Brookville NY Real Estate, Homes with Pool for Sale

Set on 2.5 private, beautifully landscaped acres in Brookville, this dramatic 9,485-square-foot contemporary offers exceptional scale, architectural interest and resort-style amenities within the Jericho School District. The 18-room residence features 6 bedrooms and 7 full and 1 half baths, including an expansive main-level primary suite with a spa-like bath and multiple walk-in closets. A grand foyer and soaring ceilings introduce generously proportioned living and dining spaces, a spacious sitting room and a chef’s kitchen with a large center island, breakfast nook and high-end Sub-Zero and Bosch appliances. Radiant-heated floors enhance the kitchen, primary suite and an additional bedroom. Walls of glass create a seamless connection to the extensive decking, swimming pool, cascading stone water feature and lush grounds. The finished lower level is designed for recreation and wellness, with a large recreation room, gym, sauna, wine cellar, laundry and abundant storage. Additional highlights include a home office, flexible guest accommodations, five-zone central air, a backup generator, a newer roof, an oversized three-car garage and a private tennis court. A rare Brookville estate offering privacy, space and exceptional indoor-outdoor living.

24 Emerson Road, Brookville

$4,295,000

5 Beds ⋅ 6 Baths ⋅ 1028751 MLS

BROOKVILLE. Perfectly nestled on two private acres at the end of a quiet cul-de-sac in the heart of Brookville, this exceptional residence offers a harmonious blend of timeless architecture, modern sophistication, and resort-inspired living. Offering five bedrooms, with primary suite on the main, four full and two half baths, this remarkable home welcomes you with a striking two-story arched entry leading into sun-drenched interiors where expansive living spaces, soaring ceilings, and walls of glass create an effortless connection to the surrounding natural landscape. Designed with both elegance and comfort in mind, the thoughtfully crafted layout features gracious principal rooms, refined architectural details, and seamless transitions between formal entertaining spaces and relaxed everyday living. The heart of the home opens beautifully to the outdoors, where an expansive wraparound deck overlooks beautifully manicured grounds, a sparkling in-ground pool, and tranquil wooded vistas, creating a private retreat that feels worlds away. Whether hosting grand-scale gatherings or enjoying quiet moments surrounded by nature, the outdoor spaces provide the perfect backdrop for every season. Set amidst lush landscaping and complete with exceptional privacy, this remarkable Brookville residence offers a rare opportunity to experience sophisticated living on the Gold Coast of Long Island.

3 Rock Hill Lane, Brookville

$3,799,000

5 Beds ⋅ 5 Baths ⋅ 1027379 MLS

Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out. The kitchen underwent its own complete transformation, emerging with high end appliances, a center island, and gas cooking, ideal for anyone who loves to cook and entertain. Three fireplaces warm the home throughout, found in the den, the living room, and the sunroom, where a new gas fireplace adds year round comfort. Upstairs, five bedrooms include a primary suite with a walk-in closet and an en suite bath featuring a soaking tub, stall shower, and double vanity, while a sixth bedroom was converted into a convenient laundry room. Three full baths and two half baths serve the home's living spaces, and a full unfinished basement offers ample storage or future potential. The three car garage, expanded from its original two car footprint, sits above with a second story that shares a wall with the primary suite. Comfort continues with three zone heating and air conditioning, a 400 amp electrical service, an automatic propane generator, and a Control4 smart home system managing sound, lighting, and video throughout. Outside, mature landscaping surrounds a brand new in-ground pool, a pergola, and an outdoor kitchen with a gas BBQ, perfect for warm weather gatherings. A new thirty year asphalt roof, new driveway, and updated sprinkler system round out a home where every major system and finish has been thoughtfully addressed. Colonial in style and scaled for gracious living, 15 Dogwood Hill offers a rare combination of space, setting, and easy access to everything Long Island's North Shore has to offer.

15 Dogwood Hill, Brookville

$2,799,999

7 Beds ⋅ 5 Baths ⋅ 1023664 MLS

Experience pristine living in this exquisite diamond Brookville home, offering unsurpassed value in a highly coveted location. The prestigious approach features a long circular driveway, welcoming you to a serene retreat. The exterior boasts mature specimen plantings and estate fencing encircling a country club style yard with a 20x40 Gunite gas heated pool. The flat 2 acres of entertaining backyard and brick patio, provides ample space to add tennis, pickleball or sport court. This serene oasis is perfect for relaxation and entertainment. Inside the kitchen features hardwood cabinets, complimented by gleaming hardwood flooring throughout the home. 4,717 of finished living space and an additional 1,148 of unfinished basement to create a media room, play room or entertainment cave. The architectural roof adds to the home's timeless elegance. First floor bedroom with en-suite bath and dual walk in closets, laundry, and a versatile bedroom/office with a walkout to the fabulous yard. There is so much more to this exceptional property that must be seen to be fully appreciated. Don't miss this rare opportunity to own a true retreat in a serene oasis.

15 Tappentown Lane, Brookville

$3,299,000

5 Beds ⋅ 6 Baths ⋅ 1014653 MLS

Welcome to 11 Wenwood Drive, an exceptional residence nestled in the prestigious, highly sought-after Village of Brookville. The home is located within the Jericho Union Free School District and offers convenient access to shopping, dining, parks, major highways and public transportation. From the moment you arrive, you'll be captivated by the home's impressive curb appeal and thoughtfully designed floor plan, perfectly suited for both everyday living and elegant entertaining. A double-door front entry welcomes you into a two-story foyer featuring elevated ceilings and a dramatic staircase. Filled with natural light and timeless elegance, the gracious interior offers an ideal balance of sophistication and comfort. At the heart of the home is the open-concept chef's kitchen featuring an oversized center island with seating, a spacious breakfast area, high-end appliances, abundant custom cabinetry, and generous counter space. The kitchen flows seamlessly into a stunning formal dining room perfect for everyday dining and memorable celebrations. There is also step down access to a spectacular great room featuring a floor to ceiling stone wall with an oversized wood burning fireplace, creating a warm and inviting gathering space. Just off the foyer, the formal living room, with soaring ceilings, is bathed in natural light from oversized windows. It is enhanced by an elegant classic mantel encasing a wood-burning fireplace and hardwood floors. The spacious first-floor primary suite provides a private retreat with generous proportions and the convenience of main-level living. There is a vast seating area, surrounded by beautiful windows, two large closets and an ensuite bathroom with a double vanity, jacuzzi spa bathtub and a separate shower. An additional first-floor bedroom, complete with an adjacent half bath and a separate private entrance, offers exceptional flexibility for guests, a home office, or live-in accommodations. The second level features three additional bedrooms and two full bathrooms, providing comfort and privacy for guests. The upper level den has an oversized window overlooking the rear property which creates the perfect space for relaxation or exercise. With a built-in work station, it also creates a perfect setting for studying or working from home. Step outside to a beautifully designed bluestone patio complete with an outdoor gas barbeque and ample space for al fresco dining and entertaining. The pristine property offers a stunning, in-ground , heated, gunite pool with a summer kitchen including a sink and mini refrigerator; covered by a beautiful pergola, perfect for outdoor entertaining. The 2.03 acre property also allows plenty of room for an outdoor playset with lots of green space for all types of sporting activities. The finished basement has a craft room with shelving and a closet as well as room for a home theatre, gym or playroom. There is also a separate room with a closet, a full bathroom and an outside egress window. Additional highlights include a main level separate laundry room and a wrap-around private driveway leading to an oversized two car attached garage.

11 Wenwood Drive, Brookville

$4,400,000

5 Beds ⋅ 7 Baths ⋅ 1017067 MLS

Welcome to this commanding five-bedroom contemporary residence, a spectacular home where soaring architecture, abundant natural light, and resort-style amenities combine to create an extraordinary living experience. From the moment you enter the dramatic two-story foyer, you are captivated by three magnificent floor-to-ceiling Palladian windows that frame breathtaking views of the terraced, verdant grounds beyond. The home's impressive two-story ceilings, rich hardwood floors, four fireplaces, and generously proportioned principal rooms create an atmosphere that is both grand and inviting, while seamlessly blending the beauty of the outdoors with every interior space. Designed for both everyday living and elegant entertaining, the home features a stunning culinary kitchen appointed with lacquered cabinetry, dual center islands, and an extraordinary Redwood Triple Glass Conservatory that bathes the space in natural sunlight. After dining in the elegant dinig room enhanced by a fireplace, a comfortable den provides the perfect place to unwind, while a private home office offers an ideal remote work environment. The main-level primary suite serves as a luxurious retreat, complete with a sitting room, spa-inspired bath, and custom-fitted closets. Upstairs, three additional bedrooms are complemented by a welcoming loft with a fireplace—a wonderful gathering space for relaxation and recreation. The home's most exceptional feature awaits on the walk-out lower level: a meticulously maintained heated indoor swimming pool that can be enjoyed year-round, creating a private resort within your own home. Outside, the beautifully terraced landscape is anchored by impressive natural boulders that enhance the property's architectural beauty and park-like setting. A serene, Zen-inspired brook gently winds through the grounds, creating a soothing sense of tranquility, while expansive bluestone patios, an outdoor kitchen, and lush lawns provide the perfect setting for entertaining, recreation, and peaceful reflection. This is a rare opportunity to experience luxury living at its finest. Generator and Level 3EV Charging

5 Victorian Lane, Brookville

$3,699,000

5 Beds ⋅ 5 Baths ⋅ 1016352 MLS

Brookville | Tucked away on two lush, manicured acres in the heart of Brookville, 5 Hemlock Drive is an exceptional five-bedroom estate that blends timeless architecture with modern comforts and resort-style amenities. A gravel driveway and stately facade welcome you into a dramatic two-story foyer, where soaring ceilings and a sparkling chandelier set the tone for the thoughtfully designed interiors beyond. The main level is anchored by a luxurious first-floor primary suite, offering dual walk-in closets, a grand spa-inspired bath with a clawfoot soaking tub and steam shower, and private access to a secluded deck overlooking the picturesque grounds. A second first-floor bedroom, currently utilized as a home office, provides flexibility for guests or multi-generational living. Designed for both intimate gatherings and large-scale entertaining, the recently redesigned living room features lofted ceilings, a marble-encased wood-burning fireplace, modern finishes, and integrated Sonos speakers. The expansive chef's kitchen is equally impressive, appointed with a breakfast bar, oversized center island with prep sink and storage, Thermador gas range, additional wall oven, warming drawer, microwave, and paneled Sub-Zero refrigerator and freezer. The adjoining dining area seamlessly extends outdoors to a mahogany deck complete with a built-in outdoor kitchen. Privately tucked behind French doors, the rustic den offers a warm and inviting retreat with custom wood finishes, built-in shelving, a second wood-burning fireplace, and a wet bar featuring both a wine refrigerator and paneled beverage refrigerator. The second level hosts three additional bedrooms, including two en-suite bedrooms and an oversized bonus room currently serving as a children's playroom. Additional highlights include a mudroom with laundry and full bath just off the three-car garage, generator for essential systems, and abundant storage throughout. The grounds are nothing short of spectacular. Surrounded by mature landscaping and complete privacy, the backyard is a true resort destination featuring an inviting in-ground swimming pool and a full-sized tennis court tucked discreetly among the greenery—creating an unparalleled setting for recreation, relaxation, and entertaining. A rare offering that captures the essence of Gold Coast living, this Brookville residence presents an extraordinary opportunity to enjoy privacy, luxury, and lifestyle in one of Long Island's most coveted enclaves.

5 Hemlock Drive, Brookville

$2,598,000

4 Beds ⋅ 4 Baths ⋅ 1016868 MLS

Set on two meticulously landscaped acres, this exceptional Brookville residence showcases refined design, expansive living spaces, and resort-style outdoor amenities. The grounds feature an inground saltwater pool, elegant stone patio, and outdoor kitchen equipped with a barbecue, refrigerator, and sink. A dramatic entry opens to soaring ceilings and impressive window walls that flood the home with natural light. The spacious floor plan includes a sprawling living room/dining room, two inviting dens, and a recently renovated eat-in kitchen designed for both daily living and entertaining. Four beautifully updated bedrooms and three-and-a-half baths provide comfortable accommodations throughout. The finished ground level offers versatile additional living space, while the seamless connection between indoor and outdoor areas enhances the home's exceptional functionality and appeal. Move-in ready and thoughtfully updated. Ideally situated near transportation, shopping, dining, parks, universities, golf and tennis facilities, this is a remarkable offering in Brookville.

19 Tappentown Lane, Brookville

$3,499,000

6 Beds ⋅ 5 Baths ⋅ 1017003 MLS

Welcome to this exceptional Colonial-style residence situated on 2 private acres in the highly sought-after Village of Brookville, within the award-winning Jericho School District. This beautifully maintained home offers a timeless colonial floor plan featuring a desirable first-floor primary suite, spacious living areas, and quality craftsmanship throughout. The elegant stucco exterior enhances the home's curb appeal, while modern updates, including a new roof, a new central air conditioning system, and a whole-house gas generator, provide peace of mind for years to come. The home is designed for comfortable living and entertaining, featuring natural gas cooking, a fully finished basement with a ground-level exit, and abundant living space for family and guests. Step outside to your private backyard retreat complete with a stunning inground gunite swimming pool, surrounded by expansive flat grounds offering endless possibilities for recreation, gardening, or future expansion. Located in one of Long Island's most desirable neighborhoods, this property offers luxury, privacy, and convenience, with easy access to major highways, shopping, dining, and transportation.

8 Victorian Lane, Brookville

$4,200,000

5 Beds ⋅ 6 Baths ⋅ 1012827 MLS

This exceptional two acre Brookville estate offers the perfect blend of luxury, privacy, and resort-style living. Surrounded by pristine, professionally landscaped grounds, the property is a true outdoor oasis designed for both relaxation and entertaining. Filled with an abundance of natural light, the residence showcases hardwood floors throughout and beautifully appointed living spaces designed for both comfortable living and elegant entertaining. The gourmet chef’s kitchen is equipped with top-of-the-line appliances, custom cabinetry, and a spacious breakfast area that opens seamlessly to an inviting den with a fireplace. The kitchen also provides direct access to the expansive wraparound porch, creating effortless indoor-outdoor living. Additional first-floor highlights include a formal dining room, a sun-filled living room with access to the porch, a first-floor bedroom, and a convenient laundry room. The second level is anchored by a luxurious primary suite retreat featuring two expansive closets, a spa-inspired bath, and private office with a balcony overlooking the pool and spectacular backyard. Three additional en-suite bedrooms offer comfort and privacy, while a versatile recreation room provides flexible space for a playroom, media room, fitness studio, or additional office. The finished lower level offers an expansive entertainment area along with abundant storage space. Outside, the property evokes the ambiance of a private country club. The breathtaking grounds feature a sparkling pool, sport court, cabana-style pavilion, sprawling lawns, and mature landscaping that create a serene and picturesque setting. Completing this extraordinary estate is a three-car garage and ample space for entertaining on a grand scale. A rare opportunity to own a private Brookville retreat offering timeless elegance, exceptional amenities, and an unparalleled North Shore lifestyle.

209 Brookville Road, Brookville

$14,900,000

7 Beds ⋅ 9 Baths ⋅ 1004738 MLS

‘Haut Bois’ is a refined brick-and-stucco French chateau nestled in the heart of Brookville, New York. Inspired by the Louis XIV hunting lodge that later became the Palace of Versailles, this extraordinary 18-room estate is steeped in history, elegance, and timeless beauty. Originally built in 1916 by renowned architect Ogden Codman Jr. and meticulously restored in the late 20th century, this one-of-a-kind masterpiece sits at the end of a private road on eight pristine acres. Beyond its wrought-iron gates, a long, tree-lined stone driveway leads to the stately residence, where every detail reflects exceptional craftsmanship and sophistication - from antique stone fireplace mantels and hand-painted wallpaper to crystal chandeliers and bespoke finishes throughout. A grand entrance hall with a sweeping marble staircase welcomes you to the main level. The formal living and dining rooms, each adorned with French doors, open seamlessly to the outdoor entertaining terraces and overlook the breathtaking formal gardens. The chef’s eat-in kitchen features a spacious center island, custom cabinetry, a La Cornue range with matching hood, premium appliances, and granite countertops. Completing the main level are a wet bar, library, den, powder room, and a private guest bedroom with an en-suite bath. Upstairs, the luxurious primary suite offers separate dressing rooms, multiple walk-in closets, and two exquisite marble bathrooms. Three additional generously sized bedrooms, two full baths, and elevator access complete the upper level. The lower level is thoughtfully designed for both recreation and comfort, featuring separate guest quarters, a billiards room, playroom, laundry room, fitness area, spa, and sauna. The basement level includes abundant storage, a temperature-controlled wine cellar, and access to the attached four-car garage. Originally landscaped by famed French architect Jacques Greber, the grounds are nothing short of spectacular. Highlights include a stunning step-down courtyard, irrigated vegetable garden, gated tennis court, in-ground pool with pool house, chipping and putting green, and an outdoor fireplace and grilling area. Cloaked in ivy and grandeur, and tucked away along Long Island’s storied Gold Coast, ‘Haut Bois’ stands as one of the last remaining architectural treasures of its era.

1985-4 Cedar Swamp Road, Brookville

$2,499,000

5 Beds ⋅ 3 Baths ⋅ 1002763 MLS

Welcome to this exceptional Ranch-style retreat nestled on over 2 private acres in the prestigious Brookville and located within the award-winning Jericho School District. Offering 5 spacious bedrooms and 3 full bathrooms, this move-in ready home perfectly blends warmth, elegance, and serene living. Designed with both comfort and entertaining in mind, the home features an open-concept eat-in kitchen with high-end finishes, premium appliances, and stunning granite countertops flowing seamlessly into the formal dining room and expansive living room with soaring cathedral ceilings and an abundance of natural light. The fully finished basement provides incredible additional living and recreational space, while the backyard oasis offers the ultimate private escape with a heated in-ground pool and a charming pool house thoughtfully designed as a beautiful one-bedroom apartment complete with a full bathroom — ideal for guests, extended family, or private work-from-home living. Full house Water Filtration System. Surrounded by tranquil grounds and offering timeless charm with modern updates, this special property captures luxury, comfort, and peaceful living all in one remarkable residence.

14 Horse Hill Road, Brookville

$5,688,000

6 Beds ⋅ 8 Baths ⋅ 986988 MLS

EXCEPTIONAL NEW CONSTRUCTION! Welcome to 20 Knollwood Road, Muttontown in the Jericho School District. Experience the pinnacle of luxury living in this newly built estate, offering approximately 7,000 square feet of refined design and superior craftsmanship by a highly regarded builder. Every inch of this home reflects meticulous attention to detail, from the bespoke millwork and custom paneling to the soaring ceilings and elegant herringbone flooring. A striking custom iron entry door welcomes you into a grand foyer, setting the stage for the home’s sophisticated yet inviting ambiance. The chef’s kitchen is a showstopper, featuring dual oversized islands, premium Sub-Zero and Wolf appliances, and effortless flow into formal and casual living spaces. Entertain with ease in the formal dining room or at the beautifully appointed wet bar with wine refrigeration. Designed for seamless indoor-outdoor living, French doors open to an expansive porcelain patio and a true resort-style backyard. Enjoy a fully outfitted outdoor kitchen, heated gunite pool with spa, and lush surroundings perfect for entertaining or relaxing in privacy. This impressive residence includes 6 generously sized bedrooms, all with en-suite baths, and a total of 7.5 designer bathrooms. The primary suite offers a luxurious retreat with spa-like finishes. Additional highlights include radiant heated bathroom floors, whole-house generator, central vacuum, Pella windows, circular driveway, and a sprawling lower level complete with a full bath and direct backyard access. A rare offering combining scale, sophistication, and immediate occupancy in one of Long Island’s most desirable locations.

20 Knollwood Road, Brookville

$2,695,000

5 Beds ⋅ 4 Baths ⋅ 993165 MLS

Tucked away in the heart of Brookville, this exceptional 2-acre estate at 1 Glenby Lane offers the perfect blend of luxury, privacy, and comfort within the highly regarded Locust Valley Central School District. Surrounded by lush, expansive grounds, the property unfolds into a sprawling, park-like setting complete with a full tennis court and a beautiful in-ground pool creating your own private retreat. A sweeping, estate-style U-shaped driveway makes a striking first impression, offering a grand approach and elegant arrival experience that sets the tone for the home. Inside, this warm and inviting 5 bedroom, 3.5 bath residence balances comfort with refined living, featuring thoughtfully designed interiors ideal for both everyday living and effortless entertaining. The spacious family room seamlessly extends to the outdoor entertaining area, leading directly out to the pool creating a natural indoor-outdoor lifestyle. At the center of the home is a stunning chef’s kitchen, featuring premium Wolf and Sub-Zero appliances that combine style with top-tier performance. Seamless indoor outdoor flow enhances the experience, with the expansive property offering endless opportunities to relax and entertain. Whether hosting by the pool, enjoying a match on your private court, or simply taking in the beauty of the grounds, this home delivers a lifestyle that is both luxurious and inviting. Brookville is one of Long Island’s most coveted and established communities, known for its expansive estates, privacy, and natural beauty. Perfectly positioned on the Gold Coast, it offers close proximity to the charming villages, the waterfront towns along the North Shore, renowned golf courses and country clubs, as well as convenient access to the Long Island Rail Road for an easy commute to Manhattan. The area combines a quiet, refined setting with access to some of the region’s finest dining, shopping, and lifestyle amenities. A rare offering in one of Brookville’s most prestigious and desirable locations.

1 Glenby Lane, Brookville

$6,500,000

6 Beds ⋅ 9 Baths ⋅ 993270 MLS

36 Emerson Road Introduces A Rare Opportunity To Secure A Custom-Built Estate On Over Two Private Acres Within The Jericho School District. This Masterfully Crafted 7,500+ Square Foot Residence Will Offer Six En-Suite Bedrooms, Three Powder Rooms, With A Seamless Blend Of Scale, Craftsmanship, And Modern Functionality. A Grand Two-Story Entry Sets The Tone, Leading To Expansive Entertaining Spaces, A Chef’s Kitchen With Premium Appliances And Butler’s Pantry, And Thoughtfully Designed Interiors Defined By Custom Millwork, Wide-Plank Hardwood Floors, And Refined Architectural Detail. A Private Elevator Services All Levels, Including A Walk-Out Lower Level Designed For Recreation And Retreat, With Space For A Home Theater, Gym, Wine Cellar, And Lounge. The Outdoor Setting Is Equally Considered, Featuring A Gunite Pool And Spa, Bluestone Patios, And Professionally Designed Landscaping That Enhances Both Privacy And Presence. A Heated Three-Car Garage With Ev Charging, Whole-House Smart System, And Full-House Generator Complete The Offering. Secure This Limited Opportunity To Personalize Select Finishes And Shape The Final Expression Of This Exceptional Brookville Estate.

36 Emerson Road, Brookville

$6,399,999

6 Beds ⋅ 8 Baths ⋅ 989641 MLS

Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan and soaring ceilings, this home includes a private elevator, second back staircase, radiant heating throughout, professionally-designed landscaping, 2 courtyards, and a bluestone patio surrounding the heated, saltwater, gunite swimming pool, and 3-car garage. Don't miss the chance to add your final touches to this modern colonial. Estimated completion: Summer 2027

14 Wenwood Drive, Brookville

$4,750,000

7 Beds ⋅ 8 Baths ⋅ 987894 MLS

Set on over 2.8 acres of exquisitely landscaped, park-like grounds with mature specimen plantings, this stately brick center-hall Colonial embodies timeless elegance and superior craftsmanship. Custom built by the renowned Gerald Brothers Construction for its current owner, the home showcases the highest level of finishes, thoughtful design, and enduring quality throughout. A grand two-story entry foyer with classic marble flooring creates an impressive first impression, opening to a gracious sunken living room anchored by a fireplace and filled with natural light. The formal dining room is perfectly scaled for entertaining with a butlers door into the bespoke, spacious eat-in-kitchen. The exceptional chef’s kitchen is designed for both function and beauty, complete with custom cherrywood cabinetry, professional-grade stainless steel appliances, a generous center island, walk-in pantry, and radiant heated floors. A sunlit breakfast area overlooks the manicured grounds, while the kitchen opens seamlessly to a custom wet-bar and expansive family room featuring a fireplace, coffered ceiling, and French doors that invite indoor-outdoor living. The main level is further enhanced by a powder room, a functional mudroom, and spacious bedroom with a private attached bath - perfectly suited as a first-floor primary suite alternative or comfortable, private quarters for guests. Sliding doors open to a serene slate patio, offering a peaceful outdoor retreat surrounded by lush, manicured greenery. Upstairs, the luxurious primary suite serves as a true sanctuary, featuring a tray ceiling, a comfortable sitting area, and two oversized walk-in closets. The spa-like marble bath is outfitted with dual vanities, a steam shower, and a Jacuzzi soaking tub. Additional bedrooms are generously sized, each with ample closet space, built-ins and beautifully appointed bathrooms finished with premium fixtures and materials. A versatile bonus space offers flexibility as a guest suite, home office, or playroom. The fully finished walk-out lower level expands the living space even further, offering a dedicated home gym, full bath, and a large recreational area suited for a variety of uses. Outdoors, the property is designed for resort-style living and entertaining, featuring an expansive bluestone patio with a built-in BBQ, a sparkling gunite pool with spa, and a private tennis court. The sweeping grounds provide both open lawn and landscaped privacy, while direct access to an equestrian trail network and zoning for horses offer a rare and desirable lifestyle opportunity. Additional highlights include a slate roof, exquisite millwork throughout and a three-car attached garage. Located within the Jericho School District and offering convenient access to New York City, this remarkable estate offers a rare balance of refined luxury, complete privacy, and everyday convenience, all set within one of the North Shore’s most sought-after locations.

38 Ormond Park Road, Brookville

$4,700,000

6 Beds ⋅ 8 Baths ⋅ 987383 MLS

A gracious circular driveway welcomes you to this exceptional newly renovated residence, perfectly situated at the end of a coveted cul-de-sac. The home showcases the finest designer finishes throughout, including custom cabinetry, wood flooring, two fireplaces, exotic marble and stone. At the heart of the home is a truly spectacular, top-of-the-line Christopher Peacock kitchen wood cabinetry, expertly designed for both everyday living and elevated entertaining. Outfitted with premium Wolf appliances and rich hardwood floors, the space is anchored by a striking marble center island and quartz countertops, enhanced by a fully equipped butler’s pantry and wine refrigerator. A sunlit breakfast room, perfectly positioned adjacent to the den, overlooks the sweeping property, creating a seamless flow between indoor comfort and scenic outdoor beauty. Thoughtfully designed for both grand-scale entertaining and intimate living, the home features two inviting dens and a richly paneled billiard room that doubles as a sophisticated home office. Elegant formal living and dining rooms complete the main level. Six stunning en-suite bedrooms include a lavish primary retreat with dual spa-like baths, fitted closets, and a private balcony. One of the many showstoppers is the spectacular enclosed three-season bluestone patio—an extraordinary architectural feature with a dramatic fireplace and walls of glass framing breathtaking views of the property. Seamlessly blending indoor and outdoor living, this space creates an unforgettable setting for year-round entertaining. The finished lower level is a vibrant lifestyle destination, offering a wine cellar, gym, and expansive entertainment space. For the ultimate enthusiast, the home also features a state-of-the-art golf simulator and outdoor basketball court. An impressive five-car garage, radiant heat, speakers and full house generator are additional amenities. Outdoors, the estate is equally impressive, featuring a stunning newly built in-ground saltwater pool surrounded by professionally designed landscaping that enhances both privacy and natural beauty. This exceptional home is in pristine condition and offers elegance, serenity, and seclusion.

17 Quaker Ridge Drive, Brookville

$8,750,000

7 Beds ⋅ 10 Baths ⋅ 983498 MLS

Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approximately 11,400 square feet of total living space — including a 3,600 SF walk-out lower level and fully appointed pool cabana. Seven en-suite bedrooms and 10 baths are spread across a floor plan that balances grand scale with effortless livability. A first-floor junior primary suite offers flexibility for guests or multigenerational living, while the second-floor primary retreat features a spa-inspired bath, steam shower, dual vanities, and generous his-and-hers closets. Several secondary suites open to private balconies and terraces with views of the resort-like grounds below. Inside, radiant heat, custom millwork, and high-end finishes set the tone at every turn. The main level showcases a fully customized designer chef's kitchen, multiple fireplaces, and a sophisticated lounge with backlit stone detail and integrated cabinetry. A full-height retractable glass wall system connects the interior seamlessly to the backyard and pool — one of the home's most striking architectural features. A whole-house generator completes the package. Outside, the grounds deliver a private resort experience. A 65-foot in-ground pool with swim-up bar and in-water seating, oversized spa, sunken fire pit lounge, and expansive patio space anchor a backyard built for serious entertaining. The cabana includes a full bath, and the outdoor kitchen features a premium Hestan BBQ package with island bar. Located within the top-ranked Jericho School District. A rare brand new construction opportunity in one of Brookville's most sought-after communities.

30 Evans Drive, Brookville

$2,499,000

5 Beds ⋅ 4 Baths ⋅ 983513 MLS

Rare Is The Opportunity To Secure Over Two Acres Of Flat, Usuable Land In The Highly Sought-After Jericho School District. Along One Of Brookville's Most Picturesque Roads And Nestled In A Cul-De-Sac, 18 Quaker Ridge Drive Is An Idyllic Retreat Backing Onto A Private Equestrian Property - Providing Unmatched Tranquility And Pastoral Vistas. Currently Featuring A Classic 5 Bedroom Colonial, The Grounds Are Expansively Landscaped, Designed For Both Relaxation And Entertaining. With A 20x40 In-Ground Pool And Professional Specimen Plantings, The Sprawling Acreage Provides A Magnificent Canvas For A Luxury Expansion Or The Addition Of High-End Amenities That Suit Your Lifestyle - Such As A Tennis Court or Even Your Own Horse And Stable. With Low Taxes, This Is The Perfect Blend Of A Secluded Retreat And A Smart Investment.

18 Quaker Ridge Drive, Brookville

$5,488,888

6 Beds ⋅ 8 Baths ⋅ 953450 MLS

Welcome to an extraordinary estates of timeless elegance located at 27 Victorian Lane, Brookville NY. — a distinguished estate that embodies architectural grace in one of the most prestigious residential setting. Set across approximately 2 acres of professionally landscaped grounds, this exceptional residence spans roughly 7,000 square feet of thoughtfully designed interior space, offering a rare balance of grandeur, comfort, and privacy. A stately approach leads to an impressive stone and shingle exterior, immediately signaling the caliber of the home within. The interior unfolds with a dramatic foyer and expansive principal rooms, perfectly proportioned for both formal entertaining and everyday luxury. The residence features 5 generously scaled bedrooms and 8 beautifully finished bathrooms, including an indulgent primary suite complete with dual spa-style baths. Custom millwork detailing throughout including coffered ceilings. The home’s living spaces flow seamlessly, highlighted by a chef’s kitchen designed for culinary excellence, with top of the line appliances, white oak cabinetry, custom chandeliers, elegant formal rooms, and inviting gathering areas. A fully finished lower level with private exterior access provides exceptional flexibility — ideal for a sophisticated entertainment lounge, indoor cabana, wellness retreat, or extended guest accommodations. Outdoors, the property transforms into a private resort setting, complete with a heated Gunite swimming pool featuring an outdoor wood burning fireplace, gas firepit, newly finished outdoor kitchen featuring a Viking BBQ, multiple fridges, microwave, and exceptional counter space. 2000 square feet of expansive stone patios, and sweeping lawns, all framed by mature plantings that enhance both beauty and seclusion. The grounds offer abundant space for outdoor entertaining while maintaining a serene, estate-like atmosphere. Located within the award-winning Jericho School District, renowned for its academic distinction and long-standing reputation for excellence, this address delivers both educational prestige and an exceptional quality of life. Brookville itself represents one of Long Island’s most coveted residential landscapes — known for its stately homes, tranquil surroundings, and enduring desirability among discerning buyers. 27 Victorian Lane is more than a residence — it is an expression of status, refinement, and the pinnacle of North Shore living.

27 Victorian Lane, Brookville

$1,990,000

4 Beds ⋅ 4 Baths ⋅ 971322 MLS

Welcome to 1678 Cedar Swamp Road, Brookville! Set on a sprawling 2.01-acre property in Brookville and located within the Jericho School District, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers exceptional space, comfort, and lifestyle amenities. The home features wood floors throughout, new moldings, and a freshly painted interior, creating a bright and inviting atmosphere from the moment you enter. The first floor includes a welcoming living room, a cozy den with a wood-burning fireplace, a powder room, laundry room, and a convenient coat closet. The updated eat-in kitchen features radiant heat and flows seamlessly into the formal dining room, making it perfect for everyday living and entertaining. Upstairs, the second floor offers a spacious primary bedroom with a full ensuite bath, a second bedroom, and a third bedroom with a walk-in attic/closet. A linen closet and second full bathroom complete the level. The fully finished basement, recently refurbished, adds excellent bonus space and includes a new dual-zone electric heat pump heating system, recessed lighting, a gym room, and an additional full bathroom. The expansive backyard is designed for recreation and relaxation, featuring a running track, basketball court, fenced gate, patio with a built-in grill, a 4,000 sq ft park area, and a trampoline. The property also includes an in-ground swimming pool (currently not in use but can be restored for enjoyment). Additional highlights include new washer and dryer appliances and abundant outdoor space offering privacy and versatility. This unique property combines classic Colonial charm with modern updates and exceptional outdoor amenities—an outstanding opportunity in Brookville.

1678 Cedar Swamp Road, Brookville

$7,950,000

6 Beds ⋅ 9 Baths ⋅ 953633 MLS

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.

30 Wood Acres Road, Brookville

$5,495,000

6 Beds ⋅ 7 Baths ⋅ 949662 MLS

Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale rooms ideal for both everyday living and entertaining. A grand foyer introduces the home’s elegant flow. The formal living room includes a fully equipped custom marble wet bar, while the open-concept den is framed by floor-to-ceiling windows overlooking the backyard and anchored by a marble fireplace.The custom kitchen opens seamlessly to the formal dining room and is complimented by thoughtful storage cabinetry, a large center island, Gaggenau gas appliances, double Bosch dishwashers, and a Sub-Zero refrigerator/freezer. Upstairs, all five bedrooms are en suite, offering privacy and comfort for guests alike. The extra-large primary suite serves as a private retreat, featuring dual outfitted custom walk-in closets and a luxurious marble bath with a steam shower, soaking tub, and two vanities. A spacious laundry room is conveniently located on this level. A well-designed service area beyond the kitchen includes a mudroom, a walk-in pantry, a full bath, and convenient access to the three-car garage, back staircase, and steps leading to the basement. The main level also features a generously sized bedroom, ideal for guests or extended stays. Radiant heated floors are featured in all bathrooms and the mudroom. The outdoor space is equally impressive, featuring a heated 40' x 20' Gunite saltwater pool, paver patio, and outdoor kitchen—perfect for entertaining or enjoying the serene, private grounds.

63 Fruitledge Road, Brookville

$5,999,000

6 Beds ⋅ 9 Baths ⋅ 901446 MLS

Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more. Behind a set of iron doors, you're welcomed by an open foyer and curved oak staircase leading both up and downstairs, complemented by a second back staircase for convenient access to all levels. To the left, a formal living room offers a naturally lit space for entertaining, flowing seamlessly into the open family room centered around a marble-encased gas fireplace. Just beyond, a spacious breakfast nook with French doors opens to the expansive patio and backyard. The heart of the home is the stunning kitchen — a showcase of both form and function — featuring not one, but two quartz waterfall islands with storage and seating, two dishwashers, sinks, and ovens, along with a Wolf 6-burner gas range, paneled Sub-Zero refrigerator/freezer, and an abundance of custom cabinetry. A formal dining room with views of the front courtyard offers the perfect setting for larger gatherings. The true primary suite transforms the upper left wing of the home into a private retreat. Hidden behind double doors, the oversized bedroom boasts a private balcony overlooking the backyard and patio. Two generous walk-in closets and a luxurious en-suite bath — complete with steam shower, soaking tub, and dual vanities — create a spa-like experience in the comfort of your home. Five additional bedrooms, each with their own large closets and en-suite bathrooms, complete the second floor, alongside a fully equipped laundry room, two linen closets, and the back staircase for easy access to the kitchen and family spaces below. Thoughtful upgrades include radiant heat under all tiled surfaces, a full unfinished basement with 9-foot ceilings, a walk-out entrance, and an additional full bathroom — perfect for customization. Outdoors, the backyard will be an entertainer’s dream, showcasing a heated saltwater Gunite pool surrounded by a porcelain patio and lush landscaped grounds. The property’s 3-car garage and long, private driveway offer ample parking for residents and guests alike. This exceptional Brookville residence combines timeless architecture with modern luxury — offering both comfort and sophistication at every turn. Schedule your private tour today and experience the rare opportunity to call 12 Quaker Ridge Drive home.

12 Quaker Ridge Drive, Brookville

$4,500,000

5 Beds ⋅ 8 Baths ⋅ 860682 MLS

Incredible price reduction! Incredible Value! For the Discerning Client who seeks only the Finest....Welcome to 8 Vista Lane in Brookville--where Timeless Design and Bespoke Materials are blended to create this Sophisticated Modern Luxury. A Grand Courtyard leads to the Entrance of this Spectacular Private Estate. The Tone is set as Guests are greeted in the Breathtaking 30'high Domed Circular Reception Gallery adorned with Magnificent Crystal Chandelier, Stunning Marble Floors, Marble Fireplace, Intricate Plaster Moldings & Delicately Hand Painted Gold Leaf Wall Accents. Grandeur continues to an Elaborate Formal Living Room with Mahogany Floors, Shimmering Designer Textured Walls, Built-In Bar/Wine Cabinet, French Marble Fireplace & 2 sets of French Doors leading to an enclosed bluestone Patio for Indoor/Outdoor entertaining ease. Elegant Dinner Parties can be hosted from the private Banquet Dining Room graced with Antique Crystal Chandeliers & wall Sconces surrounded by elegant Venetian Plaster walls with soft handpainted Topiary silhouettes. The spacious Family Room is complimented by beautifully detailed coffered ceiling, Magnificent stone Fireplace and custom Drapery covering 3 sets of French Doors that open to a covered patio with brick archways. The Dream Kitchen is a Gourmet's delight with the most exquisite custom High Resin Wood Cabinetry, Meile & Wolf appliances, a 350 Bottle Wine Refrigerator, custom Illuminated Glass countertops, heated porcelain floors & Breakfast Room overlooking lush greenery. A private Office/Bedroom with soaring Architectural ceiling & doors to a Juliet Balcony and rear Patio is set off a private Hallway. Intricate custom wrought iron railings with gleaming mahogany handrails adorn each of this Manor Homes 4 floors. A circular Hallway embraces the 2nd floor leading to the elaborate Primary Bedroom. This lavish retreat is the epitome of Luxury with custom built-in wardrobe closets, French Marble carved Fireplace,2 separate Full Baths, one in Onyx, the other Marble with large custom walk-in closet, electronic blackout shades & expansive private outdoor patio. 3 additional large bedrooms, each with generous closets, private baths and electric shades complete this floor. The lower level is an open floor plan with play rooms, game room, gym,laundry and full indoor sports court. An entrance to the 4 car garage and stairway to rear property are accessed from this level. A life of privilege and a sanctuary of luxury await the next owners of this extraordinary residence set on two acres with pool/jacuzzi ,tennis, built-in outdoor kitchen, bluestone patios & professional gardens. Jericho SD By Appointment

8 Vista Lane, Brookville

$10,300,000

7 Beds ⋅ 12 Baths ⋅ L3579090 MLS

Nestled on a meticulously landscaped 6-acre+ property, 11 Dupont Court epitomizes architectural sophistication and resplendence. This stately Brookville Brick Colonial, constructed in 2007, 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.

11 Dupont Court, Brookville

$3,995,000

12 Beds ⋅ 10 Baths ⋅ L3109690 MLS

Brookville. Unimaginable Opportunity To Purchase An Incredible Part Of History. This Brick Manor Estate Built in 1925 Has Been Meticulously And Lovingly Taken Care Of And Restored. Featuring Dining Room With Hand Painted Gracie Mural, Black Walnut Library, And All The Glamour Of Old World Charm In Each Space With Architectural Detail Throughout Reflecting Timeless Luxury. Incomparable Home On Over Seven Acres Of Gardens, With Pool and Pool House, and 3 Par Golf Course. With Much More!, Additional information: Business Located At:,Rental Income:,Separate Hotwater Heater:Yes

11 Evans Drive, Brookville

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