Sleepy Hollow Real Estate Search

Sleepy Hollow 6+ Bathrooms for Sale

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Newest Sleepy Hollow 6+ Bathrooms Properties for Sale

$2,895,000
6 Beds 6 Baths 989712 MLS
Welcome to this stunning, fully gut-renovated Contemporary nestled on one of the largest lots in the prestigious gated community of Windemere — a rare 1.26-acre private cul-de-sac setting with room for a pool and endless possibilities. From the moment you arrive via the elegant circular driveway, this 5-bedroom, 5.5-bath showpiece makes an unforgettable impression. Thoughtfully designed with soaring ceiling heights and an open-concept layout, walls of glass and sliders flood every room with natural light, creating a bright, airy atmosphere throughout. The designer kitchen is a true centerpiece, featuring high-end appliances and seamlessly flowing into a sun-drenched sunroom and a massive great room — perfect for everyday living and effortless entertaining. A wet bar and sleek linear fireplace add sophistication to the living spaces, while the upstairs loft offers flexible additional living space. The main-floor primary suite is a private sanctuary unto itself, complete with sliding glass doors opening to the expansive Trex deck, floating stairs, a custom walk-in closet, and a spa-inspired bath boasting radiant heat flooring, a built-in towel warmer, and a freestanding soaking tub. Step outside to your own resort-style backyard retreat — a massive Trex deck with a full outdoor kitchen and multiple lounge and dining areas, with stairs leading down to the sprawling backyard. The full finished walk-out basement adds tremendous additional living and entertaining space, completing this exceptional offering. A truly rare opportunity in one of the area's most sought-after communities.

7 Windemere Crest, Woodbury

$3,750,000
7 Beds 7 Baths 990563 MLS
Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty—three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for modern living. A spacious chef’s kitchen anchors the home, flowing seamlessly into elegant dining and living rooms, a relaxed family room, and expansive outdoor entertaining spaces. Details such as a wood-burning fireplace, rich hardwood floors, bluestone terraces, and a gracious screened porch elevate the experience. An in-ground pool and tranquil wildlife pond complete the idyllic setting. A stately circular drive leads to the 1860s carriage house, offering a beautifully appointed two-bedroom guest residence. Further along, the 1929 Barn House provides yet another charming haven for hosting gatherings. Winding paths traverse a landscape of remarkable diversity—open meadows, mature woodlands, and picturesque waterways—while multiple elevated sites offer breathtaking panoramic views and future possibilities. Surrounded by over 1,000 acres of protected farmland along the Ten Mile River watershed, the estate ensures privacy without isolation. Just five minutes from Metro-North access in Dover Plains and Ten Mile River, Honey Lane Farm represents a rare convergence of history, scale, and enduring elegance.

151 Benson Hill Road, Dover Plains

$6,750,000
6 Beds 10 Baths 990237 MLS
Soundview Haven is nestled on 11.2 Acres of verdant lawn, lush plantings and mature trees in the picturesque Incorporated Village of Nissequogue. Perfectly positioned on the property with magical views of the Long Island Sound and 322 feet of beachfront, this exceptional estate creates its own secluded enclave-ideal for those seeking privacy and tranquility. The gated entrance opens to a long bluestone drive that leads to this exquisite Hamptons shingled styled residence with fine architectural details and remarkable craftsmanship. Measuring more than 9000 square feet, this custom residence features a grand entrance hall with a spiral staircase, fine millwork and wood flooring throughout. Additional spaces include formal living room and dining room, butler's pantry, great room with soaring ceiling and floor to ceiling stone fireplace, Chef's kitchen with gathering Island and top of the line appliances, breakfast room, movie theater, conservatory with stone fireplace, 6 bedrooms, 7 full baths, 3 half baths, 2 laundry rooms, and 3 car garage that can accommodate lifts. The finished lower level offers additional space for recreation, a gym, and has an entrance to the outside. Professionally landscaped outdoor areas include Laykold tennis court, sparkling heated inground pool and spa, outdoor kitchen, firepit, cabana, slate patio and walkways. Smart home integration and a Briggs and Straton generator provide convenience and safety. Relax in this peaceful setting, stroll down to your beachfront and enjoy a swim, or delight in entertaining guests in these pleasant surroundings. Soundview Haven will captivate the most discerning buyer with its luxurious amenities, breathtaking water views and tranquility.

697 Short Beach Road, Nissequogue

$3,295,000
6 Beds 6 Baths 989974 MLS
Stunning New Construction with 6000 s/f of living space in Sought-After Monfort Hills Experience the perfect blend of timeless elegance and modern design in this newly built Post-Modern Colonial. Offering 6 bedrooms and 5.5 baths, this home is thoughtfully designed with a seamless layout and refined finishes throughout. The first floor welcomes you with a gracious living room featuring a gas fireplace, built ins, a formal dining room ideal for entertaining, and a spacious relaxing room with its own fireplace for everyday living. The chef’s kitchen is both stylish and functional, complete with a butler’s pantry, premium details, high end appliances and sliding glass doors that lead to the patio and backyard—creating effortless indoor-outdoor flow. The versatile sixth bedroom, 5.5 bath offers a first floor bedroom/home office with a full bath. The second floor boasts a primary bedroom w/ primary bath and four additional spacious bedrooms and two full baths. Throughout the home, custom millwork, rich wood accents, and curated design elements create a distinctive character that blends classic charm with contemporary flair. Architectural archways add warmth and visual interest at every turn. The walk-out lower level is designed for both leisure and productivity, featuring a large recreation room, media area, mudroom, second home office and fitness space. Additional amenities include a 1.5 car attached garage with easy access in and out of the home and generous storage. Gas cooking and heating, central air conditioning and in-ground sprinkler system. Conveniently located near schools, town, restaurants, railroad, and beautiful waterfront settings. This home offers an exceptional lifestyle in a prime location.

15 Ridge Drive, Port Washington

$2,995,000
5 Beds 7 Baths 986239 MLS
There are homes… and then there are places that feel quietly set apart from the world around them. Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally… like a secret meant only for those who understand what true luxury feels like. This is not just a home. This is a legacy estate. Set perfectly between the Hudson River and Sleepy Hollow Country Club, the location offers the rare balance today’s buyers search for privacy, proximity, and prestige. Minutes to Metro North, fine dining, boutique shopping, and everything that defines Westchester luxury living… yet once you arrive, the outside world seems to soften. There is a stillness here. You feel it walking the grounds, where mature trees frame rolling lawns and sunlight filters through in that unmistakable golden way. There is a rhythm to the property… the kind that invites long mornings on the porch, quiet afternoons by the pool, and evenings that stretch just a little longer than planned. And somewhere within it all… life quietly thrives. Bees drift from bloom to bloom, tending to the landscape in a way that feels both timeless and grounding… a subtle reminder that this estate is not just maintained, it is alive. Inside, the home unfolds with a level of craftsmanship and scale rarely seen today. Five ensuite bedrooms offer both privacy and comfort, anchored by a truly exceptional primary suite with its own fireplace, spa like bath, expansive dressing room, and a private sleeping porch… a nod to a more romantic era of living, where fresh air and slow mornings were part of everyday life. The kitchen is designed not just for cooking, but for gathering… a chef’s workspace complemented by a generous butler’s pantry, ideal for seamless entertaining. It flows effortlessly into a formal dining room that feels pulled from the pages of a design magazine, where hand printed Zuber wallpaper and a fireplace create a setting that is both refined and deeply inviting. Every room tells a story. A wood paneled office with its own fireplace opens to the front porch, offering a work from home experience that feels anything but ordinary. The living room, wrapped in double walls of French doors, blurs the line between indoors and out, filling the space with natural light throughout the day. Nearby, the sunroom becomes its own retreat… a place to pause, unwind, and simply take in the beauty of the property. Step outside, and the estate continues to reveal itself. A gunite pool set within manicured grounds. Multiple porches designed for every mood and moment. A historic Lord and Burnham greenhouse… a rare and remarkable feature that speaks to the property’s heritage. And a four plus car garage with a private apartment above, offering flexibility for guests, extended stays, or staff. This is Westchester luxury real estate at its finest, where historic architecture meets modern lifestyle, where privacy meets convenience, and where every detail has been thoughtfully considered. Because the truth is… You can always renovate a home. But you cannot recreate land like this. You cannot replicate this setting. And you cannot manufacture the feeling this property gives you the moment you arrive. 36 Revolutionary Road is not just being listed. It is being offered.

36 Revolutionary Road, Briarcliff Manor

$1,995,000
6 Beds 6 Baths 990217 MLS
Discover an exceptional offering in the Hamptons-this beautifully updated six-bedroom, six-bathroom residence presents the perfect balance of refined Hamptons living and outstanding investment potential. Renovated in 2021, the home features a thoughtfully designed open floor plan ideal for both everyday living and entertaining. The light-filled living area flows seamlessly into a well-appointed eat-in kitchen and spacious dining area, all opening to an expansive deck that enhances the indoor-outdoor lifestyle. The first floor offers a versatile layout, including a junior primary suite with a full bath, and two additional guest bedrooms served by a well-appointed hall bath-providing comfort and flexibility for and guests alike. The second level is highlighted by a generous primary suite featuring a stylish private bath and a peaceful retreat feel. Two additional guest bedrooms-one en-suite and another with a separate hall bath-ensure ample privacy for visitors. A dedicated second-floor office offers an ideal work-from-home environment. The finished lower level expands the living space even further, complete with a kitchenette, den, and full bath-perfect for extended guests or recreation. Outdoor amenities are equally impressive, featuring a heated pool and hot tub, built-in outdoor kitchen, outdoor shower, and a private basketball court. Designed for relaxation and entertaining, the property delivers the ultimate Hamptons lifestyle. Ideally located in Shinnecock Hills, the home is just minutes from ocean beaches, renowned restaurants, and local shops. Whether enjoyed as a primary residence, seasonal retreat, or income-producing rental, this property offers year-round appeal and strong investment potential.

36 Charla Drive, Southampton

$2,950,000
5 Beds 7 Baths 972399 MLS
Perched along the shores of the Long Island Sound, 1 Sea Crest Drive is a spectacular Mediterranean-style waterfront estate offering breathtaking views, refined craftsmanship, and exceptional amenities designed for luxurious coastal living. Grand double wood doors open to a dramatic foyer where floor-to-ceiling windows frame sweeping water views and the private, deep-water dock beyond. The light-filled entry sets an elegant tone with a gracious staircase leading to the second-floor catwalk, which separates the private primary wing from the home’s four additional bedroom suites. An elevator and powder room are conveniently located just off the foyer. Designed for both everyday living and elegant entertaining, the main level features a chef’s eat-in kitchen with Wolf appliances, double ovens, a True refrigerator, dual sinks, and quartz countertops. Just off the kitchen, the laundry room is thoughtfully designed with a Shaws farm sink and brass fixtures. The water view dining room, highlighted by marble floors and French doors, captures stunning views and opens seamlessly to the outdoor setting. The impressive great room showcases soaring floor-to-ceiling windows, parquet wood floors, and a striking fireplace, creating a warm yet dramatic gathering space. A separate bar room with its own fireplace offers an inviting setting for entertaining, while the indoor pool overlooking the Sound brings resort-style living indoors year-round. Additional first-floor features include a private office and a spiral staircase leading to the spa-inspired primary bath, complete with sauna and jacuzzi tub. The primary suite itself is a serene retreat, featuring a fireplace, marble flooring, and French doors opening to a waterside deck. Cedar closets add another thoughtful luxury. Across the elegant catwalk, four additional en-suite bedrooms provide comfort and privacy, including two with spectacular water views. A rear staircase leads to the three-car garage, with direct access back into the kitchen and laundry area. Set on a prized waterfront parcel in Lloyd Harbor, the property’s deep-water dock and panoramic Sound views create an extraordinary setting for boating, entertaining, and enjoying the very best of waterfront living. Deep-water dock. Endless views. A truly exceptional Lloyd Harbor offering.

1 Sea Crest Drive, Lloyd Neck

$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

$2,995,000
5 Beds 6 Baths 984817 MLS
Two homes, one gorgeous estate. This exceptional property features two distinct residences—a stunning modern new-construction main home and a charming, fully renovated 2 bedroom cottage—situated together on a picturesque, private estate. Modern and European-inspired, this residence balances scale with sophistication. Thoughtfully crafted to blend clean architectural lines with warm, natural materials, the home features 10-foot ceilings on the main level, a dramatic 12-foot great room, and vaulted ceilings on the second floor that create an airy, light-filled atmosphere throughout. The interior is finished with wide-plank walnut floors, custom millwork, and a curated mix of shiplap and reclaimed beams, lending richness and character at every turn. The kitchen serves as the heart of the home, featuring refined white cabinetry, quartz countertops, an expansive center island. The primary suite is a private retreat with a spa-like ensuite and walk-in closet, while each additional bath is appointed with heated floors and custom finishes. An unfinished, above-grade lower level with nine-foot ceilings provides 1,500 square feet of potential for future expansion, accompanied by a separate 800-square-foot bonus space perfect for an office, studio, or recreation room. Completing the estate is a delightful, fully renovated 861 square foot, two-bedroom cottage with its own 2 car garage. Offering total independence, it serves as the ideal setup for guests, extended family, or a dedicated home office, adding incredible versatility to the property. Exterior details are equally compelling, featuring Hardie siding, a striking engineered slate roof, and oversized European windows. The grounds are designed for leisure, with bluestone patios, professional landscaping, a full irrigation system, and a heated gunite pool framed by stonework. A semi-circular pergola with open beams serves as a unique architectural focal point, perfectly positioned to enjoy the exterior side of the home’s double-sided fireplace—the ideal setting for intimate evenings and effortless entertaining. Located just minutes from top-rated schools, local shopping, and outdoor gems like Bedford Village Memorial Park and the Ward Pound Ridge Reservation, this estate offers the perfect balance of privacy, luxury, and convenience. Total (taxable living area) square footage includes the cottage square footage.

515 Long Ridge Road, Bedford

$5,500,000
4 Beds 6 Baths 990118 MLS
An architecturally significant modern retreat set on two private acres within coveted Shelter Island Heights owners association. Floor-to-ceiling glass dissolves the boundary between indoors and out, framing the surrounding natural environment from nearly every room. Conceived by developer Angelo Varischetti in collaboration with the award-winning team at WE+ Architecture & Design, the home is a study in light, landscape, and contemporary form. Newly constructed and spanning approximately 4,000 square feet, the residence offers four bedrooms and five-and-a-half bathrooms, thoughtfully designed for both privacy and connection. The open-concept living spaces are anchored by soaring window walls and refined materiality, creating a seamless flow between living, dining, and kitchen areas. The chef's kitchen is both functional and sculptural, featuring premium appliances, custom millwork, and an oversized island designed for gathering. Throughout the home, curated finishes including stone surfaces, bespoke cabinetry, and carefully considered architectural details reinforce the home's modern design language. Each bedroom suite is privately positioned with its own ensuite bath and direct access to the surrounding landscape, offering a retreat-like experience for both owners and guests. The lower level provides flexibility for a wellness area, gym, or media space. Outdoor living is equally compelling. A 50x14 heated knife-edge pool is set within lush, natural surroundings, complemented by expansive decking, an outdoor shower, full bath, and multiple areas for dining and entertaining. The setting is intentionally private, with mature greenery and open sky enhancing the sense of escape. Located within the Shelter Island Heights community, the property offers access to private beaches, tennis, and the island's most sought-after destinations, all while maintaining a sense of seclusion that is increasingly rare. This is Shelter Island at its best. Where architecture, landscape, and lifestyle converge to create a home that feels both elevated and effortless.

11 Sunnyside Avenue, Shelter Island

$12,999,000
7 Beds 8 Baths 984952 MLS
Positioned on a prime stretch of waterfront in Quogue, this newly constructed residence was expertly built by Summerhouse Builders, a Hamptons based luxury design build firm. Offering a seamless blend of modern coastal design, superior craftsmanship, and resort style living across three impeccably finished levels. A welcoming first floor foyer introduces herringbone flooring and oversized shiplap detailing, setting a refined tone that continues throughout. Ten inch engineered white oak floors lead to a formal dining room with coffered ceilings and into a sun filled great room that captures stunning water views while opening to the rear patio and pool. A sophisticated den features a dramatic double sided marble fireplace, while a junior primary suite with a marble en suite bath provides ideal guest accommodations. The chef's kitchen is a showpiece, appointed with quartzite countertops, a statement hood, Wolf double oven and range, pot filler, Sub Zero refrigerator, built in Wolf coffee system, Sharp microwave, butler's pantry, floating white oak shelving, and a generous center island. A mudroom, powder room, and epoxy finished two car garage complete the main level. Upstairs, the primary suite is a private retreat with a gas fireplace, dual walk in closets with custom built ins, and a spa quality bath featuring heated marble floors, soaking tub, and steam shower. A mahogany decked balcony overlooks the water, while additional guest suites offer en-suite baths and refined finishes. A floating glass staircase and elevator connect all levels. The finished lower level, which is rarely achieved on waterfront properties, is designed for ultimate lifestyle and entertaining, featuring 10 foot ceilings with a theater, gym, sauna, wine room, wet bar, office, and guest accommodations. Outdoors, a gunite infinity edge pool with spa, screened porch, outdoor kitchen, and deep water dock complete this exceptional setting. Smart home systems, full security, and five zone climate control enhance the offering. Images may be digital renderings or virtually staged.

15 Old Point Road, Quogue

$11,995,000
8 Beds 12 Baths 986783 MLS
Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this masterfully crafted, just-completed 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. Spanning nearly 10,000 square feet across three impeccably finished levels served by a private elevator, the estate offers eight bedrooms, ten full baths, and two half baths — striking an ideal balance between grand-scale entertaining and intimate serenity. A dramatic double-height foyer floods the entrance with natural light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout. The living room features oak ceiling beams and a finely finished double-sided fireplace that opens to an inviting den. Glass doors line the rear of the home, where the beautifully landscaped grounds give way to sweeping views of the broad, open fields of the reserve beyond. At the heart of the home, the custom kitchen is anchored by a spacious center island, hand-selected natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a handsome butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath one of several covered outdoor areas. The generously scaled junior primary suite with a soaking tub and double vanities is a true secondary retreat. Thoughtful service spaces — including a secure package room, laundry room, half bath, and full 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 gas fireplace framed by a striking marble surround, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, a freestanding soaking tub, elegantly detailed vanities, and a glass-enclosed rainfall shower complete this singular haven. Four additional guest bedrooms each offer beautifully finished ensuite baths, volume ceilings, walk-in closets, and laundry access. A gracious upper-level terrace with its own fireplace overlooks the property and 18 acre reserve — an ideal setting for evenings under the stars. The lower level continues the home's elevated aesthetic with eleven-foot ceilings and a world of private indulgence: a sleek wet bar, golf simulator, state-of-the-art home theater, light-filled recreation area, and glass-walled gym. The gym opens directly onto a serene wellness terrace suited for yoga or meditation, with walk-out access to the backyard. A cedar-lined sauna and a full bath featuring a steam shower complete the spa experience, while two ensuite guest bedrooms and an additional half bath round out this remarkable level. Outside, the resort-style grounds invite effortless living and celebration. A fully equipped outdoor kitchen sets the stage for picturesque al fresco dining beneath the pergola. Spend days lounging beside the 20-by-50-foot heated gunite pool and spa, enjoying the outdoor shower, or unwinding by the bluestone patio fireplace. And for the tennis enthusiast, a north/south-facing all-weather tennis court stands ready to serve. Don't miss this complete and compelling opportunity in coveted Water Mill. This exceptional estate may also be purchased together with the adjacent agricultural reserve. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

450 Seven Ponds Towd Road, Water Mill

$1,899,888
5 Beds 6 Baths 989323 MLS
Welcome to this exceptional brand new construction , perfectly situated on a quiet cul-de-sac in the heart of Plainview one of Long Island's most sought after suburban communities known for its convenience, strong schools, and neighborhood charm. This stunning residence offers 5 spacious bedrooms and 5.5 designer bathrooms, thoughtfully crafted with modern elegance and high end finishes throughout. Set on a beautifully positioned cul-de-sac property, the home provides both privacy and a peaceful setting rarely found, creating the perfect backdrop for comfortable every day living and upscale entertaining. A grand double height entry welcomes you into a sun filled open concept layout, featuring wide planked hardwood floors ,custom millwork, and beautiful windows. The formal living and dining areas flow seamlessly into a spectacular family room with high ceilings and a sleek fireplace ideal for gatherings of any size.The chef's kitchen is the centerpiece of the home boasting premium stainless steel appliances, quartz countertops, custom cabinetry, and a large center island with waterfall edge and seating. A bright breakfast area overlooks the back yard, offering effortless indoor-outdoor living. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired bath, soaking tub, glass-enclosed shower, dual vanities, and expansive walk in closets. Each additional bedroom is generously sized, many featuring en suite baths for ultimate comfort and privacy. The fully finished basement with its own separate outside entrance adds incredible versatility, perfect for a home theater, gym, guest suite or extended living space. Additional highlight include a mudroom, second floor laundry, attached garage, and professionally landscaped grounds. The backyard offers ample space for entertaining, relaxing, or customizing your own outdoor oasis. Located close to parks, shopping, and major parkways, this home combines luxury living with everyday convenience in a vibrant yet tranquil Long Island setting.

10 Faye Court, Plainview

$2,294,000
4 Beds 6 Baths 988928 MLS
Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District.

163 Hapeman Hill Road, Red Hook

$1,688,000
5 Beds 6 Baths 989027 MLS
Welcome to an extraordinarily luxury residence nestled in the most coveted location of Poquott Village, just moments from the serene waterfront and within the highly regarded Three Village School District. This exceptional home offers the perfect blend of elegance, comfort, and modern sophistication. Built with a relatively young structure and designed to impress, the home features five spacious bedrooms and four beautifully appointed bathrooms and two powder rooms. A grand, double-height foyer creates a breathtaking first impression, complemented by premium Andersen windows that flood the interiors with natural light. Entertainment and comfort are elevated throughout the home with a state-of-the-art surround sound system installed across all three levels. The gourmet chef’s kitchen is a true showpiece, outfitted with high-end custom cabinetry, a Sub-Zero refrigerator, Wolf double ovens, stunning granite countertops, multiple islands, and dual wine coolers—perfect for both everyday living and upscale entertaining. The inviting family room boasts a cozy fireplace and a built-in bar, creating a warm and welcoming atmosphere. The first-floor primary suite offers ultimate convenience and luxury, featuring a sun-drenched bathroom with windows on three sides, a large circular jacuzzi tub, a spacious double shower, and radiant heated marble floors. A separate guest suite on the main level includes its own full bath and private side entrance, ideal for visitors or extended family. Upstairs, you’ll find three additional bedrooms, two full baths, and abundant closet space, all enhanced by hardwood flooring, elegant limestone tiles, and custom California-style built-in closets throughout the home. The large finished basement provides additional living and recreational space, while the three-car garage adds both convenience and functionality. Step outside to your private resort-style oasis. The beautifully landscaped backyard is designed for relaxation and entertainment, featuring a large swimming pool(as is), an expansive 2,000-square-foot patio, a built-in BBQ area, and a charming gazebo complete with its own fireplace. This remarkable property offers countless luxurious features—truly too many to list. Experience the ultimate in refined living in one of Long Island’s most desirable communities.

8 China Lane, E. Setauket

$7,995,000
7 Beds 8 Baths 985566 MLS
Located on a quiet and highly sought-after cul-de-sac in Hewlett Neck, this newly constructed 9,200 sq ft estate offers privacy, scale, and a true waterfront lifestyle. Set on approximately 0.61 acres, the property enjoys expansive water views with multiple exposures. Designed for both luxury and functionality, the home features soaring 11.5-foot ceilings, radiant heated floors, a dramatic open layout with a mezzanine bridge, and six separate entrances. Each bedroom is designed as a private en-suite, offering comfort and privacy throughout. The chef’s kitchen is fully equipped with premium Dacor appliances, dual sinks, a built-in Miele coffee station, and a custom bar, ideal for entertaining. Additional interior highlights include a custom theater room with built-in surround sound, integrated smart home technology with in-wall iPads, electric window treatments, multi-zone climate control, and a comprehensive security and surveillance system. The exterior is designed to maximize lifestyle and entertaining, featuring a 1,300 sq ft heated in-ground pool with mosaic detailing and sundeck, a full cabana with outdoor kitchen and bath, and over 10,000 sq ft of outdoor living space. A 107-foot private walkway leads to the water, where a 65-foot dock accommodates large vessels (up to approximately 90 ft) and multiple jet skis. Additional features include a 3-car garage (wired for potential gym conversion), full-house backup generator, multiple mechanical systems including three boilers and two storage tanks, seven subpanels, and a substantial solid concrete storage space beneath the home with approximately 4.5-foot clearance, offering additional usable area.

190 Curtis Road, Hewlett Neck

$2,999,999
5 Beds 6 Baths 988727 MLS
Step into a modern masterpiece designed for seamless living and effortless entertaining, all set against the backdrop of sweeping ocean views! The journey begins in the entryway, where Bisazza marble tiles from the Marmo Collection set a contemporary tone, complemented by a modern staircase with a standoff glass railing system. Discover five spacious bedrooms, each with its own en suite bath. Every bathroom features unique accents with iridescent or textured tiles, creating character and distinction. The primary suite is highlighted by a reeded double vanity and a fluted acrylic freestanding tub. At the heart of the home, the chef’s kitchen is outfitted with Thermador appliances, a 33-inch refrigerator and freezer, two sinks, dishwashers, and ovens, plus a walk-in pantry, butler’s cabinet with wine fridge and island seating for five complete the space. The main living area is an entertainer’s dream, with an open-concept layout, soaring 12-foot ceilings, and floor-to-ceiling windows that capture the ocean’s horizon. Sliders and French doors extend living space to front and back decks with tempered glass railings, offering seamless indoor-outdoor living. A slim electric LED fireplace, radiant heated porcelain floors, and surround sound add to the modern coastal atmosphere. Additional highlights include an elevator, two-car garage, FEMA-compliant ground level with endless storage, and radiant heating upstairs and in every bathroom. Outside, a private backyard awaits bespoke finishes - a pool, outdoor kitchen, or custom design of your choice. Beyond the home, discover a vibrant seaside lifestyle. Enjoy top-rated restaurants, boutique shops, spas, and endless recreation, with the 5-Towns nearby offering upscale retail, cozy cafes, and fine dining. All with easy access to JFK Airport, the LIRR, and NYC! Set on a quiet dead-end street, this residence is the perfect balance of privacy, elegance, and accessibility.

1368 Beech Street, Atlantic Beach

$5,498,000
7 Beds 8 Baths 945621 MLS
Framing almost complete on this singular masterpiece! Ready Spring 2027 Time To Customize! An Exceptional New Construction Estate in Muttontown, located within the renowned Syosset School District. 'The Diamond' sets a striking new benchmark for refined living. This exquisite 8,000-square-foot residence offers seven bedrooms, 15 rooms and a fresh, contemporary layout designed for today’s most elevated lifestyles. Meticulously envisioned, 'The Diamond' reflects an extraordinary level of craftsmanship and an aesthetic precision that blends seamlessly with classic architectural detailing. Expansive sweeping light-filled interiors create a home that is both sophisticated and welcoming. Generous ceiling heights, dramatic walls of glass, and a seamless flow between indoor and outdoor spaces define the mansion. A grand courtyard entrance leads to custom-crafted oversized iron doors that dramatically unveil a breathtaking two-story entry foyer. The formal dining room features a connoisseur’s wine center with smoky glass accents that shimmer with understated drama, and a serving buffet crowned by a sculptural hanging etagere. The grand living room is anchored by a commanding two-sided modern fireplace that offers open views of the lush 2 acre property. The bespoke chef’s kitchen serves as a true centerpiece, equipped with premium Wolf and Sub-Zero appliances, custom cabinetry, and a spacious layout ideal for both everyday living and large gatherings. A fully equipped scullery kitchen adds an additional layer of convenience and sophistication for those who entertain on a grand scale. The main level further unfolds with guest quarters, a private study, state-of-the-art media room, and a secondary staircase. Ascending to the primary suite is to enter a private world of luxury: a serene balcony overlooking the property, a spa-inspired bath, a private sitting room, and multiple expansive walk-in closets befitting the most discerning wardrobe collections. The second level continues with a spacious lounge and four additional en-suite bedrooms, each a haven of comfort and privacy. Outdoor living is equally impressive, with fully approved plans to consider upgrades for a resort-style spa pool and an open-air pavilion complete with its own kitchen creating an alfresco realm of unparalleled leisure. The 10-foot lower level also stands ready to fulfill any vision. 'The Diamond' is not merely a home, it is a residence designed for the discerning, where high-style luxury meets the ease and functionality of everyday living.

50 Cecilia Drive, Muttontown

$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

$1,799,000
5 Beds 6 Baths 875119 MLS
A Quintessential Quaker Hill Estate with Guest Cottage Perched atop the storied hills of Quaker Hill, this exceptional five-acre estate embodies the romance and elegance of country living at its finest. Privately nestled amid sweeping meadows, renowned equestrian properties, and grand country estates, 43 Meeting House Road offers a rare combination of exclusivity, beauty, and refined luxury just 90 minutes from Manhattan. Thoughtfully reimagined from its original log-home roots, the residence seamlessly blends timeless character with sophisticated modern design. Wide-plank oak floors, gracious entertaining spaces, a sunlit library, and a beautifully appointed chef's kitchen with radiant-heated floors and an oversized island create an atmosphere of effortless elegance. The luxurious primary suite is a retreat unto itself, with soaring 18-foot ceilings, skylights, and a Juliet balcony overlooking rolling lawns, mature specimen plantings, and the pastoral landscape beyond. Additional ensuite bedrooms and flexible living spaces provide exceptional comfort for family and guests. Designed for an elevated indoor-outdoor lifestyle, the estate is surrounded by sweeping lawns ideal for grand-scale outdoor entertaining, garden parties, and relaxed afternoons in the countryside. Expansive decks overlook a tranquil spring-fed pond, while the resort-inspired pool area, complete with cabana, bar, and bath, evokes the atmosphere of a private countryside club. Every detail has been curated for comfort and convenience, from whole-house generators serving both residences and a heated two-car garage to integrated Sonos audio, security systems, advanced climate control, and state-of-the-art connectivity. Enhancing the estate is a beautifully renovated and completely independent two-bedroom guest cottage. Featuring its own kitchen, fireplace, lofted living area, utilities, and septic system, it offers luxurious accommodations for guests, extended family, staff, or a private home office. Rarely does a property combine such privacy, sophistication, and natural beauty. One of Quaker Hill's most compelling offerings, this remarkable estate is a turnkey country sanctuary where sweeping lawns, resort-caliber amenities, and timeless elegance create an unparalleled retreat.

41 and 43 Meeting House Road, Pawling

$4,100,000
4 Beds 8 Baths 983109 MLS
Set within one of Armonk’s most sought-after locations, this exceptional custom-built stone Colonial offers a rare combination of privacy, scale, and refined craftsmanship. Privately positioned behind a gated entrance on nearly five level acres, the property showcases sweeping lawns, newly designed landscaping, and breathtaking open vistas—creating an ideal setting for both everyday living and grand entertaining. A dramatic entry introduces the home’s impressive interior, highlighted by a striking double floating staircase and a sun-filled, two-story living room with radiant heated floors. The thoughtfully designed open layout seamlessly connects formal and informal spaces, offering both elegance and comfort. At the heart of the home, the chef’s kitchen flows effortlessly into inviting gathering areas centered around a timeless stone fireplace, with French doors leading out to an expansive stone patio complete with its own outdoor fireplace. The grounds are equally impressive, featuring a wide, usable backyard perfect for recreation or future enhancements, including an ideal pool site. Whether hosting large gatherings or enjoying a quiet afternoon, the outdoor spaces offer endless possibilities. Inside, the home features two luxurious primary suites—one on the main level and one upstairs—along with two additional bedrooms. Six full bathrooms and two powder rooms are beautifully appointed with high-end finishes, including marble baths, soaking tubs, and steam showers. The walk-out lower level is designed for both work and leisure, offering a spacious office, fireplace, home theater, and an elegant wine cellar. Additional highlights include radiant heated floors in select areas, abundant storage, and a heated three-car attached garage. Located just minutes from the heart of Armonk, with easy access to major roadways, Westchester Airport, and the North White Plains train station, this home combines serene estate living with everyday convenience. All within the award-winning Byram Hills School District.

3 Vincent Lane, Armonk

$4,995,000
8 Beds 8 Baths 982066 MLS
Set at the end of a private cul de sac within the highly coveted Edgemont School District, this exceptional estate offers a rare opportunity to reimagine one of the largest and most architecturally significant homes in the area. Spanning approximately 14,700 square feet and set on nearly three private acres, the residence is defined by soaring cathedral ceilings, dramatic double height spaces, and an extraordinary use of glass that fills the home with natural light. A grand entrance introduces a series of expansive living and entertaining rooms that seamlessly connect to a stunning courtyard centered around an in ground pool, creating a striking indoor outdoor setting that is both private and serene . The layout offers remarkable flexibility with multiple living wings, a first floor primary suite, generous guest accommodations, and an upper level with spacious bedrooms and additional areas for recreation, work, or wellness. A substantial unfinished lower level offers significant additional square footage and a compelling opportunity for customization. Recent enhancements include a renovated pool, integrated smart home features, and a newly constructed wine cellar. The grounds are equally impressive, offering expansive lawns, mature landscaping, and a sense of scale and privacy rarely found in Edgemont . This is a true estate offering with extraordinary potential, providing the rare chance to create a bespoke residence of exceptional size, presence, and distinction just thirty minutes from Manhattan.

2 High Point Terrace, Scarsdale

$2,300,000
6 Beds 6 Baths 987191 MLS
Rare Opportunity | Shoreham Village Stunner on Nearly 3 Acres - There are properties that check boxes. And then there are properties that change plans. This is the one that makes buyers and investors … stop scrolling and start dreaming. Tucked into the heart of Shoreham Village, a turn-of-the-century residence stands on nearly three acres of some of the most coveted land on Long Island's North Shore. It has lived many lives. And in 2020, it was renovated and completely reimagined with exquisite craftsmanship, designer finishes, and a layout that feels as though it was designed for the way people actually live today: fluidly, generously, and without compromise. Step through the door, and the two-story entry foyer tells you immediately, this is not an ordinary home. The ground level sets the tone for flexibility. Two bedrooms anchor this floor, one with its own private exterior entrance, a detail that quietly opens the door to endless possibilities. Guests. Extended living opportunities. A professional suite. The choice is yours. Two full baths, a laundry room, and a spacious recreation area round out a level that functions beautifully on its own terms. A glass and stone-wrapped staircase, itself a work of art carries you upward to the first level, where the home opens up and exhales. Soaring ceilings. A den warmed by a fireplace that draws you in on the coldest North Shore evenings. A sun-drenched sunroom with French doors that spill out onto an expansive deck, blurring the line between inside and out. A private additional suite on this level offers a quiet retreat for guests or multi-generational family members who value both proximity and independence. And at the heart of it all, a designer gourmet kitchen with breakfast bar and premium finishes, the kind of kitchen where mornings linger and dinner parties begin before anyone sits down. Climb higher and the second level delivers three beautifully appointed bedrooms, including en-suite retreats with spa-inspired baths, walk-in closets, and two primary suites each, one with its own fireplace. This is where the day ends well. But the story doesn't stop at the front door. The property is currently in the process of being subdivided into three separate lots, and here is where it gets truly compelling. The house and each individual lot can be purchased separately. For the investor, the builder, or the buyer with vision, this is the kind of layered opportunity that simply doesn't surface on the North Shore. Acquire the full estate. Secure a premier building lot. Or let the subdivision work in your favor. The path is yours to choose. And the setting? Shoreham Village wraps it all in the lifestyle that makes the North Shore legendary. Private beach access. Clubhouse. Tennis courts. Playground and open fields. Minutes from pristine beaches, world-class golf, farm stands, vineyards, and the dining and shopping that define this stretch of Long Island. Some listings are transactions. This one is a turning point. The house. The land. The opportunity.

9 Tower Hill Road, Shoreham

$5,000,000
14 Beds 17 Baths 976893 MLS
399 Gregory Rd, Monticello, NY – A Private Estate Like No Other Set on 20 breathtaking acres in Monticello, this extraordinary nearly 18,000sf gated estate delivers an unmatched combination of scale, luxury, and privacy. Surrounded by a perfect blend of open land and natural beauty—including a picturesque stream and sweeping views—this property offers a rare sense of seclusion just minutes from the area’s top destinations. Ideally located near Monticello Motor Club, Resorts World Catskills, Kartrite Indoor Water Park, Monster Golf Course, Bethel Woods Center for the Arts, and the scenic Catskill Mountains, this estate combines tranquility with convenience and access to year-round attractions. Inside, the home is designed for both grand entertaining and everyday comfort. Amenities include a spectacular indoor pool, full bar, pizza oven, game room, private theater, gym, multiple fireplaces, sauna, and hot tub—creating a true resort-style experience. With 14+ bedrooms, this property has successfully hosted weddings, retreats, and large gatherings. Nearly every aspect of the home has been thoughtfully upgraded by the current owners. Improvements include a brand new dehumidifier and heater for the indoor pool, new heating and cooling systems, upgraded electric, low-voltage wiring, security cameras, and a brand-new high-capacity septic system. The estate also offers a fully equipped kitchen, a fully equipped game room, a detached garage, and a separate, private suite on the upper level. The entire property is fully winterized and move-in ready. Zoned RR2, this estate presents exceptional flexibility and investment potential. With planning board approval, it is well-suited for use as a retreat center, summer camp, or event venue. A discerning buyer can enjoy this home as a private luxury escape while also generating substantial income through rentals, weddings, and organizational use throughout the year. This is truly a property that must be experienced in person to fully appreciate the scale, craftsmanship, and atmosphere it offers—photos simply don’t capture the full picture of what this mansion entails. A rare opportunity for the buyer who values privacy, prestige, and potential—this is more than a home, it’s a legacy estate. Reach out today to schedule your private tour.

399 Gregory Road, Monticello

$6,850,000
5 Beds 7 Baths 964313 MLS
Commissioned in 1910 by H. Leroy Emmet, and masterfully designed by renowned architect H. Van Buren Magonigle as an English Country manor of exceptional distinction. Set on nearly 5.5 acres in sought-after Tuxedo Park, this Hudson Valley estate offers over 800 feet of private frontage on Tuxedo Lake and captures sweeping northern views across the full length of the lake to the Ramapo Mountains beyond, all within a historic 2,300-acre gated enclave. A dramatic arrival unfolds through a monumental Renaissance door of iron and hand-forged bolts, opening to a sequence of extraordinary interiors. A columned reception hall with Corinthian capitals and sculpted friezes sets the tone, leading to a richly paneled bog oak dining room set within a pentagonal bay of tall windows overlooking the water. The grand living room, distinguished by rare Thomas Chippendale Chinoiserie doors, is complemented by an elegant study and a marble-floored conservatory filled with natural light. Throughout the home, the original windows and hardware remain intact, beautifully scaled to invite light while framing the surrounding landscape. Private quarters offer remarkable scale and flexibility, with five to six generously proportioned bedrooms. The layout adapts effortlessly to a range of modern living needs, including dedicated home offices, fitness and wellness rooms, media or recreation areas, and private guest suites ideal for extended stays. The home’s thoughtful separation of spaces allows for both intimate daily living and larger-scale hosting with ease, while also accommodating live-in staff quarters if needed. A magnificent two-story elliptical staircase, crowned with intricately carved woodwork, leads to the upper levels, where a striking circular twelve-sided sunroom room adjoining the primary suite continues the home’s architectural narrative. A full-sized elevator serves three floors, from the lower level to the second floor, blending modern convenience with the home's historic character. Nearly every room is thoughtfully oriented to maximize breathtaking lake and mountain vistas. An expansive terrace spans the full length of the rear facade, creating a seamless connection between indoor and outdoor living and offering an exceptional setting for dining, entertaining, or simply taking in the lake views. A pool provides a welcome retreat during the summer months, adding to the property’s outdoor lifestyle. Enhancing the waterfront experience, a charming stone cottage sits directly at the water’s edge, offering a rare opportunity for restoration as a guest retreat, studio, or lakeside escape. The property's expansive frontage allows for the addition of a private a dock, allowing for immediate enjoyment for boating, fishing, and life on Tuxedo Lake from your own shoreline. Despite its sense of seclusion, the property offers exceptional accessibility—just 46 miles from Midtown Manhattan, with both train and bus service nearby. Fine dining at Valley Rock Inn & Mountain Club, everyday conveniences, and extensive hiking throughout Harriman State Park are all within easy reach. A unique offering where historic pedigree, architectural significance, and natural beauty converge, the estate is truly a timeless Hudson Valley lakefront gem.

225 E Lake Road, Tuxedo Park

$3,995,000
5 Beds 9 Baths 983469 MLS
Situated on 2 professionally landscaped acres, this magnificent Gold Coast residence offers refined luxury with seamless indoor-outdoor living. A long, private driveway leads to this magnificent Colonial with a charming wrap-around porch reminiscent of Southern hospitality. As you enter through a spectacular 2-story foyer clad in crisp white millwork, high ceilings and a series of arched entryways lead to a grand formal dining room, an elegant formal living room with a fireplace and a series of custom arched windows that overlook the manicured property. The showpiece chef’s kitchen, designed by a Cordon Bleu graduate, is designed for grand-scale entertaining with granite countertops, designer tile backsplash, professional-grade Wolf and Sub-Zero appliances, custom inset cabinetry, a spacious pantry, and is open to a large breakfast area and comfortable family room with a fireplace. An expansive, completely renovated master suite serves as a private sanctuary with penthouse light features, featuring vaulted ceilings, a marble framed fireplace, exquisite millwork, hand-painted detailing, and an extraordinary walk-in dressing room with custom closets, mirrored cabinetry, crystal chandeliers, center island, and an en-suite washer/dryer. The spa-inspired luxury bath offers a free-standing extra large soaking tub, steam shower, radiant-heated floors, and premium fixtures for resort-caliber relaxation. Additional ensuite bedrooms feature tastefully appointed baths with custom closets and comfortable finishes. The finished lower basement level offers a flexible space that includes a gym with a red light sauna, a music room, a full bath, a cedar closet, a spacious recreation room and plenty of storage space. Resort-style outdoor living is anchored by a 20x40 custom in-ground pool, extensive bluestone patios, and a pergola with large outdoor stone fireplace. A full outdoor kitchen features a built-in professional grill, Big Green Egg, refrigerator, stovetop, ice maker, sink, beverage center, and granite bar with seating, creating an exceptional setting for summer entertaining and relaxation. The fully enclosed raised-bed vegetable/herb garden with mist irrigation elevates the property’s gourmet lifestyle appeal. Lush, thoughtfully curated landscaping by Main Street Nursery evokes a soft coastal feel which is complemented by a myriad of specimen plantings. The exterior is finished with maintenance-free James Hardie siding, durable Azek trim, and a full wrap-around porch with front and rear porch swings perfect for lazy days admiring the grounds. The home’s systems include 5-zone HVAC and a new central vacuum, underscoring a commitment to modern comfort and ease. Additional highlights include an upgraded mudroom and main-floor laundry which include a custom dog washing station for effortless pet care, a heated garage with new double-insulated doors, smart exterior lighting with antique-sourced fixtures, and so much more. With 5 bedrooms, 6 full baths, and 3 half baths, this impeccably updated home blends timeless architectural character with modern amenities, creating an extraordinary and beautifully unique Laurel Hollow estate ready for immediate enjoyment.

503 Cold Spring Road, Laurel Hollow

$2,200,000
5 Beds 7 Baths 986815 MLS
This rare, 6.3+ acre lot is an architect , designer, or builders dream opportunity. This spectacular private, historic site encompasses an entire mountainside directly overlooking pristine Tuxedo Lake. The property, original site of the circa 1800s Halsey Estate, features numerous lovely walking and hiking paths bordered by historic, hand hewn stone walls and stone walled garden areas that date back to the 1800's. A small, historic stone gardeners shed is included on a large, flat portion of the property that is within close proximity of the home. This was originally a formal garden area, and is accessed by a stone staircase. This would be an ideal location for a pool, croquet lawn, tennis court, or vegetable/flower garden. One entire side of this area is bordered by a historic stone wall. Located at the highest point of the property, and accessed by a wooded walking trail, sits a lovely Gazebo, with panoramic views of the entire lake and surrounding Ramapo Mountains. This beautiful setting is ideal for al fresco dining, picnicking, barbecuing, or just admiring the spectacular sunsets in the evenings over cocktails. The covered gazebo can seat twelve comfortably. The elegant, approximately 5000 sq ft custom brick home is ready to be renovated, restored, or rebuilt to the new owners specifications. All preliminary preparations have been attended to, and the first floor and lower level have been gutted and are ready to be redesigned. A new roof was put on approximately two years ago, and the home features seven woodburning fireplaces, a beautiful, large, circular brick covered terrace overlooking Tuxedo Lake, three additional terraces facing the lake, and a sun deck off of the master suite area. The second and third floors have not been gutted, and are awaiting a decorators touch. The formal dining room features gorgeous 100+ year old leaded glass cabinets and Windows , resurrected from a bygone era. Whether you wish to renovate this beautiful home, or build from scratch, this is a one of a kind opportunity that is rarely , if ever, available. For sale by owner. Shown by appointment only. Twenty four hour minimum notice, please. Pre-qual or proof of funds must be submitted to have appointment confirmed.

262 Tuxedo Road, Tuxedo Park

$2,999,999
5 Beds 7 Baths 986408 MLS
Welcome to a distinguished waterfront residence in the prestigious village of Kings Point, offering expansive, unobstructed views across Manhasset Bay and an exceptional opportunity to experience the Gold Coast lifestyle at its finest. Privately set behind mature, manicured landscaping, this stately estate embodies timeless elegance, scale, and sophistication. The home’s classic architecture is highlighted by a grand columned portico, upper-level balcony, and a beautifully balanced facade that creates a striking arrival experience. Spanning approximately 5,500 square feet, the residence is defined by gracious proportions, refined details, and a layout designed for both formal entertaining and comfortable everyday living. Sun-filled interiors showcase oversized windows that frame the home’s sweeping water views, while a series of elegant living and dining spaces flow seamlessly throughout. French doors open to inviting outdoor patios, creating a natural extension of the interior and offering the perfect setting for entertaining against a serene waterfront backdrop. The second level features five well-appointed bedrooms, including a tranquil primary suite positioned to capture elevated views of Manhasset Bay. The home is complemented by seven bathrooms (four full and three half), thoughtfully designed to accommodate both residents and guests. A full attic provides additional space with endless potential for customization. The property’s lush grounds offer privacy and tranquility, with manicured hedges, mature plantings, and multiple outdoor seating areas designed to embrace the surrounding natural beauty and water views. Ideally located within one of Long Island’s most coveted waterfront communities, this exceptional offering is moments from marinas, parks, and the refined amenities of the North Shore. A rare and compelling opportunity to own a classic estate with enduring character, remarkable scale, and breathtaking water views in an unparalleled setting.

365 E Shore Road, Great Neck

$5,199,000
6 Beds 6 Baths 985610 MLS
This 1908 Colonial located in the tranquil Village of Plandome, offers a rare blend of timeless architectural character and modern comfort. Set on two continuous lots totaling .54 acres, this 6-bedroom, 5.5-bath residence features an exceptional floor plan designed for both everyday living and entertaining. The main level offers gracious principal rooms and high ceilings throughout. Living room, large dining room with views of beautiful landscaped grounds, and private office. The heart of the home is the open-concept chef's kitchen with vaulted ceilings, equipped with a Viking range, Sub-Zero refrigerator, dual dishwashers, a bar area that flows seamlessly into the great room, with access to the deck and serene property beyond. Additional amenities include a kitchen pantry with add'l subzero, powder room, mudroom, gym, and large attached two-car garage with bonus storage area. Another bonus is the 19'x19' bedroom suite above the garage, accessed by its own dedicated indoor staircase - complete with vaulted ceilings, full bath, windows throughout with abundant natural light, and generous closet space. This versatile space is ideal as a guest suite, studio or additional home office. The second level includes a primary suite with ensuite luxurious bath and expanded dressing area with dual closets. Four additional bedrooms + three full baths and a conveniently located laundry room complete this second level. Cedar shingle siding, natural wood garage doors, covered front porch and soft earth-tone finishes create a warm, sophisticated aesthetic, while the expansive property provides a rare opportunity for exceptional indoor-outdoor living. Additional amenities include custom Marvin windows throughout, radiant heat, central air-conditioning, skylights, and a generator for year-round comfort and peace of mind. Enjoy access to Plandome Village Green & Field & Marine, as well as a short commute to NYC with convenient parking at Plandome LIRR train station.

16 Middle Drive, Manhasset

$3,999,000
6 Beds 9 Baths 986062 MLS
Welcome to Swan’s Cove, a masterpiece of waterfront luxury perched along Lloyd Harbor’s Gold Coast on in Lloyd Neck. This estate spans a magnificent 10,500 square feet across three levels of breathtaking living space, meticulously designed to capture panoramic views of the Long Island Sound and Oyster Bay from every angle. Tucked away on a tranquil private road within the Cold Spring Harbor School District #2, the property offers a cinematic perspective where sunrise mists, sailboats at golden hour, and sweeping western sunsets become part of your daily rhythm. The residence itself is a statement of sophistication and comfort, featuring dramatic high ceilings and grand formal living spaces bathed in natural light. At the heart of the home, a chef’s kitchen equipped with Sub-Zero, Wolf, and Miele appliances awaits the culinary enthusiast. The accommodations are equally impressive, boasting a divine master wing, four additional en-suite bedrooms, and a separate guest wing for absolute privacy. For those seeking a sanctuary of wellness and entertainment, the estate includes a fully enclosed indoor spa, pool, sauna, gym, tearoom, and a private movie theater. Transitioning outdoors, over 2,200 square feet of multi-level decks provide the ultimate vantage point for the salt air and coastal vistas. Residents also enjoy the premier amenities of the Lloyd Harbor beach and park, which offers tennis, summer camp, a boat ramp, and mooring (fee). This estate is more than a home—it is a timeless sanctuary and a rare opportunity to craft your own legacy in one of Long Island’s most coveted enclaves.

19 Mallard Drive, Lloyd Harbor

$4,990,000
5 Beds 6 Baths 984505 MLS
A true Mediterranean masterpiece nestled in the heart of prestigious Malba, this extraordinary luxury estate showcases impeccable craftsmanship and the finest materials throughout. From the moment you enter the grand, inviting foyer, you are immersed in a world of refined elegance and designer sophistication. Rich mahogany wood and exquisite marble finishes span the entire home, creating a timeless sense of grandeur. This state-of-the-art showplace features a stunning primary suite complete with a private en-suite retreat and an expansive balcony overlooking the resort-style backyard. Enjoy breathtaking views of the dramatic pool—perfect for both relaxation and upscale entertaining. An exceptional dual Asian and Western chef’s kitchen is masterfully designed to accommodate both refined culinary experiences and grand-scale gatherings. Outfitted with top-tier appliances, including a Wolf gas cooktop, Sub-Zero refrigeration, and a full suite of Miele appliances, this space exemplifies both performance and sophistication. A dramatic marble island serves as the centerpiece, while three dishwashers and two wine coolers offer unparalleled convenience for modern luxury living. A sun-filled sunroom showcases a beautifully crafted wood-paneled ceiling and refined wood flooring. A full wall of French sliding doors creates a seamless indoor-outdoor flow to the backyard, while intricate ornamental moldings add a touch of timeless sophistication. Designed for ultimate comfort and elevated living, the lower level offers a private media room, a temperature-controlled wine cellar, and a billiards room—creating an unparalleled lifestyle experience. Combining privacy, scale, and elegance, this dream residence defines the pinnacle of luxury living. This is a home you truly have to see to believe.

17 North Drive, Malba

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.