Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-4800
Welcome to The Knolls, a beautifully landscaped and meticulously maintained gated condominium community offering effortless, low maintenance living in a prime location. This exceptional 2700 square foot residence features 3 bedrooms and 3 full baths, thoughtfully designed with spacious living areas, abundant natural light, and a highly functional floor plan. The sun-filled gourmet eat-in kitchen offers generous cabinetry, ample workspace, and room for casual dining. The elegant living room is anchored by a wood burning fireplace and open to a private wood deck, creating the perfect setting for indoor-outdoor entertaining and relaxation. The spacious primary suite is a true retreat, featuring deck access, abundant closet space, and the convenience of an upstairs laundry area. A second laundry room on the lower level provides added flexibility and convenience. The expansive lower level offers exceptional additional living space with outside access, making it ideal for a family room, home office, gym, guest quarters, or recreation area. Ample storage throughout the home ensures space for all of your belongings. Additional features include two outdoor parking spaces conveniently located on the first level near the front door, making everyday living easy and accessible. Residents of The Knolls enjoy a host of amenities and services, including a gated entrance with entry code access, weekend attendant, beautifully maintained grounds, roof decks, and exterior windows and doors maintained by the condo association. The community is known for its pristine appearance, mature landscaping, and welcoming atmosphere. The monthly HOA fee is $1,780.26 per month which includes the taxes, assessment for $233.22 which lasts for 18 months. Also included in the monthly fee is snow removal, landscaping, exterior maintenance, and community upkeep, allowing residents to enjoy a carefree lifestyle. No board approval is required. Offering the perfect combination of space, comfort, convenience, and a maintenance-free living, the exceptional home presents a rare opportunity to enjoy one of the area's most desirable condominium communities.
Courtesy: Marc B Underberg
516-922-3940
Nestled on an exclusive private cul-de-sac shared by only six homes, this exceptional new construction Hamptons-inspired Colonial offers a rare combination of privacy, luxury, and breathtaking views overlooking the renowned Engineers Country Club Golf Course. Showcasing impeccable craftsmanship, elegant architectural details, and thoughtfully curated finishes throughout, this remarkable residence seamlessly blends sophisticated design with modern comfort in one of the North Shore's most desirable locations. Designed for both elegant entertaining and everyday living, this thoughtfully designed home features four generously sized bedroom suites, each with its own private bath. Nine-foot ceilings on the first floor and 8-foot ceilings on the second create an open, airy atmosphere filled with natural light throughout. The primary suite serves as a private retreat, complete with generously sized walk-in closets and an elegantly appointed primary bath featuring Carrera marble tile, dual custom white vanities, a freestanding soaking tub, and an oversized walk-in shower. At the heart of the home is a spectacular chef's kitchen featuring an oversized center island, quartz countertops, a Sub-Zero refrigerator, Wolf range, and a sun-filled breakfast area that flows seamlessly into the spacious family room with a gas fireplace. The main level also offers a gracious formal dining room, elegant living room, private study, butler's pantry, powder room, 4-inch wide-plank white oak flooring throughout, and an attached two-car garage. Upstairs, a centrally located laundry room adds everyday convenience, thoughtfully positioned near the bedroom suites. The full basement, featuring 9-foot ceilings, offers exceptional potential to create a home theater, fitness studio, wine cellar, recreation room, guest suite, or additional living space tailored to your lifestyle. Step outside to professionally landscaped grounds and an expansive rear patio, providing the perfect setting for outdoor dining, entertaining, or simply enjoying the picturesque golf course views. Located within the highly acclaimed North Shore School District, this remarkable home offers an unparalleled combination of privacy, craftsmanship, and location. Every detail has been thoughtfully considered, from the 4-inch wide-plank white oak flooring and Pella windows to the exquisite custom millwork, premium plumbing fixtures, multi-zone HVAC system, and energy-efficient construction—reflecting a commitment to quality craftsmanship throughout. A rare opportunity to own a beautifully crafted Hamptons-inspired Colonial in one of the North Shore's most sought-after enclaves, where timeless architecture, refined finishes, and an extraordinary setting create a home of enduring beauty and distinction. Please note: Current taxes reflect land value only.
Courtesy: Compass Greater NY LLC
516-517-4751
Set on two meticulously landscaped acres, this exceptional Brookville residence showcases refined design, expansive living spaces, and resort-style outdoor amenities. The grounds feature an inground saltwater pool, elegant stone patio, and outdoor kitchen equipped with a barbecue, refrigerator, and sink. A dramatic entry opens to soaring ceilings and impressive window walls that flood the home with natural light. The spacious floor plan includes a sprawling living room/dining room, two inviting dens, and a recently renovated eat-in kitchen designed for both daily living and entertaining. Four beautifully updated bedrooms and three-and-a-half baths provide comfortable accommodations throughout. The finished ground level offers versatile additional living space, while the seamless connection between indoor and outdoor areas enhances the home's exceptional functionality and appeal. Move-in ready and thoughtfully updated. Ideally situated near transportation, shopping, dining, parks, universities, golf and tennis facilities, this is a remarkable offering in Brookville.
Courtesy: LAFFEY REAL ESTATE
516-625-0944
Welcome to 14 Norgate Road, a magnificent estate nestled in the prestigious Brookville, offering timeless elegance, exceptional craftsmanship, and luxurious living throughout. A grand two-story entry foyer welcomes you into this distinguished residence, setting the tone for the exquisite details found in every room. Designed for both sophisticated entertaining and everyday comfort, the home features an elegant formal dining room complemented by a butler’s pantry with an additional dishwasher. The expansive den showcases a beautiful fireplace, while the richly appointed library/office features custom mahogany cabinetry and its own fireplace, creating the perfect private retreat. The spacious eat-in chef’s kitchen is equipped with a gas cook top and opens to a generous breakfast area with picturesque views of the professionally landscaped grounds. The home is thoughtfully designed with two staircases, including a grand main staircase and a separate service staircase with direct access to the garage, prep kitchen, bedroom, bathroom and laundry. The luxurious primary suite is a serene sanctuary featuring soaring ceilings, a spa-inspired bathroom complete with radiant heated floors and a steam shower. The second level offers two additional bedrooms connected by a Jack-and-Jill bath, an additional spacious bedroom with an en-suite bathroom, and a large finished bonus room with its own separate heating zone, ideal for a recreation room, home gym, or guest retreat. A full unfinished lower level provides endless possibilities for customization and additional living space. Outside, the expansive stone patio creates the perfect setting for elegant entertaining or peaceful relaxation while overlooking the lush, beautifully maintained private backyard. 14 Norgate Road is a rare opportunity to own an exceptional Brookville estate where luxury, comfort, and refined living come together seamlessly.
Courtesy: Compass Greater NY LLC
516-500-8271
Diamond in the Rough. Oversized cedar shake Cape Cod style home, offers 4453SF of living space on 2 flat acres in Upper Brookville. Traditional Colonial layout features a two-story entry foyer flanked by a formal living room with wood burning fireplace and formal dining rooms, both with large picture windows. An open concept kitchen/great room w/ fireplace is the heart of the home, with high ceilings, reclaimed wood beams, a wall of windows and sliding doors, a chef's kitchen with 48" Wolf cooking and SubZ refrigeration and a large island with seating. Off the kitchen is the mud room entry from the rear or 2-car attached garage, laundry room, bedroom and full bath. On the south side of the house, on the 1st level, the primary suite offers a tray ceiling, multiple walk-in closets, an ensuite marble bath with double sinks, shower, windowed tub and private water closet AND a private office/sitting room/library. Upstairs contains 2 huge bedrooms, each with walk-in closets and private bath, with a common area loft space. The basement is the full footprint of the house and is unfinished, housing utilities and storage. The 2.5 car detached carriage house offers room for additional vehicles and has an unfinished room above. Plenty of room for expansion; just your imagination is required to bring this beauty back to life.
Courtesy: REALHome Services & Solutions
678-201-0475
AUCTION/OCCUPIED. 3- bedroom, 2 bath 1,499 square feet home sitting on 6,200 square foot lot in Glenwood Landing. Home is a short distance from Glen Head LIRR station, 3 different golf courses and Sea Cliff Beach. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interior photos, NO lease in place, NO access- The seller does not represent or guarantee occupancy status. NO VIEWINGS of this property. Please DO NOT DISTURB the occupant. Buyer is responsible for obtaining possession of the property upon closing.
Courtesy: Douglas Elliman Real Estate
516-621-3555
Brookville Tucked away on two lush, manicured acres in the heart of Brookville, 5 Hemlock Drive is an exceptional five-bedroom estate that blends timeless architecture with modern comforts and resort-style amenities. A gravel driveway and stately facade welcome you into a dramatic two-story foyer, where soaring ceilings and a sparkling chandelier set the tone for the thoughtfully designed interiors beyond. The main level is anchored by a luxurious first-floor primary suite, offering dual walk-in closets, a grand spa-inspired bath with a clawfoot soaking tub and steam shower, and private access to a secluded deck overlooking the picturesque grounds. A second first-floor bedroom, currently utilized as a home office, provides flexibility for guests or multi-generational living. Designed for both intimate gatherings and large-scale entertaining, the recently redesigned living room features lofted ceilings, a marble-encased wood-burning fireplace, modern finishes, and integrated Sonos speakers. The expansive chef's kitchen is equally impressive, appointed with a breakfast bar, oversized center island with prep sink and storage, Thermador gas range, additional wall oven, warming drawer, microwave, and paneled Sub-Zero refrigerator and freezer. The adjoining dining area seamlessly extends outdoors to a mahogany deck complete with a built-in outdoor kitchen. Privately tucked behind French doors, the rustic den offers a warm and inviting retreat with custom wood finishes, built-in shelving, a second wood-burning fireplace, and a wet bar featuring both a wine refrigerator and paneled beverage refrigerator. The second level hosts three additional bedrooms, including two en-suite bedrooms and an oversized bonus room currently serving as a children's playroom. Additional highlights include a mudroom with laundry and full bath just off the three-car garage, generator for essential systems, and abundant storage throughout. The grounds are nothing short of spectacular. Surrounded by mature landscaping and complete privacy, the backyard is a true resort destination featuring an inviting in-ground swimming pool and a full-sized tennis court tucked discreetly among the greenery—creating an unparalleled setting for recreation, relaxation, and entertaining. A rare offering that captures the essence of Gold Coast living, this Brookville residence presents an extraordinary opportunity to enjoy privacy, luxury, and lifestyle in one of Long Island's most coveted enclaves.
Courtesy: Charles Rutenberg Realty Inc
516-575-7500
Welcome to The Knolls, a Prestigious Gated Community located in the North Shore Coveted Gold Coast. This Sun-Drenched, Spacious Residence Set in a Prime Location, features a Secluded Backyard. A True Sanctuary that Offers a Combination of Tranquility, Privacy, and Beauty. This Elegant Multi-Level Home has a flowing Open Floor Plan, Hardwood Floors, and an abundance of Natural Light. THIS CO-OP IS RUN AS A CONDO – WITH NO BOARD APPROVAL REQUIRED. TAXES AND MAINTENANCE ARE CONVENIENTLY INCLUDED IN THE, TAX PORTION
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-6822
Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 33+ 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, four 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: F2 Firm Inc
212-602-1626
Welcome to luxury living in Upper Brookville's most desirable location. This stunning furnished residence features 6 bedrooms, 5 bathrooms, an office, and a luxurious master suite with a steam shower, jacuzzi tub and a huge walk-in closet. Spread across beautifully landscaped grounds, enjoy amenities such as a Har-Tru tennis court, a heated Olympic-size pool with a spa, and a sun filled deck with an outdoor kitchen ideal for entertaining. The home boasts an integrated Sonos speaker system both indoors and outdoors, providing high-quality sound throughout. For fitness enthusiasts, there's an in-house gym, playground. The fenced property ensures privacy and security with gated access. Experience unparalleled comfort and elegance in this prestigious estate.
Courtesy: Douglas Elliman Real Estate
516-759-0400
Nestled in the highly sought-after hamlet of Glen Head and located within the acclaimed North Shore School District, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury. This exceptional home features 4+spacious bedrooms and 2.5 updated bathrooms. The primary suite is true retreat, complete with an adjoining private den, a full ensuite bath, two oversized California closets and laundry chute The heart of the home is the gourmet kitchen, featuring radiant heated floors, double ovens, and abundant workspace, ideal for everyday living and entertaining. A Butler's pantry and laundry conveniently connect to the attached two car garage. Formal living room with fireplace. Formal oversized dining room. Sunlight pours into the stunning den through walls of glass, creating a seamless connection to the backyard oasis. Step outside to enjoy the completely renovated in-ground 40x20 salt water pool completely redone. surrounded by an elegant bluestone patio, mature landscaping, and in-ground sprinklers. Additional highlights include beautiful white oak flooring throughout, central air 2 zones, electric ready for generator hook up, generously sized bedrooms, updated baths, and countless upgrades that make this home truly move-in ready. Full finished basement includes wine cellar, cedar closet, entertainment area, personal gym and abundance of storage. A rare opportunity to own an impeccably maintained and thoughtfully updated home in one of the North Shore's most desirable communities.
Courtesy: Compass Greater NY LLC
516-500-8271
Welcome to 8 High Meadow Ct, a stunning classic all brick Colonial spanning 6000sqft of luxury set on a magnificent serene Old Brookville cul de-sac. This 5 bedroom Gem is rich with architectural details, exquisite millwork and designer finishes. A Gracious two-story Foyer introduces expansive principle rooms including Living Room/Fireplace, Formal Dining room, Den/Fireplace and Library/Office /Fireplace for effortless grand entertaining or more intimate gatherings Custom Cabinetry surrounds the fabulous Chef's dream Kitchen for endless storage with separate spacious Breakfast room overlooking pool setting. The primary bedroom is a lavish retreat with sun-lit sitting room, fireplace, wardrobe dressing area and luxurious spa bath occupying the prime position of the 2nd floor . Two spacious bedrooms with shared bath and wrap around hallway leading to 4th en-suite bedroom complete the 2nd floor. Lower level is partially finished with playrooms, storage closets, large cedar closet and 1/2 bath. Step outside to brick-walled patio with built-in BBQ and multiple bluestone patios and walkways lined with vibrant gardens leading to the sparkling gunite heated pool with jacuzzi waterfall, Surrounded by lush landscaping, a covered patio with ceiling heaters opens to the very spacious Guest/Pool House with living room, full kitchen , full bath, laundry room and dressing room for a year round retreat. 3 car garage. 2 magnificent private acres, Locust Valley SD. By Appointment
Courtesy: P R O Links Realty Inc
718-487-9992
Nestled on approximately 5 landscaped acres in Old Brookville, this distinguished estate offers exceptional space, privacy, and classic Gold Coast character. The property includes a stately main residence, a separate 3-bedroom guest cottage, and a pool house, providing flexible living and entertaining opportunities. The main residence offers approximately 5,764 square feet of living space with 7 bedrooms, soaring ceilings, hardwood floors, and elegant French arched windows that bring abundant natural light throughout the home. Expansive interiors overlook manicured grounds, gardens, and open scenic views. Recently renovated bathrooms blend modern updates with timeless design, while generously sized living areas provide comfort and functionality. The beautifully maintained grounds showcase seasonal landscapes and mature plantings, creating a serene setting year-round. Accessed through a gated entrance and private drive, this exceptional estate presents a rare opportunity to own a significant property in the desirable Village of Old Brookville.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-626-7600
Welcome to this commanding five-bedroom contemporary residence, a spectacular home where soaring architecture, abundant natural light, and resort-style amenities combine to create an extraordinary living experience. From the moment you enter the dramatic two-story foyer, you are captivated by three magnificent floor-to-ceiling Palladian windows that frame breathtaking views of the terraced, verdant grounds beyond. The home's impressive two-story ceilings, rich hardwood floors, four fireplaces, and generously proportioned principal rooms create an atmosphere that is both grand and inviting, while seamlessly blending the beauty of the outdoors with every interior space. Designed for both everyday living and elegant entertaining, the home features a stunning culinary kitchen appointed with lacquered cabinetry, dual center islands, and an extraordinary Redwood Triple Glass Conservatory that bathes the space in natural sunlight. After dining in the elegant dinig room enhanced by a fireplace, a comfortable den provides the perfect place to unwind, while a private home office offers an ideal remote work environment. The main-level primary suite serves as a luxurious retreat, complete with a sitting room, spa-inspired bath, and custom-fitted closets. Upstairs, three additional bedrooms are complemented by a welcoming loft with a fireplace—a wonderful gathering space for relaxation and recreation. The home's most exceptional feature awaits on the walk-out lower level: a meticulously maintained heated indoor swimming pool that can be enjoyed year-round, creating a private resort within your own home. Outside, the beautifully terraced landscape is anchored by impressive natural boulders that enhance the property's architectural beauty and park-like setting. A serene, Zen-inspired brook gently winds through the grounds, creating a soothing sense of tranquility, while expansive bluestone patios, an outdoor kitchen, and lush lawns provide the perfect setting for entertaining, recreation, and peaceful reflection. This is a rare opportunity to experience luxury living at its finest. Generator and Level 3EV Charging
Courtesy: Exit Realty Island Elite
631-331-4000
Nestled within the prestigious gated community of The Knolls and adjacent to the renowned Glen Head Country Club, this beautifully appointed residence at 19 The Circle offers a seamless blend of elegance, comfort, and effortless living. Bathed in natural light from an abundance of windows and multiple skylights, the home showcases gleaming hardwood floors, crown and base moldings, recessed lighting, and timeless craftsmanship throughout. The well-appointed kitchen is designed for both function and style, featuring granite countertops, tile backsplashes, stainless steel appliances, gas cooking, generous cabinetry, and a sun-drenched dining area illuminated by skylights. Its open-concept layout flows seamlessly into the main living space, creating the perfect environment for everyday living and entertaining alike. The dramatic living room boasts soaring vaulted ceilings, additional skylights, a cozy fireplace, and oversized sliding glass doors that open to a private deck spanning the full length of the unit. The spacious primary suite serves as a private retreat, complete with a walk-in closet, direct deck access through sliding glass doors, and an abundance of natural light. The luxurious en-suite bath features a double vanity, soaking tub, and separate shower, creating a spa-like experience at home. A generously sized second bedroom, full guest bath, and dedicated laundry closet with washer and dryer provide comfort and convenience. Additional highlights include covered assigned garage parking, a private storage area, and exclusivity of gated community living. Ideally located near transportation, shopping, dining, and recreation, this exceptional residence presents a rare opportunity to enjoy one of Glen Head's most sought-after communities.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-248-6655
Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century architect Mott B. Schmidt, who was highly regarded for his grand homes. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. Inside, the richly paneled foyer and wide pegged oak floors set the stage for exquisite architectural details, including a sweeping staircase and intricate custom millwork. The first floor offers a seamless blend of grandeur and comfort. The magnificent living room and banquet-sized dining room both feature elegant fireplaces, while the gourmet kitchen boasts a spacious center island and a bright breakfast room. A butler’s pantry adds convenience, and the library, adorned with built-in bookcases and a fireplace, offers a cozy retreat. Additional highlights include a sunroom, two en suite guest bedrooms, a first-floor washer/dryer, and a powder room. Oversized windows throughout the home provide breathtaking views of the lush grounds. The expansive primary suite is a private sanctuary, complete with a fireplace, spa-like bath, dressing area, and a large balcony overlooking the manicured gardens. This level also features four additional bedrooms with two Jack-and-Jill baths, two additional fireplaces, a gracious hall bath, a gym/bedroom, an office/bedroom, and a second-floor laundry room. The lower level offers an abundance of recreational space, including a playroom, arts and crafts area, and a full bath. The exquisitely landscaped grounds provide something for everyone, offering endless opportunities for relaxation and entertainment. The sunken gardens, originally designed by renowned landscape architect Robert Ludlow Fowler Jr., are a marvel to behold. They gracefully lead the way to a serene 20x50 saltwater gunite pool that is complemented by a spacious, elegant pool house. Sports enthusiasts will appreciate the lighted clay tennis court and a heated, enclosed outdoor structure, perfect for squash or basketball. Adding to the estate’s appeal, a charming three-bedroom, two-bath guest cottage provides comfortable accommodations, while a three-car heated garage with a separate workroom ensures ample space for vehicles and storage. This extraordinary estate is a timeless masterpiece inside and out, seamlessly blending historic charm with modern refinement.
Courtesy: LAFFEY REAL ESTATE
516-625-0944
Discover unparalleled luxury in the heart of Muttontown at 2 Chelmsford Drive, a striking post-modern custom-designed new construction set on a breathtaking 2-acre country club setting. Surrounded by specimen plantings and professionally curated landscaping, this extraordinary estate offers exceptional craftsmanship, sophisticated design, and resort-style amenities throughout. A dramatic custom pivot front door opens to a grand paneled foyer with soaring ceilings ranging from 14 to 20 feet, creating an impressive first impression. Wide-plank white oak floors and custom Pella windows enhance the home's warm, contemporary elegance. The state-of-the-art chef’s kitchen is a true showpiece, featuring rich walnut cabinetry, stunning black quartzite countertops, and a full suite of premium Wolf appliances, including double ovens, a six-burner cook top with griddle, microwave, built-in coffee system, separate ice maker, beverage refrigerator drawers and subzero refrigerator. The formal dining room offers soaring ceilings and walls of glass that open to an outdoor entertaining terrace complete with a full kitchen, pizza oven, and fireplace. The spectacular living room features a double-sided gas fireplace and a custom plaster ceiling. The luxurious primary suite boasts a dramatic 20-foot ceiling, built-in designer headboard feature wall, private deck overlooking the expansive grounds, two custom walk-in closets, and a designer spa bath. Three additional bedrooms are conveniently located on the main level. A stunning illuminated floating staircase leads to the lower level, where you will find additional guest bedrooms, a private gym with adjoining sauna and bath, a large movie theater, and an oversized recreation room with wet bar and glass doors opening directly to the backyard oasis. Designed for ultimate outdoor enjoyment, the country club-inspired grounds feature an oversized heated saltwater Gunite pool with spa, an elegant cabana with outdoor kitchen, and a separate pool house for storage. Automobile enthusiasts will appreciate the extraordinary garage capacity for up to 10 vehicles, including two car lifts, along with a circular paved driveway that completes this one-of-a-kind estate. 2 Chelmsford Drive is a masterfully designed residence that seamlessly blends architectural excellence, luxury amenities, and unparalleled lifestyle living.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-626-7600
‘Haut Bois’ is a refined brick-and-stucco French chateau nestled in the heart of Brookville, New York. Inspired by the Louis XIV hunting lodge that later became the Palace of Versailles, this extraordinary 18-room estate is steeped in history, elegance, and timeless beauty. Originally built in 1916 by renowned architect Ogden Codman Jr. and meticulously restored in the late 20th century, this one-of-a-kind masterpiece sits at the end of a private road on eight pristine acres. Beyond its wrought-iron gates, a long, tree-lined stone driveway leads to the stately residence, where every detail reflects exceptional craftsmanship and sophistication - from antique stone fireplace mantels and hand-painted wallpaper to crystal chandeliers and bespoke finishes throughout. A grand entrance hall with a sweeping marble staircase welcomes you to the main level. The formal living and dining rooms, each adorned with French doors, open seamlessly to the outdoor entertaining terraces and overlook the breathtaking formal gardens. The chef’s eat-in kitchen features a spacious center island, custom cabinetry, a La Cornue range with matching hood, premium appliances, and granite countertops. Completing the main level are a wet bar, library, den, powder room, and a private guest bedroom with an en-suite bath. Upstairs, the luxurious primary suite offers separate dressing rooms, multiple walk-in closets, and two exquisite marble bathrooms. Three additional generously sized bedrooms, two full baths, and elevator access complete the upper level. The lower level is thoughtfully designed for both recreation and comfort, featuring separate guest quarters, a billiards room, playroom, laundry room, fitness area, spa, and sauna. The basement level includes abundant storage, a temperature-controlled wine cellar, and access to the attached four-car garage. Originally landscaped by famed French architect Jacques Gréber, the grounds are nothing short of spectacular. Highlights include a stunning step-down courtyard, irrigated vegetable garden, gated tennis court, in-ground pool with pool house, chipping and putting green, and an outdoor fireplace and grilling area. Cloaked in ivy and grandeur, and tucked away along Long Island’s storied Gold Coast, ‘Haut Bois’ stands as one of the last remaining architectural treasures of its era.
Courtesy: Compass Greater NY LLC
516-517-4751
Built new in 2017 with the highest of standards on an ultra-private 1 acre property in Glen Head. This one level 3 bedroom ranch luxury home offers quality finishes, exceptional craftsmanship and a comfortable floor plan. The main living area is an open concept eat-in-kitchen to a great room with fireplace and formal dining. A separate den with beautiful paneled walls is to the front of the house. Custom millwork, high ceilings and wide plank hardwood floors throughout. Natural gas and full radiant heat. The custom kitchen is equipped with Wolf and Sub-Zero appliances, quality cabinetry, marble countertops, centre island and premium details. Spacious primary bedroom suite with lux primary bathroom. Lots of closets and storage. Full basement with outdoor entrance, complete with gym, office and recreational room, cedar closet and more. Outdoor living is equally impressive with a covered heated lanai, bluestone patio, heated gunite swimming pool, pavilion/pool house, outdoor shower, and lush professional mature landscaping creating a true private retreat. Additional highlights include James Hardie siding, real stone veneer, alarm and camera system, sprinkler system, epoxy-finished 2-car garage, and two hidden storage sheds. A rare North Shore offering combining privacy, luxury and resort-style living. North Shore School District, Glen Head Elementary and quick access to local towns and shops, golf and tennis clubs, beaches and more.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-6822
Lovingly updated, this warm and inviting home in the Promenade section of prime Glen Head offers a versatile multi-level layout with 3 bedrooms and 2.5 bathrooms, including a spacious primary ensuite. Featuring multiple living and entertaining spaces across different levels, including a lower-level den/playroom and a generous backyard with multi-level decking. This home blends comfort and functionality with ease. Centrally located, near the Glen Head train station, local shops and restaurants at the four corners, and within the sought-after North Shore School District.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-4800
Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.
Courtesy: Serhant East End LLC
646-480-7665
Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.
Courtesy: LAFFEY REAL ESTATE
516-625-0944
EXCEPTIONAL NEW CONSTRUCTION! Welcome to 20 Knollwood Road, Muttontown in the Jericho School District. Experience the pinnacle of luxury living in this newly built estate, offering approximately 7,000 square feet of refined design and superior craftsmanship by a highly regarded builder. Every inch of this home reflects meticulous attention to detail, from the bespoke millwork and custom paneling to the soaring ceilings and elegant herringbone flooring. A striking custom iron entry door welcomes you into a grand foyer, setting the stage for the home’s sophisticated yet inviting ambiance. The chef’s kitchen is a showstopper, featuring dual oversized islands, premium Sub-Zero and Wolf appliances, and effortless flow into formal and casual living spaces. Entertain with ease in the formal dining room or at the beautifully appointed wet bar with wine refrigeration. Designed for seamless indoor-outdoor living, French doors open to an expansive porcelain patio and a true resort-style backyard. Enjoy a fully outfitted outdoor kitchen, heated gunite pool with spa, and lush surroundings perfect for entertaining or relaxing in privacy. This impressive residence includes 6 generously sized bedrooms, all with en-suite baths, and a total of 7.5 designer bathrooms. The primary suite offers a luxurious retreat with spa-like finishes. Additional highlights include radiant heated bathroom floors, whole-house generator, central vacuum, Pella windows, circular driveway, and a sprawling lower level complete with a full bath and direct backyard access. A rare offering combining scale, sophistication, and immediate occupancy in one of Long Island’s most desirable locations.
Courtesy: Douglas Elliman Real Estate
516-759-0400
An exceptional piece of North Shore history, “Lily Pond Hollow” is nestled in the heart of Brookville. This gentleman’s farmhouse was seamlessly and thoughtfully expanded with a great room, grand primary suite, and 3 car garage to make it comfortable for modern living. Standing as a reminder of Long Island’s rich history, the estate spreads out over two spectacular acres with an arboretum-like property featuring rolling lawns, formal gardens, mature specimen trees, and original stone garden walls. It is named for the home’s serene direct views overlooking a large freshwater lily pond that creates an extraordinary setting of privacy and natural beauty. Offering exceptional natural light, the residence strikes the perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. A banquet-sized dining room, an inviting sitting room, a charming breakfast room, and a sun-drenched great room lined with French doors open to panoramic views of the picturesque grounds and pond which can be enjoyed year-round. Upstairs, there are four comfortable bedrooms with fireplaces and the possibility of creating a fifth guest room. The primary suite is located within its own dedicated wing, catching light from three exposures. Complete with a high ceiling, crown molding, and a fireplace. There are numerous built-ins and a spacious seating area with a large Palladian window. The large primary bathroom is complete with a separate soaking tub room with its own fireplace. Located within the nationally recognized Jericho Union Free School District, “Lily Pond Hollow” is a captivating historic estate offering a rare combination of privacy, community, and unmatched New England charm, just moments from major highways and only 25 miles from Manhattan by car or a direct 43-minute train ride. It is not just a house, but a complete lifestyle that must be experienced in person to be fully appreciated.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-626-7600
Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and proportion has been considered with uncompromising precision. A rich palette of exotic woods—mahogany, oak, and birch—anchors the interiors with warmth and texture, while the architecture itself unfolds with quiet grandeur. The great room is nothing short of breathtaking: a soaring vaulted ceiling, commanding fireplace, and an expansive wall of glass dissolve the boundary between indoors and out, flooding the space with natural light and framing the surrounding landscape as living art. An elegant dining room overlooks the property and is the perfect venue for entertaining. At the heart of the home, the kitchen is both generous and inviting—designed for gathering and everyday luxury—with a substantial center island, sunlit breakfast room, and seamless connection to an open den. A separate media room, complete with a built-in bar and sliding doors, offers the flexibility for both intimate evenings and vibrant entertaining. The first-floor primary suite is a private sanctuary, opening directly to the grounds and featuring its own fireplace. A dramatic staircase leads to a secluded study—an architectural moment that elevates both function and form. The suite is further enhanced by a bespoke fitted closet room and a spa-like bath, exquisitely detailed in teak wood to evoke a sense of serenity, complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Upstairs, three oversized ensuite bedrooms, each with their own bath are complemented by an open lounge, creating a natural gathering space bathed in light. The lower level extends the lifestyle with a recreation room, additional den, and dedicated gym. Set across three exquisitely landscaped acres, the property evokes a private country club experience: a newly crafted Ipe deck, sparkling in-ground pool, Har-tru tennis court, and cabana complete this exceptional offering—where architecture and setting exist in perfect harmony.
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.
