luxury properties for sale Old Brookville, United States

Perfectly set on a winding country lane, this charming colonial combines timeless craftsmanship with modern luxury on over two level, landscaped acres designed by Steven Dubner. The home showcases fine millwork and mouldings with hardwood flooring throughout the first floor. A welcoming entry leads to a gracious living room with a gas fireplace, dentil moulding surround, and built -in bookcases leading into a formal dining room. French doors open to a new bluestone terrace with flower beds, a full outdoor kitchen, views of the saltwater, and gunite pool with an electric cover and expansive grounds. The gourmet kitchen features black marble countertops, imported tile backsplash, a quartz center island with a prep sink and top -tier appliances, including a Wolf cooktop, double wall ovens, Subzero refrigerator/freezer, Miele dishwasher, Sharp microwave and wine refrigerator. A breakfast room with banquette flows into the spectacular great room with cathedral ceilings, exposed beams, a brick wood-burning fireplace, built-in bar, Palladium window and terrace access. An office, laundry/mudroom and guest room with en suite bath complete the first floor. Upstairs, the Primary suite offers a sunlit sitting room/office, spacious bedroom, a luxurious marble bath with radiant heat, dual sinks, vanity, and two fully fitted dressing rooms. Additional accomodations include an en suite bedroom, two additional bedrooms with a shared new bath, a second washer/dryer and ample storage. A finished basement provides a playroom, storage, and easy access to the mechanicals. This is an exceptional home blending the charm of classic Long Island living with every modern convenience.

Charming 1930’s Colonial with Inviting Front Porch, Hardwood Floors Throughout, CAC and Gas Heat. First Floor Features a Foyer, Living Room, Dining Area with Wood Plank Ceiling which opens to the Updated Kitchen with a Beamed Ceiling and 6 Top Kutchl Range, SS Appliances, Updated Full Bath, and Mudroom Area. The Second Floor Offers a Spacious Primary Bedroom with access to a walk-up Attic, Plus Two Additional Bedrooms and a Full Bath. A Full Partially Finished Basement with High Ceilings, Lots of Light, Laundry Area, Mechanicals and Storage Makes for a Versatile Usable Area Plus, a Walk Up Attic. Also, An Oversized Yard with a Large Covered Patio and a Detached 2-Car Garage. Close to Glen Head Elementary, Fine Dining, Beaches, Shopping, Highways, and Golf Clubs. Award winning North Shore School District.

Set on five flat, impeccably landscaped acres at the end of a quiet cul-de-sac, this stately Georgian brick estate represents one of the most private and desirable settings within Upper Brookville’s prestigious gated Colonial Drive enclave. Positioned on a private road of distinguished luxury estates and further enhanced by its own secondary gated entrance, the property offers a rare double gated level of security and exclusivity. A grand double height foyer welcomes you, anchored by a magnificent Baccarat chandelier, immediately setting a tone of timeless elegance. The home is thoughtfully designed for both grand scale entertaining and comfortable everyday living, featuring 4 fireplaces, a formal living room, elegant dining room, refined library, and a luxury bar area. The main level includes two bedrooms with two full bathrooms nearby, ideal for guests or extended living, along with a fully equipped laundry room. At the heart of the home, the sun-drenched chef’s kitchen is enhanced by skylights and oversized custom windows, creating a bright and inviting atmosphere. Completed with premium appliances including a double wall Wolf oven, Wolf gas cooktop, and two Bosch dishwashers, breakfast nook and two pantries. The space seamlessly connects to the main living areas and opens to the patio, where retractable awnings provide effortless indoor to outdoor living. Upstairs, four spacious en-suite bedrooms include a luxurious primary suite featuring its own fireplace and a spa-inspired bath, offering a true private retreat. A Juliet balcony giving a view of serene front outdoor space. A finished attic adds a versatile open space suitable for a variety of lifestyle needs. The outdoor grounds are equally exceptional, showcasing expansive flat land, a heated gunite pool, tennis court, and multiple areas for entertaining and al fresco dining, all set within one of the most picturesque locations on Colonial Drive. Additional highlights include a finished basement with extra high ceilings, a whole house surround sound system, a recently updated roof (approximately 4 years old), and newer windows (approximately 1 year old). Updated Kitchen and bathrooms. Custom-made furnishings imported from Italy are included, further elevating the home’s refined aesthetic. This extraordinary estate seamlessly blends classic Georgian architecture with modern upgrades, offering unparalleled privacy, scale, and sophistication in one of the North Shore’s most coveted locations.

Glen Head Center Hall Colonial updated and expanded offering 5 bedrooms and inviting living spaces. Impressive entrance, custom stairs and millwork, open floor plan, spacious living room with fireplace, formal dining room, private rear patio with complete outdoor kitchen. Sundrenched primary bedroom with 11 foot ceilings and bath with heated floor. Lower level recreation area and more, conveniently located closed to Glenwood Landing Elementary School, North Shore Middle School and North Shore High School as well as Tappen Beach.

his classic 1940s colonial in Glen Head presents an opportunity for restoration or full renovation. Select charming details remain, including a slate roof with decorative snow guards, a wood-burning fireplace with wooden mantle, and a built-in corner cabinet in the dining room - features that may inspire preservation. With 3 bedrooms, 1.5 bathrooms, a spacious yard, and garage, the home offers strong bones but requires significant updates, including kitchen, baths, flooring, and overall improvements. Ideal for a buyer ready to invest in bringing new life to a property with character, just two blocks from town and within the NS school district.

Tucked away in the sought-after North Shore Acres neighborhood of Glen Head you will find this refined home combining contemporary flair with traditional details. Reimagined within the last 10 years to include all new wood floors, moldings, stairs, kitchen and baths. This property checks all the boxes, a bespoke wood-mode kitchen w/calcutta marble counters, center island and premium appliances. A first floor guest suite includes a new full bath. Soaring ceilings with new skylights drenching the living spaces with natural light. The primary suite w/spa-like marble bath, soaking tub, steam shower and double vanities. Additional 3 bedrooms and new full bath all located on second floor. The full walk-out lower level features additional living spaces, additional bedroom and full bath. Sliders provide access to the outdoor oasis where you will find the in-ground saltwater pool with wading area, hot - tub, firepit, new pavers where you can enjoy it all in complete privacy. You have a found a home that has been loved and renovated with the utmost quality including a new roof, gutters, skylights and exterior painting all done this year. Nothing to do but enjoy living in this beautiful home in an exclusive neighborhood that is also convenient to schools, LIRR, shopping and dining. Taxes have been successfully grieved for upcoming year.

Poised on nearly half an acre of manicured grounds in one of the North Shore's most storied waterfront villages, this newly constructed residence offers an exceptional standard of living where coastal serenity meets refined modern design. Spanning approximately 4,900 square feet across three thoughtfully finished levels, the home presents five bedrooms, four full and one half bathrooms, and an architectural sensibility that honors the timeless character of Sea Cliff while delivering every contemporary luxury. Soaring nine-foot ceilings on both the first and second floors create an atmosphere of effortless grandeur, while sun-drenched, open-concept living spaces flow seamlessly from a chef's kitchen — appointed for serious entertaining — to an expansive great room that opens directly to a private backyard retreat. Upstairs, the primary suite is a study in quiet indulgence, featuring a spa-inspired bath and generous walk-in closets designed for the discerning eye. Additional bedrooms offer gracious flexibility for family and guests alike. The fully finished lower level — with eight-foot ceilings — lends itself equally to a state-of-the-art fitness studio, a private media lounge, or an elegant recreation space. Situated within the award-winning North Shore School District, and moments from the Sea Cliff Marina, private beach, and the Sunset Club at Tappen Beach, this address places the very best of village life at your doorstep. Sailboats drift across Hempstead Harbor at dusk. The village beckons with coffee, galleries, and art fairs. North Shore Country Club and Glen Head Country Club are minutes away. This is coastal living at its most refined — a sanctuary where every detail speaks to quality, craftsmanship, and the rare beauty of a place truly unlike any other.

This beautifully maintained side hall Colonial is ideally situated on the border of Old Brookville, offering convenient access to Glen Cove Road while tucked away on a quiet cul-de-sac. Set on a shy third of an acre of flat, usable property, this home combines comfort, space, and functionality. The interior features a welcoming entrance foyer that flows into a spacious living room and a formal dining room, perfectly positioned off the open-concept kitchen. A bright, sun-filled bonus area enhances the home’s appeal, creating the perfect setting for entertaining guests. The inviting family room with a fireplace, along with a convenient powder room, completes the main level. Upstairs, the home boasts a luxurious primary suite with a renovated ensuite bathroom and a walk-in closet, along with an additional generously sized bedroom comparable to a second primary. Three more spacious bedrooms share a beautifully updated hall bathroom. A full finished basement adds even more versatile living space. Located within the North Shore School District, this home offers an exceptional lifestyle in a prime location.

Beautifully renovated Colonial in Hill Terrace area of Glen Head. Classic charm and modern update. Sun filled living room with cozy fireplace, formal dining room, updated kitchen with granite countertops and stainless steel appliances. Nice deck overlooks yard with patio and shed. Located in North Shore School District. Close to shops, dining and Tappen Beach.

Opportunity awaits! Welcome to the classic center hall colonial, built in 1986, offering timeless charm and spacious living throughout. With a traditional layout, this home is perfect for both everyday living and entertaining. The main level features a large eat-in kitchen, a generous den with a fireplace, a formal living room and dining room, along with a dedicated home office and convenient powder room. Upstairs, the primary suite offers a private ensuite bath and walk in closet, along with three additional bedrooms and full hall bath. Enjoy year round comfort with central air, and take advantage of the expansive finished basement. Step outside to relax on the welcoming front porch or entertain on the back deck. Complete with a 2 car garage and conveniently located near shopping, transportation and dining this home presents an incredible opportunity. This home is being sold as is!

Set on 3.1 breathtaking park-like acres along a quiet country lane, this immaculate 5 Bedroom Colonial offers an exceptional lifestyle with over 7200 square feet of beautifully appointed living space. Sunny and bright throughout, the home features expansive rooms, soaring ceilings, and hardwood floors that create an elegant yet welcoming atmosphere. Designed for both grand entertaining and comfortable everyday living, the residence boasts a gourmet chef's kitchen along with multiple gathering spaces enhanced by fireplaces in the dining room, den, game room and luxurious oversized primary bedroom suite. Step outside to experience resort-style living at its finest. Expansive terraces with awnings and a built in BBQ area are steps away from the stunning heated gunite saltwater pool complete with sun deck, surrounding terraces and an exceptional pool house featuring a living/dining room, kitchen and full bath-the perfect retreat for entertaining family and friends all summer long. Ideally located close to major roadways, schools, shopping and clubs. This extroadinary property combines privacy, luxury and convenience in one remarkable offering. A rare opportunity that will not last long!

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

Cute Victorian featuring 2 bedrooms and an open-concept layout with kitchen, dining room and front parlor. Living room with French doors, cathedral ceilings and loft space. First floor washer/dryer for convenience. Sweet front porch and comfortable rear patio overlooking a fully fenced yard with shed. Conveniently located near shops, dining and the railroad. A wonderful place to call home!

Welcome to 25 Montrose Court, nestled on 1.95 acres on a quiet cul-de-sac in Roslyn Harbor. This stately center-hall-colonial has been impeccably maintained with many upscale renovations and tasteful decor. Refined millwork and hardwood floors frame the spaces with traditional charm and warmth. The spacious first floor has grand principal rooms, providing many entertainment spaces. An oversized living room complete with a full wet bar accommodates large gatherings and opens into a cozy den with fireplace perfect for entertaining. The chef’s kitchen, complete with top-of-the-line stainless appliances, offers plentiful counterspace and a seated island, with generous custom cabinetry for storage and display. The striking dining room offers a beautiful view of the manicured, verdant grounds. A second den, bedroom, full bath, laundry room, pantry, and mud room complete the sprawling first floor. The second floor hosts a large primary suite with wonderful natural light and space for a sitting area. Attached is an updated four-piece bathroom leading to an enviable walk-in closet/dressing room, a private gym and office. Three additional bedrooms and two full baths appointed with neutral colors complete the outsized second floor. A fully finished basement offers another large entertaining space with additional storage and a half bath. Full home generator. The private, serene backyard is outlined by mature trees and landscaping, and offers outdoor leisure spaces including a saltwater pool, hot tub, TV lounge & built in barbecue. The property is zoned for a tennis court. Located in the desirable Roslyn School District, this home is easily accessible to New York City and awaits a buyer with vision and appreciation of fine architectural detail.

Elegant Colonial Home in Prestigious Matinecock Farms Set within the exclusive Matinecock Farms enclave, this gracious six-bedroom Colonial blends timeless architecture with thoughtful modern updates, all surrounded by beautifully landscaped grounds just shy of an acre. Backing onto a tranquil pond with preserve-like views, the setting offers exceptional privacy and natural beauty. A double-height entry foyer introduces the home's elegant, classic interiors. The formal living room, anchored by a gas fireplace, opens to a new 3 season screened porch overlooking the property, while the sun-filled dining room is ideal for entertaining. The chef's kitchen is designed for both everyday living and hosting, featuring a large center island, quartz countertops, windowed banquet seating, top-of-the-line appliances, two wine refrigerators, a spacious pantry, and a separate kitchen designed for everyday use. The library/family room offers custom built-ins and direct access to the garden. Outdoors, a bluestone terrace with dual grilling stations creates a seamless extension of the kitchen and screened in porch, making the terrace ideal for entertaining. The six bedrooms begin with a well-appointed first-floor bedroom with an updated en suite bath and a walk-in closet, providing flexibility for guests or extended stays. Upstairs, the primary suite offers a spa-like bath with a soaking tub and separate shower, along with a generous walk in closet. Four additional bedrooms, each with access to an updated bathroom, ensure comfort and privacy. A home office and separate laundry room complete the second level. Additional features include a two-car garage. Located within a meticulously maintained community, the property benefits from the Matinecock Farms Homeowners Association and its dedicated caretaker staff. HOA fee: $6,000.

NEWS 12 REPORTED: Sea Cliff couple welcomes first baby of 2026. But there is more to the story, the family is now moving. Their home was TOTALLY renovated inside and out , completed in January 2025! Too many updates to mention. Smart, sophisticated, with a touch of whimsy. This home was renovated and is maintained with love and care by the current owners. Move in ready!! Tucked away but not far from the beach and the center of Village. Enjoy Sea Cliff's restaurants, bars, shops, libraries (Adult & Children's), art space and beach. North Shore Schools.

Located in the private enclave of Matinecock Farms is this totally refurbished and updated 6 bedroom state of the art Colonial. Situated on almost an acre of beautifully landscaped property with specimen plantings and a heated 20x38 gunite pool, this property is centrally located, close to schools, train and shopping. The light filled main floor has a spacious light-filled primary bedroom suite with sitting room and ensuite bath featuring a large shower, soaking tub, 9-ft custom walnut double vanity , Ditra heated tile floors and two California closets. Additional rooms include a formal dining room, living room with fireplace and bar, a cozy den with french doors to the patio, large gourmet eat in kitchen, mudroom and laundry room complete this first floor. Second floor has redesigned oversized two bedrooms, each with ensuite baths and sitting areas. The lower level has a newly crafted expansive guest suite with two bedrooms, kitchette, family room, gym area, workshop, potting shed, ample storage and walkout to a sunny new Trex deck. House has State of Art systems HVAC, 9 zone WiFi, Daiken Comfort air conditioning and 16 zones of heat including heated floors in bathrooms and a mud hall, a whole house Generator and oversized climate controlled 2-car garage with a Level 2 charger-ready.

Inviting and enchanting this expanded 5 bedroom, 3 bath Country French colonial in a picturesque botanical setting is a standout particularly for its unique architectural features and aesthetically pleasing open flow. The charming entry foyer opens to an inviting formal living room with wood burning fireplace. The Formal Dining room with large window looking out to the expansive grounds includes access to a screened porch. The enclosed porch offers a serene spot out of the elements to enjoy this picturesque setting. A conveniently located bedroom with adjacent full bath is located on the first floor. The spacious kitchen offers expansive granite counter space and dining area, including a large shelved cooks pantry. The kitchen opens to a casual gathering room with wood burning fireplace creating a comfortable hub for daily life with sliding doors which lead to the deck and backyard for easy hosting. The second floor primary en suite bedroom features vaulted ceiling, palladium windows and double walk-in closets with large bath featuring pedestal sink, tub and shower. Additional 3 bedrooms and full bath are located on this level as well, along with a laundry room. The full unfinished basement with outside entrance can be used for storage or finished for additional living, playroom or professional office space. The large, well planned, recently refashioned garage is yet an additional bonus. The setting of this home offers curb appeal with a generous circular driveway graced by seasonal and perennial plantings and a level of highly sought after privacy. The home epitomizes Gold Coast living at its best within close proximity to Nassau Country Club, LIRR, Hospital, Schools, Shopping and Beaches. It is conveniently located in the heart of this North Shore community.

Nestled on a meticulously landscaped 6-acre+ property, Eleven Dupont Court epitomizes architectural sophistication and resplendence. This stately Brookville Brick Colonial, constructed in 2005, spans over 15,000 Sq.Ft. and encompasses 7 Bedrooms and 12 Bathrooms. Its graceful design is distinguished by bespoke features such as elaborate woodwork, spiral staircases, marble flooring and soaring two-story ceilings. Natural light is abundant throughout the entire home, flooding through large windows and multiple sets of French doors. The residence's first floor is dedicated to luxurious entertaining spaces, including a formal Living Room and an elegant Dining Room complete with custom cabinetry. The circular Music Room/Conservatory offers beautiful views of the outdoors and the spacious Den is highlighted by a refined limestone fireplace and a two-story gallery mezzanine that overlooks the lower level. The grand eat-in Kitchen is a culinary masterpiece, featuring dual oversized islands, exquisite coffered ceilings, and top-tier Wolf/SubZero appliances. The backsplash is adorned with Delft tile, adding a touch of classic elegance. The Primary Wing on the second floor includes a private office, a generously sized bedroom with a sitting area and fireplace, a large walk-in closet, and a spa-inspired marble bathroom with a soaking tub. The property is enhanced by numerous outdoor terraces, Crestron and Lutron systems, a four-car attached garage, a whole-house generator, a sophisticated surround sound system and more. Approached via automatic front gates, the estate is accessed through a quarter-mile tree-lined driveway. The outdoor amenities are exceptional, including multiple slate patios for entertaining, a sunken tennis court, an outdoor grilling station, a cabana with a kitchenette, and a gunite in-ground pool with a jetted spa. The property is zoned within the esteemed Jericho Union Free School District.

Young Colonial- style home, newly built in 2018 with soaring high 10 ft ceilings throughout the first floor that blend of classis architecture with modern style living, built with the finest materials, The main home flows seamlessly from the entrance to the foyer with powder room, large closet with 9 ft door, chefs eat in kitchen lots of natural sunlight, French doors out to the wraparound porch, great for entraining, custom cabinetry, crown & base moldings, recessed lighting,10 ft ceilings, stainless steel appliances, hardwood floors throughout, dining area, living room with fireplace, rear door to the patio for alfresco dining. Primary bedroom ensuite with 11 ft ceilings, hardwood floors, Primary full bath and 2 walk- in custom closets, 2 bedrooms also with custom closets and 11 ft ceilings, full bath with tub and shower, full attic for storage, full basement with 10 ft ceilings and laundry room and outside entrance. stone patio and one car garage with storage above. close to beaches, golf and so much more.

Traditional Colonial expanded from a Ranch in 2014, located in the sought after Norgate section of East Hills. Minutes to East Hills Park, the village, LIRR, schools, dining, shopping and highways. Set mid-block on a .31 acre lot, this 5-6 bedroom, 4.55 bath home features an open floor plan and hardwood floors. Key features include an eat-in-kitchen (redone 2 years ago) with Thermador & Viking appliances, double wall oven, gas cooking, Cambria quartz counters and a center island. The kitchen opens to the den, which has a wood burning fireplace. The spacious living/dining room has French doors to an expansive rear yard with an updated heated gunite pool, large patio, and two sheds. The laundry and powder room are off the butler's pantry between the kitchen and living room. There is an office/bedroom with a full bath (used as the pool house) on the first floor with access to the pool area. Gas connection for the bbque on the terrace. Great for entertaining. The second level offers a casual loft/den, a primary en-suite with a tray ceiling, walk-in closet and bathroom, plus four additional bedrooms and 1.5 bathrooms. The finished basement includes a bath and exterior egress (OSE), generator, A 2 car garage completes the property. This home is near the quaint village of Roslyn and an incredible opportunity in a premier East Hills address. Included in the Park at East Hills are all these amenities such as pool, and water park, theatre, pickle ball and tennis courts, basketball, and dog park.

52 Woodland Road, Roslyn, NY 11576

When it comes to first impressions this one of a kind style home has been masterfully newly built and extended in 2013, Harmoniously blends functionality and Chic style with today's modern amenities, middle of the block location, Meticulously maintained, the home presents itself with an inviting fee,l the first floor features a grand space with high ceilings, Dining with seating for 12+, crown and base moldings throughout, fireplace with wood mantel, large Pella windows and lots of natural lighting, Eat in Gourmet chefs kitchen was carefully crafted with a Chic upscale design, Viking Appliances, Calacatta Marble counter tops, large scale Calacatta Marble center island with seating for 4 or more and lots of storage all around, Custom cabinetry with soft close, French doors that go out to an amazing covered patio, an oasis for alfresco dining and entertaining, Living room with fireplace and French doors that go out to the patio and Inground heated pool, Second floor with a luxurious Primary ensuite bedroom with vaulted ceiling, balcony overlooking pool and patio area, large California walk in closets plus two more additional closets and a custom full bath with walk in shower and seat, custom cabinetry with dual vanities, 3 additional bedroom's with custom closets and full bath and tub. This incredible back yard with custom covered wainscoting ceiling and chandelier, porcelain tile floors plus outdoor BBQ, sink, mini refrigerator, outdoor fireplace with porcelain tile floors. Hampton style heated 16 x 36 Inground pool, great for entertaining completed with custom design landscaping complete with fencing around the private property, privacy trees all around the property assuring full privacy. This home reflects pride of ownership, Close proximity to beaches and golf.