ML# :889311   Dare to dream across nearly 19 acres in Water Mill North, where architecture, nature, and lifestyle align to create a truly rare estate. Set along a private access road, the new construction residence provides resort-style living masterfully crafted by a premier Hamptons builder and refined by the award-winning Manhattan design firm, A-List Interiors. This unique offering includes full ownership of a protected agricultural reserve, serving as the estate’s extended backyard for your personal enjoyment. Whether you envision wildflower fields, orchards, open terrain for horses, or a private vineyard, the expansive land offers an extraordinary canvas for your aspirations. Bespoke finishes and thoughtful design offer gracious and balanced spaces for gathering and serenity over 10, 000 square feet across three finished levels, connected by a private elevator. A double-height foyer with expert millwork welcomes guests into the eight bedroom, ten full and two half bathroom home. The first floor offers a powder room with floating marble vanity, a formal dining room, great room with architectural oak ceiling beams, double-sided gas fireplace, den, and luxurious bedroom ensuite with soaking tub, dual vanities, a walk-in closet, and radiant heat floors. The custom white oak kitchen features elevated details, including a spacious center island, curated natural stone countertops, integrated Sub-Zero refrigerator and freezer with center glass wine column, Wolf range, beverage drawers, breakfast bar, and an elegant butler’s pantry with tailored inset metal accents. A mudroom, full cabana bathroom, laundry room and secure package room for seamless deliveries round out the first floor with grace and function. Relax in the second-floor primary bedroom suite with a soaring cathedral ceiling, linear fireplace, dual walk-in closets, and a spa bath wrapped in striking Arabescato marble. Radiant heat floors, a soaking tub, double vanities, and a glass-enclosed shower create a sense of everyday escape. This floor offers four additional guest bedrooms, all with ensuite baths, walk-in closets, and a shared terrace with outdoor fireplace, offering enchanting views over the reserve and perfect for cozy evenings beneath the stars. The fully finished lower level, with eleven-foot-high ceilings, reflects the elegance woven throughout the home and offers space for your favorite rejuvenation and entertainment activities. This retreat includes a golf simulator, state-of-the-art theater, a cedar-lined dry sauna and steam shower. A large recreation area, two ensuite guest bedrooms, and a sleek wet bar with lounge offer ample space for hosting or relaxing in privacy. A glass-walled gym opens to a peaceful outdoor wellness retreat complete with a cold plunge and a dedicated yoga or meditation terrace with walkout egress to the private backyard oasis. Outdoors, lounge in the sunny backyard by the 20-by-50-foot heated saltwater gunite pool and spa or take refuge in the shade under the pergola or one of the covered bluestone patios. The outdoor fireplace and built-in barbecue make for easy indoor/outdoor entertaining, as well as the convenient outdoor shower. Steps beyond the pool, enjoy spirited matches on the north/south-facing all-weather tennis court. As the recreation area extends to the reserve, the dreamscape to pursue new interests or lifelong passions adds a whole new dimension to this remarkable lifestyle. For budding vintners, the opportunity to cultivate a boutique private-label vintage is mere steps away. Equestrians will see the hallmarks of Hamptons horse country in the flat open grounds with potential for riding trails, arenas, and paddocks. More than an impressive estate, this home offers space to breathe and to define your own version of what it means to live well. Completion of the residence is scheduled for Winter 2026.

ML# :847331   Nestled in the heart of Water Mill South, this historic luxury estate is a rare opportunity to own a masterpiece of Shingle Style architecture. Renovated in 2007 and conceived and built in 1884 by Henry Turbell Rose, Rosemary Lodge stands as a testament to exceptional craftsmanship and enduring elegance. Just minutes from the ocean, 0.93-acre grounds featuring a 4, 110-square-foot residence, pool house, and a pool. This beautifully designed home boasts 5 bedrooms, 4 bathrooms, and 1 half bathroom. Impeccably preserved, the home retains its museum-quality original paneling, hand-carved woodwork, stained glass windows, and intricate moldings. Each of the five bedrooms was individually crafted, showcasing a unique species of wood. The central living hall, paneled in ash, sets the tone for this architectural gem, while four working fireplaces feature hand-carved mantels, hidden cupboards, hand-painted designs, and custom tile inserts. Throughout the home, delicate floral motifs, ships, butterflies, and birds are carefully etched into the wood, along with the initials RL, an homage to its storied past. The grand master suite is a private sanctuary, complete with a spa-like ensuite bath, a spacious walk-in closet, and a romantic terrace overlooking serene Hamptons farmland. A second-floor media room with a big-screen TV and fireplace offers the perfect retreat for gatherings. Designed for elegant entertaining, the chef’s eat-in kitchen features a massive center island, professional gas stove with broiler, and seamless access to the outdoor lounge and dining area. Outside, a meticulously maintained rose garden greets visitors at the entrance, while the lush backyard oasis boasts a heated pool, pool house with a full bath and outdoor shower, and an alfresco cooking station with a large refrigerator and vegetable garden. Additional modern amenities include a state-of-the-art darkroom for film and photographic development, a dedicated exercise and bicycle shed, ample storage, and a newly installed electric vehicle charging station. Recognized in Houses of the Hamptons, Rosemary Lodge is listed on both the State and National Register of Historic Places for its exceptional integrity and preservation. This architectural treasure offers the rare chance to own a piece of Hamptons history, blending timeless elegance with modern luxury.

ML# :865604   Welcome to 1449 Deerfield Rd, Water Mill NY, a beacon of luxury nestled at the end of a scenic driveway. This custom-built home by GlenValley Builders is a testament to opulence, featuring eight bedrooms, nine full bathrooms, and three half-baths, each crafted with meticulous attention to detail and high-end finishes. The heart of the house beats in its open-concept first floor, with a double-sided fireplace connecting the living and family rooms. The floor also houses a junior suite, powder room, mud room, and a convenient two-car garage with interior access to the lower level. The design seamlessly blends indoor and outdoor living, with multiple exits leading to a spacious blue stone patio. The home is equipped with a central vacuum system, prewired for indoor/outdoor speakers and cameras, and can accommodate an elevator to all levels. The second floor houses five ensuite bedrooms, including a primary suite with a private terrace overlooking the rear yard and pool area. A laundry room with two sets of machines adds to the convenience. The lower level offers two additional bedrooms, two full bathrooms, a half-bathroom for the recreation area, and ample storage space. The exterior is just as impressive, featuring a 20’ x 45’ in-ground gunite heated pool with a jacuzzi, sun deck platform, and a motorized cover. An outdoor cabana off the covered patio includes a bathroom, outdoor shower, and a hookup for a stackable washer/dryer. The built-in gas BBQ/Kitchen is perfect for summer cookouts. The expansive grounds leave room for a tennis, padel, or pickleball court. Located just a few miles from the villages of Water Mill & Bridgehampton, you’re never far from pristine beaches, bays, and local amenities. The Water Mill Community Club offers soccer and baseball fields, three tennis courts, and an enclosed playground. The club’s unique buildings are available for a variety of events and activities. Welcome to 1449 Deerfield Rd, where luxury meets comfort in a home that’s ready to create memories for years to come.

ML# :804102   Perched atop a hill down a long, winding drive, ’Whispering Winds’ will transport you to the European countryside without ever having to leave home. After passing through the gated entrance and traveling down a private driveway accented by stone retaining walls, a majestic stucco-clad house appears as you reach the top of the hill. Situated on 6+/- bucolic acres with sweeping views from every room, it feels as if you are living in your own private park. Spread across 5.8 acres, Whispering Winds offers a parklike experience when exploring the grounds. From the expansive, furnished veranda guests will discover an intimate gazebo, gated saltwater pool surrounded by hedges, and a Har-tru tennis court. Idyllic, and one-of-a-kind, this estate is minutes to Water Mill, Southampton, Bridgehampton, and Sag Harbor. The ultimate Hamptons hideaway for those who crave the extraordinary.

ML# :804961   Welcome to this stunning New Construction home located in the desirable area of Water Mill, with 7 bedrooms and 8.5 bathrooms spread across 7, 500 square feet, this home offers luxurious living on a spacious .95-acre lot. As you enter through the beautiful double height foyer, you are greeted by a double-sided fireplace that connects the living room to the den, creating a cozy atmosphere perfect for entertaining. The gourmet kitchen features top-of-the-line appliances including a Wolf range, Sub Zero fridge, 2 Bosch dishwashers, and a wine cooler, making it a chef’s dream. The custom metal hood over the range adds a modern touch to the space. The first floor includes a junior primary suite, perfect for prefer single-level living.

ML# :820970   Architectural Masterpiece with Boat Dock in WatermillWelcome to 53 Bay Ave, Water Mill South - an exceptional, newly built masterpiece, that exudes elegance and custom sophistication. Designed by the renowned architect James D’Auria and crafted by the esteemed Wright & Co., this bright and stunning modern farmhouse is a true work of art featuring approximately 5, 039 sf of living space with big windows inundating the home with natural light, blending the indoors with landscaping and creating a warm atmosphere. Nestled south of the highway on a tranquil cul-de-sac street, this stunning 4-bedroom, 3 1/2-bathroom home offers the perfect blend of modern style and timeless charm. Upon entering the spacious foyer, you are captivated and greeted by a dramatic chic living room featuring soaring 25-foot ceilings and a beautiful gas fireplace. Surrounded by floor-to-ceiling windows the space is bathed in natural light. Features include beautiful wood floors throughout, creating a warm and cohesive aesthetic. The chef’s kitchen is a true focal point, featuring Caesarstone countertops, an oversized island, and top-of-the-line appliances with an open-concept design seamlessly flowing into the dining area, which is highlighted by a charming wood-burning fireplace - perfect for cozy gatherings. French doors open to a covered outdoor patio, providing a seamless connection between indoor and outdoor living perfect for alfresco dining or relaxation. The generously sized den, with its stunning 15-foot ceilings, is graced by beautiful antique doors from the 1600s, sourced from India, adding a sense of history and character to this contemporary home. On the second floor, enjoy breathtaking water views of Hayground Cove and Mecox Bay. The spacious primary bedroom includes a private balcony overlooking the bay, a gas fireplace, a private deck with an outdoor shower, double walk-in-closets and ample space for relaxation. Additionally, this level offers two guest rooms, two full bathrooms, and a versatile TV den that was originally designed as a fourth bedroom. The property is thoughtfully equipped with modern amenities, including a one-car garage, central air conditioning, a backup generator, a geothermal system, a Sonos audio system, and a security system for peace of mind. Enjoy ultimate relaxation with beautiful grounds meticulously landscaped with mature trees, perennial flower beds, and a gorgeous rose garden. A heated pool and a vibrant pergola offer the perfect spot to unwind in this peaceful oasis. For nature enthusiasts, wander through the beautiful backyard, which features a nature trail that invites you through nature’s splendor offering a peaceful escape right at your doorstep. For boating and outdoor lovers, the private boat dock is reached by a path, adorned by native vegetation through 100-year-old blueberry trees, which meanders toward the private dock overlooking Hayground Cove and Mecox Bay, offering unparalleled access to water activities. An added bonus, a 14+/- foot Boston Whaler is included, making it easy to set off for a day and to explore the cove, visiting nearby beaches, or simply enjoying the beauty of nature. This exceptional property provides room to expand, offering endless potential. 53 Bay Ave, Water Mill presents a rare opportunity to own a one-of-a-kind Hamptons retreat combining nature, waterfront living, and tranquility. Perfect for those seeking the ultimate escape, this home is truly an idyllic haven for both relaxation and entertainment.

ML# :3522769   Down a long driveway, this wonderfully-appointed compound situated on 2.5+/- acres offers exceptional privacy and seclusion in Water Mill. Consisting of a beautiful main house, separate guest cottage and a separate pool house, this newly-built traditional offers 7 bedrooms and 8.5 baths. The main house has a gorgeous, oversized gourmet kitchen with stainless steel appliances with an open floor plan to the spacious living room with fireplace. The dining area also offers an open floor plan for easy living with several French doors leading to the deck, which overlooks the pool area. Additionally, the main floor features a den with fireplace, powder room and a full bath with access to the outdoors. The second floor features 2 master suites, 1 with a fireplace, access to the outside and a beautiful master bathroom, 1 with a floating tub and a 6 foot shower with 2 shower heads. The other generously-sized master suite also offers access to the outside, plus 2 additional ensuite bedrooms and a laundry room. The 2600 sq.ft finished lower level with 10’ ceilings has a large recreation room with kitchenette, game/playroom, gym, a bedroom, full bath and a laundry room. The separate 600 sq.ft. guest cottage offers 2 additional bedrooms and full bath and a 600 sq.ft pool house, living room with flat screen TV and a kitchen with full bath. The private and quiet backyard with extensive blue stone patio surrounds a heated gunite pool with plenty of space for entertaining. An oversized 3 car garage and an elevator shaft, all ready for an elevator installation to run the 3 floors, complete this lovely Hamptons home. Nestled between Water Mill and Southampton, just a short distance to ocean beaches, and moments away from top-tier Hamptons boutiques and restaurants, you are afforded convenience as well as privacy., Additional information: Interior Features:Guest Quarters, Lr/Dr

ML# :813841   Set South of the Highway in a quiet Water Mill enclave, this renovated 6-bedroom, 5 -and-a-half-bath home offers 4, 918 square feet of luxury living. Features include a chef’s kitchen, open-concept living/dining areas with fireplace, first-floor primary suite with deck & pool access, and finished lower level with media room, gym & game space. Outdoors enjoy a heated pool, tennis, pickleball, and mature landscaping. Located near local farmstands, ocean beaches, top-rated spas, museums, vineyards, and shops in Bridgehampton & Southampton, this turnkey property blends resort-style amenities with village convenience—ideal for full-time living or investment.

ML# :844003   Fields in the Foreground, A Legacy Behind the GateSet beyond a private gate, this stunning estate offers expansive acreage and breathtaking farm field vistas, creating a rare retreat in the heart of Water Mill. Thoughtfully designed for both gracious entertaining and quiet relaxation, this six-bedroom, six-bathroom home is filled with natural light and beautifully appointed spaces. A grand double-height foyer welcomes you into an open and airy layout, where the great room with soaring ceiling and a fireplace flows seamlessly into the gourmet kitchen. Outfitted with top-tier Wolf and Sub-Zero appliances, a spacious center island with a second sink, quartz countertops, and a dedicated coffee station, this kitchen is both stylish and functional. A chic entertainer’s bar, complete with a sink, dishwasher, refrigerator, ice maker, and wine cooler, enhances the home’s effortless flow. The first floor features a private wing with the expansive primary suite, offering a spa-like bath with an air tub, radiant heated floors, and a loft space perfect for an office or library. Three additional first-floor bedroom optons provide comfortable accommodations for guests. Upstairs, two more ensuite bedrooms open to multiple decks overlooking the scenic farmland. The fully finished lower level offers endless possibilities, including an entertainment/TV area, gym, cedar wine storage, full bath, and private guest quarters. An oversized heated garage accommodates three vehicles, and a whole-home generator ensures uninterrupted comfort. Outside, discover a true Hamptons oasis, where a heated swimming pool with a brick patio is surrounded by lush English-style gardens and striking art sculptures. The outdoor kitchen is a chef’s dream, featuring a brick pizza oven imported from Italy, a bar with hot/cold running water, two refrigerators, a smoker grill, and a two-burner stove with granite countertops. A water feature seating area and a two-season firepit with seating for 10+ complete the multiple outdoor entertaining spaces. Surrounded by horse pastures and scenic farm fields, this exceptional retreat blends luxury, privacy, and natural beauty, offering the ultimate Hamptons lifestyle.

ML# :865937   Water Mill Modern Farmhouse Masterpiece - Built in 2022This stunning Modern Farmhouse, built in 2022, is located in prime Water Mill North, off of Head of Pond Road, across from Mill Pond. There are five king-sized bedrooms, 7 full baths and one half bath. The sun-flooded main floor includes a soaring two-story entrance foyer, high ceilings, state of the art kitchen with breakfast area, Thermador appliances, built-in Thermador wine column, a large walk in pantry and open central dining area. The living room has a masonry fireplace and sliding doors to the south-facing bluestone patio. There is a separate formal dining room with shiplap trim, a spacious first floor primary suite with high ceilings and its own en-suite bathroom, a full sized pool bathroom, a powder room, a spacious mud room, and oversized attached two car garage. Sliding glass doors lead to a large two-level bluestone patio and 20x40 heated gunite pool with water feature. The second floor includes a large primary suite with private balcony overlooking the pool and bluestone patio. Its en-suite bathroom has a floating bathtub, double sinks, radiant heated floors, and oversized walk-in shower. Each additional bedroom is en-suite with its own private bathroom. All closets are custom built and there is a separate bonus room. The partially finished basement includes a full bathroom. There is an additional 1900 square feet of unfinished basement, with high ceilings and four windows that can be easily finished and customized. A large, level driveway from Head of Pond Road leads to the attached garage, bluestone front walkway and stately covered front entrance. Mature landscaping provides complete privacy and an estate-like feeling to the property.