Old Brookville NY Real Estate & Homes for Sale

Tucked away on a quiet and private street in the village of Old Brookville, this modern Colonial sits on 2.61 flat acres and offers generous space, natural light, and a flexible layout suited to today's lifestyle. The home features seven bedrooms, four full and two half bathrooms, with a grand two-story entry that opens to sun-drenched living areas, a first-floor primary suite, and large windows throughout that enhance the home's contemporary feel. The fully finished lower level, with its own living room, kitchen, wet bar, two additional bedrooms, and space for a gym or entertainment area, offers ideal guest or additional living space. A three-car garage connected by a covered breezeway adds both convenience and character to this exceptional property.

OLD BROOKVILLE. Welcome to this incredible Hampton-style Colonial, located privately on over 1.67 acres of lush lawns, flat property, mature trees and beautiful landscaping. This expansive and elegant residence offers traditional charm and modern comfort, featuring 6 spacious bedrooms, 4 full and 4 half baths, office, living room with fireplace and access to back patio, kitchen with breakfast nook, dining room, wet bar, and laundry room - with accessory apartment - great for mother-daughter option, as well as finished lower level with play room, theatre, storage, recreation room, and outside entrance. From the classic wraparound porch to the inviting architectural details and gabled rooflines, this residence exudes warmth and character at every turn. Inside, oversized rooms, sun-filled windows, and a seamless layout create the perfect canvas for everyday living and stylish entertaining. A backyard oasis awaits with covered patio, outdoor wet bar and kitchenette with gas grill and more, charming pergola, wide driveway with porte-cochere, attached 3 car garage, and detached structure add function and flexibility to this impressive offering. Features include: Full house generator, new wet bar/mudroom/laundry room, custom cabinetry, built in speakers, and smart home. A rare and timeless find!!

Sprawling Brick Expanded Ranch in Prestigious Old Brookville! Welcome to this impressive custom-expanded ranch, rebuilt in 2001 and nestled on 2.2 flat acres in the heart of Old Brookville. Offering over 4,700 sq ft of living space, this 6-bedroom, 3.5-bath home combines generous scale with a versatile open floor plan - perfect for both everyday living and entertaining. Highlights include a large living room with fireplace that flows seamlessly into the gourmet kitchen featuring a center island with seating, Wolf stove, and Sub-Zero refrigerator. A beautifully crafted library with custom millwork and a second fireplace adds warmth and sophistication. A spacious laundry room with double washers and dryers adds convenience. The primary suite includes a walk-in closet and a roughed-in en-suite bath awaiting your vision to complete. Upstairs offers a large bonus room with a full bath and ample storage - ideal for guests, office, or recreation. Outside, enjoy a peaceful, private setting with a vinyl in-ground pool, expansive patio, and lush grounds. The home also has a partial unfinished basement. Endless potential.

Nestled on one pristine acre of professionally landscaped grounds in the Village of Old Brookville, this exquisite Colonial residence showcases a striking stone-and-shingle façade and offers the pinnacle of luxury living. Custom-built in 2023, the home exemplifies impeccable craftsmanship, high-end finishes, and timeless design. At the heart of the expansive backyard oasis is a sparkling heated saltwater in-ground pool with a sunken spa and a sun deck - perfect for both serene relaxation and grand-scale entertaining. Spanning approximately 6,009 SF, not including the 2,000+/- SF finished walk-out lower level with soaring 11-foot ceilings, the home seamlessly blends elegance and functionality. An elevator services all levels, ensuring comfort and accessibility throughout. The open-concept floor plan flows effortlessly from room to room, anchored by a bespoke chef's kitchen featuring a suite of Sub-Zero / Wolf appliances, an oversized center island, and custom hardwood cabinetry adorned with luxurious silver hardware. The residence boasts seven bedrooms and eight and a half bathrooms, with each generously sized bedroom featuring a custom marble en-suite. The owner's wing is a private sanctuary, complete with a dedicated foyer, marble fireplace, expansive walk-in closet, and a spa-inspired bathroom showcasing a soaking tub and an oversized glass-enclosed multifunctional shower. Additional amenities include radiant and gas heating, intricate custom millwork, a dramatic two-story foyer, elegant formal living areas, expansive windows that flood the interiors with natural light, multiple all-weather decks, an outdoor built-in grilling station, a matted and mirrored home gym, wet bar, and an attached three-car garage. Located in the award-winning North Shore School District, this exceptional property presents a rare opportunity to experience refined living at its finest.

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, and sought after by many high profile clients. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. As they arrive at the main entrance, they are greeted by a beautiful fountain and lush gardens. 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.

Magnificent Brick Colonial in Prestigious Old Brookville tucked away on a private cul-de-sac in one of Long Island's most exclusive enclaves, this stately brick Colonial embodies timeless elegance and refined indoor-outdoor living. Designed with an eye for classic proportions and luxury detail, the 8,500-square-foot residence is crowned with a slate roof and surrounded by manicured, park-like grounds spanning two landscaped acres. A tree-lined courtyard framed by evergreens and flowering trees sets the stage for grandeur. Double entry doors lead to a dramatic circular marble foyer with a gold-leaf domed ceiling. A sweeping curvilinear staircase ascends to the second level, while the light-filled main rooms overlook the spectacular property. The gracious living room, ideal for entertaining, features a custom wood built-in bar, a dramatic mantled fireplace, and three sets of French doors with Palladian windows opening to the gardens. The formal dining room with a round table is capable of seating 12 and is finished in Venetian plaster and highlighted by a luxurious gilded domed gold-leafed ceiling. The open-concept kitchen and adjacent family room offer an inviting space for everyday living and gatherings, complete with a beamed cathedral ceiling and seamless access to the expansive brick patio, gardens, outdoor bar, and a resort-style swimming pool with built-in hot tub and cascading waterfalls. The luxurious main-level primary suite is privately situated in its own wing, accessed via a long hallway. It features expansive fitted closets, a marble bath, and a private staircase to the home's wellness center with steam room, sauna, two full baths, and direct pool access. A flexible adjoining bedroom suite with a full bath can serve as an office, nursery, or sitting room with fireplace. A powder room, service wing with half bath, laundry room, and a second staircase to the lower level complete the main floor. Upstairs, four generously sized bedrooms, three full bathrooms, and a large cedar closet room offer ample space for family and guests. The fully finished walk-out lower level enhances the home's lifestyle offering with a large recreation room, a ballet/yoga studio with mirrored wall and barre, a built-in bar, and a full spa experience including a sauna, steam room, and additional bathrooms - ideal for massage or fitness routines. The two acre grounds are as exceptional as the home itself, showcasing an in-ground pool, mature trees and plantings, expansive multi-level brick patios, and a portico with a wet bar - perfect for hosting unforgettable events or enjoying tranquil days at home.

Old Brookville | Stunning and serene contemporary home backing lush nature preserve - 80 Valentines Lane offers pure peace and privacy on Long Island's Gold Coast. A welcoming and bright foyer leads into an open, two-story formal living and dining area, offering high ceilings, one of two fireplaces, and an unobstructed view of the expansive backyard. The primary suite is tucked away on the right wing of the home, and provides two large walk-in closets with built-in storage, sleek en-suite full bathroom with steam shower, sauna, and soaking tub. Beyond the king-sized bedroom is a spiral staircase that leads to a home office with wet bar, and offers private access to the top floor. Recently renovated, the kitchen is complete with quartz countertops, Sub-Zero fridge/freezer, Thermador double wall-oven and cooktop. A warm and welcoming den provides a cozy atmosphere with a second fireplace, and leads to an unmatched sunroom - entirely surrounded with windows that showcase the lush greenery of the property. A second main-floor bedroom currently serves as a home office with en-suite full bathroom that can easily transform into a guest quarters. Upstairs, four additional bedrooms are strung along a lengthy catwalk, with an open lounge area. As the stairs descend, a fifth bedroom and full bathroom are tucked away. Access the 4-car garage space and pantry off the tiered staircase, while making your way down to the extremely expansive lower level - with a media room, powder room, billiards area, and plenty of storage. Outside, embrace the lush backyard with direct views of Louis C. Clark preserve. The patio extends the length of the home, and is centered around a magnificent Gunite swimming pool. With plenty of lounging space, and convenient cabana - complete with full bathroom and second laundry room, entertain and relax all summer long without a worry in the world. Tucked away, just off of the main street, 80 Valentines Lane is an astonishing property that caters toward the graceful and luxurious North Shore lifestyle.

Situated on 2 acres, with an amazing layout including a tennis court, swimming pool, spa, and basketball court, this resort-style home has everything you could ever need. Located in the picturesque and highly sought-after town of Old Brookville, this home was built in 1978 and boasts a spacious and well-maintained living space of 5,100 square feet. Offering privacy and tranquility, this is the perfect retreat from the hustle and bustle of city life. As you step inside, you are greeted by a grand foyer that leads into the elegant and inviting living room. The open floor plan seamlessly flows into the formal dining room, creating an ideal space for entertaining guests or hosting gatherings. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, granite countertops, and custom cabinetry. This home offers 4 bedrooms on the main floor and 3 additional bedrooms on the lower level, 4 bathrooms, and 2 half bathrooms, ensuring convenience and comfort. The master suite is a true sanctuary, complete with a luxurious en-suite bathroom and a walk-in closet. Three additional bedrooms on the main floor provide ample space, each offering plenty of natural light and storage space. The outdoor space is just as impressive as the interior, with a spacious patio overlooking the lush grounds. The expansive backyard offers endless possibilities for outdoor activities, from summer barbecues to relaxing evenings under the stars. The serene setting of this property creates a peaceful and serene atmosphere, perfect for unwinding after a long day. With low taxes, easy access to local amenities, shopping, dining, and schools, this property truly has it all. Don't miss the opportunity to make this exceptional home your own and experience luxury living at its finest.

At the end of a long private driveway the exceedingly charming Georgian Colonial aptly styled Twin Pines awaits. Quiet luxury and classic architecture strikes a harmonious balance with resort-style amenities set amongst 2 lush acres, providing an exceptional lifestyle for the discerning buyer. Step inside the entrance to find a foyer with original palazzo tile and library with a wood-burning fireplace and a full Creme de Marfil marble topped bar. An expansive living room with custom built-ins, original millwork, and another wood-burning fireplace leads you into a gourmet kitchen; a Chef's dream composed of Olympian white honed marble countertops, top-of-the-line appliances, including a Subzero, 6-burner Wolf range, two dishwashers and 2 ovens with a generous center island complete with prep sink for entertaining. Down the hall, you'll find the first of 3 laundry rooms with additional subzero refrigerator as well as an All-Seasons room with flush doors opening to your outdoor terrace. The sparkling heated salt-water gunite pool with hot tub, surrounded by recently installed Italian marble pavers and shaded by specimen trees is an entertainer's delight and provides a stunning backdrop for hosting gatherings. The second level accessed by 2 staircases features a bedroom ensuite with custom built-ins, an additional bedroom, bathroom, 2nd laundry room and a primary suite with a custom closet and a sumptuous bathroom with radiant ceramic heated flooring, a double rain head shower, and a free standing soaking tub. A sitting room off the primary suite can be used for an office or a gym and features a double pane bay window along with additional closet space. Between the main level and the basement is a lower level featuring yet another bedroom ensuite with custom built-ins, while the basement features a 3rd fireplace, bathroom, bedroom, additional storage and a 3rd laundry room. A dog run and outdoor workshop with electricity along with a bonus space above a 2-car heated garage are among the endless list of features Twin Pines offers. This stunning estate built in 1937 and nestled in the heart of the highly sought-after neighborhood of Old Brookville, offers unparalleled luxury and tranquility while providing a private oasis just minutes from fine-dining, shopping, equestrian facilities, and clubs of leisure with convenient access to NYC via the LIRR. Located in the award-winning North Shore School District, this is a rare opportunity to own a piece of history on Long Island's famed Gold Coast.

Old Brookville | Welcome to 25 Longridge Lane- a custom-built brick center hall colonial nestled on over 2 private acres at the end of a peaceful cul-de-sac. A grand entrance, framed by two stone pillars, leads to a long driveway with ample parking, offering two courtyards, and side access to a spacious 3-car garage. You re immediately greeted by double iron doors that lead to a two-story foyer with soaring cathedral ceilings. Guests will be delighted by the elegant powder room under the staircase, finished with beige and stone accents. To the left, a sunlit hallway leads to the great room, featuring vaulted ceilings and a gas fireplace, creating a cozy and inviting atmosphere. The main living room offers a relaxing retreat and opens to the backyard through double French doors. The heart of the home lies in the expansive eat-in kitchen, where an oversized quartzite island with seating for four takes center stage. Equipped with dual paneled refrigerator drawers, a second dishwasher, and ample storage, the kitchen is a chef s dream. Cook meals on the 6-burner Wolf range, complete with a double oven, griddle, and pot filler. Miele appliances, including a paneled refrigerator/freezer, wine cooler, and built-in coffee maker, elevate the space. The large butler s pantry, accented with blue cabinetry and custom countertops, offers additional workspace, a mini wine fridge, third oven, and warming drawer. Host dinners in the formal dining room or the open breakfast nook. A walk-in pantry and mudroom off of the kitchen provide even more convenience. Upstairs, all four bedrooms feature oversized walk-in closets and private baths that include radiant heating in each. The spacious primary suite offers a spa-like bathroom with dual vanities and a soaking tub with views of the backyard. Off of the kitchen is to your private backyard oasis, where the brand-new heated, saltwater Gunite pool and spa await. The outdoor kitchen, complete with a gas pizza oven, is perfect for summer entertaining. Plus, enjoy a full-size fenced tennis or sports court for active fun. 25 Longridge Lane offers the ultimate in luxury and comfort that is sought-after on Long Island's North Shore - come see for yourself.

Welcome to this stately columned brick and shingle Colonial, nestled amidst lush landscaping that perfectly complements its timeless architectural elegance within the esteemed Village of Old Brookville. This home offers a harmonious blend of luxurious amenities, gracious living spaces, and thoughtful design elements, making it a true sanctuary for its next homeowner.  As you approach the residence, the expansive circular stone driveway leads you to a grand double-door entry, where you are greeted by an open, spacious foyer adorned with a beautiful winding staircase. High-end interior elements include light-stained Oak hardwood floors, upholstered walls, plantation shutter doors, exquisite wall moldings and more. The main level of the home boasts large entertaining rooms, including a formal dining room, a sizable living room, an elegant powder room, a light-filled den with a brick fireplace, and a charming wet bar. The oversized French-country-inspired kitchen is a chef's dream, outfitted with commercial-grade appliances, coffered ceilings, and custom cabinetry. Ascending to the second level, you will find one full double-vanity bathroom and four spacious bedrooms, including the Primary Suite, which features soaring beamed ceilings and a private sitting area for ultimate relaxation. The en-suite primary bath is nothing short of a spa experience, featuring separate vanities, a deep jetted tub, and a large walk-in shower - the perfect sanctuary for unwinding after a long day. The walk-in closet is expansive, complemented by built-in shelving and a dedicated desk space for added convenience. There is a second, back stairway that leads to an unfinished attic space, offering potential for future expansion or ample storage. Additional details include a finished basement/playroom, a first-floor guest bedroom with a full bathroom, a laundry room with shelving, and an attached two-car garage. Step outside to a breathtaking outdoor paradise, where an in-ground pool and spa await, framed by a meticulously designed brick patio. Lush, mature landscaping makes this 2+ acre property extremely calming and private. There is also a spacious slate patio and grilling area, the perfect spot to host outdoors. A Har-Tru tennis court, along with a charming tennis chalet and deck, provides unparalleled opportunities for recreation and leisure. Located within the sought-after North Shore Central School District.

Click the link for a full video tour: https://vimeo.com/1025186470 Welcome to 19 Ridge Court, a Gold Coast treasure in Brookville Meadows. Discover the pinnacle of luxury living at this bespoke estate, gracefully nestled on 3 pristine acres in an exclusive cul-de-sac. This 8,400+ sq ft residence combines timeless sophistication with modern amenities, offering the perfect blend of grandeur and comfort for those seeking an unparalleled lifestyle. From the moment you enter the dramatic 20-ft. entry foyer, you'll be captivated by the sweeping architectural staircase and intricate millwork. Grand-scale rooms, elegant moldings, and hand-carved fireplace mantles flow seamlessly throughout, setting an opulent tone. The chef's kitchen is a culinary dream, featuring marble countertops and professional-grade appliances, ideal for hosting gatherings large or small. Holidays and celebrations find their perfect setting in the stately formal dining room, creating memories to cherish for years. The 6 en suite bedrooms and 8.5 baths provide privacy and luxury at every turn. The primary suite, located in its own private wing, boasts a cozy fireplace, a spa-like bath, and a balcony overlooking the pool and gardens, inviting peaceful morning moments. Indoor entertainment is elevated with a library, sunroom, and exercise room, while the fully finished 4,000+ sq ft lower level includes a mahogany bar, sauna, and two additional bedrooms with baths - perfect for guests or extended family. Step outside to a resort-like oasis, featuring a heated saltwater gunite pool with a retractable cover, firepit, playset, and lush, award-winning landscaping. Day or night, this outdoor retreat offers tranquility and elegance for unforgettable gatherings or quiet relaxation. Peace of mind is guaranteed with a whole-house standby generator, ensuring uninterrupted comfort no matter the weather. This exquisite Brookville estate offers a rare opportunity to enjoy luxury, seclusion, and effortless entertaining - a lifestyle defined by grace and distinction. Your choice of Locust Valley or North Shore school district., Additional information: Appearance:Diamond++,Interior Features:Marble Bath