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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

$8,994,999
6 Beds 10 Baths 970669 MLS
OFFERS OF $7,000,000 OR GREATER RECEIVED ON OR BEFORE SEPTEMBER 21, 2026 TO BE CONSIDERED. ENTIRE PROPERTY WAS COMPLETELY RENOVATED FROM 2023 T0 2026. Maison Blanche: An Architectural Icon in Upper Brookville Experience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (2023–2026) masterpiece. The residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chef’s kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands. Uniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen. App-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living.

31 Chestnut Hill Drive, Upper Brookville

$8,975,000
6 Beds 9 Baths 1011822 MLS
A Legacy Estate of Uncommon Distinction — Buttonball Hill Conceived in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, Buttonball Hill is a masterwork of Georgian architecture set amid sweeping manicured grounds. The classic red brick and clapboard exterior — crowned by a slate roof and crisp black shutters — announces itself with quiet authority. Inside, a double-height foyer with hand-carved moldings and a gracefully curved staircase sets the tone. Soaring ceilings and a natural flow make the principal rooms equally suited to intimate daily living and grand entertaining. The formal living room opens through French doors into a sun-filled solarium; the chestnut-paneled library and cozy den each offer their own fireplace and garden access. The chef’s kitchen is a true centerpiece — expansive and impeccably appointed, with top-of-the-line appliances, custom cabinetry, and generous counter space designed for serious cooking and effortless hosting. Multiple seating areas make it the natural heart of the home: a sun-drenched breakfast nook overlooking the gardens, a sprawling island ideal for casual dining, and a comfortable sitting area perfect for gathering with family and guests. The primary suite is a sanctuary: sitting room, two ensuite baths, fireplace, and a private balcony with sweeping estate views. Outside, a heated pool, Har-Tru tennis court, and beautifully landscaped gardens round out the resort-caliber grounds. A superbly maintained estate where historic soul meets modern ease — minutes from top schools, village amenities, and convenient rail access to the city.

52 Piping Rock Road, Locust Valley

$8,950,000
7 Beds 9 Baths 1033957 MLS
Situated on over 4 acres spectacular waterfront acres, this extraordinary estate offers the perfect blend of luxury, privacy, and timeless sophistication. This exceptional residence showcases impeccable craftsmanship, hardwood floors, and breathtaking water views from nearly every room. Designed for elegant entertaining and everyday living, the home features four fireplaces, a gourmet chef's kitchen with Viking and Sub-Zero appliances, propane cooking, a spacious walk-in pantry, and a stylish wet bar. The first floor offers two ensuite bedrooms and a laundry/mudroom conveniently located off the 3-car garage. The second level includes five luxurious bedroom suites, a private office, and a spacious media room. Outside, enjoy a heated Gunite pool surrounded by a beautiful mahogany deck, hot tub, and a gazebo, all situated within the park-like grounds. A brick paver driveway completes the impressive curb appeal. This waterfront estate offers an unparalleled lifestyle, combining luxury amenities, and breathtaking views. Some photographs have been digitally enhanced and/or virtually staged to illustrate the property's potential while preserving its overall character.

19 Jagger Lane, Westhampton

$8,950,000
5 Beds 7 Baths 1015563 MLS
Set on .94+/- acres, this rare south of the highway opportunity is on a private Sagaponack cul-de-sac with deeded ocean access and water views of the Ocean, Sagaponack Pond, and sweeping Farm Fields. Spanning three levels with a rooftop deck offering three scenic outlooks, this existing residence can be renovated or replaced, offering tremendous upside in one of the Hamptons' most desirable locations. The existing residence offers approximately 5,000± square feet of living space with 5 bedrooms and 6.5 bathrooms, with elevator access, thoughtfully designed for both comfortable living and seamless entertaining. Generous gathering spaces include both indoor and outdoor living areas. The primary suite is a standout feature, offering 2 full bathrooms and dual walk in closets, benefiting from western exposure over Sagaponack Pond. The suite enjoys breathtaking sunsets throughout the year. A private pathway leads directly from the property to the beach, creating a unique access to the ocean, rarely found today. Surrounded by premier estates and endless potential, this is an extraordinary opportunity to create a custom Hamptons retreat in a truly special setting. Combining privacy, natural beauty, protected views, and direct beach access, this is a sought after opportunity in one of Sagaponack's most desirable settings.

137 Sandune Court, Sagaponack

$8,950,000
6 Beds 6 Baths 972365 MLS
Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York City. The setting preserves the integrity of one of Garrison's last original country estates. The estate was held by a single family for generations before its recent renewal. The main residence, a stone-and-stucco chateau with a slate roof, draws inspiration from rural Normandy and the Loire Valley. Designed with restraint and classic proportions, it combines formal architecture with a sense of intimacy, and ease suited to its surroundings. A three-story rotunda anchors the interior and introduces a classic curved staircase that rises through the center of the home. The floor plan unfolds in a balanced sequence of rooms. Grand entertaining spaces are complemented by more intimate private rooms. Approximately 6,200 square feet, which includes six bedrooms/five baths, and one half bath. Original features—deep-set windows, sleeping porches, and period millwork—remain intact, supported by a full restoration completed in 2018. Modern systems include radiant heating, central climate control, fiber-optic connectivity, and discreet security integration. The estate comprises a series of interconnected structures and landscapes. A converted carriage house of approximately 4,000 square feet serves as a guest residence, offering five bedrooms/bathrooms, a garage, and an artist’s studio marked by a distinctive tower element. Outdoor areas include a gunite pool surrounded by stone terraces, established gardens, a parterred rose garden, and an open lawn. A separate Billiards Lodge with a large stone fireplace offers a private retreat. Evarts Hill represents a rare continuity of architecture, land, and history. It is an early-20th-century Hudson Highlands estate reimagined for modern living, set amid lasting beauty and privacy.

61 Evarts Hill Unit #41, Garrison

$8,937,200
6 Beds 12 Baths 958234 MLS
660 Chicken Valley Road | Locust Valley, Long Island Gold Coast Positioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality. Set across approximately 5.33 acres of secluded, manicured grounds and encompassing nearly 16,500 square feet of interior living space, the estate embodies a rare combination of architectural integrity, refined craftsmanship, and long-term asset strength—an offering seldom available in today’s market. Architectural Integrity & Engineering Excellence The residence far exceeds conventional residential standards, delivering exceptional structural durability and long-term stability. Every element—from roofing systems to drainage engineering, from acoustic insulation to thermal efficiency—has been executed to a near commercial-grade level, ensuring the property performs as beautifully as it presents over time. A fully integrated geothermal heating system, paired with advanced climate and humidity control, provides year-round comfort while preserving fine art, furnishings, and materials at an optimal level. Smart home integration allows full remote operation globally, supported by central vacuum, multi-zone climate control, and a whole-house generator—ensuring seamless living without compromise. Security and privacy are paramount, with dual gated access, an extended private drive, and discreet contingency features that elevate the estate to a level of true residential security. Interiors | Bespoke Craft, Quiet Luxury The interior experience is defined not by excess, but by precision. From hand-finished hardwood floors to finely executed crown moldings, each detail reflects a commitment to craftsmanship that is increasingly rare. The kitchen and service areas are appointed with best-in-class appliances—including Wolf, Sub-Zero, and Miele—integrated with custom millwork and carefully selected stone surfaces. These spaces function equally as a private culinary environment and a sophisticated setting for entertaining. The primary suite is conceived as a private retreat, featuring a fireplace, a fully appointed dressing room, and a spa-caliber bathroom with radiant heated floors, a freestanding soaking tub, and a multi-function shower system—delivering a daily experience of understated indulgence. Technology is seamlessly embedded throughout the home, integrating lighting, climate, and security into a unified system that supports effortless, modern living while preserving warmth and timeless character. Grounds | A Private Landscape of Distinction The estate grounds offer a level of scale and privacy rarely achieved. A defining feature is the approximately 2,000-foot cherry blossom-lined drive, creating a seasonal spectacle that transforms the approach into an experience of quiet grandeur—both cinematic and deeply personal. The landscape unfolds with expansive lawns, mature trees, and curated outdoor environments designed for both solitude and large-scale entertaining. Recreational amenities further enhance the lifestyle offering, positioning the estate as a true private resort. Location & Investment Perspective Locust Valley remains one of the most tightly held and supply-constrained markets on the Gold Coast. Properties of this caliber—combining land scale, construction quality, and privacy—are increasingly rare. This offering represents not only a primary or secondary residence, but a strategic long-term asset with strong preservation of value and generational appeal. 660 Chicken Valley Road is not defined by square footage alone, but by what it represents. It is a residence for those who understand that true luxury is not declared—it is recognized. Here, ownership is not simply acquired. It is inherited forward.

660 Chicken Valley Road, Matinecock

$8,800,000
7 Beds 11 Baths 973001 MLS
Apple Trees Is A Place Where Time Slows And Life Feels Richer. Down A Winding Drive, Past More Than 15 Private Acres Of Specimen Trees, Flowering Gardens, And Sprawling Lawns, A 1916 Tudor Revival Manor By Renowned Architect Roger H. Bullard Reveals Itself With Quiet Grace. Its Slate Roof And Ornamental Brickwork Glow In The Morning Light, While Ten Fireplaces Warm Rooms Filled With Coffered Ceilings, Hand-Finished Millwork, And Over A Century Of History. Built As A Wedding Gift For Junius Spencer Morgan, Son Of J.P. Morgan, Apple Trees Is A Home With Soul A Home Where Laughter Spills From The Sunroom, Music Drifts From The Grand Piano In The Salon, And Evenings End With Candlelight And Conversation On The Bluestone Patio. Daily Life Here Feels Effortless. Mornings Begin With Sunlight Spilling Through The Greenhouse As Roses And Rhododendrons Stir In The Breeze. Stroll Through Arboretum-Like Grounds, Savor A Match On The Har-Tru Tennis Court, Or Swim Laps In The Gunite Pool. Further Back, A Putting Green And Your Own One-Hole Golf Course Create Moments Of Playfulness And Escape. Evenings Might Bring Wine From The Climate-Controlled Cellar, Dinner Al Fresco Under Century-Old Trees, And Firelight Shared With Friends. Inside, The Estate’s Scale And Details Inspire. Spanning Over 13,000 Square Feet, Apple Trees Offers Far More Than Seven Bedrooms And Seven Full Baths; It Offers A Canvas For A Richly Layered Life. A Mahogany-Paneled Study, A Chef’s Kitchen Built For Bold Meals And Late-Night Stories, And Gracious Entertaining Spaces Framed By Windows That Capture The Beauty Of The Surrounding Grounds. The Boutique-Style Primary Suite Is Its Own Sanctuary, Complete With Dual Baths, A Steam Room, Sauna, Fireplace, And A Dressing Room Designed For Mornings That Matter. The Grounds Are A World Unto Themselves. Specimen Trees, Perennial Gardens, A Greenhouse, And A Barn Nestle Seamlessly Into The Landscape, Believed To Have Been Influenced By The Legendary Olmsted Brothers. These Private Acres Offer Room For Your Next Vision, Whether That Means A Sculpture Garden, A Vineyard, An Outdoor Cinema Beneath The Stars, Or Stables And A Riding Trail. This Is Land That Listens, Ready To Reflect Whatever Inspires You Next. Behind The Scenes, Thoughtful Infrastructure Provides Peace Of Mind. A Whole-Property Gas Generator Supports The Main House, Guest Apartment, And Garage, Ensuring Seamless Continuity In Any Season. The Three-Bedroom Apartment Above The Garage Adds Flexible Space For Guests, Staff, Or Extended Family, Further Enhancing The Estate’s Versatility. Every Inch Of Apple Trees Respects Its History, Yet Nothing Here Is Frozen In Time. Move In And Live Beautifully As-Is Or Reimagine The Home Through Your Own Modern Lens. Its Craftsmanship, Scale, And Setting Are Already In Place The Rest Is Limited Only By Your Imagination. In A World That Moves Too Fast, Apple Trees Doesn’t Chase; It Invites You To Breathe. Here, Luxury Is Not Loud. It Is Quiet Confidence, Permanence, And Provenance Wrapped In Storied Walls And Sunlit Windows. This Is One Of Locust Valley’s Last Great Legacy Estates, Built To Impress In Its Time And Still Breathtaking Today. And Now, It Is Ready For Its Next Chapter.

95 Piping Rock Road, Locust Valley

$8,750,000
8 Beds 10 Baths 848181 MLS
A one of a kind estate compound on 17.73 acres, incredibly offered for under 10 million dollars, and one of the largest and most exclusive properties offered in Purchase in many years. Estate includes: (i) a totally renovated and elegant 6 bedroom primary home; (ii) adorable 3 bedroom stone guest cottage; (iii) oversized pool with adjoining cabana/great room/BBQ/kitchen facilities; (iv) an enormous multi purpose separate outbuilding with horse stalls and extra garage bays; (v) stand alone horse barn; (vi) greenhouse; (vii) separate paved/possible sport court space; and (viii) multi acre level park-like extra land. This special and unique offering in lower Westchester is perfect as a convenient get away compound, horse property and/or just a spectacular year round estate with priceless extra property. Unmatched convenience to NYC, airports, water/boating, golf/country clubs, and numerous vibrant downtown areas including Rye, White Plains and Greenwich. Rolling lawns, magnificent plantings, fountains/reflecting pond, inviting front porch, private gated approach and so many special extras too numerous to list. A treasure property to be had for generations, so rarely offered in lower Westchester and incredibly priced.

2007 A/B Purchase Street, Harrison

$8,650,000
5 Beds 7 Baths 955653 MLS
Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground Pool/Spa; Heated 3-Car Attached Garage; Electric Shades Throughout; 2 Screened Porches with Powered Screens & Built in Heaters. Finished Lower Level with 2 Bedrooms, 2.5 Baths & Family Room with Direct Access to Heated Pool/Spa & Cabana with Fireplace. 1-Mile to Metro North Train & Arms Distance to all the Hudson Valley has to Offer. The Best of Silo Ridge for Sale. Exceptional!

292 Wood Duck Road, Amenia

$8,500,000
4 Beds 3 Baths 1034186 MLS
Perched on a hill overlooking breathtaking Mill Creek and Mecox Bay, 15 Little Cobb Road offers a rare combination of panoramic waterfront views, privacy, and history in the heart of Water Mill. Set in an X flood zone with no wetlands and fully bulkheaded, this exceptional property enjoys peace of mind along with one of the most beautiful outlooks on the East End. Once home to Toby and Dan Talbot, the pioneering couple behind Manhattan's legendary art-house theaters including the New Yorker and Lincoln Plaza Cinemas, the residence carries a quiet cultural legacy. Here, far from the projection booths of the Upper West Side, the Talbots spent their summers overlooking the same waters that have drawn artists, writers, and filmmakers to the Hamptons for generations. The home is designed for relaxed waterfront living, with a waterside stone pool, brick patio, private floating deck, covered porches, and porte cochere, all positioned to capture the extraordinary setting. Inside, the main level offers warm and inviting living spaces, including a dining room and sunroom each with wood-burning fireplaces, a bright kitchen with breakfast nook, and a private guest suite with screened porch. Upstairs, the primary suite commands sweeping views over the bay, joined by additional guest bedrooms, office space, and flexible third-level rooms, with room to add a full basement if desired. Just minutes from Southampton and Bridgehampton Villages, yet set in a peaceful waterfront enclave, this is a home that reflects the true spirit of Water Mill timeless, elevated, and deeply connected to the landscape. A rare opportunity to own not only a beautiful waterfront property, but a piece of Hamptons cultural history

15 Little Cobb Road, Water Mill

$8,500,000
5 Beds 6 Baths 1011962 MLS
741 ACRE PRIVATE LAKE ESTATE AND SPORTING PRESERVE – A rare legacy property offering complete privacy, breathtaking natural scenery, and world-class hunting and fishing opportunities. At the heart of the property sits a magnificent stately log lodge, perfectly positioned on a dramatic point, overlooking its own private lake and surrounded by rolling forests, a tranquil pond, and a fishing creek. The spacious lodge offers 5 bedrooms, 6 full bathrooms, a great room with beamed cathedral ceilings and glass facade, a gourmet chef’s kitchen with dining area, expansive loft, a large bunk room, billiard and game room, and secure safe room with wine storage. Enjoy resort style outdoor living on the massive entertainment deck overlooking the lake with swimming pool, hot tub, covered BBQ pavilion, pool house with tap room, and multiple lounge areas! A charming log boathouse has an apartment above it, offering your guests privacy without sacrificing the incredible views of the lake. A detached 3 car garage sits next to the home, with 3 larger garages tucked away on the property for storage equipment, recreational vehicles, and sporting gear. This is a once-in-a-lifetime opportunity to own a premier sporting estate where luxury and wilderness exist in perfect harmony.

91 Crawford Road, Barryville

$8,500,000
8 Beds 8 Baths 866611 MLS
Set across 280 extraordinary acres in the Catskills, Eagles Ridge Farm is not merely a property, but a fully realized private world, an irreplaceable convergence of art, architecture, wilderness, and legacy. Bordered by thousands of acres of protected wilderness within the historic sphere of the Gould and Rockefeller Catskills holdings, the estate retains the scale and quiet grandeur of a disappearing era. Assembled over generations, the property carries forward a tradition of deeply personal estates created not simply for habitation, but for reflection, creativity, and permanence. Unlike many great legacy properties lost to subdivision or time, this extraordinary holding remains remarkably intact, a singular offering of cultural depth, ecological scale, and privacy that would be nearly impossible to recreate today. Just over two hours from New York City, the property unfolds across forests, open meadows, private streams, and mountain ridgelines rising to 2,270 feet. More than ten miles of trails weave throughout the land, swimming holes, moss-covered pathways, sculptural clearings, and panoramic viewpoints that feel entirely removed from the modern world. At the heart of the estate lies one of the most extraordinary environmental sculptures ever created, Michael Ayrton's stone maze. Conceived by Wall Street investor and contemporary art collector Armand Erpf after reading Ayrton's The Maze Maker, a fictional autobiography of Daedalus, the work was commissioned directly from the celebrated English sculptor and completed in 1965. Believed to be the largest stone maze built since antiquity, the work stretches approximately 1,680 feet and is anchored by original bronzes depicting Daedalus, Icarus, and the Minotaur. Both artwork and immersive landscape experience, it transforms the property into something far beyond a traditional country estate, a museum-quality assemblage woven into the landscape itself, equal parts philosophical environment and living work of art. Near the entrance to the stone maze, a smaller contemplative labyrinth offers a quieter moment of reflection within the landscape. More than a dozen additional sculptures are woven throughout the grounds, reinforcing the estate's identity as a place shaped as much by imagination as by architecture. The main residence was fully renovated in 2016 for modern mountain living while preserving its timeless relationship to the surrounding landscape. Spanning approximately 5,300 square feet with eight bedrooms and seven-and-a-half baths, the home opens to expansive terraces, formal gardens, wide lawns, and sweeping mountain views. A cupola crowns the residence, creating a rare balance between refinement and wilderness. Beyond a covered cedar staircase and moss-lined bluestone paths sits a beautifully restored 2,800-square-foot brick guest house with three private apartments, offering flexible accommodations for guests, caretakers, artists, or multi-generational living. The estate further includes: An 800-square-foot pool house with kitchenette and changing rooms A heated 56' x 24' pool with expansive bluestone terrace A five-stall horse barn and polo stick-and-ball field Garages accommodating up to six vehicles An office cabin and trout stream pump house A Har-Tru tennis court ready for resurfacing for tennis or pickleball Wired and wireless high-speed internet and comprehensive security infrastructure Existing systems supporting future off-grid energy potential The land itself is among the property's greatest luxuries. Approximately 40 acres of lawns, meadows, and pasture blend into 240 acres of mixed forest traversed by two year-round trout streams, Bush Kill and Dry Brook, creating private swimming holes, wildlife corridors, and a sense of immersion in nature. Importantly, the property remains free of conservation easements and deed restrictions, allowing unusual flexibility for future stewardship.

390 Erpf Road, Arkville

$8,495,000
7 Beds 6 Baths 1033478 MLS
A striking waterfront estate where exceptional architecture, superior craftsmanship, and unparalleled views come together in perfect harmony. Thoughtfully designed to capture the water views from nearly every room, this 7-bedroom, 6-bath residence offers an effortless blend of modern elegance and timeless luxury. Built to the highest standards in 2016 by Sea Level Construction, the home features radiant heated floors, central air, and a chef's kitchen appointed with Sub-Zero and Wolf appliances. Walls of glass create a seamless connection to the outdoors, where a spectacular gunite infinity-edge pool and spa, marble patios, and sweeping waterfront vistas create a true resort-like setting. Every detail has been thoughtfully curated to deliver an uncompromising luxury lifestyle. Completing the offering is an oversized two-car garage, state-of-the-art systems, and an unmatched level of quality rarely found on the East End. 16 Cricket Path is more than a waterfront home—it's a statement of timeless design, exceptional quality, and luxury living at its finest.

16 Cricket Path, Remsenburg

$8,495,000
4 Beds 6 Baths 1018047 MLS
Enter into timeless sophistication with this Modern Barn - a striking architectural statement set on 6+/- acres of lush, manicured grounds in the prestigious Water Mill South, with room for tennis. Perfectly positioned moments from world-class ocean beaches and village amenities, this Hamptons retreat with a 4.76+/- acre agricultural reserve wrapped around the property, offers 4 bedrooms, 4.5 bathrooms. Sleek, high-end appliances, generous prep space, and refined finishes make this kitchen a culinary centerpiece. Floor-to-ceiling Nano glass doors frame the heart of the home, creating expansive indoor-outdoor living space; Great for entertaining! Outdoors, a heated gunite pool with cascading waterfalls and a spa invites relaxation beneath the Hamptons sky. The primary suite serves as a private sanctuary, complete with a dedicated office. Upstairs, a sunlit lounge offers a sophisticated setting for leisure or entertaining, flanked by three luxurious ensuite bedrooms. The accessory structure enhances the property's appeal, featuring a cozy studio, an upper loft area, full bath, and inviting family room, connected to the 2-car garage. The unfinished lower level has potential for spacious overflow space, including a gym, a media room and 2 additional bonus rooms. Thoughtfully curated in modern design, this South of the Highway residence embodies Hampton's Luxury and includes exponential opportunities on the agricultural reserve. The residential home sits on 1.21+/- acres and the agricultural reserve is an overall 4.76+/- acres, which completes this package, offering a total of 6+/- acres.

104 Osprey Way, Water Mill

$8,495,000
6 Beds 6 Baths 980312 MLS
This remarkable estate is designed for those who appreciate both luxury and privacy, making it a perfect retreat from the hustle and bustle of everyday life. The long, elegant driveway, framed by lush hydrangeas, leads to a grand entrance that hints at the beauty within. Inside, the double-height entryway creates a dramatic first impression, allowing an abundance of natural light to fill the space and highlighting the exquisite craftsmanship throughout the home. The open-concept layout seamlessly connects the living areas, creating a flow that is ideal for entertaining. The first and second floors together boast over 7,000 square feet, providing ample room for relaxation or large gatherings. The living room, adorned with impressive wood beams, offers a cozy yet sophisticated ambiance. It's the perfect spot to unwind; with large windows that provide sweeping views of the meticulously maintained grounds. The newly finished gourmet chef's kitchen is truly the heart of the home, featuring state-of-the-art appliances, custom cabinetry, and ample counter space for meal preparation. Whether you're a culinary enthusiast or simply enjoy hosting dinner parties, this kitchen will meet all your needs with style and ease. Each of the six bedrooms is generously sized. The bathrooms are elegantly designed, combining luxurious finishes with modern functionality.The primary is ideally located for privacy while still having proximity to two other large bedrooms on the second floor.Also, a private guest suite is located on a separate second floor space above the garage. The lower level adds an additional over 3,100 square feet of versatile space, currently a gym and recreation area. This expansive lower level offers endless possibilities for customization to suit your lifestyle needs.The large arched doors out to the garden and tennis make the lower level an ideal summer hang out. Outside, the expansive outdoor area is designed for recreation and leisure. The 25-meter pool invites you to take a refreshing dip, while the tennis court offers an opportunity for some friendly competition or a vigorous workout. The landscaping is a standout feature, with mature plantings that provide privacy and a sense of seclusion, allowing you to fully enjoy your outdoor oasis. The garage is an impressive over 1,300 square feet, providing ample space for vehicles and additional storage, all while featuring a cathedral ceiling that adds to its spacious feel.The large space allows for indoor rock climbing or basketball. The property has an ideal location next to the East Hampton Golf Club and Amagansett Golf Club, making this property perfect for golf enthusiasts and nature lovers. To the back of the property is a seemingly endless reserve featuring walking and biking trails. If you prefer to relax, Amagansett beaches and restaurants are just minutes away.

123 Abrahams Path, East Hampton

$8,400,000
6 Beds 7 Baths 964447 MLS
Rare opportunity to own a uniquely private 7.49-acre bay front estate in Orient Village. This exceptional waterfront property features a spacious 5700 sq ft main residence with 6 bedrooms, 7 baths, three wood burning fireplaces, three bay garage, expansive front and rear covered porches and panoramic bay views. The 20 x 44 heated pool is complemented with a 860 sq ft pool house featuring open common area, kitchenette, full bath, laundry, two changing rooms, outdoor shower, & porch – creating an ideal setting for entertaining and summer living. A fully fenced clay 60 x 120 ft tennis court is expertly sited, so sun glare is never an issue. The property offers an additional free-standing two-bay garage with second floor bonus space providing flexible options for recreation, boat/bike storage or studio space. The 195 ft wide private walkout bay beach offers sweeping Harbor views of Long Beach State Park, Bug Light House and Orient Yacht Club. The property is ideally located within walking or biking distance to the Village of Orient, Orient Yacht Club, local marinas, Post Office, the Country Store, Oysterponds Historical Society and all village amenities.

1600 King Street, Orient

$8,350,000
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

$8,275,000
9 Beds 12 Baths 921029 MLS
Commanding 4.1 pristine acres in East Hampton, The Oakview Reserve is a rare contemporary estate defined by architectural precision, natural beauty, and exacting attention to detail. Substantial yet effortless, the residence balances enduring Hamptons character with the clarity of modern design. Its future owner may refine select finishes while preserving the integrity of its architectural vision. Positioned with sensitivity to its natural surroundings, the home is oriented to embrace the exposure throughout the day, allowing natural light to become a defining architectural feature. Expansive Marvin windows and doors frame the landscape, creating a luminous connection between indoors and out. Arrival is quietly dramatic. A custom pivot door opens to a soaring 23.5-foot double-height foyer, where volume, light, and sculptural form establish an immediate sense of space. A custom floating staircase ascends with visual lightness, while a private elevator provides effortless access across all three levels. Bespoke millwork distinguishes the great room, joined by an integrated beverage center, custom fireplace detailing, and a covered terrace for fluid indoor-outdoor living. Smart home integration adds intuitive ease throughout. At the heart of the residence, the kitchen pairs Sub-Zero and Wolf appliances with a dramatic waterfall island featuring hidden outlets and a fully outfitted butler’s pantry designed for both everyday living and large-scale entertaining. Two primary suites offer exceptional flexibility and privacy. The main-level primary opens directly to the grounds and features a fireplace, custom built-in closets, and a spa-inspired bath with steam shower and dual vanities. Above, a junior primary retreat offers its own fireplace, refined ensuite bath, and private wraparound terrace overlooking the landscaped property. Wellness is woven naturally into daily life. Radiant heated floors extend through every bath, while a dedicated fitness studio is complemented by a steam shower, dual vanities, full bath, and space for a future integrated spa or cold plunge. The lower level is remarkable in both volume and possibility. Soaring 10-foot ceilings and polished concrete floors create the atmosphere of a private destination, with the option to incorporate radiant heat. A recreation lounge, climate-controlled wine storage, intimate tasting area, and optional eSommelier technology extend the entertaining experience, while provisions for a future theater, golf simulator, or private bowling alley allow the space to evolve around the owner’s lifestyle. Outside, a 20-by-50-foot heated Gunite pool with integrated spa anchors the grounds, surrounded by Luxe Blue pavers. A custom outdoor shower, separate pool house, and fully appointed outdoor kitchen with Sub-Zero and Wolf appliances and a beverage center extend the living experience into the landscape. With approximately 35 percent clearing, the property offers opportunity for a future tennis, pickleball, or basketball court, while an optional recessed fireside lounge creates an intimate setting to gather, unwind, and welcome the settling of the evening. Less than two miles from East Hampton Village, The Oakview Reserve offers rare seclusion within easy reach of Main Beach, Newtown Lane, Guild Hall, LongHouse Reserve, celebrated dining, galleries, and the cultural life that defines the area. The true distinction of The Oakview Reserve finds its grace in the gatherings, in long summer brunches buoyed by bubbles of conversation, lingering evenings filled with occasion, and the quiet rise of light-filled mornings ahead. The residence settles naturally into the familiar fabric of the Hamptons, gathering meaning with each passing season and gradually becoming part of the legacy it was destined to define. An immersive 3D tour is available to experience the residence’s scale, flow, and architectural vision.

154 Oakview Highway Unit #B, East Hampton

$8,250,000
6 Beds 8 Baths 1048329 MLS
Set behind the gates of an exclusive community in the Village of Old Brookville, this exceptional modern residence offers more than 7,000 square feet of luxurious living space on over three acres of beautifully manicured, private grounds. Walls of windows fill the home with natural light while showcasing serene views of the surrounding landscape, inground pool and hot tub. A dramatic two-story entry introduces the impressive main level, featuring a soaring two-story great room with a striking stone wet bar, a formal dining room and a private home office. The expansive eat-in kitchen includes a spacious breakfast area and provides an inviting setting for both everyday living and entertaining. A generously sized junior primary suite and an additional bedroom completes the first floor. Upstairs, the expansive primary suite serves as a private retreat with dual walk-in closets, a luxurious primary bathroom and a generous terrace. Three additional bedroom suites each feature their own private bathrooms, while a conveniently located laundry room completes the second level. The finished lower level is designed for recreation, relaxation and wellness, offering a golf simulator, entertainment room, play area and full bathroom. A private spa features a hot tub, sauna and steam room, creating a resort-like experience without ever leaving home. Surrounded by lush, meticulously maintained grounds, this remarkable Old Brookville property delivers exceptional privacy, modern sophistication and resort-style living in one of Long Island’s most prestigious communities.

160 Hegemans Lane, Old Brookville

$8,250,000
6 Beds 8 Baths 942466 MLS
Overlooking picturesque Oyster Bay Harbor, this stately waterfront Manor home is located on 1.71 acres and boasts 245 feet of water frontage. Featuring 6 large bedrooms with walk-in closets and 7.5 baths with high-end fixtures and fittings, this magnificent property has an idyllic master retreat on the main floor with incredible views across the Harbor, 2 spacious walk-in closets with center islands, and a luxurious marble master bathroom with a soaking tub and an incredible shower for two. The foyer, with its grand mahogany entry doors and fielded wainscot paneling, leads to an open-plan bright and airy great room with a dramatic two-story ceiling, floor-to-ceiling stone fireplace, clerestory windows, and 3 sets of French doors that frame stunning water views. With herringbone floors, built-in cabinetry that offers ample storage, and glass doors for displaying china, the elegant dining room is perfect for gracious entertaining. The chef's kitchen has been designed with custom cabinetry, professional-grade appliances, 2 walk-in pantries, marble counters, an expansive marble center island with inlaid walnut butcher-block ends, and an octagonal breakfast area that overlooks the shore. A lovely conservatory/sunroom with terracotta flooring and a fireplace is located off the kitchen and offers an ideal spot for relaxing. The lower walk-out level features a paneled family room with a fireplace and coffered ceiling, a billiard room, temperature-controlled wine cellar, exercise room, custom onyx wet-bar, and an amazing home theater with a coffered ceiling, comfortable leather seating, and sound-proofed walls. The exterior has a generous bluestone patio, outdoor kitchen, and an incredible infinity pool in a beachfront setting with professional landscaping, manicured formal gardens, yoga platform, and a putting green. Additionally, there is a charming guest suite with a bedroom, bathroom, kitchenette, living and dining area. Complete with 6-zone central air conditioning and 15-zone heating systems, in-ground sprinklers, a 2-car garage, this exceptional "Smart Home" is the epitome of timeless design and showcases exquisite architectural details with extraordinary craftsmanship throughout., Additional information: Appearance:Diamond,Interior Features: Guest Quarters, Lr/Dr, Marble Bath

200# Centre Island Road, Centre Island

$8,200,000
6 Beds 7 Baths 1004788 MLS
Custom home to be built on a stunning 2.73-acre waterfront property in the prestigious Crane’s Neck area. This exceptionally rare offering features 102 feet of private beachfront and over 5,000 square feet of custom-designed living space, expertly crafted by a respected local builder. Buyers have the unique opportunity to choose or customize a floor plan to create their ideal luxury waterfront retreat..Customize your dream home by selecting either a sophisticated contemporary design or a timeless Hamptons-style layout. Features may include soaring cathedral ceilings, exquisite custom millwork and molding, oak floors, custom kitchen and appliances and dramatic walls of glass designed to maximize natural light and showcase breathtaking waterfront views.Do not miss this exceptional opportunity to build and own your luxury waterfront estate with a private beach in the prestigious Crane’s Neck community** Schedule your private appointment with the Builder/Agent to review plans, layouts, and custom design options for this waterfront estate opportunity. Collaborate on every detail — from California contemporary or Hamptons-style architecture to designer baths, a custom chef's kitchen and dramatic walls of glass— and bring your home to life on 2.73 acres with 102 feet of private beachfront.

47 Crane Neck Road, Setauket

$8,100,000
6 Beds 7 Baths 884296 MLS
Ulster Landing is a storied & magnificent former Livingston estate established in the early 1800s, perched on 34 acres above the Hudson River with far-reaching views & more than half a mile of river frontage. Down a long, winding driveway lies the historic and remarkably well-preserved main house. On the 1st floor, the formal living & dining rooms have exquisite views of the river & are connected by the original arched doors. French doors line the living spaces, opening to the home's wraparound porch & overlooking the surrounding gardens & bluestone dining terrace. Inside, the deep berry-red kitchen was a painstaking collaboration between a local craftsman & the home's designer, with elaborate millwork, an AGA range, multiple restored historic pieces, & ample pantry & appliance storage. The family room, office, library- complete with built-in bookshelves & a characterful indigo Antoinette Poisson wallpaper, and full bath/powder room completes the first floor. The grand staircase twists around, meeting the second-floor landing & the best view in the house, framed by two large windows, the top of which disappears into the home's 'tower'. There are two distinct wings on the second floor - the owner's wing & the guest wing, each with its own staircase & landing. The owner's wing is home to the primary suite & a kid's suite. The primary features vaulted ceilings & large arched French doors that lead out to a balcony. An expansive dressing room with built-in closets & a fireplace and primary bath with freestanding soaking tub facing the Hudson, & an alcoved toilet & shower complete the suite. Down the hall from the primary bedroom is the colorful kid's room with striped Swedish wallpaper & a walk-in closet. The two-toned kid's bath has a claw-foot tub with a shower surround. Second-floor laundry & a large linen closet complete the owner's wing. A long balcony runs along the entire guest wing, offering access via French doors in the double guest suite & the single guest room. The double room features vaulted ceilings, an extra-large walk-in closet, & a full bath. The single room has detailed millwork & playful wallpaper, with its accompanying bathroom down the hall. The home is not short on functional yet tasteful utility spaces, with the ground-floor rooms converted into a laundry room, gardening mudroom, pantry & walk-in refrigerator, as well as significant storage space. The laundry & flower room is painted a deep ochre color, with ample built-in cabinetry, an XL utility sink, open shelving for vases, & two sets of high-capacity washers & dryers. The gardening mudroom has exposed historic brick walls & access to the surrounding herb & flower gardens, wood storage, & the exterior potting station. Ulster Landing, with its 34+ acres, possesses a particularly dynamic landscape, with several rolling wildflower meadows, centuries-old flowering trees, winding walking trails, & a pebble beach along the Hudson River. The heated gunite pool, spa, & surrounding bluestone terrace sit perched on top of a hill overlooking the river, with an outdoor shower & a concealed storage room built in below. The circa 1800s barn, with a long bay currently acting as a garage, still contains much of the property's original maintenance & horse-drawn carriage equipment. Up the driveway towards the property's entrance are the Playhouse & the Gatehouse. The Playhouse, a light-filled mid-century cabin, features a large living space, a kitchenette, a full bath, & a separate room that serves as a gym but could easily be used as a cousins' bunk room, art studio, office, or an overflow guest space. The Gatehouse is original to the property & is currently a charming one-bedroom cottage, ideal for caretakers, staff, or guests. The home is minutes from Kingston's historic district, 15 minutes from Saugerties, Rhinebeck, Red Hook, Tivoli, & the Rhinecliff Amtrak train station, a half hour from Hudson, & just over an hour & a half from New York City.

290 Ulster Landing Road, Kingston

$7,999,999
6 Beds 7 Baths 850219 MLS
When you combine the North Shores most talented architect with the most accomplished builder, what you get is the most exquisite, luxurious masterpiece. This stunning new construction on 4 flat acres is a stones throw away from Cold Spring Harbor, on a Private Road on the Gold Coast, in the most desirable Village of Lloyd Harbor. This Majestic home boasts 6 bedrooms, gourmet eat in kitchen w wet and dry pantries, elevator, radiant heated floors in all bathrooms, game room, wet bar, fireplaces, and much more! The carefully and meticulously designed floorplan will impress the most discerning luxury buyer. A one of a kind custom home waiting for you! This incredible property also offers beach rights to Lloyd Harbor Beach with tennis courts, mooring, and a camp (dues required), as well as access to the Jennings Beach Association (dues required). Close proximity to Caumsett State Park and Target Rock Preserve for Nature Lovers. Approx 700 sq ft added to original floor plan

2 E Gate Road, Lloyd Harbor

$7,995,000
6 Beds 9 Baths 1017441 MLS
The Definition of Luxury. Designed Without Compromise. Made for Extraordinary Living. Built by MXN Development in collaboration with renowned architect Teo Siguenza and distinguished Landscape Architects Benedek & Ticehurst. Expertly crafted and designed with incredible detail, when every detail matters. Hand Selected Stone & Lap Siding, Vermont Slate Roof, and Architectural Windows. First floor 10' Ceilings, 9'+ on Second, and 9’ in the lower level. Chefs Kitchen, Concealed Walk-In Pantry w/Appliance Bar, Two Home Offices, and endless details throughout. Luxurious master suite with couture-inspired closets and bespoke marble clad bathroom. Four additional en-suite bedrooms on the second floor. Equinox inspired Gym with Infrared Sauna, Cold Plunge, Himalayan Salt Room w/Red Light Therapy and Steam Shower. Expansive lower level recreation area with built in bar and glass wine enclosure. Additional Ensuite Bedroom. Advanced Smart Home Automation including Sonos, state of the art Security System w/Cameras, WiFi Lighting + HVAC and so much more. Infrared Heated covered porch w/fireplace, TV and outdoor kitchen. In-ground Salt Water Pool with Auto Cover Included. Expansive bluestone patio and entirely flat yard. Radiant Heated Garage with lift capacity for 6 cars. Elevator ready w/access to all 3 floors. The most impressive new construction opportunity available located within coveted Sterling Ridge. Why Settle for Anything Less. Estimated Completion Summer 2027. Buyer pays NYS transfer tax.

113 Woodlands, Harrison

$7,995,000
7 Beds 9 Baths 1034727 MLS
TO BE BUILT- COMING SOON to Water Mill-Still time to customize plans and colors Grand scale meets refined craftsmanship in this striking Post Modern estate, where 8,200 square feet of luxury unfolds across 1.08 impeccably landscaped acres in the heart of the Hamptons. Behind Hardi Plank siding and Azek trim, the interior reveals soaring 10-foot first-floor ceilings, five-inch oak floors throughout, and 400 Series Anderson divided-lite windows that bathe every room in sunlight. Seven generous bedrooms and eight-and-a-half baths deliver space for everyone, with radiant-heated bathroom floors adding a touch of everyday indulgence. The gourmet chef's kitchen anchors the home, showcasing a magnificent island crowned by a waterfall edge, ready for both intimate dinners and lively gatherings. When entertainment calls, retreat to the private theatre, work up a sweat in the gym, or unwind in the sauna. A dedicated wine closet keeps your favorite vintages within easy reach, while surround sound sets the mood in every corner. The finished basement, boasting nine-foot ceilings, expands your possibilities even further. Outside, a bluestone portico welcomes you home, and a 20-by-40 gunite pool tempts with a swim-up bench and sunbathing area. The poolside cabana, complete with a bathroom and game area, practically guarantees unforgettable summers. Thoughtful systems, including solar power, 300-amp service, and a three-car garage with high tracks, prove that quality runs deeper than looks. Moments from Bridgehampton's shops, golf courses, beaches, schools, and train- this exceptional residence invites you to experience Hamptons living at its finest....

165 Strongs Lane, Water Mill

$7,995,000
6 Beds 6 Baths 1015115 MLS
Tucked away at the end of a long private drive, hidden from view and unknown to many who pass nearby, this extraordinary waterfront estate offers a rare combination of privacy, history, and lifestyle in one of Rye’s most coveted neighborhoods. Originally built in 1856 as part of the area’s original homestead and thoughtfully expanded and enhanced over the years, the property spans 1.59 spectacular acres along Milton Harbor with direct access to Long Island Sound. A world apart from the ordinary, the 5,233-square-foot residence is surrounded by breathtaking gardens, mature specimen plantings, and a series of enchanting outdoor spaces that unfold from one destination to the next. Multiple terraces invite al fresco dining and entertaining—from morning coffee overlooking the water, to sunset cocktails by the pool, to gatherings at the dock as boats return from a day on the Sound. With six bedrooms, five full and one half baths, four garage bays, a waterside pool, and a private dock accommodating a vessel up to approximately 32 feet, the property delivers an unrivaled waterfront lifestyle. The setting evokes a distinctive “Bedford meets the water” feel—an uncommon blend of estate-like grounds, privacy, and natural beauty rarely found on the shoreline. While the home enjoys all the benefits of the vibrant Hix Park neighborhood community, it lives as its own private sanctuary. This is not a cookie-cutter property. It is for the buyer seeking something truly unique: a place with history, character, extraordinary land, stunning gardens, a dock, pool, water access, and a sense of discovery that cannot be replicated.

87 Hix Avenue, Rye

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.