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207-209 Long Neck Point Rd, Darien
$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
1350 W Cove Road, Cutchogue
$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
482 Overlook Road, Millbrook
$16,750,000
5 Beds ⋅ 6 Baths ⋅ 1023552 MLS
Robinwood is one of Millbrook’s distinguished country estates, where timeless architecture, exceptional craftsmanship, and breathtaking natural beauty come together across 90+ magnificent acres. Built in 1935, the estate has been entrusted to just two families. The first created and preserved its historic grandeur and the second lovingly and meticulously restored it with an exquisite eye to every detail. The result is a home of remarkable character that honors its heritage while offering every convenience. Robinwood is a profoundly private world all its own while also just minutes from the village. Spacious, light-filled rooms harmoniously flow one to the next. French doors throughout the main level offer a seamless connection between the elegant interiors and the landscape. A gracious gallery hall extends from the front entrance through the heart of the home. Every element has been thoughtfully considered, including brass radiator fittings, an exquisitely carved library mantel, and finely crafted millwork throughout the home. Designed for both grand entertaining and comfortable daily living, the residence offers formal living and dining rooms, a richly wood-paneled music room, and a soaring sunroom with three walls of windows. The gracious eat-in kitchen with its adjoining butler’s pantry is as functional as it is beautiful. The main residence offers five generously proportioned en suite bedrooms, including a magnificent primary suite with a private sitting room, dressing room, and fireplace. Robinwood is designed as a true compound. Two separate guest houses, each with a full kitchen and bath, provide exceptional accommodations for guests or staff. A private office suite with its own kitchen and bath, additional guest accommodations, and a spacious game room further enhance the estate’s versatility for entertaining, multigenerational living, or working from home. The magnificent grounds are as thoughtfully composed as the residence itself. A wraparound bluestone terrace captures sweeping Catskill views, while the pool house opens fully on one side, creating an effortless indoor-outdoor entertaining experience. Beautifully curated gardens, rolling lawns, multiple barns and outbuildings, an outdoor riding ring, and a three-stall stable with tack room complete an exceptional country property equally suited for equestrian pursuits, recreation, or quiet retreat. Robinwood is a rare legacy estate whose beauty, craftsmanship, and extraordinary setting will endure for generations to come.

482 Overlook Road, Millbrook
365 Tower Hill Road, Wassaic
$16,500,000
4 Beds ⋅ 8 Baths ⋅ 1002180 MLS
Introducing Sky House. This 7,500-square-foot modern estate atop 165 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
155 Long Neck Point Rd, Darien
$16,495,000
10 Beds ⋅ 12 Baths ⋅ 24186570 MLS
Set on 2.93 private acres along coveted Long Neck Point, this extraordinary waterfront Colonial offers a rare combination of sweeping water views, privacy, and direct access to the water. Spanning more than 10,000 square feet, the residence is designed to embrace its spectacular setting, with expansive living spaces and breathtaking vistas from nearly every room. The eight-bedroom main residence features seven full and three half baths, eight fireplaces, and an effortless flow between gracious entertaining spaces and comfortable everyday living. A pool and private dock extend the experience outdoors, creating an idyllic setting for waterfront living and entertaining. A charming two-bedroom, two-bath guest cottage offers additional space and privacy for family and guests. Distinguished by its scale, setting, and direct water access, this remarkable Long Neck Point estate offers a rare opportunity to experience the quintessential coastal lifestyle.

155 Long Neck Point Rd, Darien
104 Premium Point, Mamaroneck
$15,995,000
8 Beds ⋅ 13 Baths ⋅ 1036802 MLS
The Bluffs at Premium Point represents a once-in-a-generation opportunity to acquire one of the most significant waterfront estates on Long Island Sound in the award-winning Mamaroneck school district. Set on 1.3 acres at the crest of Premium Point’s coveted 24-hour guard-gated peninsula, this newly completed residence commands extraordinary 360-degree views across the Sound and Premium Mill Pond. One of the enclave’s landmark “Big Four” properties, it offers an irreplaceable combination of scale, privacy, elevation, water frontage and proximity to Manhattan. Built by Cum Laude Group, one of Westchester’s premier luxury builders, the residence reflects an uncompromising commitment to craftsmanship, materials and execution. Portions of the original stone estate remain within its footprint, while a new slate roof, copper gutters, and entirely new systems, finishes and surfaces bring modern refinement and full builder warranty. More than 13,000 square feet of beautifully finished living space unfolds across multiple elevator-served levels, with eight bedrooms, 10 full and three half baths, a heated and cooled three-car garage, pool house/guest suite and dedicated fitness level. Walls of glass, expansive Marvin windows, high ceilings, white oak floors, sculptural stairways and custom millwork frame sweeping water views from nearly every principal room. The main level is anchored by a dual-island chef’s kitchen with custom white oak cabinetry, dramatic marble surfaces, Wolf and Sub-Zero appliances, two Bosch dishwashers, extensive pantry storage and a sunlit breakfast bay overlooking the Sound. A separate butler’s pantry with wine refrigeration connects to the formal dining room, while the living and family rooms open through multiple sets of glass doors to expansive bluestone terraces and uninterrupted water views. The primary suite is a private retreat with panoramic Sound views, gas fireplace, two boutique-scale walk-in closets and a spa bath with steam shower, freestanding tub, and marble finishes. Additional ensuite bedrooms, a flexible office/guest suite, second-floor laundry, third-floor recreation room and private guest accommodations provide exceptional versatility for entertaining and extended stays. Outdoors, professionally landscaped architecture, a Belgian-block motor court, broad waterfront terraces, pool and spa, private neighborhood beach access, boat slips and a covered outdoor kitchen with Lynx appliances create a complete setting for waterfront living. The separate two-story pool house adds a guest suite, pool bath, dedicated laundry and dramatic custom gym. Infrastructure is equally impressive, including seven-zone high-efficiency HVAC, radiant heat in select areas, Lutron RadioRA 3 lighting, Sonos audio, commercial-grade network/WiFi, 400-amp electrical service, upgraded water and gas service, fire sprinklers, and whole-house generator. Rarely does an offering combine this caliber of construction, architectural finish, waterfront presence and privacy within a short commute to New York City. The collaboration of an irreplaceable Premium Point setting with the craftsmanship of Cum Laude Group elevates The Bluffs beyond even the exceptional. It is a legacy property in one of Westchester’s most tightly held enclaves, created for a buyer who recognizes that true luxury is ultimately defined by what cannot be duplicated. For those with the ability to choose among the finest homes in the world, this is the kind of property that stands apart not simply for its quality, but because opportunities of this caliber on this setting are seldom available at any price.

104 Premium Point, Mamaroneck
460 Edge Of Woods Road, Water Mill
$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
31 Fort Hill Drive, Lloyd Neck
$15,995,000
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
51 Old Stone Hill Road, Pound Ridge
$15,000,000
4 Beds ⋅ 4 Baths ⋅ 1027475 MLS
Award winning and architecturally significant residence designed by KieranTimberlake and masterfully built by Prutting & Company, is a rare collectible work of modern architecture. Privately set, high on a knoll, encompassing 19.5 acres of dramatic granite outcroppings, forest and meadows, and bordered on two sides by approximately 40 acres of land conservancy, the home is seamlessly woven into its natural surroundings. A striking composition of glass, zinc-coated copper and stainless steel reflects the changing light and seasons, while soaring ceilings, gallery-like interiors, floating staircases and walls of glass blur the distinction between indoors and out. Designed with geothermal heating, exceptional energy efficiency, custom walnut millwork, an Eggersmann kitchen, a 2,400-bottle wine cellar, outdoor kitchen and professionally engineered media room, every element reflects uncompromising craftsmanship and innovation. Published internationally, this is more than a luxury residence, it is a once-in-a-generation architectural masterpiece offering exceptional privacy, timeless design and enduring legacy.

51 Old Stone Hill Road, Pound Ridge
164 Eastwoods Road, Pound Ridge
$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
1245 Veeder Drive, Hewlett Bay Park
$15,000,000
5 Beds ⋅ 8 Baths ⋅ 991350 MLS
AUCTION: Bidder registration deadline: 5 November. Starting bids expected between $3.5M and $5M. Known for decades as the Snapple House, this storied waterfront estate stands among the most coveted addresses in Hewlett Bay Park. Set at an angle with commanding Macy Channel views, this rare double lot extends to the water, where a private dock anchors 240 feet of frontage beyond manicured lawns and formal gardens. Designed by architect Norman Wax and built by Qualico Contracting beneath a hand-laid slate roof, the residence reflects uncompromising craftsmanship. Three levels served by an elevator are oriented toward the harbor, with a dedicated entertaining wing, bar, and temperature-controlled wine cellar. The primary suite captures water views and offers a spa bath with sauna. A self-contained poolside cabana with full kitchen and sauna completes a setting that simply cannot be recreated today.

1245 Veeder Drive, Hewlett Bay Park
11 Pine Tree Lane, Westhampton
$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
39 Topping Field Court, Bridgehampton
$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
15 Kirby Hill Road, Pawling
$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
354 Palisades Road, Call Listing Agent
$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
279 Saugatuck Ave, Westport
$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
1985-4 Cedar Swamp Road, Brookville
$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
25 Bluff Point Road, Sag Harbor
$14,800,000
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
522 Wickapogue Road, Southampton
$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
379 Ocean Dr W, Stamford
$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
3 Woodside Dr, Greenwich
$14,495,000
9 Beds ⋅ 15 Baths ⋅ 24209961 MLS
Welcome to Milbrook Manor! No need to live in mid or back country to enjoy a sprawling estate. This prestigious, private sanctuary spanning 4 light filled floors with 7 fireplaces is situated on 1.66 acres in the picturesque Milbrook neighborhood of Greenwich with its own gated security and country club. Built with the finest interior and exterior designer finishes- cedar roof, copper gutters, cedar siding and front stone siding and chimneys comprised of stone from the surrounding grounds- There is no other new construction home currently on the market of this size and scale in town close to elite restaurants, school and shops. The walk out lower level with tall 10' ceilings and top floor feature multiple bars, fireplaces and flex spaces for sleeping quarters, office and recreational use for family or staff with all floors accessible by elevator. This energy efficient smart home compound sports a sophisticated AV prewired system in the theater room, music/dance studio, gym and separate golf simulator room with extra height ceilings in the garden level. Pet grooming station, second laundry room, sauna, beauty parlor and temperature controlled wine room finish the magnificent lower level wellness retreat. An inviting double height foyer, double staircase and soaring ceilings greet all who enter this breathtaking modern New England colonial home with open floor plan. Exit seamlessly to the backyard, a serene oasis of meticulously landscaped bluestone terraces highlighted

3 Woodside Dr, Greenwich
532 Round Hill Rd, Greenwich
$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
5 Oakledge Road, Bronxville
$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
Bovina Center
$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
30 Forest Drive, Sands Point
$13,900,000
6 Beds ⋅ 8 Baths ⋅ 954528 MLS
Majestically set 50 feet above sea level with 246 feet of glorious beachfront 30 Forest Drive sets the bar for luxurious waterfront living. This one of a kind estate was lovingly and meticulously built by its current owner. The attention to design, detail and quality are unsurpassed. Captivating views of the Long Island Sound surround you in all of the elegantly curated gathering spaces and private quarters. Thoughtfully created for elevated living and effortless entertaining this timeless home simply cannot be replicated. Located in the exclusive Village of Sands Point with private police and Sands Point Club Privileges. Just 36 minutes to Manhattan by rail. Waterfront living at its finest!

30 Forest Drive, Sands Point
97 A Pound Hollow Road, Old Brookville
$13,600,000
10 Beds ⋅ 10 Baths ⋅ 1034316 MLS
Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

97 A Pound Hollow Road, Old Brookville
100 Horseshoe Road, Mill Neck
$13,250,000
10 Beds ⋅ 15 Baths ⋅ 1048378 MLS
La Reserve - A Legendary Gold Coast Estate of Rare Provenance Perched atop one of the North Shore's most commanding elevations, at the end of a mile-long private drive overlooking the iconic Cleft Road Causeway, La Reserve serve stands among the most significant surviving estates of Long Island's storied Gold Coast. Originally commissioned in 1922 by Arthur Vining Davis - financier, industrialist, chairman of the Aluminum Company of America, and once ranked among the wealthiest men in the United States - this extraordinary residence embodies a level of craftsmanship, scale, and historical significance that is virtually impossible to replicate today. Designed by renowned architect Guy Lowell in the Italian Renaissance style, the estate was originally conceived as a grand country retreat for one of America's most influential business titans. The interiors were executed by the celebrated design firm Wm. H. Baumgarten & Co., while the grounds were masterfully designed by legendary landscape architects Ellen Biddle Shipman and Ferruccio Vitale. Their collective vision created a rare synthesis of architecture and landscape that remains remarkably intact and continues to shape the character of the estate today. The property boasts multiple auxiliary structures that provide exceptional flexibility for guests, staff, and extended family. A substantial four-bedroom guest residence offers luxurious accommodations complete with expansive entertaining rooms, a gourmet kitchen, and private wellness amenities. Above the home's five-car garage is a newly redesigned apartment, featuring a seamless open-concept living space with a large great room, two bedrooms, and two full bathrooms. Set amidst nearly 18 acres of meticulously maintained grounds, the cream-colored stucco main residence is crowned by a classic red terracotta tile roof, its elegant proportions recalling the great villas of Northern Italy. Broad rear verandas overlook rolling lawns that descend gracefully toward seasonal water views of Mill Neck Creek and Beaver Lake, creating a serene backdrop of natural beauty and privacy. Encompassing more than 10,000 square feet and comprehensively reimagined approximately 20 years ago, this exceptional residence unfolds across multiple levels of impeccably detailed living space. Rich millwork, marble flooring, intricate hardwood floors, hand-forged iron window details, marble fireplace mantels, Juliet balconies and numerous sets of French doors speak to the extraordinary level of craftsmanship throughout. The first floor features a grand formal living room, a distinguished library/study, and an elegant bar salon designed for refined entertaining. A more recent renovation introduced a spectacular chef's kitchen centered around two massive marble-clad islands and outfitted with a suite of premium Wolf and Sub-Zero appliances, two oversized farmhouse sinks, and limestone tile flooring. The space flows seamlessly into a sunlit breakfast area and adjoining den. The main residence offers seven bedrooms, including private staff quarters, with most bedrooms featuring generous closets, wood-burning fireplaces, and en-suite baths. Beneath the residence lies one of the estate's most remarkable features: a two-level walkout lower level originally created for the enjoyment of one of America's great industrial magnates. The first level includes a richly appointed mahogany bar, kitchenette, game room, screening room, spa facilities, barber shop, gym, map room, vault room and support spaces. Descending further reveals an astonishing private casino complete with its own discreet escape tunnel - a rare and captivating reminder of the estate's glamorous past. The grounds are equally compelling. A gated entrance, extensive stone walls, formal gardens, fountains, comprehensive security systems, and whole-house generators ensure effortless modern living.

100 Horseshoe Road, Mill Neck
7 Mitchell Dunes Lane, Amagansett
$12,995,000
7 Beds ⋅ 5 Baths ⋅ 1053293 MLS
Stunning Ocean-access Amagansett Dunes Estate Located in the highly sought-after Amagansett Dunes, this exceptional ocean-adjacent residence offers rare direct beach access and the ultimate Hamptons coastal lifestyle. Set on approximately 1.05 acres along a private road just one lot from the Atlantic Ocean, this is a premier opportunity in one of the East End's most exclusive beachfront enclaves. Designed for effortless indoor-outdoor living, the home features soaring ceilings, expansive walls of glass, and a seamless flow between the living, dining, and outdoor entertaining spaces. The renovated chef's kitchen opens to a dining area and covered porch, overlooking a Gunite heated pool with spa, outdoor kitchen, fire pit lounge, and landscaped entertaining areas. The main level includes a serene primary suite with direct deck access, additional guest bedroom, full bath, laundry, and powder room. Upstairs, five additional bedrooms-including three with private balconies-provide ample space for guests, along with sunset-facing decks and flexible living areas. Additional amenities include solar panels, electric storm shutters, a full-house generator, outdoor shower, and detached two-car garage. Residents of Mitchell Dunes also enjoy access to a private community tennis court. This is a rare offering combining ocean proximity, privacy, and modern comfort in one of the most desirable beachfront settings in the Hamptons.

7 Mitchell Dunes Lane, Amagansett
209-209 Long Neck Point Rd, Darien
$12,995,000
5 Beds ⋅ 8 Baths ⋅ 24187039 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 one acre of east facing views that can be 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.

209-209 Long Neck Point Rd, Darien
27 Ezekills Hollow, Sag Harbor
$12,995,000
5 Beds ⋅ 7 Baths ⋅ 969949 MLS
Set on the tranquil shores of Genet Creek, this modern waterfront residence in North Haven Point captures the essence of Hamptons luxury. Facing west for breathtaking sunsets and framed by 1.84 acres of privacy, the pristine 8,000± sq. ft. home—crafted by master builders Witty & Gazda—balances timeless elegance with modern comfort. From the moment you arrive, the approach sets the tone: a gated, curving pebbled drive lined with native grasses leads to a striking home nestled in a natural clearing. Through a gracious loggia entry, a dramatic architectural stair introduces interiors designed to maximize light, water views, and seamless indoor-outdoor living. The first floor flows effortlessly with 10-foot ceilings, walls of French doors, and expansive bluestone patios extending each room into the landscape. A sunlit living room with marble fireplace opens to the epicurean kitchen, outfitted with sleek Poliform Varenna cabinetry, Caesarstone and stainless countertops, Dornbracht fixtures, and a full suite of Sub-Zero and Miele professional appliances—including double dishwashers and ovens. An adjoining bar and buffet area enhances entertaining, while a cozy den with fireplace, spacious walk-in pantry, custom mudroom, and private office complete the level. Upstairs, the serene primary suite features a wood-burning fireplace, spa-like bath, and private balcony overlooking Shelter Island. Two en-suite guest rooms also enjoy water views, while two additional bedrooms share a full bath—one with its own terrace. A generous laundry with double Miele washers and dryers completes the floor. The 1,500± sq. ft. lower level offers every amenity: a sun-filled game room with gas fireplace and bar, tiered home theatre with 10’ screen and projector, fully equipped gym, and full bath. Outdoors, multiple entertaining areas surround a 20’ x 50’ heated gunite pool with spa, masonry fire pit, and sweeping lawns that stretch toward dramatic western water views of Genet Creek, Noyac Bay, and Shelter Island. Sustainability meets luxury with a solar roof, geothermal air conditioning, and radiant heated floors—even in the two-car garage. Within North Haven Point, owners also enjoy quiet roads for walking or cycling, community tennis, and bay beach rights—all just minutes from Sag Harbor Village, Shelter Island, and world-class ocean beaches. This exceptional property is a rare offering: modern waterfront living at its finest, with every detail designed for comfort, beauty, and connection to the Hamptons’ natural landscape.

27 Ezekills Hollow, Sag Harbor

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