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$16,995,000
5 Beds ⋅ 8 Baths ⋅ 24166336 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property. Parcel IDs 61 10 (207) & 61 10-2 (209)

207-209 Long Neck Point Rd, Darien
$16,995,000
13 Beds ⋅ 14 Baths ⋅ 980600 MLS
A Gold Coast Legacy Estate: Along the storied bluffs of Lloyd Harbor’s Gold Coast, where private drives wind through centuries-old trees and the water stretches endlessly toward the horizon, Fort Hill rises as one of the North Shore’s most iconic waterfront estates. Welcome to 31 Fort Hill Drive, 28,000 square feet of architectural gravitas set across 10 secluded acres, with 870 feet of private beachfront and a deep-water dock. From its elevated perch, panoramic views of the Long Island Sound unfold in every direction: sunrise mists, sailboats at golden hour, winter tides crashing below. The perspective is cinematic. The privacy absolute. Originally built in 1910 and masterfully restored to its original glory, this Victorian Revival masterpiece is both historic landmark and modern sanctuary. Thirteen bedrooms, ten full baths, and four half baths are artfully distributed throughout grandly scaled living spaces designed for legacy living and world-class entertaining. A luminous solarium captures the changing light of the Sound. A stately wood-paneled library offers quiet retreat. An exquisitely detailed ballroom: rare in scale and craftsmanship, stands ready for unforgettable evenings. Seven fireplaces, intricate millwork, and curated architectural detail evoke an era when homes were built not merely to inhabit, but to endure. The fully renovated gourmet kitchen anchors the residence with contemporary precision: integrating seamlessly into formal dining rooms and intimate gathering spaces. Staff quarters, a 16-car garage with guest apartment suites above, and flexible rooms for theater, wellness, or gallery use ensure the estate functions as effortlessly as it impresses. Outdoors, three acres of curated formal gardens and a greenhouse create a private botanical world: lush lawns, sweeping terraces, and moments of serene seclusion. A squash court, expansive grounds, and private shoreline complete a compound that is as rare as it is commanding. Set within moments to Huntington Village and the train to Manhattan, Fort Hill is not simply a home. It is a generational estate - where American history, architectural pedigree, and natural beauty converge. By appointment only.

31 Fort Hill Drive, Lloyd Neck
$16,800,000
10 Beds ⋅ 11 Baths ⋅ 1015559 MLS
Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the Gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

1350 W Cove Road, Cutchogue
$16,500,000
4 Beds ⋅ 8 Baths ⋅ 1002180 MLS
Introducing Sky House. This 7,500-square-foot modern estate atop 138 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of glass that allows the room to open completely to the landscape beyond. Outside, an expansive covered terrace unfolds beneath a contemporary pergola, where shifting light and shadow animate the space throughout the day. Conceived as a true outdoor living room, the terrace offers multiple seating areas oriented toward panoramic views of the surrounding fields and distant mountains. Beyond lies a media room with its own fireplace, a handsome retreat for film, music, or winter nights. Just beyond, the office appears as a hushed sanctuary bathed in soft natural light. With views stretching across the landscape, it offers a beautiful connection to the world outside. The home features a chef’s kitchen with contemporary millwork, discreet storage, and professional-grade appliances. Adjacent are a pantry, mudroom, powder room, and back-of-house spaces designed to support both intimate daily living and large-scale entertaining. A staircase of clean lines and floating geometry leads to the second level, though an elevator links all floors with ease. At the top, a spectacular outdoor terrace extends the living space into the sky. With lounge seating arranged around a sleek outdoor fireplace, it becomes a natural stage for twilight cocktails, summer dinners, and stargazing. The primary suite occupies its own wing, conceived as a restorative retreat. The bedroom, wrapped in glass and soft morning light, is complemented by dual dressing rooms, a massage and treatment room with fireplace, and a spa-inspired bath anchored by a sculptural soaking tub positioned toward the horizon. Separate indoor and outdoor showers offer a choice between privacy and open-air immersion. Three additional en suite bedrooms provide comfort and independence for guests, each with its own view and sense of calm. The outdoor amenities are equally sophisticated. A pool house with kitchen and lounge stands beside an infinity-edge pool and spa that appear to slip toward the valley below. A three-car garage, designed with the same architectural restraint as the main residence, adds practicality without compromising aesthetic integrity. Beyond the immediate grounds stretch acres of meadows, forested trails, and open fields suited for riding or walking. Though utterly private, the property is minutes from Millbrook’s charming village center, local farmstands, dining, and regional hiking and riding trails. Yet its true allure lies in the equilibrium it creates between monumental design and whisper-soft landscape, between contemporary precision and the timeless calm of country life. More than a residence, Sky House is a living composition of light, terrain, and modern craft; a place for contemplative mornings, lively weekends, and the rare sensation of inhabiting a home that is simultaneously shelter, sculpture, and sanctuary.

365 Tower Hill Road, Wassaic
$16,000,000
8 Beds ⋅ 13 Baths ⋅ H6292361 MLS
The Bluffs at Premium Point introduces ultra-luxury living at the absolute pinnacle of the Premium Point market, setting a new standard within Mamaroneck’s most exclusive, guard-gated peninsula. One of only the coveted “Big Four” landmark estates in this 24/7 secured enclave, this brand-new architectural masterpiece occupies a rare 1.3-acre waterfront sanctuary with horizon-level views found nowhere else along the Sound. Encompassing more than 13,000 square feet, dramatic expanses of glass and sculptural steel dissolve the boundary between land, sea, and sky, delivering 360-degree panoramas from the open Long Island Sound to the tranquil Mill Pond. Every detail of this 8-bedroom, 10.3-bath residence is impeccably new and uncompromising, now professionally staged to showcase its Architectural Digest–caliber design and craftsmanship. Across three elevator-serviced levels, the home unfolds into a spectacular dual-island chef’s kitchen, a breathtaking primary suite with uninterrupted water views, and exceptionally designed lifestyle spaces that balance wellness, entertaining, and flexibility. The pool-level experience is thoughtfully executed, featuring a state-of-the-art custom gym, a private guest suite with ensuite bath, a dedicated laundry designed to service the pool and outdoor living areas, a fully built-out outdoor kitchen, and a separate pool bath—all seamlessly integrated for effortless indoor-outdoor living. Just minutes from New York City, the lifestyle is unmatched, with an expansive entertainer’s terrace, a near-completion pool and spa, private neighborhood beach access, and exclusive boat slips. The Bluffs at Premium Point is not simply a home—it is a generational, legacy-level offering, redefining ultra-luxury within the storied Premium Point market for those who demand absolute privacy, prestige, and coastal supremacy.

104 Premium Point Road, Mamaroneck
$15,995,000
8 Beds ⋅ 12 Baths ⋅ 991792 MLS
This unique offering unites a just-completed resort-style residence with full ownership of an adjacent 18±-acre protected agricultural reserve - together composing nearly 19 acres in coveted Water Mill, where architecture, nature, and lifestyle align in a way that is truly rare.    Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this extraordinary residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away - yet convenient to farm stands, village shops, restaurants, and world-class beaches.    The reserve at 460 Edge of Woods Road serves as the estate's extended backyard - a dreamscape for pursuing new interests or lifelong passions. An early-stage concept envisions a winery with production buildings and a central tasting court surrounded by vineyard plantings. Equestrians will recognize the hallmarks of Hamptons horse country in the sweeping eastern lawn, ideal for riding trails, arenas, and paddocks. The reserve also lends itself to a sun-drenched orchard or sweeping field of wildflowers - open land to cultivate, preserve, or simply enjoy.    Spanning just shy of 10,000 square feet across three impeccably finished levels served by a private elevator, the residence offers eight bedrooms, ten full baths, and two half baths - balancing grand-scale entertaining with intimate serenity. A dramatic double-height foyer floods the entrance with light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout.    The living room features oak ceiling beams and a double-sided fireplace opening to an inviting den. Glass doors line the rear of the home, where landscaped grounds give way to sweeping reserve views beyond. The custom kitchen is anchored by a spacious center island, natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath covered outdoor areas. A generously scaled junior primary suite with soaking tub and double vanities offers a true secondary retreat. Thoughtful service spaces - including a package room, laundry, half bath, and cabana bath - complete the main level.    The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A marble-surround fireplace, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, soaking tub, elegant vanities, and rainfall shower complete this singular haven. Four additional guest bedrooms offer ensuite baths, volume ceilings, and walk-in closets. A gracious upper-level terrace with its own fireplace overlooks the property and reserve - an ideal setting for evenings under the stars.    The lower level offers eleven-foot ceilings and private indulgence: a sleek wet bar, golf simulator, home theater, recreation area, and a glass-walled gym opening onto a wellness terrace for yoga or meditation. A cedar-lined sauna, steam shower, two ensuite guest bedrooms, and a half bath complete this remarkable level.    Outside, a fully equipped outdoor kitchen, pergola, 20-by-50-foot heated gunite pool and spa, bluestone patio fireplace, and a north/south-facing all-weather tennis court compose resort-style grounds built for effortless living and celebration. Don't miss this complete and compelling opportunity in coveted Water Mill.

460 Edge Of Woods Road, Water Mill
$15,950,000
4 Beds ⋅ 6 Baths ⋅ 1025305 MLS
5 Bluff Point Road is a remarkable new waterfront residence overlooking Morris Cove, where award-caliber architecture and waterfront living converge in one of Sag Harbor's most coveted settings. The home represents a thoughtful study in proportion, light, and connection to the surrounding landscape. Clad in cedar board-and-batten siding and complemented by a detached double-height garage of matching architectural character, the property has been conceived as a complete design statement. Designed for effortless indoor-outdoor living, expansive wraparound terraces and a covered roof deck seamlessly extend the home's living spaces, creating an exceptional setting for both everyday enjoyment and entertaining. The residence offers four bedrooms and five-and-a-half bathrooms, where expansive walls of glass frame uninterrupted water views and draw natural light deep into the interiors. The home's relationship to the waterfront is its defining feature. A newly constructed bulkhead and private dock accommodate a boat of approximately 24 feet (+/-), providing immediate access to Sag Harbor's waterways. Beyond, Morris Cove serves as a tranquil backdrop, with changing tides and spectacular sunsets becoming part of the daily experience. Outdoor living is equally compelling. Complementing the heated 11' x 20' Gunite pool are expansive wraparound landscaped Porcelain Stone patios and terraces, thoughtfully designed as a natural extension of the home's architecture. The terraces connect directly to the primary suite and upper-level hallway, while the roof deck enjoys panoramic views across Morris Cove and is thoughtfully outfitted with a dumbwaiter, as well as pre-plumbed and pre-wired for a future kitchenette, creating an extraordinary venue for entertaining above the water. Privately situated within the coveted Bluff Point community, directly across the cove from the John Steinbeck compound, now a writers' retreat, and moments from Sag Harbor Village, 25 Bluff Point Road offers a rare opportunity to acquire a newly built waterfront home distinguished by exceptional design, direct water access, and an enduring sense of place.

25 Bluff Point Road, Sag Harbor
$15,900,000
7 Beds ⋅ 9 Baths ⋅ 980382 MLS
Introducing one of New York’s most prestigious estates: a rare opportunity to own a historic piece of history elegantly nestled atop 11+ park-like acres in Purchase. This illustrious and stately turn-of-the-century residence, was the setting for the blockbuster film “Goodbye Columbus.” A quiet country manor that’s exceptionally private and secure, the estate is a stunning work of art, beautifully situated behind a gated entry at the end of a long, meandering driveway. The property boasts acres of lush rolling lawns adorned with over 35 years of seasonal perennials in year-round bloom, a glorious fenced saltwater pool and patio, multiple-hole practice golf green, zen-like meditation garden, and a one-acre freshwater pond with koi and carp. Encircling the property is a half mile jogging path with a grove of weeping willows, a spectacular oasis of hydrangeas, indigenous stone walls, a shady gazebo, and a charming life-size dollhouse. Inside, the home is breathtaking, with 11,792 sq ft of custom-crafted beauty featuring 7 bedrooms, 6.4 bathrooms, and 3 offices spread over three sunlit floors. Every room offers blissful garden views due to the home’s elevated position, from the grand full-length entrance hall to the dual living rooms, one of which opens to a postcard-perfect covered veranda. The refined formal dining room can seat a dinner party for 80. The exceptional kitchen includes two La Cornue ranges, a hammered copper and wood island, a sunlit breakfast area, and an adjacent family room, both opening to the patio. The primary suite exudes elegance with two luxurious ensuites, two walk-in closets, and two private balconies. This home offers endless highlights, including a sprawling third-floor playroom, two saunas, a fabulous mudroom opening to the attached 2-car garage and separate golf cart garage (with a Club Car included in the sale), and a picturesque detached 4-car garage with a carport. A new realm of luxury awaits just a short drive to Rye’s vibrant town center, 15 minutes to Westchester County Airport and only 35 minutes from NYC. Additional Information: Amenities: Dressing Area, Marble Bath, Soaking Tub, Storage, HeatingFuel: Oil Above Ground, Parking Features: 3 Car Attached, 4+ Car Detached

1619 Purchase Street, Purchase
$15,900,000
7 Beds ⋅ 10 Baths ⋅ 24107072 MLS
Introducing one of New York's most prestigious estates: a rare opportunity to own a historic piece of history elegantly nestled atop 11+ park-like acres in Purchase. This illustrious and stately turn-of-the-century residence, was the setting for the blockbuster film "Goodbye Columbus." A quiet country manor that's exceptionally private and secure, the estate is a stunning work of art, beautifully situated behind a gated entry at the end of a long, meandering driveway. The property boasts acres of lush rolling lawns adorned with over 35 years of seasonal perennials in year-round bloom, a glorious fenced saltwater pool and patio, multiple-hole practice golf green, zen-like meditation garden, and a one-acre freshwater pond with koi and carp. Encircling the property is a half mile jogging path with a grove of weeping willows, a spectacular oasis of hydrangeas, indigenous stone walls, a shady gazebo, and a charming life-size dollhouse. Inside, the home is breathtaking, with 11,792 sq ft of custom-crafted beauty featuring 7 bedrooms, 6.4 bathrooms, and 3 offices spread over three sunlit floors.

1619 Purchase St, Harrison
$15,500,000
8 Beds ⋅ 10 Baths ⋅ 959467 MLS
The Pinnacle of Sag Harbor Waterfront Living This 11,723 SF+/- masterpiece redefines harbor water front luxury living. A collaboration between Andre Kikoski, Sofia Joelsson, and Ed Hollander, this 4-level residence sits on 250' of direct frontage on Sag Harbor Cove, featuring a private beach and an exclusive deep-water marina with two 60' slips. The Residence is defined by floor-to-ceiling glass and seamless indoor/outdoor transitions, the home features 8 bedrooms, 9.5 bathrooms, and an elevator serving all levels. Living spaces are light-filled, open-concept layout with wide-plank flooring, a sculptural floating staircase, and double-height foyers. The chef's kitchen embraces only the best: White Calacatta marble, custom charcoal Ecolak cabinetry, and a suite of Miele, SubZero, and Gaggenau appliances. The primary suite is situated in its own private wing featuring dual walk-in closets, panoramic water views, and a spa-bath clad in fluted Fior De Bosco tile and Black Cosmic granite. The guest quarters are elegant designer en-suites appointed with Zebrino marble, Canaletto walnut, and molten brass accents. Additional amenities include a Rooftop Oasis with an expansive terrace and a full outdoor kitchen, BBQ, and dining all overlooking Sag Harbor Cove. Sunsets provide moving artwork throughout the seasons. A private gym with Technogym equipment, 4-car underground garage, and a Rolls-Royce-engineered backup power system. All of this mere steps from Sag Harbor's Main Street galleries and fine dining. This isn't just a home; it's a masterclass in Hamptons engineering. From the deep-water docking to the rooftop with pool potential, extraordinary sunsets, every inch has been intentionally curated for capacious hosting and tranquil privacy.

2 "B" W Water Street, Sag Harbor
$15,500,000
8 Beds ⋅ 10 Baths ⋅ 959203 MLS
Presenting a truly exceptional waterfront offering at 2 West Water Street, Residence B, this remarkable property spans approximately 11,723± sq. ft. of thoughtfully designed interior and exterior living space. Created by J. Bialsky Premier Design & Development in collaboration with award-winning Andre Kikoski Architect, this turnkey residence represents a sophisticated blend of innovative architecture, modern luxury, and effortless waterfront living in the heart of Sag Harbor. Arranged across four elevator-serviced levels, the home features a refined layout with eight beautifully appointed bedroom suites and expansive, light-filled living spaces designed to capture the surrounding harbor views. The entry level offers direct garage access and opens to a welcoming family room that connects seamlessly to a waterfront gym and a covered porch overlooking the dock, creating a tranquil indoor-outdoor lifestyle experience. The second level is dedicated to the serene waterfront primary suite, complete with a spa-inspired bath featuring a soaking tub, a private office, dual closets, and a waterside terrace designed for quiet mornings overlooking the harbor. At the heart of the residence, the third-level great room serves as the main gathering space, showcasing an open-concept kitchen, dining, and living area. Floor-to-ceiling openings lead to an expansive waterfront deck, perfectly positioned to take in sweeping views across Sag Harbor Cove and the village beyond. The rooftop terrace elevates the living experience further, featuring an outdoor kitchen, multiple seating and dining areas, and panoramic vistas in every direction. The generous rooftop footprint also allows for the potential addition of a plunge pool or spa, creating a private retreat above the water. The offering includes private beach access and immediate harbor entry, along with two individual boat slips accommodating vessels up to 50 feet, making this an exceptional opportunity for boating enthusiasts. Seamlessly combining the comfort of modern townhouse living with the rare privilege of direct waterfront access, Residence B stands as a distinctive and highly sought-after Hamptons offering.

2 B West Water Street, Sag Harbor
$15,000,000
5 Beds ⋅ 6 Baths ⋅ 1007263 MLS
EASTLAKE. Nearly 39 serene acres offering the ultimate in privacy. Long, gated drive over rushing stream and through manicured grounds. Remarkable estate compound owned for years by renowned fashion designer as a family residence. Impressive architect-designed Stone and Country House positioned to overlook a private eight-acre lake. Striking and sophisticated Contemporary with elements of a Mid-Century Modern. Impressive rooms with natural finishes of fine woods and hand-cut stone. 5500 square feet of airy, loft-like living space positioned to capture views of the water. Beautifully scaled main rooms with vaulted ceilings, finished in warm woods, stone and hardwood floors and walls of glass. Striking Living Room with stone fireplace and vaulted ceiling lit by a modern cupola. Doors to wrap-around porch for fantastic indoor-outdoor living. Open-concept Dining Area also with water view, perfectly scaled for entertaining. Sleek Kitchen designed for the consummate chef. Private Office with conference area and wet bar. Lower Level Family Room for more casual everyday living. Spacious first floor Primary Suite with ample closets and private Bath. Four additional Bedrooms, most with en-suite Baths. Breathtaking grounds amid dramatic rock outcroppings with stone walls and terraces, an incredible array of flowering plantings, rare and specimen trees and rolling lawns down to the water. Fenced garden for flowers and seasonal produce. Lakefront dock, heated Swimming Pool with Pool House and privately sited Tennis Court make for an incredible sporting lifestyle. Separate building complex with a Three-Bedroom, fully equipped Guest House, Garages for six-plus cars and equipment storage. The perfect, peaceful refuge.

164 Eastwoods Road, Pound Ridge
$15,000,000
5 Beds ⋅ 8 Baths ⋅ 991350 MLS
Known as the Snapple house, 1245 Veeder Drive has stood as one of Hewlett Bay Parks most coveted addresses for decades — an 11,031-square-foot waterfront estate on two private acres across a rare double lot that simply cannot be recreated in today's market. Originally built by one of the founders of Snapple, the property bears the mark of serious construction: a hand-laid slate roof, architecture by Norman Wax, and execution by Qualico Contracting. The result is a home built without compromise — and held for over three decades by the same family. Inside, the residence spans three levels with elevator access and is organized around water views and entertainment. A dedicated entertaining wing includes a bar and temperature-controlled wine cellar. The primary suite is positioned toward the harbor, with dual walk-in closets and a spa bath with soaking tub and sauna. Five bedrooms in total. The grounds are what set this property apart. The full two acres — across a genuine double lot, a combination nearly impossible to assemble in Hewlett Bay Park — extend to the water with a private dock with 240 feet of frontage, manicured lawns, and formal gardens. A separate poolside cabana operates as a self-contained retreat, with a full kitchen, changing rooms, bathroom, and sauna. Properties like this do not come to market. When they do, they do not come back.

1245 Veeder Drive, Hewlett Bay Park
$15,000,000
7 Beds ⋅ 7 Baths ⋅ 24160355 MLS
Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected open space with no immediate neighbors, the property offers a rare sense of peace and privacy-reminiscent of the Lowcountry, the Hamptons, or Nantucket, a scale and atmosphere seldom found in Westport. Beautiful in every season, the setting also offers extraordinary birdlife and nature watching. Yet it remains moments to the Post Road, train, and town centers, and just one hour from Manhattan. A collection of residences and outbuildings is thoughtfully positioned across the land, including two circa 1940s three-bedroom guesthouses with sweeping water views, creating a true family compound where generations can come together while maintaining a sense of independence. Other structures offer flexibility for staff or future use. The grounds invite a lifestyle centered around the outdoors, with a tennis court, indoor pool, pool house, and formal gardens set within expansive lawns that stretch toward the water. Whether preserved, enhanced, or reimagined, this is a once-in-a-generation opportunity to shape a legacy estate-one that will be experienced and remembered for years to come.

4 Sherwood Island Ln, Westport
$15,000,000
7 Beds ⋅ 10 Baths ⋅ 24104335 MLS
The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence has been masterfully reimagined to incorporate 7 private bedroom suites, all with views over the landscaped property. The bespoke renovation was executed with uncompromising attention to detail and a true no-expense-spared philosophy, incorporating commercial-grade infrastructure, superior materials, and artisan-level craftsmanship throughout, as if cost were no consideration. Lofty ceilings and walls of glass are a perfect setting for an art collector. Separate wings radiate off the main rooms, each space private and thoughtfully composed. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. The barn pool house with full kitchen, bath and pro-grade gym, the pool, and a heated paddle court make this a perfect athlete's compound. Property includes renovated stone guest/caretaker cottage and a private office pavilion. The landscape offers open vistas, an orchard, and allowed equestrian use. Live in ultimate style and privacy surrounded by a 155-acre nature access to NYC, Greenwich, Westport and airports.

4800 Congress St, Fairfield
$15,000,000
6 Beds ⋅ 6 Baths ⋅ 894623 MLS
Behind a lush privet hedge, this expansive 102+ acre waterside property offers idyllic privacy, boundless potential, and exceptional versatility across three separate parcels. The spacious 4-bedroom, 4.5-bath main residence awaits your finishing touch - customize and craft your dream home exactly as you envision. Ample natural light, flexible open spaces, and generous proportions provide a canvas ready for refinement inside and out. A single and separate buildable 3/4 acre parcel offers a charming, 2-bedroom, 1-bath cottage offers ideal accommodations for guests, caretaker quarters, rental opportunity, investment, or expansion. This unique estate is agricultural-zoning with development rights sold land. Currently operating as a thriving privet farm, featuring 16,500 mature California Privet shrubs and an additional 8,000 seedlings - yielding opportunities for wholesale, landscaping, and horticultural expansion. Embrace the outdoors with tranquil features including a picturesque pond, a greenhouse for year-round cultivation, and extensive grounds perfect for farming, equestrian pursuits, or simply a peaceful sanctuary away from the hustle and bustle. The layout and multiple outbuildings offer versatility for hobby farming, horses, or creative pursuits. Whether you seek a working agricultural venture, a retreat, or an extraordinary setting for your next chapter, this exceedingly rare North Fork treasure presents an unparalleled opportunity in a coveted location. Could Be You!

34600, 34750 & 34920 Route 25, Orient
$15,000,000
3 Beds ⋅ 2 Baths ⋅ L3544396 MLS
We are pleased to present a unique investment opportunity in a highly sought-after R6A zoning district. This corner lot property offers developers an exceptional chance to capitalize on the potential of a vibrant neighborhood.Property Highlights:Location: Strategically situated on a corner lot, this property provides enhanced visibility and accessibility, making it an ideal location for a new residential development.Zoning: The R6A zoning designation allows for a variety of residential building types, including apartments and mixed-use developments.Development Potential: The site's zoning and location present a fantastic opportunity for developers to create a landmark residential project that can cater to a growing demand for housing in the area.Community: The property is located in a dynamic neighborhood known for its blend of residential, commercial, and cultural amenities. Future residents will benefit from proximity to public transportation like subway (both 169 and 179 street F line), busses, close to highway (Grand Central), schools, shopping, and dining options.

89-02 171st Street, Jamaica
$14,999,990
8 Beds ⋅ 10 Baths ⋅ 990179 MLS
Positioned along a prime stretch of Moriches Bay, 11 Pine Tree Lane presents a newly designed waterfront estate that blends modern coastal architecture with a refined, highly functional layout. Set on a generously sized bayfront parcel with carefully planned setbacks and strategic site positioning, the property is designed to maximize privacy, natural light, and unobstructed water-facing orientation—offering a true Hamptons waterfront lifestyle. To be constructed by ONE DEVELOPMENT, this transitional-style residence blends modern and traditional elements and is envisioned to span three levels with eight bedrooms and nine-and-one-half baths. The design incorporates multiple living spaces and a flexible floor plan suited to both everyday living and large-scale entertaining. The main level is planned as a light-filled open-concept layout featuring a spacious great room, dining area, and chef’s kitchen, all oriented toward the rear grounds and waterfront outdoor living areas. A first-floor bedroom suite offers flexibility for guests, extended family, or private workspace needs. The second level is designed with a well-balanced arrangement of bedrooms, including a primary suite with dedicated bath and expansive closet space, along with additional bedrooms and shared living areas. Architectural elements such as open-to-below spaces and a secondary lounge enhance volume, flow, and connectivity throughout the home. Outdoor living is a central focus of the property. Plans include a waterside terrace, pergola, and an in-ground pool with integrated spa, all thoughtfully positioned to capture panoramic water views and sunset exposures over Moriches Bay. The site also features a 150-foot bulkheaded dock, an 85-foot pier, and a 30-foot loading dock, offering exceptional boating access. Additional highlights include professionally landscaped grounds, space for pickleball, and multiple defined outdoor living and entertaining zones. Constructed with elevated design standards and modern building practices, the home will feature Marvin windows, a wood exterior, and a wood roof, along with an oil-and-stone driveway. The residence will be built to meet flood-zone compliance standards, ensuring long-term performance, resilience, and year-round comfort. This is a rare opportunity to own a newly designed waterfront estate in Westhampton, offering direct bay access, expansive outdoor amenities, and the ability to personalize a luxury home in one of the Hamptons’ most desirable coastal settings. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request

11 Pine Tree Lane, Westhampton
$14,995,000
7 Beds ⋅ 10 Baths ⋅ 1017221 MLS
Located on a quiet cul-de-sac South of the Highway, this transitional-style home in Bridgehampton offers exceptional design, scale, and amenities. With 7 bedrooms, 8 full baths, 2 half baths, and over 9,100+/- square feet of living space on 0.93+/- acres, home is thoughtfully crafted for comfort, functionality, and style. An airy entry foyer leads to a bright and open layout that includes a living room, dining room, family room, and a custom open kitchen with a breakfast area. Hardwood flooring, high ceilings, and refined finishes run throughout, creating a cohesive and inviting atmosphere. The expansive primary suite features a spa-like ensuite bath and a generous walk-in closet. A media room, gym, bonus room, den/office, and great room provide multiple spaces for work, wellness, and entertainment across all three levels. An elevator provides easy access to and from each level. Outdoor living is elevated with a 20' x 50' heated gunite pool with spa, patio, covered porch, and cabana/pool house with a full bath, all perfect for enjoying warm summer days or hosting guests. The home also includes a 2-car-attached garage, a pool house with a full bathroom, an outdoor shower, and a pool cabana with outdoor covered lounge space. This is a rare opportunity to own a transitional, move-in-ready residence in one of the Hamptons' most desirable south of the highway locations. Slated for completion in 2026.

39 Topping Field Court, Bridgehampton
$14,995,000
4 Beds ⋅ 4 Baths ⋅ 965662 MLS
Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, polo field, over 100 acres of fenced property, and 150 acres of riding trails with direct access to the OTA. The stunning equine compound is presided over by a circa 1860 main estate, masterfully renovated boasting 3,942 SF, 4 bedrooms, 4 bathrooms, 9 rooms, with an in-ground pool. Designed for year-round riding, training, and boarding indoors and out. With barns, indoor and outdoor rings all developed for the unique training needs for dressage, hunter-jumper, and polo. The main barn has 32 12' x12' stalls, center aisle, matted stalls, yoked windows, fire suppression system, automatic fly control system, climate-controlled tack room with kitchen and bathroom, feed storage, office and viewing room, bathrooms, 2 hot water wash stalls with heat lamps, 4 grooming stalls, hay loft with drop to each stall, and hay conveyor. An attached 200' x 90' indoor riding ring with equestrian sand with fiber footing, sound system, and retractable windows. Adjacent to the indoor, a 220' x 100' outdoor jumping ring and a 200' x 80' outdoor dressage ring. The second largest barn has 27 12' x 12'stalls, with a 200' x 90' indoor riding ring, and a 220' x 100' outdoor jumping ring with TraveLite dust free footings. The polo barn has 14 10' x 14' yoked stalls. The pony barn has 8 10' x 12' stalls and a fire suppression system. Buildings and additional structures on the property include a gated entry and guard house, manager's house, and a renovated barn, now a stylish clubhouse, which can accommodate up to 60 people with a fireplace, full kitchen and bathrooms, a 2-bedroom apartment above and a manager's office attached. A 3-bedroom, 4 bath cape cod guest house with tennis/basketball court. 3 1-bedroom guest cottages with thatched roofs. Groom quarters, equipment barn, fire suppression building with a 50,000 gallon underground water detention tank. Automatic hot-walker for horse conditioning. Wedding barn to host special events, 15 events a year, up to 120 guests. Boma outdoor BBQ area, skeet and trap range and helipad. For those looking to build another unparalleled estate, a homesite foundation exists with an infinity edge pool with the most sublime views. Additional features include 3 ponds on the property, judges and viewing gazebos, 2-week hay storage, irrigation systems, 3 generators, 7 wells, 7 septics, and 1 fire hydrant. Two parcels, 76-acres and 171-acres create this pastoral perfection in the heart of the Hudson Valley. This premier equestrian venue presents a truly remarkable opportunity just minutes to the Village of Pawling, a quaint upstate, bucolic 18th century village. The charming village offers fine dining, fun eateries, boutique shops, antique stores, cultural attractions and a seasonal farmer's market. Pawling has its very own Metro North station stop, just 90 minutes by train or car to NYC.

15 Kirby Hill Road, Pawling
$14,995,000
8 Beds ⋅ 12 Baths ⋅ 897778 MLS
The price listed ($14,995,000) is for the Land, Pool, Pool House, and Tennis Court when the house is completely constructed. Perhaps one of the most coveted locations in the Hamptons because of its centrally located positioning amidst the horse and farm fields of Watermill, its proximity to the ocean beach and attractions like yachting in Sag Harbor, golfing in Bridgehampton, and its elevation offering ocean and bay views from the roof deck. Add an extremely rare large piece of property (9 acres) that is adjacent to a conservation easement and surrounded by very large estate-sized parcels with magnificent luxury homes. Plans and permits already in place for a 12,500 sf Traditional home on three levels with 8 bedrooms and 10 bathrooms, a roof deck for water and sunset views, a large pool, jacuzzi, pool house, and tennis court. The owner of the property offering, Rosewood Developers, is known in the industry as a builder of extremely high quality and distinction - with over 45 years of history building some of the most beautiful and sturdiest homes in the Hamptons and Long Island. Rosewood has a newly finished 6000 sf house in Southampton for sale or rent that you can move into right now while this 12,500 masterpiece home is being constructed. This 12,500 magnificent home will be perfectly matched to complement the majestic 9 acre elevated property that even has first floor winter ocean views and will also have summer ocean views from the planned roof deck. The house will have every conceivable amenity deserving of the spectacular 9 acre landscape. Close to everything, this home will provide easy access to the ocean, the Sag Harbor marinas, the Bridgehampton Golf Courses, and of course the village restaurants in Southampton, Bridgehampton, Sag Harbor and East Hampton.

1593 Deerfield Rd., Southampton
$14,900,000
20 Beds ⋅ 18 Baths ⋅ 1012904 MLS
A historic Adirondack legacy, the Island House Estate offers a rare, charming foothold on the shore of 5-mile Brant Lake. Including four islands, four residences, and equestrian and lakefront amenities, the estate spans 212+ acres and over 3/4 mile of shoreline. Built in 2007, the 5,414 sq. ft., 4-bed Main House sits at the properties foreground, featuring a hybrid truss and timber frame construction, a chef's kitchen, a Great Room with a stone gas fireplace, and an expansive primary suite with lake views, a sitting room, and a custom office. A 44' screened deck is perfect for Adirondack summer living, and a detached oversized garage includes a 972 sq. ft. one-bedroom apartment with central air. Below, a game room provides great entertainment opportunities. The centerpiece of the estate, the historic 6-bedroom Island House, built in 1886, occupies its own island, with a 5-slip dock, fireplace from Italy, and newly renovated chef's kitchen. Surrounding porches, both screened and open, take full advantage of the Adirondack skyline. The 6-bedroom Lakeside House, built in 1800, rounds out the property's residences with beautiful woodwork and uninterrupted views of Brant Lake. Additional dwellings include the Caretaker House with a private dock and a Lakeside Garage efficiency apartment. Equestrian amenities include a 4-stall barn with a hayloft, four paddocks, many acres of riding trails, and an outdoor riding arena (336' x 221'). A Har-Tru clay tennis court, original Great Camp-era log pergola, private sandy beach, and 7-slip dock complete the grounds, with an additional 3-bay garage and tool shed providing added storage and convenience. The timeless estate lies in the perfect location, midway between Lake Placid and Saratoga Springs. Purchase includes: Parcel 72.5-1-8.1 (10.72 acres), Parcel 72.5-1-8.2 (18.04 acres), Parcel 55.-1-8 (110.68 acres), Parcel 55.-1-9 (73.10 acres). Video does have AI, Virtual Rendering within.

354 Palisades Road, Call Listing Agent
$14,900,000
5 Beds ⋅ 9 Baths ⋅ 24179641 MLS
Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, glass French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. First floor rooms facing the water include the living room and office, both with fireplaces, the formal dining room and the open kitchen/family room. This floor also has a billiard/media room, full bar, refrigerated wine room, two powder rooms and laundry. Idyllic second floor primary suite features waterfront balcony and sitting room, 3 walk-in closets and marble bathroom. Three additional en-suite bedrooms, each with balconies, complete this level. Perched on the third floor is a home gym with waterfront balcony, full bath and sauna. Newly added wing above attached two-car garage with one-bedroom guest suite. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawns, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Side yard with secluded outdoor shower, exterior-access powder room and kayak storage rack. Spacious two-bedroom guest cottage with 1.5 baths, kitchen, laundry and attached one-car garage. Commercial-sized generator powers main house & cottage.

279 Saugatuck Ave, Westport
$14,900,000
7 Beds ⋅ 9 Baths ⋅ 1004738 MLS
‘Haut Bois’ is a refined brick-and-stucco French chateau nestled in the heart of Brookville, New York. Inspired by the Louis XIV hunting lodge that later became the Palace of Versailles, this extraordinary 18-room estate is steeped in history, elegance, and timeless beauty. Originally built in 1916 by renowned architect Ogden Codman Jr. and meticulously restored in the late 20th century, this one-of-a-kind masterpiece sits at the end of a private road on eight pristine acres. Beyond its wrought-iron gates, a long, tree-lined stone driveway leads to the stately residence, where every detail reflects exceptional craftsmanship and sophistication - from antique stone fireplace mantels and hand-painted wallpaper to crystal chandeliers and bespoke finishes throughout. A grand entrance hall with a sweeping marble staircase welcomes you to the main level. The formal living and dining rooms, each adorned with French doors, open seamlessly to the outdoor entertaining terraces and overlook the breathtaking formal gardens. The chef’s eat-in kitchen features a spacious center island, custom cabinetry, a La Cornue range with matching hood, premium appliances, and granite countertops. Completing the main level are a wet bar, library, den, powder room, and a private guest bedroom with an en-suite bath. Upstairs, the luxurious primary suite offers separate dressing rooms, multiple walk-in closets, and two exquisite marble bathrooms. Three additional generously sized bedrooms, two full baths, and elevator access complete the upper level. The lower level is thoughtfully designed for both recreation and comfort, featuring separate guest quarters, a billiards room, playroom, laundry room, fitness area, spa, and sauna. The basement level includes abundant storage, a temperature-controlled wine cellar, and access to the attached four-car garage. Originally landscaped by famed French architect Jacques Greber, the grounds are nothing short of spectacular. Highlights include a stunning step-down courtyard, irrigated vegetable garden, gated tennis court, in-ground pool with pool house, chipping and putting green, and an outdoor fireplace and grilling area. Cloaked in ivy and grandeur, and tucked away along Long Island’s storied Gold Coast, ‘Haut Bois’ stands as one of the last remaining architectural treasures of its era.

1985-4 Cedar Swamp Road, Brookville
$14,695,000
7 Beds ⋅ 10 Baths ⋅ 1009765 MLS
Newly constructed architectural showpiece in the heart of Southampton, where modern design meets the timeless elegance of Hamptons living. Set on one pristine acre with protected farmland vistas and distant Atlantic Ocean views, this exceptional estate offers over 8,800 square feet of meticulously crafted living space across three levels, featuring 7 bedrooms, 8 full baths, and 3 half baths. From the moment you enter, the residence makes a striking impression. Douglas fir Marvin specialty windows frame sweeping views while filling the home with natural light. Throughout the residence, wide-plank 8- and 10-inch white oak flooring creates a warm and sophisticated palette, complemented by thoughtful architectural details and custom craftsmanship at every turn. Each bedroom features custom-built closets, seamlessly blending refined design with everyday functionality. The home offers two extraordinary primary suites, each designed as a private retreat. The main-level primary suite includes a dedicated office or den, a spa-inspired bath with soaking tub and separate shower, and tranquil views across the backyard toward open farmland. Upstairs, the second primary suite is a sanctuary unto itself, complete with a private ocean-view terrace, disappearing ceiling television, boutique-style custom closets, and a dramatic double-sided two-person shower that elevates the bathing experience. At the center of the home lies a stunning chef’s kitchen, defined by exposed wood beams, a statement central island, and top-tier appliances—perfect for both grand entertaining and intimate gatherings. The open floor plan flows seamlessly into expansive living and dining spaces designed to capture light, views, and effortless indoor-outdoor living. The fully finished lower level is designed for both wellness and recreation, featuring a state-of-the-art gym, sauna, steam shower, and large egress windows, along with a generous storage room beneath the oversized two-car garage equipped with lifts. Convenience is paramount, with three laundry stations located throughout the home. Comfort is ensured year-round with a 10-zone climate system, delivering precise temperature control through forced air and central air conditioning across all levels. Outdoors, the property transforms into a private Hamptons resort. A 20 × 42 heated gunite pool with integrated spa anchors the grounds, complemented by a pool house with half bath and outdoor shower. Three Douglas fir pergolas—two attached to the home and one shading the pool terrace—create inviting spaces for relaxation and entertaining. Custom integrated planters enhance the landscape design, while solar panels contribute to the home's modern energy efficiency. 522 Wickapogue Road represents the pinnacle of new construction in Southampton—a rare offering that combines architectural sophistication, cutting-edge amenities, and breathtaking natural surroundings in one of the Hamptons’ most desirable locations.

522 Wickapogue Road, Southampton
$14,500,000
6 Beds ⋅ 8 Baths ⋅ 24184829 MLS
Completed in 2023 and designed by Michael Smith Architects, this extraordinary six bedroom waterfront residence offers more than 8,700 square feet of luxury living along one of Stamford's most coveted stretches of Ocean Drive West. Built two feet above FEMA flood elevation requirements and featuring sweeping views of Long Island Sound from every principal room, the home combines timeless coastal architecture, exceptional craftsmanship, and modern construction. Thoughtfully designed for both grand entertaining and everyday living, the residence balances expansive gathering spaces with private retreats, all oriented toward the water. A cedar shake exterior, stone detailing, and sunrise to sunset exposure define the home's striking waterfront presence. Across three levels, terraces, balconies, and principal living spaces are carefully positioned to capture panoramic views of Long Island Sound, creating a seamless connection between the interior and the surrounding landscape. The result is a residence equally suited for weekend escapes, year round living, and large scale entertaining.

379 Ocean Dr W, Stamford
$14,495,000
7 Beds ⋅ 11 Baths ⋅ 24178299 MLS
Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence.

532 Round Hill Rd, Greenwich
$14,000,000
4 Beds ⋅ 6 Baths ⋅ 1030185 MLS
A residence symbolically crafted for its original builder and family, this iconic estate was envisioned as a sanctuary of lifelong peace and privacy. From the grand entry to the architectural detailing throughout, every inch reflects extraordinary design intention. Radiant heated floors provide enveloping warmth through winter months, while an impeccably balanced forced-air system offers refined comfort year-round. A true suburban compound, the estate enjoys effortless proximity to parks, major roadways, and seamless access to New York City and Connecticut. It delivers a priceless blend of lifestyle and convenience unmatched anywhere in the surrounding region, including Westchester and Greenwich. Majestically positioned at the gateway to thousands of acres of private land, the home is rich in character and has been meticulously renovated to the highest caliber. Timeless, elegant finishes complement a thoughtful fusion of artistry, function, and grandeur. Oversized entry gate columns and an exquisite facade sets the tone for what is truly a work of art—an almost unattainable blend of grand suburban living within reach of the incomparable energy of Manhattan. Purchase option for 26.88 acres & potential 5 additional sub-dividable lots.

2649 Route 35, Katonah
$14,000,000
6 Beds ⋅ 10 Baths ⋅ 964138 MLS
As featured in Elle Decor, with interiors designed by the world-renowned designer Steven Gambrel, Oakledge represents one of the most admired properties in all of Westchester County. Nestled on one of the largest properties in Bronxville, with complete privacy and beautifully landscaped grounds by the award-winning landscape architect James Doyle, this architectural masterpiece blends historic pedigree with refined modern living. Originally built by Bronxville magnate John Masterton and later redesigned by the legendary architect Lewis Bowman, the residence was recently transformed by acclaimed architect Boris Baranovich. Spanning over 11,000 square feet, the home unfolds with extraordinary scale and composition, offering six bedrooms, six full baths, four powder rooms, multiple fireplaces, and a remarkable lower level complete with a climate-controlled wine cellar, gym and dedicated creative space. A true legacy and trophy estate with a very short walk to the train and school, this home truly provides country living with a short drive or train ride to New York City.

5 Oakledge Road, Bronxville
$14,000,000
9 Beds ⋅ 10 Baths ⋅ 903430 MLS
Boasting over 1600 acres of stunning landscapes and presiding over a glorious 68 acre lake in the Catskill Mountains, Lake Delaware Farm offers a rare opportunity to acquire a piece of true American legacy, continuously in use by the same notable family since the 18th century. The Lake House allows a glimpse into the lifestyle of one of our nation’s most notable, founding aristocratic families. In 1686, the English crown granted 160,000 acres to Robert Livingston. Livingston Manor and the family seat of Clermont, made up much of what is now Dutchess and Columbia counties along the Hudson River. The family thrived there for centuries. By 1740 the Livingstons of Clermont had acquired one fifth of the Hardenberg Patent-2 million acres in the Catskill Mountains-which was distributed to the children of Robert Livingston “The Judge”. Gertrude Livingston received 20,000 acres the year she wed Morgan Lewis, who served in Washington’s army during the Revolution and was Governor of New York. He was dear friends with the likes of Lafayette, Alexander Hamilton and General Washington, whom his brother in law Chancellor Robert Livingston swore in as President. The centerpiece of Gertrude’s acreage was the magnificent Lake Delaware, where she and Lewis built the original Lake House circa1787. The landscape of this 1600+ acre parcel is exquisite, with rolling hills, meadows, old growth forests and open vistas. The valley is elevated far above sea level providing a refreshingly cool climate. One approaches The Lake House via a long winding driveway lined with fine, historic rock walls interrupted by delicate iron gates. The Lewises styled their home on classical architecture. The entry portico of the home, with its four massive Doric columns, runs the entire length of the front facade. Inside the center hall is an unusual carved spiral stair, with two sun filled 18th Century parlors on either side. From the center hall rooms spill out into later 19th Century additions with handsome details throughout- fine paneling and ceiling tracery in the dining room, marble fireplace mantels, and intricate inlaid floors. There are 8 bedrooms in total, all boasting baths en-suite, plus a bunk room on the attic floor with its own bath with double showers and sinks. Additionally there is a large eat-in kitchen, grand back stair with arched side openings, family room, butler’s pantry, mud room, laundry room and bar on the ground floor as well as an elevator. The home has the warm feel of a grand country inn- impressive in its scale yet comfortable by contemporary standards. One can feel the presence of generations of distinguished family members- the signers of the Declaration of Independence, the decorated military men, the Senators, Justices, and Gilded Age barons that have called this place home over the centuries. As impressive as the house is, it's the Lake itself that casts a spell on all who visit. Fresh, bracing and crystal clear, the lake invites one to dive in or take your pick of vessels in the historic boat house and row to your hearts content. on the grounds stands the ruins of elaborate formal gardens designed by renowned landscape architect Fletcher Steele with extraordinary views over the valley. Romantic structural elements and a lovely statue of a seated Diana, beckoning you to imagine the gardens in their original splendor. Surrounded by charming towns, farms and awe inspiring natural landscape, the property at its peak encompassed thousands of acres, with a mansion, working farms, stables, and even a private chapel, evoking the romance of an English manor. The estate holds the secrets of the history of the Hudson Valley, New York State and the Revolution that gave birth to the Constitution of the United States. Rich in history and character, Lake Delaware remains a captivating echo of aristocratic rural life, ideal for a bucolic compound or a once in a ten generation investment opportunity.

Bovina Center

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