with a sensational marble fireplace, a dedicated dance floor, and direct vistas of the indoor pool area. A splendid floating staircase serves as a sculptural centerpiece, providing access to all levels with elegance and ease. The home boasts a majestic Master Suite, additional well-appointed bedrooms, and a grand Guest Suite. The 4.5 bathrooms are exquisitely finished with imported Italian marble and high-end fixtures. The architectural masterpiece includes a spectacular floor-to-ceiling vaulted solarium that wraps around the indoor heated pool, which is surrounded by beautiful Crab Orchard stone. While this area offers exceptional potential for year-round enjoyment, the indoor pool and its enclosure present a significant opportunity for the new owner to modernize and customize the space to their personal taste. The expansive lower level offers a wealth of amenities, including a wine cellar, sauna, exercise room, Maid’s Quarters, and a private study. The 2.29 acres of lush, park-like grounds offer endless possibilities. Once a vineyard, this expansive property can be revived by a wine connoisseur or utilized for recreational purposes, such as the addition of a tennis court. A true masterpiece inside and out, this home offers a rare opportunity to own a contemporary sanctuary designed for entertaining in one of Long Island’s most desirable locations.
Courtesy: Signature Premier Properties
516-921-1400
Set on two level acres surrounded by mature trees in the sought-after Village of Old Brookville, this distinctive three-bedroom, three-bath residence offers a peaceful setting with expansive lawns and exceptional privacy. A long driveway provides abundant parking in addition to the attached two-car garage. Inside, the main level features a dramatic living room with approximately 16-foot ceilings, creating an open and impressive gathering space. Two fireplaces add warmth and character, while the flexible floor plan provides comfortable areas for everyday living, entertaining and working from home. The spacious primary suite includes a private loft that can serve as a home office, workout area or quiet retreat, along with a walk-in closet and generously sized full bathroom. Outside, a deck and adjoining patio provide inviting spaces for dining, entertaining or relaxing while overlooking the broad, level grounds and natural surroundings. Conveniently located within the North Shore School District, this Old Brookville property presents a rare combination of acreage, privacy, parking and versatile interior and outdoor living space, with an opportunity for the next owner to personalize the home to suit their individual vision.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-6822
Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-692-6770
A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling with a curved staircase, showcasing antiqued mirrored panels and an ornate wrought iron railing. Through a series of exquisite arches, the foyer leads to an expansive formal living room with a detailed ceiling and wall-to-wall windows as well as a palatial-sized dining room with a butler’s pantry that offers a wet bar and additional storage. The comfortable family room has a unique curved wall and a marble fireplace flanked by marble goddesses. Adjacent is a sitting room with a floor-to-ceiling built-in display wall and a cozy hexagonal built-in bay window seating area. Next door, an elegant study offers a productive place to work from home. A spectacular chef-inspired kitchen boasts a large breakfast area, dual islands, marble counters, a beautiful ILVE range with a show-stopping backsplash, Wolf, Miele and Sub-Zero appliances, plus an additional service kitchen to ensure effortless hosting. An opulent master suite retreat has a private sitting room with a fireplace, a convenient wet bar with refrigeration, 2 sets of French doors to front and rear balconies, and 2 walk-in closets – both with custom closet systems and one with a generous center island with storage – and features an incredible spa-like bath with a steam shower and a magnificent stand-alone soaking tub. All additional en-suite bedrooms are comfortable with ample walk-in closets and tastefully appointed baths with showers. The lower level is designed with a home gym, expansive recreation space, games area, raised stage, and handsome tufted leather doors leading to a state-of-the-art movie theater. An additional bonus space also offers a bedroom, closet, and a full bath with a shower. Flowing seamlessly outdoors, the lush, park-like property features an expansive bluestone terrace anchored by an outdoor fireplace and a gourmet summer kitchen equipped with a premium built-in grill, integrated refrigeration, and an artisanal pizza oven. Alongside the sparkling heated pool and large sun deck, a gorgeous cabana with a full bath and laundry provides an open yet covered space to relax, while dramatic torches illuminate the pool area at night, creating a resort-caliber experience. This exceptional smart home is complete with a Generac generator, central vacuum, Crestron security system, interior/exterior sound system, sprinkler system, radiant flooring, 3 fireplaces, fine millwork, and a 3-car garage. Just 27 miles from NYC, this French-inspired masterpiece of 5 bedrooms and 8 full baths/4 half baths, offers a tranquil retreat for the discerning buyer who appreciates a Gold Coast luxury lifestyle.
Courtesy: BH&G R E Realty Connect
516-714-3606
A completely reimagined Old Brookville residence offering 4,200 square feet of turnkey luxury on a private one acre property. Thoughtfully renovated from top to bottom, this sophisticated modern ranch combines exceptional craftsmanship with effortless single level living. The designer kitchen features a 10 ft island quartz counter tops hardwood flooring and stainless appliances. A beautiful sunroom off the kitchen adds more space to relax and enjoy the private property. Custom millwork throughout including coffered ceilings and a full 15 ft wall of architectural molding . New Andersen black frame windows and Hardie Plank siding . North Shore Schools Low property taxes .... Shows like a model ...furnishing are ai generated
Courtesy: BERKSHIRE HATHAWAY
516-224-4600
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.
Courtesy: Douglas Elliman Real Estate
516-621-3555
BROOKVILLE. Perfectly nestled on two private acres at the end of a quiet cul-de-sac in the heart of Brookville, this exceptional residence offers a harmonious blend of timeless architecture, modern sophistication, and resort-inspired living. Offering six bedrooms, with primary suite on the main, four full and two half baths, this remarkable home welcomes you with a striking two-story arched entry leading into sun-drenched interiors where expansive living spaces, soaring ceilings, and walls of glass create an effortless connection to the surrounding natural landscape. Designed with both elegance and comfort in mind, the thoughtfully crafted layout features gracious principal rooms, refined architectural details, and seamless transitions between formal entertaining spaces and relaxed everyday living. The heart of the home opens beautifully to the outdoors, where an expansive wraparound deck overlooks beautifully manicured grounds, a sparkling in-ground pool, and tranquil wooded vistas, creating a private retreat that feels worlds away. Whether hosting grand-scale gatherings or enjoying quiet moments surrounded by nature, the outdoor spaces provide the perfect backdrop for every season. Set amidst lush landscaping and complete with exceptional privacy, this remarkable Brookville residence offers a rare opportunity to experience sophisticated living on the Gold Coast of Long Island.
Courtesy: Douglas Elliman Real Estate
516-883-5200
Just Completed to Perfection. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offers tray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, hardie plank,and professionally landscaped grounds, all within the award-winning North Shore School District. *Current property taxes reflect land value only.*
Glen Head is located in New York. Glen Head, New York 11545has a population of 4,839. Glen Head 11545 is more family-centric than the surrounding county with 37.94% 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 11545 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 11545 is 46.3 years.
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.
