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52 Pells Road, Rhinebeck
$3,850,000
7 Beds ⋅ 7 Baths ⋅ 1003365 MLS
WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers

52 Pells Road, Rhinebeck

79 Aldershot Lane, Manhasset
$3,850,000
4 Beds ⋅ 4 Baths ⋅ 999554 MLS
Magnificent Tudor Welcome to this stately all-brick Tudor , offering timeless character and exceptional space throughout. This impressive home features a spacious foyer with curved staircase, oversized large-scale rooms filled with natural light, perfect for both everyday living and entertaining. Offering 4 spacious bedrooms and 3.5 baths, this home features a large scale primary suite complete with walk-in closets, additional closet space, and a large full en-suite bathroom designed for comfort and privacy. 3 oversized bedrooms with 2 spacious full baths and generous closets add space,comfort and privacy. The chef’s kitchen is designed for serious cooking and entertaining, featuring a commercial-grade stove, custom cabinetry, large island with granite countertop second sink and generous workspace throughout. Enjoy an extra-large family room with a fireplace with vaulted beam ceiling, perfect for gatherings and everyday living, along with a separate living room featuring its own fireplace for added warmth and elegance. A large formal dining room provides the ideal setting for hosting holidays and dinner parties. The finished basement provides endless possibilities for a recreation room, gym, or guest space, while the finished attic adds even more space ideal storage or additional living area. A double-car garage adds convenience and ample storage. Step outside in a private backyard, slate patio, with mature plantings and the beautifully designed outdoor entertaining area complete with a built-in grill, perfect for summer gatherings and weekend hosting. With its striking curb appeal, beautifully landscaped ,expansive interior, and premium location, this one-of-a-kind Tudor is the perfect place to call home. Please call for a private showing with 24hr notice.

79 Aldershot Lane, Manhasset

1 Carver Street, Sag Harbor
$3,850,000
3 Beds ⋅ 3 Baths ⋅ 990791 MLS
Coastal Sophistication: Modern Masterpiece in Sag Harbor Village Perched at one of the village's highest points, 1 Carver Street is an architectural sanctuary designed for the sophisticated entertainer. This light-drenched contemporary balances gallery-style aesthetics with the vibrant, walkable energy of Sag Harbor Village. A soaring atrium with a custom white oak staircase connects two distinct wings. The two-story great room, framed by walls of glass and a sleek fireplace, creates a luminous backdrop for showcasing significant art. The chef's kitchen-featuring custom cabinetry and Viking/Fisher & Paykel appliances-flows effortlessly into the dining areas, making it a premier venue for hosting. Beyond the automated gated entrance lies a private paradise. A brand-new gunite pool and spa are surrounded by extensive professional landscaping, all brought to life at night by stunning architectural lighting. The covered rooftop deck offers built-in seating and panoramic, distant water views-the ultimate setting for sunset cocktails. Experience total seclusion and extreme convenience, just moments from the world-class dining and deep-water docks of Sag Harbor's historic center.

1 Carver Street, Sag Harbor

278 Hampton Street, Sag Harbor
$3,850,000
6 Beds ⋅ 7 Baths ⋅ 979851 MLS
Modern Elegance in Sag Harbor Village Discover an exquisite blend of traditional Hamptons elegance and modern craftsmanship in this beautiful new construction located in the renowned Sag Harbor Village and nearby beaches. This 4,500 sqft. brand-new custom home features six bedrooms on three thoughtfully designed levels. Nestled on a serene .30-acre lot, this architectural gem redefines Hamptons living. Step through the grand entrance into an ideal open layout, where soaring double-height ceilings and expansive glass windows and doors bathe the interiors in natural light. A uniquely designed staircase with glass railings makes a striking statement, seamlessly connecting the home’s thoughtfully designed levels. At the heart of the home, the stunning chef’s kitchen boasts Wolf appliances, a Sub-Zero fridge/freezer, and a Bosch dishwasher, complemented by quartz countertops. A separate butler’s pantry with a full-size sink, custom cabinetry, and additional prep space ensures effortless entertaining. The living room features a dramatic wood-burning fireplace with Calacatta marble, creating a warm yet refined ambiance. A wet bar with quartz countertops, and wine fridge enhances the space, perfect for hosting. French doors open to a lovely garden area, and a powder room and en-suite junior suite complete the first level. Retreat upstairs to the primary suite, an oasis of tranquility with vaulted ceilings, custom walk in closets, a stunning bathroom and a private balcony overlooking the pool. This level boasts two additional en-suite bedrooms with ultimate privacy and natural light. As you transition to the finished lower level, you will notice a design that is focused on both relaxation and recreation. Embracing a modern aesthetic; large format porcelain tiles and white marble span the entire floor. Witness two more generous bedrooms, two bathrooms, and an entertainment space with a gas fireplace. No stone was left unturned as this level is complete with a built-in entertainment bar with quartz countertops and wine cooler, as well as a versatile additional space that offers endless possibilities as a gym, office, or playroom with direct access to the yard and pool. Outside, an elegant covered veranda flows seamlessly into the heated Gunite pool, setting the stage for unforgettable gatherings. Designed for all-season enjoyment, this back yard boasts an electric fireplace, ceiling fans, and custom louvre shutters. A BBQ area enhances the outdoor dining experience, while an outdoor shower adds a touch of resort-style luxury. For added flexibility, an oversized detached garage could be converted to a pool house. As an added bonus, the property is equipped with four-zone heating and cooling, and a state-of-the-art security system with Google Nest cameras and thermostats. Do not miss your chance to experience the pinnacle of Hamptons living at this Sag Harbor Village retreat.

278 Hampton Street, Sag Harbor

8 Hilo Drive, Shelter Island
$3,850,000
4 Beds ⋅ 6 Baths ⋅ 962070 MLS
This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail, featuring an open floor plan with elegant white oak and porcelain tile flooring, stone countertops, and premium Thermador appliances throughout. Expansive living spaces are designed to embrace the surrounding views, while the second level covered deck offers the perfect setting for unwinding against a picturesque bay backdrop. Additional amenities include a heated gunite pool, radiant heat, wet bar, fireplace, pantry, and other thoughtful features that enhance everyday living. Ideally situated in Shelter Island, the property provides a peaceful retreat with convenient access to local amenities, beaches, and the area's natural beauty. Whether envisioned as a year-round residence or a serene getaway, this exceptional new construction presents a rare opportunity to enjoy modern luxury in a tranquil waterfront setting. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

8 Hilo Drive, Shelter Island

22 Sequoia Circle, Manhasset
$3,836,000
6 Beds ⋅ 7 Baths ⋅ 939352 MLS
Final Opportunity to Own a Brady in Manhasset Crest! This is your last chance to secure a Brady in our highly sought-after, gated Manhasset Crest community. Situated on a desirable north-facing homesite, this residence will feature our beautifully appointed Brady floor plan offering exceptional comfort, elegance, and versatility. Personalize your home at our on-site Design Studio, where you can select curated finishes that reflect your individual style and elevate your daily living experience. The Brady features an impressive two-story foyer, a gourmet kitchen, and a first-floor guest suite ideal for hosting. The open-concept layout provides effortless flow, creating a bright and inviting atmosphere for both everyday moments and memorable gatherings. Upstairs, secondary bedrooms include walk-in closets and en-suite baths, providing privacy with ample space for guests. The finished walkout basement expands your living possibilities with a media room, bedroom, and full bath making it perfect for entertaining, or even extended stays. Enjoy seamless indoor-outdoor living, with plenty of space for cozy evenings and summer nights! Experience the rare combination of privacy, luxury, and personalization you’ve been looking for, schedule your tour today.

22 Sequoia Circle, Manhasset

328 McLain Street, Bedford Hills
$3,825,000
5 Beds ⋅ 5 Baths ⋅ 987844 MLS
Priced to SELL! Five-plus private acres. A century-old Georgian. Towering trees, beautiful gardens, charming guest cottage and a pool within an hour of NYC! Historic without feeling precious. Private without feeling remote. Grand enough for a proper dinner party, relaxed enough for barefoot afternoons by the pool. • Exceptional early-20th-century Georgian architecture by Delano & Aldrich • High ceilings, great flow, French doors, fireplaces, and beautiful original details • Generous living and dining rooms for entertaining • Light-filled sunroom opening to a stone terrace and gardens • Inviting kitchen (6 burner Viking stove, Sub Zero fridge) + adjoining sitting room for everyday living • Primary suite with fireplace and sun-filled ensuite bath • Multiple bedrooms with fireplaces and garden views • Skylit third-floor artist’s studio + adjoining atelier • 5+ acres of privacy and peaceful natural surroundings, extra land available • Gated, tree-lined gravel drive • Specimen trees + curated perennial gardens • Lovely pool • Enchanting guest cottage • Greenhouse • Detached two-car garage. Chic Classic architecture. Modern country life. Room to make it yours.

328 McLain Street, Bedford Hills

8 Forest Camp Road, Wawarsing
$3,820,000
4 Beds ⋅ 4 Baths ⋅ 873029 MLS
This architecturally significant Catskills property offers premium modern living. The distinctive 3,000 square foot residence, designed by Mapos Architects, features a sustainable green roof and strategically nestles into the landscape to provide privacy from the approach while maximizing views on the downhill side. The main home design is conceived as an elegant bar nestled into the landscape, complemented by a charming screen porch ideal for summer evenings and al fresco dining. Adjacent to the main house, a detached guest suite offers privacy and comfort for visitors. The upper level showcases an open-concept main living area with abundant natural light and direct access to an expansive deck . The primary suite occupies a prime position at the end of the home, featuring its own private deck. The lower level includes a versatile family room ideal for entertaining or conversion to a home gym, two additional bedrooms, and a full bathroom. Triple-pane sliding glass doors open directly to the pool deck, creating a seamless indoor-outdoor living experience. Vly House represents a rare opportunity to own a contemporary architectural gem that balances sophisticated design with practical luxury in one of the Catskills' most desirable locations, just two hours from New York City.

8 Forest Camp Road, Wawarsing

32 S Phillips Avenue, Speonk
$3,800,000
5 Beds ⋅ 6 Baths ⋅ 1036986 MLS
Experience elevated living in this exceptional new construction home, thoughtfully designed with luxurious finishes, impressive craftsmanship, modern energy-conscious features, and resort-style amenities. The sophisticated interior features 9-foot ceilings throughout the first floor, hydronic heating, central air conditioning, and beautifully appointed spaces designed for everyday comfort and entertaining. The gourmet kitchen showcases premium Thermador appliances, quartz countertops, propane gas cooking, and high-end Kohler fixtures throughout. Each bedroom is a private retreat with its own en-suite bathroom for privacy and comfort. The expansive full finished basement features impressive 10-foot ceilings and includes a gym, bedroom, full bathroom, and spacious living room, providing exceptional additional space for guests, recreation, and entertaining. A solar energy system adds to the home's modern appeal and energy-conscious design. Step outside to your own private resort. The professionally landscaped and fully fenced backyard features a spectacular 20' x 40' heated in-ground, gunite saltwater pool with spa, surrounded by beautiful pavers, creating an ideal setting for relaxing and entertaining. Underground sprinklers maintain the landscaped grounds, while an electronic gated entrance and private driveway add privacy and distinction. Propane fuels the gas cooking, fireplace, and pool heat, combining convenience with year-round comfort. From its sophisticated finishes and en-suite bedrooms to its impressive finished lower level and resort-style backyard, this lavish new construction delivers an outstanding combination of luxury, privacy, comfort, and modern living. Images are AI-generated for illustrative purposes only and are not drawn to scale or intended as an exact depiction of actual conditions.

32 S Phillips Avenue, Speonk

189 Quackenbush Lane, Monsey
$3,800,000
5 Beds ⋅ 4 Baths ⋅ 1025734 MLS
Brand new construction—just finished building! Step into the future of luxury living with this spectacular residence, showcasing exceptional craftsmanship, modern architectural touches, and upscale design throughout. The heart of the home features a magnificent gourmet chef’s kitchen with custom cabinetry, premium finishes, and a large statement island that seamlessly flows into spacious, bright living and dining areas. Retreat to the extraordinary, oversized primary suite—a private sanctuary complete with a spa-inspired bath. Every additional bedroom is generously sized, offering the perfect blend of functionality and refined style. Packed with high-end upgrades across every level, this standout property delivers an unparalleled opportunity to own a beautifully curated luxury home tailored for today’s lifestyle.

189 Quackenbush Lane, Monsey

96 Godfrey Lane, Huntington
$3,799,999
4 Beds ⋅ 5 Baths ⋅ 917337 MLS
Discover a rare offering that blends modern luxury with spa-like serenity. This residence was designed to be both a retreat and a showpiece, combining high-end luxury finishes, seamless indoor-outdoor living, and tranquil natural surroundings. Walls of glass invite light and greenery into every room, creating a constant connection to nature. The open floor plan features a chef’s kitchen with professional-grade appliances, custom cabinetry, and expansive island seating—ideal for both entertaining and everyday living. Living and dining spaces flow effortlessly to outdoor patios, where landscaped gardens and serene seating areas extend the home’s livable footprint. The primary suite is a true sanctuary with floor-to-ceiling windows, spa-inspired bath with soaking tub and dual sided rainfall shower, with floor to ceiling windows overlooking lush grounds. Additional bedrooms offer the same level of comfort and style, ideal for guests or family. Every bathroom has been designed with European natural stone & micro-cement, luxury designer fixtures, and a focus on wellness and relaxation. Outdoors, curated landscaping and multiple gathering spaces set the stage for morning coffee, evening cocktails, or hosting under the stars. Enjoy a dip in the in-ground gunite, heated, saltwater pool surrounded by approximately 4,000 sq ft of patio space. Every corner of this property has been crafted to evoke calm, beauty, and a lifestyle of understated luxury. This is not just a home—it’s an escape, ready to be lived in and loved every day.

96 Godfrey Lane, Huntington

50 Sunset Avenue, East Quogue
$3,799,000
4 Beds ⋅ 4 Baths ⋅ 1022922 MLS
Nestled along the waterfront in East Quogue, 50 Sunset Avenue offers the rare combination of a beautifully renovated, move-in-ready residence and exceptional future potential. Thoughtfully reimagined with an extensive 2026 renovation, this four-bedroom, four-bathroom home with a dedicated office and sauna provides refined coastal living today while offering the opportunity to expand or create a larger waterfront estate in the future. With approvals already in place for an 18' x 46' pool and patio, generous outdoor space, and a versatile waterfront setting, the property presents endless possibilities without compromising its turnkey appeal. Inside, a welcoming foyer with two coat closets leads to bright, thoughtfully designed living spaces. The custom kitchen features quartz countertops, white cabinetry, a large center island, a Sub-Zero refrigerator and wine refrigerator, Wolf gas range, Miele dishwasher, wet bar, and pantry, creating an ideal setting for both everyday living and entertaining. The adjacent dining room enjoys tranquil water views, while the spacious living room is anchored by a striking stone wood-burning fireplace. A private home office offers flexibility for today's lifestyle. The well-designed floor plan includes four bedrooms and four full bathrooms, including a spacious primary suite with an en-suite bath and an additional guest suite with its own private bath. Radiant heated floors extend throughout the kitchen, dining room, laundry room, and all four bathrooms, while a sauna provides the perfect place to unwind. Additional features include a laundry room, central vacuum system, one-car garage, Buderus boiler with baseboard heat, two 275-gallon oil tanks, & central air conditioning. A whole-house backup generator, serviced semiannually, provides added peace of mind, while a Sonos surround sound system enhances the home's entertainment capabilities. The exterior has been equally transformed with durable Hardie cement-board siding, a new driveway, covered front porch, brick patio, irrigation system supplied by well water, and a natural gas connection for the outdoor barbecue. The private dock offers exceptional flexibility for a variety of watercraft, including boats and jet skis, making it easy to enjoy life on the water. Whether enjoyed exactly as it stands or envisioned as the foundation for a future custom waterfront estate, 50 Sunset Avenue presents an exceptional opportunity to own a renovated waterfront property with both immediate enjoyment and long-term potential in one of East Quogue's most desirable settings. Pool photos are renderings.

50 Sunset Avenue, East Quogue

18 Matinecock Farms Road, Glen Cove
$3,795,000
4 Beds ⋅ 6 Baths ⋅ 1039651 MLS
Located in the private enclave of Matinecock Farms is this totally refurbished and updated 4 bedroom state of the art Colonial. Situated on almost an acre of beautifully landscaped property with specimen plantings and a heated 20x38 gunite pool, this property is centrally located, close to schools, train and shopping. The light filled main floor has a spacious light-filled primary bedroom suite with sitting room and ensuite bath featuring a large shower, soaking tub, 9-ft custom walnut double vanity , Ditra heated tile floors and two California closets. Additional rooms include a formal dining room, living room with fireplace and bar, a cozy den with french doors to the patio, large gourmet eat in kitchen, mudroom and laundry room complete this first floor. Second floor has redesigned oversized two bedrooms, each with ensuite baths and sitting areas. The lower level has a newly expansive area featuring a kitchenette, family room, gym area, workshop, potting shed, ample storage and walkout to a sunny new Trex deck. House has State of Art systems HVAC, 9 zone WiFi, Daiken Comfort air conditioning and 16 zones of heat including heated floors in bathrooms and a mud hall, a whole house Generator and oversized climate controlled 2-car garage with a Level 2 charger-ready.

18 Matinecock Farms Road, Glen Cove

41 Mead Road, Armonk
$3,795,000
6 Beds ⋅ 9 Baths ⋅ 999973 MLS
41 Mead Road is an exceptionally custom-built contemporary residence that blends architectural sophistication with serene natural beauty. Sitting on 3.98 acres with a total interior area of 10,824 square feet with expansive open-concept living areas designed for modern luxury living. Offering 6 generously sized bedrooms and 7 full bathrooms with 2 additional half baths, thoughtfully designed for everyday comfort and entertainment. Surrounded by lush greenery, the floor to ceiling windows seamlessly blend indoor and outdoor living showcasing abundant natural light and serene views throughout. Features include plentiful storage throughout, including a well-appointed mudroom designed for effortless everyday functionality and organization. Beautiful office space with a balcony overlooking nature. Additional convertible spaces provide exceptional flexibility for customized lifestyle and entertainment areas, with the potential for a private sauna, cinema, recreation lounge, wellness retreat, or expansive secondary living spaces. A unique opportunity exists to expand the outdoor entertaining space with a potential 3,500-square-foot rooftop deck. Additional highlights include proximity to the Armonk town center and North Castle’s nature preserves, hiking trails, and golf courses. Convenient access to White Plains, Greenwich, and NYC makes this home a rare offering in one of Westchester’s most sought-after communities. Some Pictures are Virtually Staged

41 Mead Road, Armonk

23 Overbrook Lane, Upper Brookville
$3,795,000
6 Beds ⋅ 6 Baths ⋅ 996646 MLS
Framed by sweeping pond views and set on over 2 private acres spanning both Old Brookville and Upper Brookville with an option to go to Locust Valley Or North Shore Schools, this beautifully renovated brick estate offers an exceptional blend of luxury, privacy, and convenience. Tucked away on a quiet cul-de-sac yet just minutes from shopping, dining, and major highways, the home features 6 bedrooms, 5.5 baths, a bright open layout, and hardwood floors throughout. The custom gourmet kitchen overlooks the scenic backyard and pond, while the first-floor primary suite provides a private retreat. Every bedroom offers direct bathroom access through either an en-suite or Jack-and-Jill layout. Additional highlights include spacious entertaining areas, a full finished basement, guest accommodations, a full-house natural gas generator, and a 3-car attached garage. Outside, beautifully landscaped grounds, stone patio, create a resort-like setting overlooking the ponds picturesque year-round views. low taxes at approximately $33,539.

23 Overbrook Lane, Upper Brookville

150 Ocean Avenue, Lawrence
$3,790,000
7 Beds ⋅ 5 Baths ⋅ 1049507 MLS
An exceptional estate in the heart of Back Lawrence, 150 Ocean Avenue is distinguished by its classic architecture, impressive scale, extraordinary grounds, and distinctive amenities. Inside, a double-height entry hall sets a gracious tone for a residence encompassing over 5,600 square feet, seven-plus bedrooms, four fireplaces, a finished third floor, and an elevator. A freestanding three-car garage, itself over 900 square feet, provides extensive storage, as does the full basement, with potential for additional finished space. Outdoors, the grounds feature a large in-ground pool, a Har-Tru tennis court, and a built-in grilling station with twin grills. Herringbone brick paths connect these outdoor spaces, while towering trees and lush plantings envelop the property, providing privacy and reflecting decades of careful cultivation. For all the privacy of a country estate, 150 Ocean Avenue is remarkably well connected. The Lawrence and Cedarhurst LIRR stations, local schools and shuls, and the Lawrence Yacht & Country Club are all just a short drive away.

150 Ocean Avenue, Lawrence

17624 Kildare Road, Jamaica Estates
$3,780,000
4 Beds ⋅ 5 Baths ⋅ 1063361 MLS
PRICED TO SELL | SIGNIFCANT PRICE IMPROVEMENT Back on the market with a massive $100,000 price adjustment, 17624 Kildare Road is officially the sharpest luxury value in Jamaica Estates. Now offered at $3,780,000, this custom-built masterpiece boasts a level of scale and architectural integrity that cannot be replicated at this price point today. The House: A massive 26x73 custom footprint sitting on an oversized 40x180 deep lot. Features breathtaking 20-foot ceilings, a statement chandelier, and full main-level radiant heated floors. The Layout: Designed for luxury and flexibility. It offers two complete primary suites (one on the main floor with backyard access), a massive second-floor family lounge, 4 spacious bedrooms, and a fully finished attic serving as a 5th bedroom or private office. The Bonuses: A highly coveted 3-car garage and a sprawling backyard built for entertaining. The seller is motivated and serious. Do not miss the opportunity to secure a trophy estate at an adjusted, high-equity price point.

17624 Kildare Road, Jamaica Estates

6 Channel Drive, Great Neck
$3,780,000
4 Beds ⋅ 4 Baths ⋅ 1058818 MLS
Welcome to 6 Channel Drive, Kings Point, NY 11024 a beautifully maintained High Ranch ideally situated on a picturesque acre in the heart of Kings Point. Bright, airy, and generously proportioned, this inviting home offers a wonderful layout designed for both comfortable everyday living and effortless entertaining. The main level features a spacious living room, formal dining room, den, well-sized kitchen, four bedrooms, and 2.5 baths. A walk-out lower level provides additional living space and a full bath, offering excellent flexibility for recreation, guests, or extended living. The outdoor setting is equally impressive, featuring a beautiful pool, private tennis court, expansive grounds, and wonderful spaces for relaxing and entertaining. Set in a tranquil neighborhood while conveniently located near parks, shopping, and the Long Island Rail Road, 6 Channel Drive offers an exceptional combination of space, comfort, privacy, and location a wonderful place to call home.

6 Channel Drive, Great Neck

45 Old Sag Harbor Road, Southampton
$3,750,000
5 Beds ⋅ 7 Baths ⋅ 1048987 MLS
Set on over an acre of beautifully landscaped grounds, this 4,500 sq. ft. Southampton residence offers the perfect blend of sophistication and comfort. With five spacious, well-appointed bedrooms and six baths, the home features sun-filled interiors, expansive living and dining spaces and seamless access to outdoor living. A chef’s kitchen and elegant entertaining areas flow effortlessly to porches at both the front and back of the home. Classic custom finishes and attention to detail are noted on both the interior and exterior The private grounds are enhanced by a sparkling heated pool with waterfall, extensive irrigation system and mature plantings that create a serene retreat. Designed for both relaxation and gathering, this home combines timeless Hampton's style with modern amenities— in the perfect location between Southampton Village and Sag Harbor Village. The location offers access to pristine beaches, dining, the arts and all the East End has to offer.

45 Old Sag Harbor Road, Southampton

474 Water Mill Towd Road, Southampton
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 1062009 MLS
This peaceful property lives like a country estate: open sky, space to wander, picture-perfect for entertaining, and room to breathe in every direction. Beyond the white gate, a sprawling green lawn rolls up to the main house, set on a gentle rise and framed by mature trees, with nothing crowding in. The extensive, sunlit backyard, with its heated pool and exceptional pool house with its own stone-pillared driveway, continues the estate feel. A large, open foyer with a vaulted ceiling greets you as you set foot in this expanded classic Hamptons home. The long and soaring formal dining room, with windows down one side and French doors across the end, invites large, unforgettable dinner parties with ease. On summer nights, the doors open and the evening spills onto the brick terrace. The elegant dining room flows into the great room, where whitewashed beams cross the cathedral ceiling, a wood-burning fireplace anchors one wall, and an arched window over French doors fills the room with light and views of the grounds. The kitchen is bright and sunlit, with a skylight overhead, a window over the sink looking out to the garden, a stainless gas range, slate floor, glass-front cabinets, and plentiful storage. It opens onto a wooden deck, ideal for grilling, relaxed outdoor dining, and lounging overlooking the pool area. Easy single-story living continues down a quiet hallway to the bedrooms. The primary has a beamed, vaulted ceiling, whitewashed paneled walls, an original stone fireplace, and an en-suite bath. Two guest bedrooms share a bath, plus there is a laundry room off the primary and additional laundry in the unfinished basement. The airy pool house, fronted by a wisteria-covered pergola, has 520+/- square feet with wide-plank pine floors, carriage doors, a kitchenette, a full bath, a loft, and its own central air conditioning and heat. With abundant space, it also works as an artist’s studio, an office, and a place for guests to settle in. The heated pool is made for long summer afternoons, while the shed with a cupola and the outdoor shower with changing room complete the picture with vintage beach club charm. The generous backyard is fully fenced, the house has a full-house generator, and the home has a strong rental history. The substantial acreage, with grandfathered clearing in place and a thoughtful layout, allows for expansion, up or out. Set in Southampton on sought-after Water Mill Towd Road, the property is just a short drive by scenic back roads from bay and ocean beaches, farm stands, and neighboring villages.

474 Water Mill Towd Road, Southampton

67 Shepherd Lane, Roslyn Heights
$3,750,000
4 Beds ⋅ 6 Baths ⋅ 1063365 MLS
THE CROWN JEWEL OF ROSLYN COUNTRY CLUB! Spanning over 5,000 sq ft of ultra-luxury livable space on an expansive half-acre corner double lot, this custom architectural masterpiece features 4 bedrooms, 4 full bathrooms, and 2 half bathrooms within the elite, Top-10 ranked Wheatley School District. Architecturally masterminded by Keller & Sandgren to capture flawless natural light, the estate is framed by breathtaking, professionally landscaped grounds with custom stonework, natural bluestone paths, and a grand paver driveway. Inside, a dramatic 20-foot entry foyer leads to a jaw-dropping open floor plan adorned with soaring 20-foot ceilings, solid 8-foot doors, and premium solid hardwood and reclaimed wood accent walls imported from Tennessee. The heart of the home is a massive 30’x22’ chef’s kitchen with an 11-foot white quartz island and imported Sub-Zero/Ilve appliances. Enjoy pure comfort with continuous multi-zone radiant floor heating across the main level, the attached double garage with pristine epoxy floors, and throughout the fully finished lower level. The sprawling lower entertainment level includes a separate rear walk-out exterior entrance, an authentic pub bar, media room, gym, second kitchen, and private guest/staff quarters. Outside, the property transforms into a 5-star resort backyard sanctuary showcasing a heated low-chemical Ion pool with fountains/sun deck, a 16-foot white granite outdoor kitchen with a 60" Capital natural gas barbecue, and a custom 20’x16’ carpenter-built pergola with an integrated media wall. Fortified with an 11-zone smart irrigation system, full architectural landscape lighting, a high-speed Tesla EV charging station, 400-amp service, and a full-house Generac generator that effortlessly powers the entire property, central A.C., and pool. Unrivaled luxury just 5 minutes from the LIRR, LIE, and Northern State Parkway. This is your chance to step into a permanent, private resort lifestyle—an exceptional property like this will not stay available for long. Schedule your private tour today!

67 Shepherd Lane, Roslyn Heights

7030 Route 9, Rhinebeck
$3,750,000
5 Beds ⋅ 7 Baths ⋅ 1057117 MLS
With exceptional privacy, scale and location, Hemlock Hill- a sprawling multi-level home with resort style amenities, is tucked away just minutes from the charming town of Rhinebeck, one of the Hudson Valley's top destinations. The 30-acre estate with Catskill Mountain views is designed as the ultimate get away with a heated salt water pool with cascading waterfall, 6 person hot tub with 47 jets, stunning pergola with gas fire pit, stocked pond, hiking trails, and a professional-caliber outdoor kitchen, perfect for large outdoor gatherings. This contemporary estate is accessed via a stone gate with a winding quarter mile long tree lined driveway for privacy and seclusion. The home is perched on a crest to take full advantage of the stunning Catskill Mountain views to the west. Inside you will find nearly 9000 sq. feet of clean lines and open airy spaces with dramatic soaring ceilings. The home boasts five bedrooms and seven bathrooms- 4 full and 3 half bathrooms. The oversized dining room opens out onto the terraced pool area beyond and flows into the enormous chef’s kitchen and raised living room- both featuring natural stone gas fireplaces, and all made for entertaining on a grand scale. On the lower levels is access to an enormous attached 4 car garage, a game room, gym, two laundry rooms, and a home theater with stadium seating - complete with a candy bar and kitchenette, allowing for more intimate gatherings. In addition, when it is time to relax outside, the home's multiple terraces provide front-row seats to the wonderful views that stretch out over the landscaped grounds, pond and woods beyond. Peaceful and supremely private, Hemlock Hill is only minutes from the lively villages of Rhinebeck and Red Hook and enjoys convenient proximity to Manhattan. Property Overview • Single-Family Contemporary Residence • Year Built 1999 • Over 9000 square feet of interior space • Lot Size: 30.85 acres • 5 bedrooms, 7 bathrooms (4 full, 3 half) • 4 car attached garage Features & Amenities • Interior Highlights: Marble and slate flooring, finished basement, and zoned radiant heating and central cooling, two gas fireplaces, a chef's kitchen with high-end appliances and finishes. • Entertainment: Custom-designed home theater and a spacious recreation room/gym. • Outdoor Grounds: Private acreage featuring a pond with a dock, an in-ground salt-water swimming pool with a waterfall, a spa, dining pergola with gas fire pit and a professional-grade outdoor kitchen.

7030 Route 9, Rhinebeck

11 Arbutus Lane, Stony Brook
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 1050240 MLS
Welcome to “Westwinds,” one of the original and most iconic waterfront estates in Stony Brook Village. Privately set on 3.2 acres, this extraordinary property enjoys panoramic views of Stony Brook Harbor, West Meadow Creek, and Long Island Sound, with direct access to the water. Originally built in 1910, Westwinds retains many of its distinctive historic details while thoughtfully incorporating custom enhancements and continual upgrades that preserve and elevate its timeless beauty. The magnificent 1,428-square-foot Grand Ballroom, featuring soaring 11.5-foot ceilings, serves as the spectacular centerpiece of the home. Anchored by a dramatic fireplace and framed by unforgettable water views, the ballroom creates an exceptional setting for both grand entertaining and intimate gatherings. The main level is further enhanced by a spacious Chef’s Kitchen, custom-designed Dining Room, and inviting Sum Room. The second level has been thoughtfully redesigned to offer exceptional comfort and craftsmanship, featuring four en-suite bedrooms and an extraordinary Primary Suite complete with its own fireplace, luxurious spa bath, custom-designed closet, and dream office. Spectacular water views are enjoyed from virtually every room. Outside, the private waterside gunite pool and expansive patio have recently been restored, creating a remarkable setting for entertaining and enjoying the surrounding landscape. A newly constructed bulkhead secures more than 446 feet of waterfront, complemented by a private coastal walkway and direct water access. A truly rare opportunity to own one of Stony Brook Village’s most coveted waterfront properties, Westwinds is steeped in history as well as beauty. The estate was once the residence of Joe Simon, co-creator of Captain America, one of the most enduring superheroes in comic-book history. Every major mechanical system has been upgraded with high-quality, energy-efficient systems, providing modern comfort and reliability while preserving the character and elegance of this exceptional historic estate. Westwinds is a remarkable convergence of history, architecture, waterfront beauty, privacy, and convenience—an extraordinary estate in one of Long Island’s most treasured villages.

11 Arbutus Lane, Stony Brook

166 Ulster Landing Road, Kingston
$3,750,000
5 Beds ⋅ 3 Baths ⋅ 1039584 MLS
Serenity Cove - An Entire Riverfront Landscape Privately set along the Hudson River just south of the Kingston-Rhinecliff Bridge, Serenity Cove is an extraordinary 44.90-acre offering defined by water, privacy, and natural beauty. With approximately 1,000 feet of Hudson River frontage, secluded cove, dramatic 40-foot waterfall, private pond, mature woodland, and elevated river views, this is a rare opportunity to own a significant piece of the Hudson Valley. Serenity Cove itself is a naturally sheltered and intimate stretch of waterfront that gives the property its name. One of the property's most distinctive natural assets—a dramatic 40-foot waterfall—cascades through the landscape toward the cove. The combination of the Hudson River, cove, waterfall, and surrounding terrain creates a setting of remarkable beauty and character. Morning begins with the sun rising over the Hudson to the east, casting light across the water. As evening settles in, the Kingston-Rhinecliff Bridge lights glow in the distance, a captivating nighttime view. The 44.9 acres consists of approximately 12 acres on the riverfront side of the property and 32.9 acres of wooded landscape on the west side of Ulster Landing Road, offering another dimension to the property. Mature woodland, maintained trails, varied terrain, and a large private pond provide space for recreation, exploration, conservation, or simply the enjoyment of an exceptionally private and quiet natural environment. Serenity Cove is closely connected to celebrated dining, galleries, culture, and the sophisticated country lifestyle of the Hudson Valley. Rhinebeck, Kingston, Woodstock, and Saugerties are within easy reach and proximity to private aviation (Kingston Airport) and Amtrak service to New York City. Nearby parks offer picnic and boat launch facilities. Serenity Cove could become an extraordinary private estate, compound, or sophisticated Hudson Valley retreat. The property's scale and location within the Town of Ulster's R-30 Residential Zoning District may offer additional possibilities. Residential, agricultural, conservation-oriented, recreational, and other potential uses may be worth exploring, depending upon the proposed use and applicable municipal approvals. This flexibility is part of what makes Serenity Cove so compelling. On the southern end of the parcel sits an approximately 3,774-square-foot brick three-unit residence awaiting updating, together with a three-car garage, providing an existing structure to consider as part of a future vision. Serenity Cove is one of a kind remarkable piece of the Hudson Valley offering that speaks for itself with substantial acreage and river frontage with a canvas of opportunity awaiting your vision.

166 Ulster Landing Road, Kingston

213 Guinea Woods Road, Old Westbury
$3,700,000
5 Beds ⋅ 9 Baths ⋅ 1048263 MLS
Welcome to this extraordinary 5,000-square-foot estate, where luxury, sophistication, and effortless entertaining come together. Designed as a true lifestyle home, this exceptional residence blends smart technology with multiple indoor and outdoor amenities, designed to impress. With radiant heated throughout the first floor, the expansive kitchen offers two breakfast areas and features an open layout. At the heart of the home is the dramatic Great Room with high coffered ceiling, extensive custom lighting, unique “show kitchen”, a grand fireplace, and walls of glass doors that open to the surrounding patios, creating a seamless connection between indoor and outdoor living. The bespoke “Bar Room” with lighted alabaster wet bar, vaulted stamped-copper ceiling, dual fireplace and private patio is a show-stopper, providing a unique entertaining spot. The luxurious primary suite with vaulted ceiling features two spa-like primary baths, two oversized walk-in closets, two private balconies, and an impressively grand fireplace. The finished basement offers maid’s quarters with a private outside entrance, a substantial gym, and a full bath with a large steam shower. Set on 1.17 beautifully landscaped acres, the grounds have been thoughtfully transformed to create a resort-like private retreat. Renovations include an all-new driveway, patios, stone wall, landscaping, heated saltwater pool, separate hot tub, and 2-car heated garage. The 1,152-square-foot pool/guest house has been renovated with new floor, kitchenette, and provides the 5th bedroom with full bath plus additional space for guests, recreation, or extended living. With five fireplaces, two outdoor kitchens, an expansive covered dining area with pizza oven, and an outdoor movie screen, this remarkable property was designed for grand entertaining and intimate gatherings alike. Every detail creates an exceptional setting for enjoying life and making cherished memories for years to come. Located in the Village of Old Westbury and within the Wheatley School District.

213 Guinea Woods Road, Old Westbury

361 Long Hill Road E, Briarcliff Manor
$3,700,000
4 Beds ⋅ 6 Baths ⋅ 1045731 MLS
This elegantly appointed, new construction Colonial, built by noted local builder, is set on 1.45 landscaped acres in a newly created Briarcliff Manor cul-de-sac. A dramatic two-story foyer with herringbone floors and finely crafted millwork introduces light-filled interiors designed for gracious entertaining and effortless everyday living. The expansive living room, anchored by a sleek fireplace, flows seamlessly into the spectacular chef’s kitchen, where an oversized waterfall-edge island, custom cabinetry, professional-style appliances and a generous pantry create a striking culinary centerpiece. A formal dining room, private office and first-floor en suite bedroom complete the main level. Upstairs, the serene primary suite is a luxurious retreat with fireplace, custom dressing room and spa bath featuring a freestanding soaking tub, double vanity, water closet, and an oversized glass shower. Two additional en suite bedrooms, a spacious loft with bonus room and well-equipped laundry room offer exceptional comfort and flexibility. The finished lower level provides an impressive recreation room, full bath and additional space for a gym, media room or guest accommodations, while a vast walk-up attic offers further possibilities. Outdoors, broad lawns, plantings and a stone patio invite relaxed gatherings. Geothermal heating and cooling, a generator and attached two-car garage complete this remarkable new home in the acclaimed Briarcliff Manor school district.

361 Long Hill Road E, Briarcliff Manor

343 Chicken Valley Road, Upper Brookville
$3,700,000
4 Beds ⋅ 4 Baths ⋅ 955669 MLS
Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

343 Chicken Valley Road, Upper Brookville

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