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$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

$12,250,000
7 Beds 10 Baths 1017340 MLS
This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a contemporary flair. The first floor has a two story foyer, spacious formal living and dining rooms, an office and a lounge with a built-in bar and billiards area. The state-of-the-art modern kitchen is outfitted with top-of-the-line Viking appliances, Neo Marble countertops, numerous pantries and a sweeping center island with bar seating. Off of the kitchen is a beautiful light-filled eating area, with doors leading out to the backyard, an inviting family room and a bespoke homework area/ work space. The main house boasts 6 vast bedrooms, all with en-suite bathrooms and large closets. The Primary Wing is on the first floor and is outfitted with a private sitting room, 2 patios, a laundry area, 'His and Her' spa-like bathroom with a stand-alone tub and two glass enclosed showers, as well as 2 custom walk-in closets, one totaling over 3,000 Sq.Ft. of storage space. Upstairs also features a playroom with a media center, a crafts room, a matted fitness area and a massive flex room over the 8 car attached garage. Additional interior details include 4 stylish powder rooms, an elevator, 2 full service laundry rooms, a whole-house Smart Camera and Alarm System, a central vacuum system, surround sound speakers and an unfinished basement, with an indoor sports court, spanning the entire length of the home. The exterior is fashioned with a gated entry, a long blue stone and pebble driveway, a solid stucco facade, steel windows and decorative metal gutters. The property is elegantly landscaped and has a 60ft x 25ft Saltwater Heated Pool and Hot Tub, a Cabana with a Kitchenette, a fenced-in Dog Run and a covered patio with an outdoor lounge area, great for entertaining. In proximity to The Village of Locust Valley, the LIRR, charming local beaches and some of Long Island's most prominent Country/Golf Clubs. Zoned for the acclaimed Locust Valley Central School District.

199 Lattingtown Road, Locust Valley

$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

$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

$4,000,000
4 Beds 4 Baths 955669 MLS
Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

343 Chicken Valley Road, Upper Brookville

$5,495,000
6 Beds 8 Baths 985121 MLS
An exceptional private brick estate compound set on approximately 7 meticulously manicured acres in Upper Brookville. This impressive residence offers grand scale, timeless elegance, luxurious landscaping, and a true lifestyle experience both inside and out. Filled with natural light, the home features vaulted ceilings, oversized windows, sweeping property views, 6 spacious bedrooms with en-suite baths, 7.5 baths, large eat-in kitchen with generous counter space and storage, and full finished basement. Designed for both daily living and elevated entertaining, every space offers comfort, presence, and functionality. The meticulously designed grounds create a resort style setting with a custom 22,000 gallon koi pond, custom lighting, newly resurfaced Har-Tru tennis court, heated gunite pool, 8-person hot tub, pool house with kitchenette, full bath and changing room, custom outdoor kitchen, and premium speaker system inside and out. Complete with space for 10-cars, car lifts, and carport, this rare Upper Brookville estate delivers privacy, scale, luxury, and an unmatched indoor and outdoor lifestyle. A rare opportunity to own a private Upper Brookville estate with exceptional amenities and beautifully maintained grounds.

45 Wolver Hollow Road, Upper Brookville

$7,200,000
6 Beds 9 Baths 987913 MLS
Dam House is a magnificent 8.66-acre waterfront estate presiding over brilliant sunsets and water views of Beaver Lake. Completed in 1926, the masterfully designed six - bedroom Colonial residence has a refined elegance and timeless charm. It is complemented by expansive bluestone and red-brick patios, a four-bedroom cottage, a one-bedroom pool house, a sparkling swimming pool and a hard surface tennis court. Shade, specimen and flowering trees proliferate the captivating gardens. Manicured shrubs and flowering perennials add to the landscaped beauty. Additional amenities include an irrigation system, an outdoor fireplace, a vegetable garden, a root cellar and two enclosed dog runs with shelter. Full house generator for the main residence and a separate generator services the cottage. Attached two-bay garage and detached four-car garage. This property offers a luxurious lifestyle, in an idyllic waterfront setting.

200 Cleft Road, Mill Neck

$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

$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.