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$3,999,999
15 Beds 28 Baths 971074 MLS
Multi-Use Investment Opportunity – Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence. The building features four full kitchens, 15 bedrooms, 28 bathrooms and on-site parking for 15+ vehicles. Property is currently leased and configured for residential/institutional use. Convenient location within close proximity to shopping, services, and major roadways, offering both accessibility and privacy. Potential uses may include educational facility, daycare, residential program, office space, wellness or medical services, retreat facility, hospitality use, or event space, subject to municipal approvals and zoning requirements. This property offers a unique opportunity for investors or organizations seeking a modern facility with multiple possible applications.

43 Freeland Street, Monroe

$3,999,500
5 Beds 6 Baths 1039826 MLS
From the moment you arrive, this newly constructed modern East End waterfront estate feels like a private resort. Tucked away within a quaint waterfront community and just a short boat ride from Moriches Bay, this exceptional residence offers an extraordinary combination of luxury, privacy and waterfront living. Set on 3.94 acres with approximately 153 feet of frontage along the Forge River, this custom-designed home encompasses just under 11,500 square feet. Every room tells a story, and every detail has been created to make coming home feel like an escape from the everyday. Enter through the grand foyer and experience soaring architectural ceilings, expansive Andersen windows and doors, abundant natural light and hardwood floors throughout. The magnificent great room showcases these elements alongside a dramatic floor-to-ceiling tiled fireplace. At the heart of the home is a gourmet kitchen designed to impress accomplished chefs and casual cooks alike. Whether preparing a favorite family recipe or entertaining on a grand scale, this is where guests naturally gather and lasting memories are made. The main level also features an elegant formal dining room and a step-down den with its own fireplace. The ultimate year-round retreat awaits inside: a spectacular indoor, inground Gunite pool complete with a lounge area and swim-up bar. A full bathroom and changing room provide added convenience, while sliding glass doors open directly to the outdoor patio. Also located on the first floor are a flexible gym or home office and a private en-suite bedroom. The second-floor primary suite is truly in a class of its own. The approximately 980-square-foot bedroom area features a fireplace, wet bar and private balcony with a seating area and outdoor gas fireplace. The spa-inspired primary bathroom delivers the comfort, tranquility and indulgence of a world-class resort. Continuing through the second level, a cozy sitting area with a fireplace overlooks the main floor. A second laundry room adds everyday convenience. Beyond the home’s second staircase is another spacious ensuite bedroom with an adjoining den that may serve as a fifth bedroom, along with its own private balcony. Across the landing, an additional ensuite bedroom overlooks the indoor pool and also enjoys a private balcony. And then comes the grand finale: an incredible rooftop entertainment deck featuring a bar, full outdoor kitchen, hot tub and a generous seating area surrounding an outdoor fire pit. It is the perfect setting for intimate evenings, unforgettable celebrations and panoramic waterfront enjoyment. This remarkable estate is more than a home—it is a private resort, an entertainer’s dream and an extraordinary waterfront lifestyle waiting to be experienced. The photographs are spectacular, but seeing this home in person is an experience on an entirely different level.

36 Old Neck Road S, Center Moriches

$3,999,000
3 Beds 3 Baths 1032772 MLS
SPECTACULAR 2.75-ACRE WATERFRONT CONTEMPORARY ESTATE A truly rare opportunity to own an extraordinary privately gated 3,800 sq. ft. waterfront estate set on 2.75 breathtaking acres with over 1,000 feet of bulkhead and spectacular water views. Step through the grand double glass doors into a stunning open-concept interior featuring soaring windows, beautiful ceramic flooring, and a magnificent chandelier overlooking the water. The home offers 3 bedrooms, 3 bathrooms, a second-floor loft, dining room, living room with fireplace, and a 3-car garage.The fabulous chef’s kitchen features custom wood cabinetry, a large granite island, and professional Wolf and Verona stainless-steel appliances. The luxurious primary en-suite offers a spa bath, walk-in closet, glass doors with balcony and deck with bay views, elevator access, along with a convenient second-floor laundry room. The waterfront lifestyle is truly exceptional, offering over 1,000 feet of bulkhead, a large boat slip accommodating two 65-foot yachts, a boat ramp, and a dedicated cut-out for multiple jet skis. A spacious boathouse and waterfront gazebo provide the perfect setting for enjoying the water, while a beautiful patio and pergola create an ideal space for outdoor entertaining and relaxation. Take in breathtaking sunsets with picturesque views of the Robert Moses Bridge. Additional amenities include a full-house generator, 27-zone sprinkler system, and an on-demand tankless hot water heater. Perfectly positioned approximately 60 minutes by LIRR to NYC for world-class dining, entertainment and shows, and approximately 60 minutes to the Hamptons and its renowned wineries. From your own home or the nearby local ferries, enjoy a quick 20 minute ride to Fire Island's Ocean Beach and other sought after destinations, where you can spend the day exploring charming shops, enjoying waterfront dining and live music, or relaxing on the beautiful white sand beaches. It's the perfect blend of waterfront living, convenience, and the quintessential Fire Island lifestyle. Conveniently located near shopping, transportation and everyday amenities. A magnificent waterfront estate. An extraordinary lifestyle. A rare opportunity. Call today for your private showing.

170 S Penataquit Avenue, Bay Shore

$3,999,000
6 Beds 9 Baths 1045340 MLS
Elegance redefined. This fully gated extraordinary Upper Brookville estate seamlessly blends mid-century modern design with contemporary sophistication, set on two lush, gated acres. Soaring 30-foot ceilings, dramatic windows, rich wood architectural elements, clean lines, and sculptural details create a striking sense of tranquility. Palatial in scale yet thoughtfully designed for comfortable living and entertaining, this residence offers remarkable versatility with resort-style amenities. A true architectural masterpiece where Zen-inspired design meets glamour and beauty, creating a luxurious lifestyle. The expansive great room features floor-to-ceiling windows, warm wood accents, and a dramatic stone fireplace soaring through the space, evoking a sense of Western grandeur. Bold color and modern materials add a sophisticated edge, balancing timeless mid-century character with contemporary elegance. The over 1,000-square-foot first-floor primary suite is exquisitely designed and decorated as a private retreat. The expansive floor plan offers six bedrooms, seven full baths, and two half baths, along with multiple separate guest suites with private entrances. One additional space can easily be converted to a private music studio or creative space, providing exceptional flexibility for a variety of living arrangements. Over $500,000 in recent renovations and improvements include the renovated kitchen and bathrooms, upgraded flooring, and enhancements to the outdoor pool and pool deck. Additional amenities include a private tennis court (TLC), multiple heating and air-conditioning zones, luxury window coverings, a full pool cabana with bath, and a three-car garage.

5 Carol Lane, Upper Brookville

$3,999,000
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, E. Quogue

$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

$3,999,000
948843 MLS
Shovel-ready 25+/- acre land parcel approved for a 120,000+/- sq. ft. footprint—ideal for a 110,000+/- sq. ft. Class A warehouse development. This site offers a rare combination of strategic location and modern development potential, Logistics Hub: Immediate proximity to the major highway intersections of I-84, NY-17 (I-86), and CR-56. This land is delivered with all necessary approvals in place for immediate construction. The approved plans are engineered to meet 2026 logistics standards, featuring: Approved 36’ Clear Heights Approved Loading Capabilities: Plans for 22 loading docks. The "Amazon Effect": Located just minutes from the new 3.2 million sq. ft. Amazon Robotic Fulfillment Center. This massive neighboring investment ensures long-term property value appreciation and high demand for logistics space.

310 County Route 56, New Hampton

$3,999,000
4 Beds 7 Baths 930022 MLS
Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to the resort feel, the house is equipped with radiant flooring in all rooms and levels, a two story great room with an indoor/outdoor stone fireplace and a Chef's kitchen with custom-built cabinetry and granite counters. Large sliding doors lead you onto a wrap-around, mahogany deck with views of greenery and a stunning gunite pool. Upon leaving the main house, you will find every car lover's dream. A large barn style 4-car garage with ample height for additional car lifts. The 2nd floor features a 1 BR, 1 Bath apartment, full kitchen and an open floor plan living room/dining room.

141A N Ferry Road, Shelter Island

$3,999,000
6 Beds 6 Baths 921530 MLS
Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a floor-to-ceiling wood-burning stone fireplace add to the home's warmth and grandeur. Step from the main living area out onto the brick patio to take in sweeping sunset views over the mountains. The expansive dining room easily accommodates large gatherings, and features a cozy window seat ideal for lounging while soaking in the views. The chef’s kitchen is both stylish and functional, featuring a beamed tin ceiling, tile flooring, and stone countertops that lend a timeless elegance. Just off the kitchen, step into your private outdoor oasis. This expansive patio features a pergola draped in mature, blooming wisteria. At the heart of the space is a fully equipped built-in barbecue station perfect for hosting al fresco dinners or weekend cookouts. A half bath, laundry room, and walk-in pantry offer added convenience, leading directly to the attached garage. The first-floor primary ensuite has westerly mountain vistas, direct access to its own private deck, and a secluded outdoor shower. Three additional bedrooms and a full bath provide ample space for family and guests. The second floor offers additional privacy and flexibility, featuring a second primary ensuite complete with a private balcony. Two more bedrooms with balconies, a full bath, and a cozy reading nook create a warm and welcoming retreat. The heated gunite pool and pool house, complete with a full bath and kitchen, are perfectly positioned to capture all-day sunlight while maintaining complete privacy. Tucked away for privacy, the Vermont Post and Beam barn adds both character and versatility to the property. Outfitted with electric and a full second-story loft, it features eaved windows that flood the space with natural light. This exceptional property exudes quiet rustic elegance, with spacious living areas, rolling lawns, and dramatic Catskill Mountain views. Located in the northeast area of Dutchess County with easy access to Red Hook, Rhinebeck, Pine Plains, Millbrook, Tivoli, Germantown, Hudson and more. Convenient to trains, Fisher Center, Bard College, private airports, excellent restaurants, farmers markets and more.

926 Turkey Hill Road, Red Hook

$3,995,500
5 Beds 7 Baths 989861 MLS
Historic Estate in the Village Quogue. Welcome to a rare opportunity to own two homes on an extraordinary compound offering privacy, elegance, and unparalleled charm. Each house has its very own private pool with pool house creating an idyllic retreat for extended family and guests. The Main House exudes warmth and comfort with three spacious bedrooms and three full bathrooms. A Sun-filled Living room with a fireplace provides the perfect gathering space. A thoughtfully designed and updated Chef’s kitchen with high end appliances. Ideal for everyday living and entertaining. Discover timeless elegance in the meticulously restored two bedroom and two full bathroom Barn situated behind the main house. This architectural gem blends rustic charm with modern luxury creating a serene and stylish escape. Whether you are lounging by one of the private pools, strolling through the vibrant organic gardens, or enjoying the charm of Quogue Village just moments away this one of a kind compound offers the best of Hamptons living. Quogue Taxes. Quogue Village School. Quogue Village Ocean Beach. Close to the Jitney.

5A/5B Jessup Lane, Quogue

$3,995,000
6 Beds 6 Baths 1046981 MLS
Waterfront 1.1 Acres New Construction Experience modern waterfront living at 54 Rampasture Road, a newly constructed six-bedroom residence set on approximately 1.1 acres along Tiana Bay. Offering more than 140 feet of shoreline, the property combines striking contemporary architecture, refined interiors and a seamless connection to the water. Walls of glass fill the main living spaces with natural light and frame views across the grounds toward the bay. The open-concept kitchen serves as the centerpiece of the home, featuring custom natural-oak and contrasting dark cabinetry, dramatic stone surfaces, an oversized waterfall island and direct access to the outdoor entertaining areas. The adjoining dining and living spaces open to an expansive rear terrace, heated pool and beautifully landscaped lawn, creating an effortless setting for entertaining and everyday waterfront living. The home offers six bedrooms, five full bathrooms and one powder room across three finished levels. The primary suite provides a private retreat with a dramatic bedroom and spa-inspired bath, while the additional bedrooms and bathrooms are finished with a sophisticated mix of stone, wood and designer fixtures. A spacious finished lower level provides flexible room for recreation, media, fitness and guests. Outside, the pool, terraces and multiple gathering areas are surrounded by mature trees and thoughtfully designed landscaping, providing privacy while maintaining views toward Tiana Bay. With potential for a permitted dock and direct access to the bay, 54 Rampasture Road presents a rare opportunity to own a newly built waterfront retreat in the Hamptons.

54 Rampasture Road, East Hampton

$3,995,000
1046256 MLS
A truly unique and exceptional offering in the Village of Scarsdale, this magnificent hidden 5.86-acre country estate, owned by one family for more than 60 years, presents a rare combination of privacy, natural beauty, architectural character, and remarkable potential. Set atop a gently elevated knoll and directly abutting Saxon Woods Park and its miles of hiking trails, the property offers an extraordinary sense of seclusion while remaining conveniently close to Scarsdale’s renowned schools, transportation, recreation, major highways, village amenities and approximately 40 minutes from midtown Manhattan! At the heart of the property lies a distinctive 1950’s four-bedroom, three-bath open-planned windowed residence, designed by an apprentice of Frank Lloyd Wright and rich in period architectural details. Surrounded by mature trees, a grand front expanse, lush landscaping, and tranquil grounds, the home captures a unique mid-century spirit and provides an inspiring foundation for light renovations or a complete reimagining. An attached greenhouse adds further charm and possibilities for the discerning gardener or horticultural enthusiast. A separate one-bedroom, one-bath garage-attached cottage provides additional accommodations for guests, staff, extended family, or a private office or studio as well as a newly renovated in-law suite on the lower level. The grounds are an exceptional private retreat, featuring a swimming pool, tennis court, spring-fed meditation pond for summer fishing or winter ice skating, and an exclusive wooded area complete with a private hiking trail and opportunities for real woods exploration. Adding to the property's extraordinary appeal is its AA-1 zoning—currently the only remaining on-market large-acre property in the Village of Scarsdale with this designation—offering an unusually broad range of potential uses, subject to applicable approvals. Permitted possibilities include a private equestrian facility with a stable for up to four horses, school, assisted living facility, medical office, religious center, playground, private club or a private compound, with a two-acre minimum for the latter. Whether envisioned as a spectacular private estate, a thoughtful maintenance of its mid-century architectural heritage, or an entirely new creation, this extraordinary property offers an opportunity rarely found in Scarsdale. This is your rare opportunity to own a specialized home or create something truly exceptional on one of the Village's most distinctive and private parcels.

35 Saxon Woods, White Plains

$3,995,000
4 Beds 3 Baths 1036816 MLS
A truly unique and exceptional offering in the Village of Scarsdale, this magnificent hidden 5.86-acre country estate, owned by one family for more than 60 years, presents a rare combination of privacy, natural beauty, architectural character, and remarkable potential. Set atop a gently elevated knoll and directly abutting Saxon Woods Park and its miles of hiking trails, the property offers an extraordinary sense of seclusion while remaining conveniently close to Scarsdale’s renowned schools, transportation, recreation, major highways, village amenities and approximately 40 minutes from midtown Manhattan! At the heart of the property lies a distinctive 1950’s four-bedroom, three-bath open-planned windowed residence, designed by an apprentice of Frank Lloyd Wright and rich in period architectural details. Surrounded by mature trees, a grand front expanse, lush landscaping, and tranquil grounds, the home captures a unique mid-century spirit and provides an inspiring foundation for light renovations or a complete reimagining. An attached greenhouse adds further charm and possibilities for the discerning gardener or horticultural enthusiast. A separate one-bedroom, one-bath garage-attached cottage provides additional accommodations for guests, staff, extended family, or a private office or studio as well as a newly renovated in-law suite on the lower level. The grounds are an exceptional private retreat, featuring a swimming pool, tennis court, spring-fed meditation pond for summer fishing or winter ice skating, and an exclusive wooded area complete with a private hiking trail and opportunities for real woods exploration. Adding to the property's extraordinary appeal is its AA-1 zoning—currently the only remaining on-market large-acre property in the Village of Scarsdale with this designation—offering an unusually broad range of potential uses, subject to applicable approvals. Permitted possibilities include a private equestrian facility with a stable for up to four horses, school, assisted living facility, medical office, religious center, playground, private club or a private compound, with a two-acre minimum for the latter. Whether envisioned as a spectacular private estate, a thoughtful maintenance of its mid-century architectural heritage, or an entirely new creation, this extraordinary property offers an opportunity rarely found in Scarsdale. This is your rare opportunity to own a specialized home or create something truly exceptional on one of the Village's most distinctive and private parcels.

35 Saxon Woods Road, White Plains

$3,995,000
3 Beds 2 Baths 1041229 MLS
The serenity and beauty of this unique waterfront property is incomparable. Offered for the first time in nearly 50 years, this house is situated in the coveted Lions Head Beach community, featuring sweeping views of Hog Creek from the expansive back deck and from nearly every room. Set on 0.69 acres, this three bedroom two (newly renovated) bathroom residence is bordered by a natural wooded lot owned by the East Hampton Land Reserve, as well as the land directly across the creek, preventing any future development and insuring lasting privacy. There is a water side, heated 20' x 40' gunite pool, and direct access to Hog Creek from the backyard for launching kayaks, paddle boards and small watercraft. The change of colors reflecting on the creek as seen from the back deck is breathtaking, watching the swans and egrets pass by. And the spa-like outdoor shower offers another joyful aspect of outdoor summer living. The open expanse of the great room, dining area and kitchen is ideal for entertaining. And during cooler months, enjoy the warmth of the Vermont Castings wood-burning fireplace, inset into the custom stone wall. The house is moments away from the gated resident-only parking area for the Gardiner Bay beach where there are picnic tables and benches for residents, and to especially enjoy a cocktail watching the sun set over the Long Island Sound. Another exclusive amenity is the private marina for fishing, cruising and sailboats with quick access to the majestic open waters of Gardiner Bay. With potential for expansion and additions, properties of this caliber of unobstructed water views are most uncommon and possibly come along once in a generation. This is a rare opportunity to live and embrace the quintessential peaceful and tranquil Hamptons lifestyle.

59 Isle Of Wight Road, East Hampton

$3,995,000
7 Beds 6 Baths 1022766 MLS
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

38 Landing Meadow Road, Smithtown

$3,995,000
4 Beds 4 Baths 1021398 MLS
We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living experience. Four bedrooms, three full baths, a powder room, soaring vaulted ceilings, three fireplaces, and a fully furnished interior make this a true turn-key retreat. The open-plan main level flows seamlessly into over 4,700 square feet of outdoor living - expansive decks, a heated pool, covered porch, and private courtyard - all framed by endless ocean views. Central air, forced air heat, and four zones of climate control ensure comfort in every season. Car-free Cherry Grove offers the rarest combination of privacy and community on the East End. Exit the ferry and enter a world where you're surrounded by nothing but the sounds of the ocean and the breeze. Properties of this caliber - this size, this position, this craftsmanship - simply do not come to market often.

55 Lewis Walk, Cherry Grove

$3,995,000
5 Beds 6 Baths 1018900 MLS
There are homes that simply offer space, and there are homes that define a lifestyle. Perfectly positioned on almost two secluded acres within the Incorporated Village of Muttontown and served by the highly acclaimed Syosset School District, this exceptional Hamptons-inspired estate represents a rare opportunity to enjoy timeless architecture, modern technology, and effortless luxury in one of Long Island's most prestigious settings. Encompassing approximately 7,000 square feet, this five-bedroom, five-and-a-half-bath residence has been comprehensively reimagined from top to bottom. Every major component—from the electrical and mechanical systems to the roof, windows, and finishes—has been thoughtfully updated, creating a home that offers the confidence of new construction while preserving the warmth, character and durability that is lacking in todays new builds. Designed with today's lifestyle in mind, the interiors are equally suited for intimate evenings or grand-scale entertaining. Sunlit living spaces flow seamlessly from one room to the next, anchored by four fireplaces that add warmth and sophistication throughout. At the heart of the home is a showpiece chef's kitchen, crafted to inspire everyone from the accomplished home cook to the most discerning culinary enthusiast. A recent expansion rivals the finest of private clubs, featuring a state-of-the-art home theater with a custom bar, a dedicated fitness studio, and flexible recreation space designed for every generation. Outside, resort-style living unfolds across meticulously landscaped grounds. The heated saltwater pool with an expansive sun shelf invites relaxed afternoons, while the pavilion, outdoor kitchen, and multiple entertaining areas create the perfect setting for everything from summer gatherings to elegant evening celebrations. Integrated smart-home technology places lighting, climate, and audio, at your fingertips, delivering a level of convenience that complements today's connected lifestyle. For collectors and automotive enthusiasts, the heated four-car garage features soaring ceilings designed to accommodate vehicle lifts, offering exceptional flexibility for additional cars or a hobby space. Whether you're seeking room to grow, looking for a peaceful retreat with an easy commute to Manhattan, or searching for an elegant home where holidays become traditions and every visit feels like a destination, this remarkable estate offers the rare combination of privacy, sophistication, and enduring value. This is more than a residence—it's the home everyone will want to come back to.

192 Burtis Lane, Muttontown

$3,995,000
1002721 MLS
Development opportunity with stabilized rent roll (~$30,000/month). This mixed-use commercial property offers turnkey office space (8 total) with oversized conference room, workshop areas, and additional commercial/industrial space. Strong flexibility for investors and owner-users alike. Existing improvements span multiple interconnected commercially zoned areas with approximately 20 on-site parking spaces. Property includes multiple tax parcels offering expanded land area. Property is zoned GB and CB-B and supports a range of commercial, contractor, office, retail, and light industrial uses, subject to municipal review and buyer due diligence. Preliminary plans indicate potential for additional development, including storage use, subject to approvals. Conveniently located near Bedford Village, Armonk, Greenwich, I-684, and the Merritt Parkway. Additional plans, rent roll, and supporting due diligence materials available upon request.

23 Bedford Banksville Road, Bedford

$3,995,000
7 Beds 6 Baths 1012192 MLS
Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular 7-bedroom main residence, where grand, light-filled rooms showcase timeless craftsmanship and sweeping vistas from nearly every window. Multiple primary suites and en suite bedrooms provide exceptional comfort and flexibility for hosting overnight guests. The property also features a 5-bedroom, 2 bath, caretaker’s home and a historic carriage house with a 5-car garage, horse stalls, a chicken house, and a sheep house—ideal for equestrian pursuits, hobby farming, or simply enjoying the pastoral lifestyle. Whether you envision a private compound, event venue, or generational retreat, this setting offers endless possibilities. With its rich heritage, refined elegance, and serene privacy, Old Dam Farm is more than a property—it’s a place to create memories that will last a lifetime.

433 Arcady Road, Ossining

$3,995,000
6 Beds 8 Baths 1010916 MLS
Classic elegance and timeless sophistication define this stately Colonial estate set on approximately 2.73 private acres in the prestigious Village of Muttontown. Offering 6 bedrooms, 6 full bathrooms, and 2 half bathrooms, this exceptional residence showcases a grand center hall foyer, gracious formal entertaining rooms, a spacious chef's kitchen with expansive breakfast area, multiple family and gathering spaces, a private home office, and a luxurious primary suite designed as a private sanctuary complete with dual walk-in closets and a spa-inspired bath. Rich architectural details, generous proportions, and abundant natural light create an atmosphere of refined comfort throughout. Surrounded by beautifully landscaped, park-like grounds, the estate offers a true resort-style lifestyle complete with a heated gunite pool, a three-stall barn, access to preserved nature trails, and serene wooded vistas. Additional highlights include a substantial bonus room, a sprawling lower level offering exceptional recreation and storage space, and a three-car garage. Combining extraordinary privacy, scale, and elegance with the convenience of nearby shopping, dining, transportation, and the highly acclaimed Jericho School District, this remarkable property represents Gold Coast living at its finest.

1862 Muttontown Road, Muttontown

$3,995,000
5 Beds 6 Baths 1004527 MLS
Steeped in architectural pedigree and timeless elegance, this extraordinary Muttontown estate, on 3.84 bucolic acres, was designed by renowned architect Marion Sims Wyeth, celebrated for his iconic work on Mar-a-Lago in Palm Beach. Privately tucked behind an impeccably landscaped half mile-long drive off Route 106, the property unfolds as a secluded North Shore sanctuary of exceptional beauty and distinction. Set amidst sweeping lawns, manicured gardens, and picturesque equestrian grounds, the stately brick residence, crowned with a slate roof and introduced by a charming courtyard entry, exudes enduring sophistication. Inside, grand formal entertaining rooms showcase exquisite millwork, original hardwood floors, dramatic wrought-iron railings, and an abundance of French doors that flood the interiors with natural light while seamlessly connecting the home to its breathtaking surroundings. Offering five bedrooms and five-and-a-half baths, the home masterfully balances grandeur with comfort. The formal living room, complete with a fireplace and built-in wet bar, creates an inviting setting for entertaining, while the sunlit breakfast turret and updated chef’s kitchen, appointed with premium professional-grade appliances, provide effortless everyday functionality. A spacious family room and elegant powder room complete the main living spaces. The first-floor primary suite serves as a luxurious private retreat, featuring dual full baths, a fireplace, expansive walk-in closets, and an intimate sitting room. The upper level offers two generously proportioned bedrooms and a beautifully appointed full bath with a thoughtfully separated vanity and shower area. Completing the space is an expansive unfinished attic, presenting exceptional potential for storage or future customization. Additional highlights include a walk-out finished lower level with laundry, bedroom with full bathroom and direct access to the attached two-car garage. Designed for both gracious living and sophisticated entertaining, the residence boasts expansive slate terraces spanning the length of the home, overlooking the stone courtyard driveway, private gardens, charming pergola, and in-ground gunite pool - evoking the romance and refinement of a storybook North Shore estate. A true horse property, the fully fenced equestrian amenities are equally exceptional, featuring a pristine multi-stall barn built-by Morton, thoughtfully designed grazing paddocks, and scenic walking trails woven throughout the grounds. A truly rare offering, this remarkable estate presents an unparalleled opportunity to own a significant piece of Long Island history, all within the esteemed Syosset Central School District.

1780 Route 106 Unit #C, Muttontown

$3,995,000
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

$3,995,000
6 Beds 5 Baths 991875 MLS
CEDAR HILL - Architectural Country Living at its Finest - is the embodiment of 21st-century modern luxury. Elevated on 10 private acres with sweeping mountain views, a gracious mix of open and wooded landscape, a serene spring-fed lily pond, and an organic vegetable garden, this newly expanded and reimagined six-bedroom home is set in Old Chatham, one of the most coveted corners of New York’s historic Hudson Valley. The home engages seamlessly with its natural surroundings through walls of glass that draw in the changing seasons - from spring’s first blooms and summer’s golden light to autumn’s rich palette and the quiet beauty of snow-covered peaks. Abundant natural light and warm finishes create interiors that balance architectural precision with a sense of comfort and ease. The grounds include a 50-foot heated in-ground Gunite salt-water pool and spa, surrounded by expansive bluestone patios. Thoughtfully positioned just beyond, a cedar-clad spa pavilion - with sauna and custom sleek stainless hot tub - is connected to the house by a breezeway, creates a natural extension of the home while preserving a sense of privacy. Southern light fills this entire setting throughout the day, enhancing both the interiors and outdoor living spaces. A deco-turf night-lit tennis court built by a premier tennis contractor in the Berkshires complete the private, resort-like atmosphere, ideal for restorative retreats, entertaining, or quiet relaxation. The formal living room, with soaring 22-foot ceilings, anchored by a wood-burning fireplace flows effortlessly into a gracious dining area, an open kitchen and butler’s pantry and a secondary gathering room with its own wood-burning fireplace. A game and media room opens directly to the pool terrace, while the main level also offers a first-floor bedroom, full plus half- bath, along with a beautifully designed mudroom with breezeway access. Upstairs, the primary suite serves as a private sanctuary, with glass doors opening to a deck that captures mountain vistas with south and west exposures. Four additional bedrooms, bathroom, a flexible-use room with grand terrace, and a second laundry provide ample space for guests, work and wellness. The property, rebuilt and expanded over a multi-year renovation, was completed in 2023. Designed for year-round, sustainable modern living. Solar power, radiant heated interiors, a three-car heated garage, and multiple EV charging stations ensure comfort and efficiency in every season. Underground utilities further enhance the natural setting. Surrounded by the natural beauty of the Hudson Valley and the Berkshires, Cedar Hill offers access to hiking, skiing, farm-to-table dining, and cultural destinations - while remaining a peaceful retreat to relax and recharge.

33 Ford Road, Chatham

$3,995,000
6 Beds 7 Baths 987679 MLS
Welcome to 14 Seton Road! This magnificent new construction, with great curb appeal, is situated on a beautiful tree-lined street in Larchmont. Being built by JAF Builders, one of Westchester's premier home developers, this elegant new home is scheduled for completion in Spring 2027. This unique 4,688-square-foot luxury home featuring 6 bedrooms and 6.1 baths, offers the highest quality finishes and amenities for the discerning buyer. Enter the large, bright foyer with 10 foot ceilings throughout. The first floor presents the living room and the large dining room leading to the huge, gourmet chef's kitchen. With a dine-in area, center island, SubZero refrigerator, Bosch dishwasher, Wolf range, Sharp microwave, beverage frig and butler's pantry, the kitchen opens to a fabulous family room with gas fireplace. Both the kitchen and the family room have sliding glass doors to a large bluestone patio. The first floor includes a bedroom with ensuite bath, an office/study, and a powder room. The second floor presents the stunning primary bedroom with a tray ceiling, 2 large walk-in closets and an ensuite bath with double sinks and separate shower and tub. The 2nd, 3rd and 4th ample-sized bedrooms all offer ensuite baths. The laundry room completes the second floor. The fabulous finished basement with 9 foot ceilings and recessed lighting includes a great playroom, a bedroom with ensuite bath, a bar cabinet, utility room and mud room with a door to the large 2-car garage. In addition, there will be 4-zone heat and central air conditioning, underground sprinklers, and a security system. Enjoy the bluestone patio and backyard - while barbequing, relaxing, or playing. Located near the train, Larchmont restaurants, shops, schools, playgrounds and the Saturday farmer's market, 14 Seton Road offers you an incredible home with country living so close to the city!

14 Seton Road, Larchmont

$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

$3,995,000
5 Beds 5 Baths 979148 MLS
“West Creek” located high above Mill Neck Creek currently negating the flood insurance requirements, is available for the first time in almost three decades. A once in a lifetime opportunity to experience waterfront living in the village of Lattingtown. This unique property offers a rare, expansive view of Bayville Bridge. Beautiful, east-facing location with magnificent daily sunrises. The almost 4 acres of mature gardens and open landscaping allow for water views from almost every room in the house. The site offers full water access with a concrete dock suitable for small watercraft. Rolling lawns lead to a newly renovated pool house with a bathroom, refrigerator and split unit HVAC. The recently updated gunite pool and brick patio was restored in 2024 offering unimpeded water views. This property is all about unending water views from almost every room as well as several outdoor dining and entertaining spaces. Five bedrooms currently with room for an easy sixth bedroom as well as 4 1/2 baths offer room for plenty of guests and weekend entertainment. The primary bedroom is ideally located on the second floor with a water view and walk out balcony is arranged as a suite including a seating area, en-suite full bathroom, attached changing room, ample closets and a separate small office. The remaining bedrooms are all unique with their own water views on the first floor. Open plan layout includes multiple living, dining and lounge options as well as several formal dining areas. Kitchen includes a 48in Sub-Zero refrigerator, built in Viking microwave with a Carrera Marble center island and double ovens. This kitchen is the perfect open gathering place for guests. This house is bright and airy with high ceilings including 19 skylights throughout. Four gas fireplaces and one wood burning fireplace give a year-round warmth to this home. New roof with GAF 50 year transferable Warranty, updated HVAC, updated windows and countless other features make this the perfect place to make your own.

61 Factory Pond Road, Locust Valley

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