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$8,995,000
5 Beds ⋅ 12 Baths ⋅ 1031340 MLS
A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling with a curved staircase, showcasing antiqued mirrored panels and an ornate wrought iron railing. Through a series of exquisite arches, the foyer leads to an expansive formal living room with a detailed ceiling and wall-to-wall windows as well as a palatial-sized dining room with a butler’s pantry that offers a wet bar and additional storage. The comfortable family room has a unique curved wall and a marble fireplace flanked by marble goddesses. Adjacent is a sitting room with a floor-to-ceiling built-in display wall and a cozy hexagonal built-in bay window seating area. Next door, an elegant study offers a productive place to work from home. A spectacular chef-inspired kitchen boasts a large breakfast area, dual islands, marble counters, a beautiful ILVE range with a show-stopping backsplash, Wolf, Miele and Sub-Zero appliances, plus an additional service kitchen to ensure effortless hosting. An opulent master suite retreat has a private sitting room with a fireplace, a convenient wet bar with refrigeration, 2 sets of French doors to front and rear balconies, and 2 walk-in closets – both with custom closet systems and one with a generous center island with storage – and features an incredible spa-like bath with a steam shower and a magnificent stand-alone soaking tub. All additional en-suite bedrooms are comfortable with ample walk-in closets and tastefully appointed baths with showers. The lower level is designed with a home gym, expansive recreation space, games area, raised stage, and handsome tufted leather doors leading to a state-of-the-art movie theater. An additional bonus space also offers a bedroom, closet, and a full bath with a shower. Flowing seamlessly outdoors, the lush, park-like property features an expansive bluestone terrace anchored by an outdoor fireplace and a gourmet summer kitchen equipped with a premium built-in grill, integrated refrigeration, and an artisanal pizza oven. Alongside the sparkling heated pool and large sun deck, a gorgeous cabana with a full bath and laundry provides an open yet covered space to relax, while dramatic torches illuminate the pool area at night, creating a resort-caliber experience. This exceptional smart home is complete with a Generac generator, central vacuum, Crestron security system, interior/exterior sound system, sprinkler system, radiant flooring, 3 fireplaces, fine millwork, and a 3-car garage. Just 27 miles from NYC, this French-inspired masterpiece of 5 bedrooms and 8 full baths/4 half baths, offers a tranquil retreat for the discerning buyer who appreciates a Gold Coast luxury lifestyle.

7 Covey Court, Upper 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
$1,200,000
2 Beds ⋅ 3 Baths ⋅ 1026338 MLS
Welcome to your dream coastal retreat! This custom built 2 bedroom , 3 bath contemporary home offers the perfect blend of modern luxury and effortless Long Island Sound side beach living. With private beach rights through the Pine-Howard Civic Association just steps from your front door you'll enjoy breathtaking views. Recent 2023 construction meticulously designed also includes a Fuji clean outside treatment system and is fully elevated to FEMA compliant standards for ultimate peace of mind. Walking distance to charming local shops, seaside dining & vibrant community spots. Step inside to an open concept layout designed to impress. Sleek living space with dramatic high beamed ceilings create an airy spacious feel. A cozy electric fireplace serves as the living areas stunning focal point. A gourmet kitchen beautifully appointed with custom cabinetry and stainless steel appliances. A luxurious spa inspired primary suite bathroom complete with whirlpool walk-in deep soaking tub. Private deck perfectly situated for hosting family gatherings and enjoying morning coffee.

6 Howard Road, Bayville
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 1020514 MLS
Down a long, private, enchanting road canopied by mature trees, 17 Danton Lane is a modern 5-bedroom, 4.5-bath home that spans approximately 6,500 square feet on over 4 acres, in one of Lattingtown's most coveted beach enclaves, just a stroll from a private beach. A striking 2 story atrium foyer welcomes you in, with glass doors beckoning straight out to the backyard. The 2019 kitchen features large countertops, custom cabinetry, and Viking appliances, while a warm den offers a wet bar, dishwasher, and two wine refrigerators. The impressively large great room is designed for entertaining. On the other side of the house, the two-story primary suite includes a soaking tub, walk-in closets, and an upstairs office/den. The grounds were designed by Dubner and offer layered points of interest throughout, from a sparkling gunite pool with jacuzzi to a serene koi pond, creating a series of destinations to discover rather than a single view. Clean, contemporary design meets total privacy, lush surroundings, and private beach access on over 4 acres at 17 Danton Lane.

17 Danton Lane N, Locust Valley
$5,288,000
6 Beds ⋅ 7 Baths ⋅ 1010689 MLS
A Private Oasis in Upper Brookville. Timeless elegance prevails in this custom-built, majestic brick 6-bedroom, 6.5-bath manor home in Upper Brookville. Masterfully set at the end of a cul-de-sac, a private driveway leads to a spacious courtyard and impressive, stately residence set on 6 prime, serene acres. For a qualified buyer, this is an exceptional opportunity. Many many features include: a two-story entryway, a luxurious primary suite on the main level, a free-form inground heated gunite pool with a waterfall, a covered outdoor kitchen, and a 3-car garage. Luxurious living with hidden privacy and easy access.

7 Fairway Court, Upper Brookville
$5,888,000
6 Beds ⋅ 6 Baths ⋅ 1001932 MLS
Discover unparalleled luxury in the heart of Muttontown at 2 Chelmsford Drive, a striking post-modern custom-designed new construction set on a breathtaking 2-acre country club setting. Surrounded by specimen plantings and professionally curated landscaping, this extraordinary estate offers exceptional craftsmanship, sophisticated design, and resort-style amenities throughout. A dramatic custom pivot front door opens to a grand paneled foyer with soaring ceilings ranging from 14 to 20 feet, creating an impressive first impression. Wide-plank white oak floors and custom Pella windows enhance the home's warm, contemporary elegance. The state-of-the-art chef’s kitchen is a true showpiece, featuring rich walnut cabinetry, stunning black quartzite countertops, and a full suite of premium Wolf appliances, including double ovens, a six-burner cook top with griddle, microwave, built-in coffee system, separate ice maker, beverage refrigerator drawers and subzero refrigerator. The formal dining room offers soaring ceilings and walls of glass that open to an outdoor entertaining terrace complete with a full kitchen, pizza oven, and fireplace. The spectacular living room features a double-sided gas fireplace and a custom plaster ceiling. The luxurious primary suite boasts a dramatic 20-foot ceiling, built-in designer headboard feature wall, private deck overlooking the expansive grounds, two custom walk-in closets, and a designer spa bath. Three additional bedrooms are conveniently located on the main level. A stunning illuminated floating staircase leads to the lower level, where you will find additional guest bedrooms, a private gym with adjoining sauna and bath, a large movie theater, and an oversized recreation room with wet bar and glass doors opening directly to the backyard oasis. Designed for ultimate outdoor enjoyment, the country club-inspired grounds feature an oversized heated saltwater Gunite pool with spa, an elegant cabana with outdoor kitchen, and a separate pool house for storage. Automobile enthusiasts will appreciate the extraordinary garage capacity for up to 10 vehicles, including two car lifts, along with a circular paved driveway that completes this one-of-a-kind estate. 2 Chelmsford Drive is a masterfully designed residence that seamlessly blends architectural excellence, luxury amenities, and unparalleled lifestyle living.

2 Chelmsford Drive, Muttontown
$1,999,000
6 Beds ⋅ 6 Baths ⋅ 997112 MLS
Set within the prestigious Village of Matinecock, in the heart of Locust Valley on Long Island’s legendary Gold Coast, this impeccably maintained brick Country Manor evokes timeless elegance, privacy, and endless possibilities. Beyond its stately presence, a gracious interior unfolds with generously scaled rooms, --living rm & dining room have 10' ceilings-- exquisite custom moldings, rich architectural detail, and three fireplaces that create an atmosphere of warmth and understated luxury. ALL NATURAL GAS. The gourmet eat-in kitchen serves as the heart of the home with gas cooking, and designed for both elevated entertaining and intimate everyday living. The serene primary suite offers a private retreat with 2 large walk-in closets and complete with its own deck overlooking the breathtaking grounds. A first-floor multi-guest suite provides exceptional flexibility for extended family, guests, or live-in support. Perfectly positioned on two flat, usable acres, the estate invites a lifestyle limited only by imagination — with abundant room for a resort-caliber pool, tennis court, curated gardens, or outdoor entertaining spaces tailored to your vision. A detached three-car garage further complements the property’s refined country estate appeal. Located just moments from the charming boutiques and acclaimed dining of Locust Valley Village, and surrounded by world-renowned country clubs and equestrian estates, this exceptional residence also enjoys close proximity to some of the nation’s most distinguished private schools, including The Green Vale School and Friends Academy. This is more than a home — it is an opportunity to experience the legacy, prestige, and lifestyle that define Long Island’s Gold Coast.

380 Duck Pond Road, Matinecock
$25,000,000
13 Beds ⋅ 17 Baths ⋅ 1001064 MLS
Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

1 Applewood Estate, Upper Brookville
$938,000
4 Beds ⋅ 2 Baths ⋅ 1001116 MLS
Welcome to 28 Satinwood- This four-bedroom two bathroom move-in ready home is the one you’ve been waiting for! Situated in the beautiful village of Bayville in a non-flood zone, this thoughtfully updated raised ranch offers the best layout option for spreading out with nothing to do but move in! Upon entering, you’ll notice the freshly painted walls, beautiful gleaming hardwood floors with plenty of natural light. The kitchen has been completely remodeled with high ceilings, solid surface countertops, deep stainless steel farmhouse sink, new appliances, soft close cabinetry, gas for cooking, plenty of storage and sliding glass door adds both light and access to the large deck for ease of entertaining. Attention to detail is everywhere from the wood paneled doors, custom blinds, light fixtures and Elfa closet systems in every bedroom which make staying organized a breeze. The living room and dining room feature large windows, crown molding, hardwood floors, with exceptional flow for gatherings. Just down the gallery style hall you’ll find three of the four bedrooms; the primary bedroom which offers double door deep closets and windows on multiple walls to welcome the morning light while the other bedrooms are generous in size, offer custom closet systems and privacy. The main level bathroom provides a large vanity with storage, a tub/shower combo and ceramic tile floors. The lower-level offers the fourth bedroom with custom closet system, a fully remodeled bath that feels like a spa retreat with stone pebble floor shower and custom tilework--making this level a possible guest suite or ideal for multi-generational living, A spacious den boasts new floors, paint and lighting providing room for your home office, exercise area and space to relax, sliding doors lead to the large sunny backyard. A washer and dryer are located on this level as well. The garage provides space for two cars, additional storage and a workshop area while the side yard double gate allows for boat/trailer or RV parking. An added bonus rarely seen is washers and gas dryers are located on both floors of this move in ready home- No more carrying laundry up and down. The attic has new pull-down stairs and space to store many belongings. No detail has been looked over: generator, new central air, updated electrical, new hot water heater and professional landscaping are just a few of the upgrades that make this home stand out. Pack your bags and move in! Located in an established non-flood zone neighborhood in the village of Bayville that offers access to private village beaches, docks, pickleball, tennis courts and mooring rights. Locust Valley School District. Plenty of restaurants, activities with close proximity to shopping-everything that makes Bayville village living special.

28 Satinwood Road, Bayville
$3,499,999
6 Beds ⋅ 6 Baths ⋅ 986963 MLS
Welcome to this exceptional estate tucked away at the end of a long, winding driveway on just over two pristine acres in Upper Brookville. This stunning property offers the perfect blend of luxury, comfort, and versatility. The main residence features 5 bedrooms and 4.5 fully updated bathrooms across two thoughtfully designed levels. The expansive first floor hosts 4 bedrooms and 3.5 bathrooms, while the second floor offers a private bedroom with a full bath — all beneath dramatic double-height ceilings that flood every room with natural light. Sliding glass doors throughout all living areas seamlessly connect the indoors to the gorgeous grounds outside. The gourmet kitchen and all bathrooms have been meticulously updated with high-end finishes throughout. Radiant heated floors, four-zone AC and heat, integrated Sonos speakers, central vacuum, and a full-house generator ensure effortless comfort and year-round peace of mind. Outside, resort-style living awaits with a heated gunite pool featuring stunning waterfall and fountain elements, a outdoor barbecue, and beautifully manicured grounds. A separate one-bedroom guest cottage with a kitchenette, living room, and dining room provides ideal accommodations for guests or extended family. A three-car garage with its own basement completes this remarkable offering.

1095 Pine Valley Road, Upper Brookville
$999,000
4 Beds ⋅ 3 Baths ⋅ 982432 MLS
Motivated seller! Light filled and gorgeous this 2018 newer construction home is not in a flood zone. Super low taxes with exemption until 2030 (For 2026 -$9078.59 includes village tax) and is a few minutes walk to a resident only beach. Effortless coastal living in this beautifully laid out, like-new Colonial-thoughtfully designed for comfort, light, and flow. This spacious four-bedroom, three full bath home with two story foyer features an open-concept layout filled with natural light, enhanced by elegant coffered ceilings, and a convenient gas fireplace that anchors the main living space. The bright, modern kitchen is a true centerpiece, offering sleek quartz countertops, a large center island, stainless steel appliances--perfect for living and entertaining. A first floor bedroom adjacent to a full bath provides flexibility for guests, or live in assistance. Upstairs, the private primary suite offers a private, light filled, peaceful retreat with an en-suite bath, and custom aid closet systems. Convenient second floor laundry room. Rooms wired for internet. Tilt sash windows for ease of cleaning. Leaf gutter system. Inground sprinklers. Patio with gas grill outlet and a wall of colorful hydrangeas adorn this special property. * Part of Bayville Estates Association which covers the repaving of roads. Homeowner has covered that expense this year and this comes about every twenty years or whenever the road needs to be repaved. Super low taxes for the next 3.5 years, until 2030 after which the taxes will be approx. $16,000 matching the rest of the neighborhood according to Nassau County Assessor.

4 Knollwood Avenue, Bayville
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 967360 MLS
UPPER BROOKVILLE. Privately set behind sweeping lawns on over two acres in the Village of Upper Brookville, this elegant North Shore residence offers the privacy, scale, and timeless character synonymous with Gold Coast estate living. The home features 4 bedrooms, with primary suite on the main, and 3 full and 2 half baths, along with sun-filled living spaces, hardwood and tiled (radiant heated) floors, where seen, and classic architectural details throughout. A gracious entry leads to beautifully proportioned interiors designed for both everyday comfort and sophisticated entertaining. The formal living room with fireplace flows seamlessly into the dining room and adjoining sun room, creating an inviting setting for gatherings large or small. At the heart of the home, the chef’s kitchen features custom cabinetry, stone countertops, and a generous center island, opening naturally to the main living areas. The first-floor primary suite provides a private retreat complete with a walk in closet and a beautifully appointed bath with soaking tub and oversized shower. Additional bedroom/library on the first floor offers the perfect space for a home office or quiet relaxation. The second level includes additional bedrooms and bath, while the finished lower level offers exceptional entertaining amenities including a home theater, wine cellar, and bar/kitchenette. Outdoors, the property features expansive lawns and patios, mature landscaping, koi pond, fire pit, and an inground heated Gunite pool with detached guest/pool house (featuring full bath, kitchenette, living room with fireplace, and rec area), and 2 outdoor BBQ spaces, creating an ideal setting for summer entertaining and weekend gatherings. Conveniently located to world-class golf courses, equestrian estates, yacht clubs, and the charming villages of Locust Valley, Roslyn, and Manhasset, with Manhattan just a short commute away. A rare opportunity to enjoy refined estate living in the heart of Upper Brookville. Additional features: whole house generator, exterior lighting throughout, built in speakers throughout interior and exterior, 2 car attached heated garage, cul-de-sac location, and more.

1017 Friendly Road, Upper Brookville
$3,695,000
7 Beds ⋅ 7 Baths ⋅ 959529 MLS
Exceptionally built all brick colonial on 4 acres with sparkling pool is ready for Summer occupancy. Located in the Village of Lattingtown within the Lands End community, a private enclave of beautiful homes on larger property sizes in Locust Valley, NY on the North Shore of Long Island. Custom built to the highest standards of craftsmanship and design. The grand all brick colonial is introduced by a long paver driveway leading to an elegant courtyard and portico entry. Inside, timeless architecture and abundant natural light define the spacious rooms. A sweeping double bridal staircase makes an immediate statement in the foyer, while a magnificent double height great room, richly appointment den with fireplace, formal dining room and refined library/study each offer comfortable and sophisticated living spaces. The updated chef's kitchen with new appliances and breakfast area overlook the expansive patios and manicured grounds. The residence offers exceptional versatility with two luxurious primary bedroom suite options, 1st floor and 2nd floor, along with a private guest wing, totaling 7 bedrooms and 6.5 baths in the main house. With resort-style living and entertaining in mind, the property features a spectacular swimming pool and spa, stunning waterfall, complemented by a fully equipped pool house providing a serene resort style retreat. Sports Court on site is a bonus feature for playing basketball, tennis and more. Professional landscaping ensures privacy and beauty, while multiple terraces and gathering spaces invite seamless indoor-outdoor living. Excellent condition hardscape and park-like grounds. A separate structure 4 car garage with heated finished storage space above adds convenience and flexibility. Ideally located in Locust Valley, widely regarded as the crown jewel of the historic Gold Coast - this magnificent estate offers close proximity to Manhattan while enjoying the very best of North Shore living, including nearby beaches, renowned arboretums, Planting Fields State Park, boutique shopping, acclaimed dining, premier golf, tennis and boating clubs and a close sense of community. Locust Valley School District and nearby private schools including Friends Academy and Portledge, this extraordinary property defines North Shore luxury and offers a rare opportunity to experience refined living at this finest.

11 Danton Lane N, Lattingtown
$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
$5,585,000
9 Beds ⋅ 12 Baths ⋅ 885874 MLS
Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage millwork, antique hand-painted wallpaper, and Samuel Yellin wrought-iron gates from the JP Morgan estate. Designed in 1924 by renowned architect James W. O’Connor and landscape architect Robert Ludlow Fowler, Gray Horse Farm is where classic architecture meets nearly 9 acres of pristine, equestrian-ready grounds. Perfectly suited for multigenerational living, the estate includes three separate guest/staff quarters (two 1-bedrooms and one 3-bedroom), offering privacy while staying connected. For those who love to entertain and enjoy the outdoors, the estate features a 20' x 55' heated saltwater pool with a pool house that's fully equipped, tennis and basketball courts, and a secret meditation garden you don't want to miss. For the car enthusiast there's a 7-car garage. Equestrian enthusiasts will appreciate the 3-stall stable, multiple paddocks, and run-in horse shed, all designed for top-tier country living. Additional highlights include a whole-house generator, —all just 27 miles from Manhattan. Whether you're seeking a premier equestrian retreat or an expansive generational compound, Gray Horse Farm delivers an unmatched lifestyle of luxury, privacy, and prestige. A rare offering close to top universities,marinas, beaches, golf, museums and americana shopping!

60 Piping Rock Road, Upper Brookville

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.