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$7,500,000
7 Beds ⋅ 11 Baths ⋅ 943431 MLS
OLD BROOKVILLE Far from ordinary, this extraordinary custom built brick Mansion is designed for luxurious entertaining, Set on a private cul-de-sac, wrought iron gates open to the courtyard of this pristine 3acre estate surrounded by lush landscaping and colorful gardens. You'll greet your guests in the breathtaking Foyer where soaring domed ceiling sits 30' above a double bridal staircase. Throughout the home, each room is spacious and beautifully detailed. Featuring mahogany doors & trim, mahogany & marble floors, coffered ceilings, private Library, 2 story Great room, chef's Kitchen with abundance of appliances, 7 Bedrooms with private Balconies,6 full Bathrooms, 5 half Bathrooms, 5 Fireplaces, Elevator to all floors ,and 5 car heated garage. To cater to your entertaining needs, the walkout lower level features a banquet hall capable of hosting hundreds of guests, complete with a commercial-grade prep kitchen, a walk-in pantry, and 2 separate multi-stall bathrooms and 500 bottle Wine Cellar. This lower level opens up to the Pool, Pool House, and Tennis Sports Court, providing ample outdoor enjoyment. If you seek something truly exquisite and extraordinary, 4 Valentine Farm Court is sure to win your heart and leave a lasting impression on your guests.

4 Valentines Farm Court, Old Brookville
$6,748,000
7 Beds ⋅ 8 Baths ⋅ 998171 MLS
Prestige & Privacy awaits tucked at the end of a quaint cul de sac set perched on 2 beautiful lush acres in The coveted Inc. Village of Old Brookville. This newly constructed Hampton Style Showplace is truly the one you have been waiting for. Step inside to a stunning soaring double height entry which sets the tone for this stylish & chic showcase. One thing is clear: this home was built to live beautifully & entertain effortlessly. With over 10,000 square feet spread over three thoughtfully designed levels & accessible by the private state of the art elevator every inch of this home has been geared to a lifestyle of comfort, privacy & luxury. The entertaining spaces offer a beautiful flow for everyday living and large scale entertaining with friends both indoors and outside throughout the seasons. Custom millwork, bespoke architectural ceiling details, & gorgeous designer finishes throughout that give this home a soul that new construction rarely achieves. At the heart of it all is a gourmet kitchen that is truly breathtaking . A warm natural wood cabinetry paired with dramatic marble countertops, top of the line appliances & a breathtaking butlers pantry/bar that makes hosting feel like second nature. Whether it is a quite Sunday morning in your sun drenched breakfast room or hosting large groups for dinner parties, this kitchen and adjoining great room with gas fireplace is the perfect setting . An oversized formal dining room and a cozy formal living room with fireplace will be a quiet spot to unwind and relax . A first floor bedroom or playroom or perhaps an office, the choices are endless. The mudroom leads to a three car garage for ease . The second floor offers 5 bedrooms including a primary bedroom suite that will be the ultimate retreat, a serene hotel caliber escape unto itself. A generously proportioned walk in closet with bespoke built ins & a marble spa inspired primary bath is simply extraordinary with a deep soaking tub, double length vanity, striking glass walk in shower & radiant heated floors are not only in the primary bath but each bathroom . Four additional spacious bedrooms on the second floor each offer their own distinct character- bespoke architectural ceiling details, custom fitted closets & beautifully appointed en suite baths with the same meticulous attention to finish. A dedicated second floor laundry room keeps the everyday running seamlessly, because thoughtful design means thinking of everything. The fully finished walk out lower level has been designed for all with a glass enclosed gym, a cinematic home theatre, a suite with a full bath & a sprawling recreation room with a stunning built in bar & heated floors . Step outside to 2 private acres of your own personal resort with a heated saltwater pool & spa, with an expansive patio for summer entertaining with an outdoor kitchen. A full home generator, a second staircase, beautifully professionally designed landscaped property, 11 foot ceilings, 3 gas fireplaces, central vacuum, radiant heated floors, and so much more. Its truly the ultimate North Shore retreat.

3 Woodhollow Lane, Old Brookville
$5,600,000
5 Beds ⋅ 6 Baths ⋅ 824918 MLS
Old Brookville New Construction | 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.

25 Longridge Lane, Old Brookville
$4,700,000
6 Beds ⋅ 9 Baths ⋅ L3588410 MLS
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

19 Ridge Court, Old Brookville
$4,650,000
6 Beds ⋅ 8 Baths ⋅ 937193 MLS
Welcome to 35 Chicken Valley Road, an extraordinary, gated estate set far off the road and approached by an approximately 825-foot private driveway entrance, culminating in a prestigious circular drive that announces arrival with quiet grandeur. Nestled within the coveted enclave of Old Brookville, this Brick Center Hall Colonial—masterfully built by the renowned Worrell Group—rests on 4.5 acres of impeccably manicured, estate-quality grounds and offers nearly 10,000 square feet of finished living space across all levels. The circular drive leads to a stately entryway accented by a stunning fountain, anchoring the home’s grand approach. Step inside to a breathtaking 22-foot entry foyer with soaring ceilings, intricate moldings, and refined wainscot paneling framing the sweeping staircase. The double-height foyer introduces elegant formal spaces, including a living room with a wood-burning fireplace featuring an ornamental mantel, marble inlay, and classic dental molding. Double columns guide you into the sophisticated sitting room, where French doors open to the terrace, creating effortless indoor–outdoor flow. The formal dining room is designed for grand entertaining, showcasing wainscot paneling, a decorative ceiling medallion, egg-and-dart crown molding, and exquisite millwork throughout. The renovated gourmet eat-in kitchen features top-of-the-line appliances, custom cabinetry, a large center island, and direct access to multiple outdoor dining terraces. Adjacent formal rooms—also with French doors—further connect the interior to the resort-like grounds beyond. The luxurious primary suite is a true sanctuary, offering 22-foot tray ceilings, hardwood floors, serene estate views, a private sitting room with fireplace, a custom dressing room, and a spa-inspired bath with soaking tub and double vanities. Four additional en-suite bedrooms provide exceptional comfort and privacy, ideal for multigenerational living or long-term guests. The expansive lower level elevates entertainment and wellness with a billiards lounge, wet bar, sound-proof private screening room, 3,100-bottle wine cellar, gym, sauna, and full bath. Outdoors, the breathtaking grounds include a heated gunite saltwater pool, regulation tennis court, outdoor kitchen, sweeping lawns, and multiple blue stone terraces—offering both privacy and scale rarely found. Additional features include a three-car garage and a Generac whole-house backup generator. Ideally located in Old Brookville, close to universities, country clubs, golf, marinas, museums, farms, and premier North Shore amenities, and situated within the award-winning North Shore School District.

35 Chicken Valley Road, Old Brookville
$4,200,000
5 Beds ⋅ 8 Baths ⋅ 861384 MLS
Upon entering the lush estate of Willow Bank, one feels as though they have arrived in another time — a time of grandeur and prestige. The Estate stands as an exemplar of the Gold Coast and the Golden Age of America. One can imagine the many distinguished guests who have arrived in the granite cobblestone-lined drive court since its inception. The house was built in 1920 in the Colonial Revival style, as portrayed in the symmetrical composition of the main facade, the twin chimneys, and the measured proportions of the home. Renowned architect of the early 1900's, Bradley Delehanty, was engaged by financier Francis Gordon Brown III to design this elegant home. The original portion of the home is a modified Center Hall Colonial, with a central winding staircase that anchors the entry foyer. The living room maintains its original dentil crown molding. The original raised-panel pine wall paneling, woodwork around the fireplace, and dentil crown moldings in the dining room have likewise been meticulously maintained over the course of a century. The sun-drenched west-facing family room has a carved natural verde stone mantel, arched doorways and custom integrated millwork with intricate radiused casings. An adjacent sunroom features beadboard ceilings, natural stone knee walls, and natural cleft-finish stone slab pavers transitioning into stepping stones in the courtyard. An extensive addition built in the early 2000's ushered the home into modern day: creating a spacious kitchen for cooking and entertaining guests, kitchen dining room, den, study, great room, as well as a massage room with a panoptic view of the grounds. The extension cleverly encircles a lush courtyard, providing ample natural light and views into the garden from nearly every vantage point inside the home. The southern wing of the extension is situated between the courtyard and the swimming pool, allowing a natural flow between indoor and outdoor spaces. The French provincial kitchen features top-line appliances, overlay cabinet doors and natural white Carrara countertops with matching slab backsplash. The ceiling is articulated with beadboard and trim. An adjacent kitchen dining room features Roman Tuscan-style columns, glazed French doors, French provincial wall coverings, and is crowned with a daylight-filled octagonal cathedral ceiling and copper-topped cupola. A double-sided fireplace offers a visual connection between the kitchen dining room and the den. No detail is spared even in the study, which features coffered ceilings with v-groove paneling for a transitional look. At Willow Bank, one can imagine oneself enjoying the sweeping grounds of the Estate: whether walking through the private garden, taking reflection at the pond, stepping through the rose trellis, or lounging in the azure bluestone-stepped pool. Willow Bank is truly a gem with few equals.

15 Pound Hollow Road, Old Brookville
$4,100,000
6 Beds ⋅ 7 Baths ⋅ 852773 MLS
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. 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.

3 Pin Oak Court, Old Brookville
$3,450,000
5 Beds ⋅ 6 Baths ⋅ 943175 MLS
Nestled on a serene 3.2 acre parcel in prestigious Old Brookville, this striking contemporary residence offers 8,201 square feet of luxurious living space designed for modern comfort and grand scale entertaining. A private drive leads to the impressive home, showcasing clean architectural lines, expansive glass, and a commanding presence. Inside, the home features sun filled open spaces, soaring ceilings, and seamless indoor outdoor flow. Walls of windows capture views of the manicured grounds, while multiple living areas provide versatility for both intimate gatherings and large events. The chef’s kitchen, formal dining room, and spacious great room create a perfect setting for refined living. The estate includes multiple ensuite bedrooms, a serene primary suite, and dedicated spaces for work, fitness, or recreation. A rare detached guest house with a 4 car garage offers exceptional storage and car-collector appeal. Outdoors, enjoy resort-style living with a sparkling waterfall pool, generous patios, and expansive lawns ideal for entertaining, relaxation, and privacy. A true Old Brookville retreat, combining contemporary design with distinguished estate living.

1 Private Lane, Old Brookville
$3,250,000
6 Beds ⋅ 7 Baths ⋅ 864918 MLS
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!!

178 High Farms Road, Old Brookville
$2,750,000
6 Beds ⋅ 7 Baths ⋅ 850663 MLS
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.

35 Hoaglands Lane, Old Brookville
$2,525,000
7 Beds ⋅ 6 Baths ⋅ 878181 MLS
Timeless Brick Colonial in Prestigious Old Brookville Nestled within the exclusive village of Old Brookville, this stately 1926 brick Colonial offers an exceptional combination of privacy, elegance, and timeless craftsmanship. Situated on 2.5 acres of lush, secluded grounds, this expansive 5,500 sq ft residence features 7 bedrooms, 6 full bathrooms, and a wealth of architectural charm throughout. A private drive welcomes you to the property, leading to the front entrance of the home and a detached three-car garage with an unfinished loft above—offering excellent potential for a studio, office, or guest quarters. Inside, the main level is designed for both grand entertaining and comfortable everyday living. The gracious living room features a wood-burning fireplace and a double set of French doors that open to a covered bluestone patio overlooking the serene property. A richly appointed mahogany library with built-ins and a fireplace provides a warm retreat, while the formal dining room also includes a fireplace and French doors to a covered brick patio—perfect for al fresco dining. The chef’s kitchen is equipped with premium appliances, including a Sub-Zero refrigerator and an 8-burner Viking gas range. An elevated countertop with seating, a breakfast nook area with oversized French doors, a butler’s pantry with a second sink and dishwasher, and a large mudroom enhance functionality and flow. Upstairs, the primary suite is a true sanctuary with his-and-hers bathrooms, dual walk-in closets, and a fireplace. Additional second-floor bedrooms include a second bedroom with en suite, two additional bedrooms sharing a Jack and Jill style bathroom, and a private back stair wing leading to a sitting area, full bath, and bedroom—ideal for guests or au pair quarters. The walk-up attic offers even more flexible space with two large rooms and a full bathroom—perfect for use as bedrooms, a home office, gym, or recreational space. The partially finished basement includes a large bonus room, laundry area, utility room, sauna, and walk-out access to the front yard. Outdoor amenities abound, including expansive lawns, mature trees, a fenced-in in-ground pool with patio area, and multiple covered outdoor living spaces. With its combination of classic architecture, modern updates, and complete privacy in one of Long Island's most desirable communities, this home presents a rare opportunity to own a true estate property.

78 McCouns Lane, Old Brookville
$2,500,000
7 Beds ⋅ 10 Baths ⋅ 854757 MLS
Old Brookville Contemporary Home | Stunning and serene property backing lush nature preserve - 80 Valentines Lane offers pure peace and privacy on Long Island's Gold Coast.

80 Valentines Lane, Old Brookville
$2,500,000
5 Beds ⋅ 4 Baths ⋅ 839393 MLS
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.

6 Longridge Lane, Old Brookville
$2,440,000
4 Beds ⋅ 3 Baths ⋅ 979696 MLS
Extraordinary expanded ranch home at the end of a quiet cul-de-sac on 2.1 private acres in the Village of Old Brookville. Low taxes! Turn-key residence offering a bright, open layout with generously scaled principal rooms that flow with warmth and style upon entering the front door. Designer finishes with all work done in the last few years. Newly run natural gas line, the only house on the block with natural gas feeding the house. The layout is ideal for every day living and entertaining featuring modern finishes. The elegant dining room with detailed millwork and richly appointed moldings includes custom Schumacher Wallpaper, making for a memorable experience at dinner parties. A stunning great room with vaulted ceilings, exposed beams, fireplace and built-ins serves as the centerpiece of the home adjacent to a breakfast area and refurbished white kitchen with blue island, marble countertops and updated stainless steel appliances, gas cooking. The spacious primary bedroom suite is a true sanctuary with sliding doors to a private sun room, plus a spa-inspired en-suite primary bathroom featuring radiant heat, oversized glass enclosed steam shower with rain head and seat, plus free standing soaking tub and double vanity. Three additional bedrooms on the main level and a hall bath are privately positioned and feature a playful charming window-lined reading nook providing the perfect space to relax and unwind. Bonus basement recreational space the full length and width of the house. The serene backyard is complete with heated swimming pool, new expansive patio, built-in bbq area with pergola trellis and multiple areas to enjoy the outdoors. Old Brookville is ideally located on the North Shore of Long Island, about 26 miles to Manhattan, and within a short distance major roads and international airports. A few Long Island Rail Road options nearby. Amenities close by include golf and tennis clubs, equestrian centers, miles of shoreline for boaters, beaches, bicycle trails and world class shopping at Wheatley Plaza and Americana Manhasset. Live entertainment in Brookville at the Tilles Center too. The subject property is serviced by the North Shore Public School District and Glen Head Elementary plus numerous private school options within close proximity. This home's address is a Glen Head zip code 11545 within the Village of Old Brookville. Be in this Summer and enjoy immediately!

26 Dolly Cam Lane, Old Brookville
$2,400,000
5 Beds ⋅ 4 Baths ⋅ 954210 MLS
Set on 2 flat, park-like acres in the sought-after North Shore School District, 19 Carlisle Drive is a home that can be updated to today's modern family while maintaining everyday luxury. This 5-bedroom, 3.5-bathroom property is designed to impress, with thoughtful details and amenities that elevate both form and function. The heart of the home is its first-floor primary suite—a true sanctuary featuring generous proportions, a spa-like en-suite bathroom, and ample closet space. The open-concept living areas are bathed in natural light, seamlessly connecting to an entertainer’s dream backyard. Imagine summer days spent lounging by the in-ground heated gunite pool or unwinding in the indoor jacuzzi when the weather cools. Perfectly nestled in the quiet charm of Old Brookville, this property offers not just a home but a lifestyle. Whether hosting friends or enjoying a peaceful evening surrounded by manicured greenery, you’ll feel worlds away while still being close to it all. Don’t miss your chance to make this stunning property your own.

19 Carlisle Drive, Old Brookville
$2,375,000
866000 MLS
One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved with underground utilities which include natural gas, electric, water, cable and a driveway curb cut. The only thing left is to design the home of your dreams and start building! Adding to the beauty, ambiance and privacy of the area, across from the gated entrance to the Chatwal Estates, there is a 60-acre parcel known as Young's Farms Fields that is to be forever preserved in its natural state. Conveniently located only 25 miles from Manhattan and close to fine dining, schools, clubs and shopping.

172 Hegemans Lane, Old Brookville
$2,350,000
970684 MLS
Only one building lot left! One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved with underground utilities which include natural gas, electric, water, cable and a driveway curb cut. The only thing left is to design the home of your dreams and start building! Adding to the beauty, ambiance and privacy of the area, across from the gated entrance to the Chatwal Estates, there is a 60-acre parcel known as Young's Farms Fields that is to be forever preserved in its natural state. Conveniently located only 25 miles from Manhattan and close to fine dining, schools, clubs and shopping.

170 Hegemans Lane, Old Brookville
$2,250,000
965437 MLS
New gated community in the Village of Old Brookville. Ready to be built on 3.00 acres all flat on a newly developed cul-de-sac. Wide and deep dimensions, this is the ideal land parcel to construct a dream home on. Scenic vistas with a variety of opportunities to design and build new construction. Can build 7,000 sqft to 8,000+ sqft or smaller. Excellent location off a private road access with natural gas available. Around the corner from the famous Youngs Farm and Brookville Country Club with other golf and tennis clubs nearby, yacht clubs and more. Short distances to major highways and public transportation options, just 25 miles to Manhattan, and quick routes to multiple international airports. Enjoy the North Shore lifestyle on Long Island, in one of the most picturesque villages and areas in all of New York and the United States.

166 Hegemans Lane, Old Brookville
$2,200,000
865864 MLS
One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved with underground utilities which include natural gas, electric, water, cable and a driveway curb cut. The only thing left is to design the home of your dreams and start building! Adding to the beauty, ambiance and privacy of the area, across from the gated entrance to the Chatwal Estates, there is a 60-acre parcel known as Young's Farms Fields that is to be forever preserved in its natural state. Conveniently located only 25 miles from Manhattan and close to fine dining, schools, clubs and shopping.

168 Hegemans Lane, Old Brookville
$2,089,000
5 Beds ⋅ 4 Baths ⋅ 1006685 MLS
Wonderful opportunity to own a home on two lush acres in the heart of Old Brookville. Situated on a quiet cul-de-sac, this five bedroom immaculate and well maintained Center Hall Colonial is detailed with hardwood floors and two fireplaces. It offers buyers the chance to reimagine and update a gracious residence with exceptional potential. The beautifully landscaped property features an in-ground pool, tennis court and gazebo. Additional amenities include a two-car attached garage, an additional 3-car detached garage and generator. A rare opportunity to bring your vision and create your own private estate in a premier location.

14 Oak Lane, Old Brookville
$2,030,000
7 Beds ⋅ 6 Baths ⋅ 888852 MLS
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.

14 Pheasant Hill Lane, Old Brookville
$1,900,000
4 Beds ⋅ 5 Baths ⋅ 903709 MLS
Heritage lives beautifully in this one-of-a-kind residence where timeless architecture and refined design bring both grace and nostalgia. Set on a private, tree-lined lot, the home offers four bedrooms, three full bathrooms, and two half-baths, along with a sun-filled kitchen featuring a wood-burning fireplace, a formal library, music room, office, and a fully finished basement. The grounds are equally enchanting—lush, secluded, and designed for both relaxation and entertaining. A sparkling pool, koi pond, and charming gazebo invite moments of tranquility, while the bluestone patio with a full outdoor kitchen sets the stage for gatherings. A detached garage and artist’s studio provide additional flexibility for work or creative pursuits. Rich in character and brimming with soul, 10 Eastview is not just a home—it’s a legacy. This is your chance to own a living piece of local history, beautifully updated for a life of modern elegance.

10 Eastview Lane, Old Brookville
$1,818,000
892403 MLS
Rare Opportunity to build your Dream Home in the highly coveted Village of Old Brookville. This spectacular 2+ flat acre property is located at the end of a beautiful & quiet cul-de-sac ready to build. Easy access to 25A and the highways plus close to fine dining & shopping. Create your perfect home, located in the North Shore SD. One of a kind offering!

10 Stone Gate Lane, Old Brookville
$1,550,000
6 Beds ⋅ 4 Baths ⋅ 914224 MLS
A versatile and desirable property located in the Village of Old Brookville, NY. This colonial style house is positioned on 2.138 level acres, all flat and usable, providing space for recreation, expansion or future customization. A separate structure oversized concrete garage with high ceilings can be accessed by a long driveway in from the road. Bring your vision to renovate this 6 bedroom and 4 bathroom house with two primary bedroom suites and living rooms on each floor plus full unfinished basement. Inground swimming pool on site surrounded by peaceful greenery and mature landscaping. The expansive grounds offer privacy while still being just moments from the towns of Glen Head, Glen Cove, Locust Valley and Oyster Bay. Reside among some of the most valuable properties on all of Long Island's North Shore and enjoy the lifestyle offered here. Glen Head zip code 11545. Quick access to major roads to the east or west, approximately 28 miles to midtown Manhattan. North Shore School District and Glen Head Elementary. Be just the second owner of this beautiful property, available for the first time ever, and create your dream residence here.

270 Frost Pond Road, Old Brookville
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 903298 MLS
Brookville ranch 4 bedrooms 3 baths on 1 acre. Living room, dining room, den with wood burning fireplace. Primary king bedroom suite with bath and large closet, 2nd king bedroom, 3 full size bedroom and hall bath with double sink. Guest twin bedroom and bath, laundry area. Full unfinished basement with 2022 oil burner and water tank. 200 AMP electric panel. 2 Car garage, in ground sprinklers, 2015 roof.

20 Michaels Lane, Old Brookville
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 981193 MLS
Welcome to this lovely ranch home nestled near the end of a serene private cul-de-sac in the Village of Old Brookville. Set far back from the road, this wonderful residence sits on over one acre of beautifully landscaped grounds, providing exceptional privacy and tranquility. The bright and spacious interior features oversized wall-to-wall picture windows and French sliding doors that fill the home with an abundance of natural light while providing picturesque views of the surrounding property. Beautiful hardwood flooring throughout enhances the home’s timeless charm. Upon entering, you are greeted by a gracious foyer highlighted by an oversized skylight that fills the space with bright natural light. The eat-in kitchen provides a cozy breakfast nook, creating the perfect setting for casual meals and gatherings. The warm and inviting family room, also suitable as a fourth bedroom provides a comfortable space for relaxation. This home boasts 3/4 bedrooms, 2 full baths, fairly new central air conditioning and natural gas boiler for heating and cooking, hardwood floors throughout and main level, Den with wall to wall built-ins, washer & dryer are on the first floor. Additional features include a wood-burning fireplace, in-ground sprinklers, and a full unfinished basement with access to an attached 2.5 car garage. This fine home resides within the prestigious North Shore School District and presents a wonderful opportunity to make it your own. This is an Estate Sale and is being sold in (AS-IS) condition. Please add annual Old Brookville village tax of $ 3,888,89

25 Jaegger Drive, Old Brookville
$1,260,000
4 Beds ⋅ 3 Baths ⋅ 966861 MLS
Spacious Colonial on 1 Acre in the North Shore School District. Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial, ideally set on one acre of level property tucked away and set back from the road for added privacy, this home offers the perfect blend of space, comfort, and value all with low taxes. A gracious entry hall leads to the sun-filled Living Room and Formal Dining Room. The main level also features a spacious eat-in kitchen, and a large den with a charming brick fireplace perfect for relaxing or entertaining. Sliding glass doors provide easy access to the expansive deck, ideal for outdoor gatherings and enjoying the peaceful surroundings. Upstairs, the generous primary bedroom offers an ensuite bath, while three additional bedrooms share a full hall bath. A convenient second-floor laundry adds everyday practicality. Additional highlights include a two-car garage, and new cesspool and an unbeatable price for the neighborhood! Don’t miss this incredible opportunity to own in this sought-after location!

1 Pine Hill Terrace, Old Brookville

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