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$9,488,000
6 Beds 6 Baths 1032128 MLS
Experience unparalleled luxury and craftsmanship in this spectacular new construction nestled on over an acre of pristine waterview property in the heart of Kings Point. This one-of-a-kind custom-built estate spans approximately +/- 8,000 square feet of sophisticated living space, artfully designed for both grand entertaining and serene everyday living. From the moment you arrive, the home impresses with its timeless architectural design, extensive millwork, and impeccable finishes. Soaring ceilings and walls of glass flood the interior with natural light and frame breathtaking panoramic views of Manhasset Bay. Designed for effortless living, this stunning residence offers 6 spacious bedrooms and 5.5 designer bathrooms. The main floor boasts expansive formal living and dining rooms with direct water views, a large family room, Library and a state-of-the-art gourmet kitchen featuring top-of-the-line appliances, custom cabinetry, and a large center island perfect for entertaining. Wake up to peaceful water vistas in the luxurious primary suite, complete with a spa-like en-suite bath and generous closet space. Secondary bedrooms offer flexibility for guests, or office use, all thoughtfully laid out to maximize space and privacy. Set on a private lagoon with direct access to Manhasset Bay, this home is a kayaker’s paradise and an outdoor enthusiast’s dream. The beautifully landscaped grounds are an entertainer’s haven, featuring an oversized deck, in-ground swimming pool, and lush green space ideal for hosting gatherings or relaxing in your own private sanctuary.

566 E Shore Road, Kings Point

$9,250,000
4 Beds 4 Baths 925675 MLS
Rare waterfront opportunity offering both sunrise, sunset and a protected deep water dock! Enjoy panoramic vistas providing an incredible array of breathtaking water views. Perfectly situated, protected, bucolic 2.58 acres of natural beauty and over 200 feet of direct harbor waterfront. Whether you choose to renovate, build anew or pursue subdivision potential, explore the optionality. Site plan and surveys offer inspiration for potential subdivision or secure the perfect family compound close to all. Protected deep water dock that can handle multiple boats as well as existing marina offering 50 slips, only a 5 minute boat ride to the L.I. Sound. Enjoy a vacation lifestyle year round only 35 miles to Midtown, 5 minutes by car to town, train and all major highways. Unleash the value of this coveted location Where else can you experience a prime waterfront location with the opportunity to create your own dream home? Unique, like no other.

191 Kirby Lane, Rye

$8,999,000
4 Beds 4 Baths 934541 MLS
This is a rare, once-in-a-lifetime opportunity for investors! Located on quiet Helms Road—right off Round Hill Road, Route 208, and just moments from the high-traffic Clove Road—this remarkable property sits in close proximity to the Village of South Blooming Grove. Set on over 134 acres, the land features expansive open fields, a hardwood forest, existing infrastructure, and 2 high-pressure water wells. With three entrances and extensive road frontage, the property offers a potential **47 LOT** high-end subdivision development. (ask for subdivision plan) The large, open, and already-cleared areas offer significant savings on site preparation, bringing your project one step closer to construction. The beautifully maintained 8-room private residence on the property includes a modern kitchen with high-end appliances, three fully tiled bathrooms, and three bedrooms—including a versatile bedroom/office suite. Enjoy an oversized family room, a step-out porch, and a stone patio overlooking serene, natural surroundings. Additional features include a generator for emergencies and a well-kept horse barn. Ideally located near major shopping destinations—Woodbury Commons, Home Depot, Walmart, Target, Dollar Tree, Old Navy, BJ’s, and more—and only 40 miles from New York City, this property offers both convenience and privacy. Don’t miss out on this exceptional opportunity. Request the subdivision site plan and call today before it’s gone!

20 Loyee Lane, Blooming Grove

$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

$8,995,000
6 Beds 10 Baths 970669 MLS
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

$8,955,000
9 Beds 5 Baths 984858 MLS
THE NIEMAND ESTATE – Village of Woodbury, NY – A rare and distinguished offering that seamlessly blends early Hudson Valley heritage with generational legacy and presents boundless opportunity for development, restoration or long-term preservation. Steeped in history and set across an extraordinary landscape with natural vistas while positioned in the heart of the Mid-Hudson Valley just one hour from NYC and only minutes to major highways, public transportation and popular attractions including Woodbury Common Premium Outlets, Storm King Art Center, Brotherhood Winery, Bear Mountain, Schunnemunk Mountain, Harriman State Park and thousands of acres hiking trails with ample opportunities for outdoor adventure. Set on 142 acres with a rare combination of open lawns, park-like woods, marshes and water access as well as historic pathways, this property could be restored as a grand estate, a multi-generational compound, or transformed into a boutique hotel, wellness retreat or event destination. The grand main residence with its approximate 7,000 sf was built in 1810, lavishly renovated in 1936 and is a substantial and architecturally layered marvel featuring a brilliant layout, expansive rooms with period detail, a plethora of bedrooms, and gracious entertaining or meeting spaces ready for renovation and revisioning. Complementing the main house is a modernized income-producing 1,476 sf rental house (circa 1910) with detached garage (2006), along with a classic carriage house (circa 1910 with 1,608 sf) and barn (circa 1890 w 1,920 sf), both offering significant potential with much needed restoration or repurposing. Situated near the cross-roads of the NY State Thruway and Route 17 West to the Catskills and only 4 miles to the Metro North Harriman station, this property includes municipal water and sewer and is surrounded by both residential and commercial properties offering the potential for possible future subdivision. The estate traces its roots back more than two centuries, establishing it as one of the most historically significant private holdings in the region. With connections to the decorative arts industry, the wallpaper trade and innovations in rotary printing technology, the property reflects a rich lineage tied to the advancement of contemporary design, craftsmanship, and mass production. Over generations, stewardship passed through notable other notable figures each contributing to the estate’s scale, prominence and amenities. A long, private approach creates a true sense of arrival, while the land itself presents exceptional flexibility for a variety of uses. Properties of this caliber and significance rarely come to market and this opportunity presents a range of possibilities for the enterprising buyer with foresight and imagination. Whether preserved as a private legacy compound, transformed into a boutique hospitality destination such as a spa or hotel, or held as a long-term investment with future development potential, the property’s scale and strategic location make it truly unique – a rare chance to steward a piece of Hudson Valley history while unlocking its next chapter.

415 State Route 32, Highland Mills

$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
9 Beds 11 Baths 1027277 MLS
A rare opportunity to own one of Southampton’s most distinctive private compounds. Situated on approximately 5 acres, this extraordinary contemporary estate features two architecturally striking residences with a combined living area of approximately 10,500 square feet, dual swimming pools, exceptional privacy, and remarkable future potential. Experience exceptional luxury and privacy on this remarkable 5-acre Southampton estate featuring two contemporary residences, each with its own heated swimming pool. The main residence offers approximately 7,500 SF of thoughtfully designed living space with 5 spacious bedrooms, 6 full bathrooms, soaring ceilings, dramatic walls of glass, custom finishes, expansive entertaining areas, and seamless indoor-outdoor living. A separate 3,000 SF guest residence features 4 bedrooms and 3 full bathrooms, providing the perfect accommodation for extended family, guests, or private retreats. Surrounded by mature trees for complete privacy, the property showcases expansive terraces, resort-style outdoor spaces, and beautifully landscaped grounds. A private on-site well supplies the property’s water, contributing to exceptionally low annual property taxes of approximately $10,000. An additional approximately 3 acres offer outstanding future potential, subject to buyer verification and municipal approvals, for possible subdivision, additional development, recreational amenities, or other permitted uses. Ideally located just minutes from Southampton Village, world-renowned ocean beaches, championship golf courses, fine dining, wineries, and upscale shopping. This rare compound presents an exceptional opportunity as a year-round residence, luxury vacation retreat, or multigenerational estate in one of the Hamptons’ most desirable locations.

87 Castle Hill Court, Southampton

$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
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

$8,750,000
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

$8,600,000
5 Beds 7 Baths 1017240 MLS
Set against sweeping agricultural reserves and neighboring equestrian estates in Bridgehampton, this exceptional property represents a rare and compelling acquisition-an opportunity to secure a legacy Hamptons estate in one of the area's most coveted and enduring landscapes. Framed by open sky and pastoral views that are increasingly scarce, the residence offers an ideal balance of refined luxury, scale, and authenticity. Designed for both grand entertaining and relaxed coastal living, the home unfolds with elegant, well-proportioned interiors anchored by multiple fireplaces and seamless indoor-outdoor flow. A gracious entry introduces a sophisticated main level featuring a sunken living room with marble fireplace, a central dining room, and an inviting den with a stone fireplace, granite wet bar, and integrated media center. A whole-home audio system and multiple viewing areas enhance the entertainment experience throughout. At the heart of the home, a sun-filled eat-in chef's kitchen is outfitted with professional-grade appliances complemented by marble and slate surfaces. The adjoining breakfast area-complete with fireplace, built-in banquet seating, and tranquil views-creates a warm, everyday gathering space. A thoughtfully designed breakfast bar includes a double-drawer refrigerator, Miele coffee system, warming drawer, and additional dishwasher, allowing for effortless hosting at scale. The residence offers five bedrooms, including multiple private suites that provide flexibility and privacy: Two expansive upper-level primary suites, each with newly renovated marble and stone baths, and private decks. One suite includes a wet bar and separate entrance, ideal for extended stays or staff accommodations, a main-level junior primary suite with a sitting area and spa-like marble bath, and two additional guest rooms, as well as a second-floor loft. A brick-and-glass breezeway connects to a versatile solarium space, ideal as a fitness studio, guest overflow, or private retreat, complete with full bath and daybed accommodations. Outdoors, a newly constructed mahogany deck is designed for elevated entertaining, featuring a covered pergola lounge, a stone refreshment bar with refrigeration, and an outdoor shower. The heated gunite pool is perfectly placed amid mature landscaping, with uninterrupted views over adjacent horse farms-an enduring reminder of the property's unique setting. In a market where privacy, views, and proximity to protected land command a premium, this is a singular opportunity to invest in a property that delivers immediate lifestyle appeal and long-term intrinsic value. A true "buy of a lifetime" in Bridgehampton.

59 Farm Field Road, Bridgehampton

$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
7 Beds 11 Baths 926441 MLS
Nestled in the picturesque community of Westhampton Beach, this stunning seven-bedroom home combines luxurious living with the charm of coastal life. As you enter, you're greeted by an elegant foyer that leads to expansive, open living spaces filled with natural light. The gourmet kitchen features high-end appliances, a large center island, and custom cabinetry, perfect for entertaining. Adjacent to the kitchen, the spacious dining area flows seamlessly into a welcoming living room with a cozy fireplace and panoramic views of the beautiful yard. Step outside to discover a private oasis, complete with a swimming pool, an outdoor kitchen, and ample seating areas, ideal for summer gatherings or quiet evenings. Each of the seven bedrooms is generously sized, offering plenty of space, with each including a full bathroom. The primary suite is a true retreat, featuring a luxurious en-suite bathroom and two large custom closets. Located just moments from the vibrant town center, you'll have quick access to boutique shops, fine dining, and vibrant local events. Enjoy the best of both worlds with world-class golf courses nearby and pristine beaches just a short trip away, making this home not only a beautiful residence but also a perfect gateway to the ultimate beach lifestyle. Don't miss this rare opportunity to own a slice of paradise in Westhampton Beach!

5 Michaels Way, Westhampton Beach

$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. 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
8 Beds 8 Baths 996411 MLS
Discover an unparalleled opportunity to own a piece of Hamptons history with this stunning residence, gracefully set within the prestigious Westhampton Beach Village. This exceptionally charming home exudes historic elegance, offering eight bedrooms, including a separate guest cottage with two bedrooms, full bathroom, and kitchenette accessible from the second story balcony or a private exterior staircase, seven bathrooms all meticulously crafted with attention to detail. Originally constructed in 1870 by skilled shipwrights from Sag Harbor, this estate is imbued with timeless character, featuring exquisite woodwork reminiscent of maritime craftsmanship. Recent renovations have seamlessly integrated modern amenities, ensuring a blend of old-world charm and current-day comforts. Step inside to discover an inviting interior where classic elegance meets modern convenience. The spacious primary suite is a private retreat, boasting a serene terrace with sweeping views of the beautifully manicured grounds. Additional bedrooms are equally impressive, each designed to provide a tranquil haven. The first floor features an array of principal rooms ideal for both relaxation and entertainment: a grand living room, a cozy family room, a formal dining room, and a chef's kitchen outfitted with high-end stainless-steel appliances. French doors open to an expansive patio, perfect for alfresco dining and gatherings. Beyond the main home, the property offers many recreational amenities. Enjoy friendly matches on the tennis court, play basketball, unwind with the private putting green, or relax in luxurious pool area featuring a welcoming salt water, heated gunite pool and spa. The estate also includes updated landscaping, automated gates and warm lighting. Whether hosting grand celebrations or enjoying peaceful seclusion, this extraordinary home offers an unparalleled lifestyle. Located on prestigious Beach Lane, this sanctuary of comfort is perfectly positioned for classic Hamptons living, Steps from the pristine ocean beach and the heart of the village nearby, enjoy easy access to vibrant restaurants, boutique shops, and local theater. Experience the perfect fusion of historic grandeur and modern sophistication in this Hamptons estate. Welcome home to timeless luxury.

92 Beach Lane, Westhampton Beach

$8,495,000
8 Beds 8 Baths 996185 MLS
A storied village estate set behind nearly two gated acres, commanding one of the most iconic corners within the the estate section of Westhampton Beach Village. A rare offering that captures the essence of classic Hamptons estate living. Originally built in 1870 by master shipwrights from Sag Harbor, this exceptional residence has been thoughtfully restored and reimagined, preserving its historic integrity while seamlessly incorporating today’s modern luxury and comfort. Privately set on beautifully manicured grounds just moments from the ocean beach and village center, the estate offers eight bedrooms, eight bathrooms, and a separate two-bedroom guest cottage complete with full bath, kitchenette, and private access—ideal for guests, extended family, or staff accommodations. Rich in architectural character, the home showcases remarkable craftsmanship, timeless millwork (including French doors and beautiful old-world hardware and locks) reflective of its maritime heritage. Elegant principal rooms create an inviting and sophisticated atmosphere throughout, blending historic charm with elevated modern living. A gracious living room, formal dining room, intimate sitting room, and chef’s kitchen with premium stainless-steel appliances are designed for both relaxed living and effortless entertaining. French doors open seamlessly to outdoor terraces and gathering spaces, creating a true indoor-outdoor Hamptons lifestyle. The primary suite serves as a private retreat, featuring a tranquil terrace overlooking the estate’s lush grounds and resort-style amenities. Outdoors, the property is designed for recreation and relaxation alike, complete with a heated saltwater gunite pool and spa, (with automatic cover) a newly surfaced all- weather tennis court, basketball court, private putting green, automated gated entry, and professionally designed landscape lighting. Offering a rare combination of historic significance, modern sophistication, privacy, and premier village location, 92 Beach Lane represents an extraordinary opportunity for luxury Hamptons living; with ample room to thoughtfully expand and customize the estate with additional living spaces, garage, pool house, or other luxury amenities to create a truly bespoke Hamptons retreat. Just moments from Westhampton Beach Village's charming and revitalized Main street, boutique shopping, local theatre & bar, and pristine ocean beaches.

92 Beach Lane, Westhampton Beach

$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

$8,495,000
6 Beds 9 Baths 960949 MLS
Tucked behind a curtain of privacy hedges and located south of the highway in Southampton Village, 50 Tuckahoe Lane is a stunning brand-new construction set on 1.2 lush acres, thoughtfully designed to offer luxury, comfort, and refined Hamptons living. Recently Completed and Move in Ready, this 7,307 square-foot residence has been meticulously curated for both functionality and style. The approach down the long gravel driveway welcomes you to an elegant two-story cedar-clad home with clean architectural lines and expansive glass windows that fill the interiors with natural light. Step inside and be greeted by a soaring double-height foyer, setting the tone for the grand yet warm interior that flows effortlessly into the heart of the home-an open-concept living space anchored by a gourmet chef's kitchen. Outfitted with state-of-the-art stainless steel appliances, an oversized island, and a walk-in pantry, this kitchen is ideal for both casual breakfasts and large-scale entertaining. A sleek double-sided fireplace connects the great room and den, while a formal dining room, home office, mudroom with built-ins, and a junior primary suite with a private deck complete the first floor. Upstairs, the primary suite is a true retreat, offering two custom walk-in closets, a spa-like bathroom with a soaking tub and glass-enclosed shower, a separate sitting room, and a large private terrace overlooking the serene backyard. Three additional ensuite bedrooms and a laundry room complete the second floor. The finished lower level offers even more versatility with two ensuite bedrooms, a media lounge, recreation space, full bath, laundry, and potential for a gym, home theater, or playroom. Outside, this estate is a true entertainer's dream. A 20' x 50' heated gunite pool with integrated spa sits just off the rear patio, accompanied by a pool house, outdoor shower, and sunken patio lounge. A private sunken tennis court rounds out the outdoor amenities, creating a resort-like atmosphere that invites both relaxation and recreation. With 6 total bedrooms, 8 full baths, 1 half bath, and every modern amenity including central A/C, attached 2-car garage, private well water, and septic, 50 Tuckahoe Lane is not just a home it's a lifestyle. A rare offering in one of the Hamptons' most coveted locations.

50 Tuckahoe Lane, Southampton

$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

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