Courtesy: Daniel Gale Sothebys Intl Rlty
516-626-7600
An Exceptional Brookville Estate Timeless Architecture & Refined Modern Living Privately situated behind electric gates on over 2.53 acres of exquisitely landscaped grounds, this extraordinary custom-built Brookville Colonial presents a sophisticated interpretation of timeless architecture and contemporary luxury. Completed in 2020 and distinguished by its striking slate roof, elegant stonework, and meticulously curated interiors, the residence offers an exceptional combination of architectural grandeur, superior craftsmanship, and resort-inspired living. A sweeping stone driveway introduces the estate, where classic proportions, elegant black-trimmed windows, and beautifully manicured grounds establish an impressive sense of arrival. Inside, soaring ceilings, intricate custom millwork, rich herringbone hardwood floors, oversized windows and interiors designed for both grand-scale entertaining and refined everyday living. A gracious entrance foyer unfolds into a series of beautifully appointed formal and informal spaces, including a dramatic sunken living room with a custom fireplace, an elegant stone-floored formal parlor, a sophisticated dining room, and a private office, each thoughtfully designed with exceptional attention to detail. At the heart of the residence, a spectacular chef’s kitchen features premium appliances, kitchen island, an oversized pantry, and a full wine wall. The kitchen opens seamlessly to an inviting den and creates an effortless connection between culinary excellence and relaxed entertaining. The residence encompasses six generously proportioned bedrooms, seven full bathrooms, and two half bathrooms, including a spacious first-floor junior primary suite. Upstairs, the magnificent primary suite serves as a private sanctuary, featuring cathedral ceilings, a fireplace, an adjoining lounge, an expansive custom dressing room, a spa-inspired bathroom with a soaking tub and oversized shower and a private terrace overlooking the estate’s serene grounds. An additional 4 bedrooms with on-suite bathrooms and a laundry room round out the second floor. The fully finished lower level extends the home’s entertaining and wellness amenities with a state-of-the-art media room and theater, a spacious fitness center, and a private spa bathroom with a steam shower. Outdoors, the estate unfolds into a secluded resort-like setting, where expansive stone patios, a magnificent in-ground swimming pool, and an inviting spa beneath a pergola are surrounded by lush lawns and mature landscaping. Designed to accommodate both intimate gatherings and large-scale entertaining, the grounds provide an extraordinary sense of privacy and tranquility. Additional appointments include a thoughtfully designed mudroom and laundry area with a built-in dog wash, direct access to the attached two-plus-car garage, and an exceptional level of craftsmanship throughout.
Courtesy: Douglas Elliman Real Estate
516-627-2800
Set well beyond a circular drive on 2.2 acres of mature grounds, 41 High Farms Road pairs classic North Shore architecture with finely detailed interiors. A clapboard facade, columned portico, and balcony give the Colonial an elegant presence, while towering evergreens and established perennial gardens wrap the setting in privacy. The residence offers approximately 4,575 square feet, six bedrooms, and six-and-a-half baths. Craftsmanship defines the interiors, from intricate trim and decorative plasterwork to custom cabinetry and built-ins. A sweeping curved staircase introduces the entry foyer, with formal living and dining rooms extending to either side. French doors open the dining room to the gardens, while a marble fireplace and custom built-ins lend warmth to the den. The eat-in kitchen features a granite island, custom cabinetry, and Monogram appliances, complemented by an adjoining butler’s pantry with a wine refrigerator and a separate pantry. A bedroom with a private bath, powder room, office, and laundry room complete the main level. Upstairs, five spacious bedrooms each enjoy a private bathroom. The primary suite offers a comfortable retreat with a sitting area, expansive walk-in closet, and spa-like bath. Four-zone gas heating, central AC, and 200-amp electric serve the home. Multiple brick patios, established gardens, and an in-ground pool offer ample room for outdoor dining, gathering, and entertaining. Lush greenery and mature trees surround the grounds, creating a private backdrop throughout the seasons. Located within the North Shore School District, the home is convenient to the LIRR, shopping, schools, major roadways, and everything the north shore has to offer.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-6822
Timeless Colonial Charm with Beautiful Modern Updates! Fall in love with this beautifully updated 3-bedroom, 1.5-bath Colonial, where classic character meets today’s modern conveniences! An inviting front porch sets the stage as you enter a warm and welcoming living room featuring a charming wood-burning fireplace, perfect for cozy evenings. The updated kitchen showcases elegant granite countertops and stainless steel appliances, with dining area offering the ideal space for gatherings and entertaining. Upstairs, discover three comfortable bedrooms, a full bathroom totally renovated in 2025, and access to a walk-up attic providing additional storage. The full, partially finished basement adds even more versatility with a bar area, laundry, generous storage space, and convenient outside access through Bilco doors. Additional features include a whole-house water filtration system, a fully fenced backyard perfect for outdoor enjoyment, and a detached two-car garage. Beautifully updated, filled with character, and offering space both inside and out, this Colonial is a must-see!
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-6822
Welcome to this beautiful 4-bedroom, 3-full-bath Cape Cod, offering the perfect blend of charm, comfort, and exceptional entertaining space! Step inside to discover a warm and inviting living room with a wood-burning fireplace, a formal dining room, and a spacious kitchen featuring granite countertops and stainless steel appliances. The kitchen flows seamlessly into a sun-drenched great room with a cozy wood-burning stove, creating the perfect space for everyday living and gatherings. With a full bathroom on each level and a part finished basement with glass doors to yard offering additional versatile living space, this home has room for everyone! Step outside to your own backyard retreat, featuring a deck and in-ground pool, perfect for summer fun, outdoor entertaining, or simply relaxing. From cozy fireside evenings to unforgettable poolside gatherings, this home offers the best of indoor and outdoor living. Don’t miss the opportunity to make this wonderful home your own!
Courtesy: BERKSHIRE HATHAWAY
516-741-3070
Classic charm meets everyday convenience in this 4-bedroom, 1.5-bath Colonial, set on a parklike double lot of approximately .22 acres (60 x 160) in Glen Head. Offering approximately 1,900 square feet of living space, the home welcomes you with an entry foyer featuring two closets, a living room with a wood-burning fireplace, and a formal dining room with built-ins. The eat-in kitchen features granite countertops, stainless steel appliances, a gas range/oven, dishwasher, and a separate exterior entrance. The family room opens to the spacious backyard with a patio and small shed—an inviting setting for outdoor dining, entertaining, and relaxing. A mudroom, laundry room, and half bath complete the main level. Upstairs, four bedrooms and a separate office provide a versatile layout. The primary bedroom offers direct access to the full bathroom, featuring double sinks and infrared heat lamps. An unfinished basement houses utilities and storage, with additional storage accessible by pull-down attic stairs. A distinctive garage with front and rear doors allows convenient drive-through access from the driveway to the backyard.
Courtesy: Century Homes Realty Group LLC
718-886-6800
Welcome to 10 University Place in Glen Head! This beautifully maintained Expanded Cape offers over 1,581 square feet of comfortable and versatile living space in a highly desirable neighborhood. Featuring three bedrooms, two full bathrooms, a spacious living room, formal dining room, and updated kitchen and baths, this home combines comfort, charm, and functionality. Relax in the inviting den with a wood-burning fireplace, perfect for cozy winter evenings. Situated on a generous 6,200-square-foot lot, the property boasts a private backyard oasis featuring a beautifully maintained in-ground swimming pool—ideal for summer entertaining, family gatherings, or simply unwinding. Additional highlights include an attached garage offering convenient parking and storage. Enjoy the added benefit of nearby Greely Square Park, with access just around the corner. For commuters, the Greenvale LIRR train station is just 0.8 miles away, providing convenient rail access to New York City and beyond. Located within the highly regarded North Shore School District, this home offers an exceptional opportunity to enjoy the best of Glen Head living. A wonderful home, a fantastic location, and a backyard made for making memories!
Courtesy: BERKSHIRE HATHAWAY
516-200-5700
Wonderful opportunity to own this beautiful 4- to 5-bedroom Colonial with garage, perfectly situated on a lovely block within the North Shore School District! Offering an easy flow throughout, featuring a spacious living room with a wood-burning fireplace, dining room, kitchen, FIRST FLOOR bedroom and full bath, plus a den that can easily serve as an additional bedroom or home office. The choice is yours! Upstairs, you'll find three additional bedrooms and two full baths, including a lovely primary suite with its own private bath, steam shower and washer/dryer. Step outside to a beautiful, flat backyard with plenty of room for a pool, entertaining, or simply enjoying the outdoors. Conveniently located close to schools, shopping, restaurants, parks, and all that the North Shore has to offer.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-6822
A rare opportunity in the desirable, quiet neighborhood of The Glen Knolls, near North Shore High School. This 1940s home offers endless potential for buyers looking to restore its original character or take on a renovation project, with the option to rebuild in a sought-after location. The home features 4 bedrooms and 2 full baths, including two bedroom options on the first floor. Wall of storage space available on second floor. Outside, enjoy your backyard shaded by a beautiful elm tree. Bring your vision and make it your own! Please note, this home is sold AS IS.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-677-0030
Set on 2.61 beautifully landscaped acres in the prestigious enclave of Old Brookville, this stately brick Georgian Colonial offers an exceptional blend of timeless architecture, generous living spaces, privacy, and versatility. A sweeping circular driveway creates a grand arrival, framed by mature plantings and lush grounds that provide a serene and secluded setting. Designed to embrace natural light, the residence features oversized windows throughout all three levels, complemented by natural oak hardwood floors that lend warmth and a refined feel. A two-story entry foyer establishes an elegant first impression, opening to an expansive main level with multiple distinct living spaces, including a formal living room, formal dining room, family room, and a versatile secondary sitting room or private office. The family room features a fireplace, while a thoughtfully designed eat-in kitchen offers a propane gas range, pantry, and sun-filled breakfast area surrounded by walls of windows. Sliding glass doors open onto a beautiful deck overlooking the expansive backyard, creating a seamless connection between indoor living and the surrounding landscape. A desirable first floor primary suite adds convenience and flexibility to the home’s well designed layout. The second level features four additional bedrooms and two full bathrooms, with two of the bedrooms enjoying their own private balconies overlooking the grounds. A striking spiral staircase, complemented by a secondary staircase, provides convenient access to the fully finished, above ground walkout lower level, offering an exceptional extension of the home’s living and entertaining spaces. The lower level is thoughtfully equipped with a full kitchen, wet bar, two additional bedrooms, 1.5 bathrooms, and a spacious living area anchored by a fireplace, creating a warm and inviting atmosphere for relaxation and entertaining. Additional flexible space offers endless possibilities for a home gym, media room, recreation lounge, or customized leisure space. With its generous accommodations and direct walkout access to the grounds, this level offers outstanding versatility for multigenerational living, extended guests, or a variety of lifestyle needs. Additional highlights include a three car garage, new smart thermostats, Ring security cameras and doorbell and mature landscaping throughout the private grounds, new boiler installed in October 2026, newly resealed driveway, brand new recessed LED lighting throughout, newly finished floors, and much more. With seven bedrooms, four full bathrooms, two half bathrooms, and an abundance of indoor and outdoor living spaces, this distinguished Old Brookville residence presents a remarkable opportunity to enjoy privacy, space, and timeless architectural character in a coveted North Shore setting.
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: 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: Daniel Gale Sothebys Intl Rlty
516-626-7600
Bold, sophisticated and entirely of the moment, 7 Brookville Road represents a new level of luxury. Set on 2.5+ magnificent acres in Brookville’s prestigious Estate Section, this newly constructed modern estate offers 8,700 square feet under roof. A rare opportunity to own a truly distinctive Brookville residence—thoughtfully designed for an exceptional way of life. Built and designed by Willard Holmes, the residence is dramatic in scale yet refined in every detail. Highlights include two luxurious primary suites, a spectacular chef’s kitchen with separate catering kitchen, and expansive living spaces for relaxed daily living and grand-scale entertaining. Outside, a pool and pool house complete the private retreat. For the discerning buyer seeking an elevated lifestyle, this estate offers room for everyone, with inviting spaces to gather and retreat in privacy. Equally compelling as a year-round residence or an escape from the city, it brings a sense of ease to everyday living.
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
516-500-8271
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: 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: 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: Douglas Elliman Real Estate
516-746-0440
Extraordinary Multi-Generational Compound with 2 Master Suites, one on the 1st and one on the 2nd floor. Additional Guest Suites with Separate Entrance that is Perfect for Home Office or Music/Art Studio. 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: 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: 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.
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.
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.
