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107 Quogue Street, Quogue
$5,600,000
6 Beds ⋅ 5 Baths ⋅ 874039 MLS
This majestic home originally built in 1881 stands as one of the earliest and most distinguished summer "cottages" in Quogue. Designed by renowned architect Isaac Green, whose opulent mansions graced Long Island's South Shore during the Gilded Age, this grand residence which was named "Bella Mar" is rich in both architectural pedigree and cultural history. Among its notable former owners is Tony Award winning director and playwright Arthur Laurents (West Side Story), who, in the 1950's divided the original structure into two residences, the second now next door at 109 Quogue Street. Set on approximately 1.6 acres of impeccably landscaped grounds, this 5,600+/- square foot three-story home is surrounded by mature plantings and tall privet hedges, offering unmatched privacy. A well-situated gunite pool further enhances the serene estate-like setting. A winding stone drive leads to the expansive front porch and impressive foyer, where 10-foot ceilings set the tone for the interior's scale and elegance. The sun-filled living room and formal dining room, both with fireplaces, create ideal spaces for entertaining. A separate library offers a quiet retreat, while the bright kitchen opens into a charming sun-porch overlooking the peaceful gardens, a tranquil spot to enjoy morning coffee. Central air conditioning serves the main floor, while ductless units provide comfort on the upper levels. A striking staircase, framed by 8-foot stained glass windows with diamond motifs, ascends to the second floor, which features a central landing with fireplace and three generous bedrooms, two of which are en-suite with fireplaces and walk-in closets. The third floor continues the theme of character and charm with tall barrel ceilings, a cozy landing with built-in bench seating, three additional bedrooms, and two baths. Below, the full basement reveals the home's original stone foundation, a testament to its enduring craftsmanship. This is a rare opportunity to own a timeless estate available once in a generation.

107 Quogue Street, Quogue

256 Main Street, Amagansett
$5,508,000
2 Beds ⋅ 3 Baths ⋅ 904799 MLS
Perfectly positioned between the Amagansett Square and cherished Farmer's Market there exists a magical property, hidden south of the highway, just off Main Street. Down a long driveway and behind mature privet is where to discover this sweet retreat. You are greeted with bursts of color courtesy of robust Hydrangea, mature perennial gardens, and the cooling shade from a mature cherry tree; affording a calming prelude as you approach the front door. Inside, this Carriage house offers effortless one story living with 1717 sq. ft. of interior living space affording 2 large en suite bedrooms, a grand open main gathering room w/ fireplace, kitchen with pantry, laundry room and a half bath for guests. Outside on this stunning .75-acre parcel enjoy a spacious lawn, mature trees providing shaded areas, lush landscaping, the large sunbathed deck surrounding a gunite pool, a detached garage and a tool shed. Did I mention the location is ideal? You name it...it's a moment away. This is 256 Main Street in Amagansett, NY. Welcome home.

256 Main Street, Amagansett

14 Peconic Crescent, Hampton Bays
$5,400,000
5 Beds ⋅ 4 Baths ⋅ 1040037 MLS
Welcome to your ultimate waterfront retreat - This newly constructed compound offers unparalleled luxury and breathtaking water views, making it the perfect summer escape. Situated on a prime waterfront lot with over 121 feet of bulkhead & private beach on the tranquil Peconic Bay, this compound boasts a main residence with five bedrooms, four bathrooms and an open-concept floor plan that maximizes the stunning water views from every angle. The first floor features a double-height great room, where floor-to-ceiling windows flood the space with natural light and frame panoramic views of the bay. he chef's kitchen is a culinary masterpiece, outfitted with high-end appliances, custom cabinetry, and a spacious island that's perfect for entertaining. The first floor also features a formal dining room, two guest bedrooms and laundry room. Upstairs, the primary suite boasts sweeping water views. The ensuite bathroom is a spa-inspired retreat, featuring a custom double vanity, freestanding tub, large shower, and separate water closet. Two additional guest bedrooms on this level share a beautifully appointed bathroom with a double vanity. The expansive deck provides ample space for lounging and dining with waterside pool and private beach, providing seamless indoor and outdoor entertainment. Moments away from several renowned marinas, Southampton Peconic Beach and Tennis Club and all amenities Southampton Town has to offer from luxury boutiques to fine dining.

14 Peconic Crescent, Hampton Bays

355 Dune Rd, Westhampton Beach
$5,400,000
5 Beds ⋅ 4 Baths ⋅ 868586 MLS
Oceanfront on Dune Road, this updated beach cottage offers over 100 feet of direct ocean frontage and sits on an acre with sweeping views of both the ocean and the bay. The open-concept interior features vaulted ceilings, abundant natural light, and a spacious kitchen with high-end appliances and a large island perfect for entertaining. With 5 bedrooms and 4 full baths, three of which are ensuite, the layout is designed for relaxed coastal living. Step outside to enjoy a private walkway to the beach or unwind by the beautifully designed gunite pool, complete with a surrounding patio and a dedicated cabana for relaxing or hosting. The oversized lot offers potential to expand the existing home or build new on a generous envelope. Additional features include a newer roof and siding, an elevator, two-car garage, and a convenient laundry area. Set on a prime stretch of Dune Road, this property offers privacy, oceanfront lifestyle, and future potential, an exceptional opportunity in Westhampton Beach Village.

355 Dune Rd, Westhampton Beach

5 Remsen Lane, Remsenburg
$5,300,000
6 Beds ⋅ 8 Baths ⋅ 981316 MLS
Welcome to 5 Remsen Lane, a stunning architectural masterpiece by Harrison Design and built by Behme Builders, set on shy 2 acres of meticulously landscaped grounds. Spanning over 6,500 square feet across three luxurious levels, this exceptional residence offers the perfect blend of modern sophistication and unparalleled craftsmanship. Upon entry, you are immediately greeted by natural light cascading through expansive windows, illuminating the open concept first floor with its soaring 10 foot ceilings. The thoughtfully designed layout includes a beautiful living room featuring oversized windows and a sleek linear fireplace, creating a warm and inviting focal point. The dining room is adorned with custom herringbone wood floors, providing a refined setting for both intimate dinners and formal entertaining. The chef’s kitchen is a culinary dream, featuring Sub-Zero refrigeration, a Wolf range, dual Cove dishwashers, and an oversized island that serves as the heart of the home, ideal for both intimate meals and large scale gatherings. A butler’s pantry with a wine fridge and ice maker enhances the space, making it perfect for refined entertaining. The first floor also includes a junior master suite and a sophisticated office, offering both comfort and functionality. A stunning staircase with open risers and illuminated treads ascends beneath a dramatic 27 foot chandelier to the second floor, where an approximately 800 square foot owner’s suite awaits, an exquisite sanctuary of comfort and timeless sophistication. It includes a sitting area with cathedral ceilings and a 4 foot linear fireplace, a spacious walk-in closet, and a spa-inspired bath featuring dual showers, a fireplace, and a private balcony overlooking the lush grounds. Four additional ensuite bedrooms, each with 9 foot ceilings, provide luxurious accommodations for all. For added convenience, a thoughtfully designed second-floor laundry room seamlessly integrates into the home’s refined aesthetic. The lower level unfolds as a masterfully curated haven for elevated living and entertaining. This refined retreat showcases a sophisticated media lounge with an elegant wet bar, a fully equipped fitness studio, and a luxurious infrared sauna designed for ultimate relaxation and rejuvenation. A beautifully appointed full bath and dedicated laundry room enhance both comfort and convenience, while an additional versatile space lends itself perfectly to a serene wellness studio or private massage suite. With its own separate exterior entrance, this level offers an exceptional sense of privacy, making it ideal for hosting guests or creating a secluded personal escape. Beyond, the grounds reveal a breathtaking private resort setting. A striking 52’ x 18’ gunite pool with a graceful spillover spa serves as the focal point, enveloped by an expansive patio and impeccably manicured landscaping. This outdoor sanctuary is designed for both grand entertaining and tranquil repose, offering a seamless blend of sophistication and serenity. Perfectly positioned just 3 miles from the coveted Village of Westhampton Beach, this extraordinary estate embodies the rare harmony of accessibility and seclusion. Newly constructed and impeccably designed, it is more than a residence. It is a statement of refined elegance, where every detail has been thoughtfully conceived to deliver an unparalleled luxury lifestyle.

5 Remsen Lane, Remsenburg

35 Kelp Avenue, Seaview
$5,249,000
5 Beds ⋅ 6 Baths ⋅ 1023765 MLS
Experience coastal luxury at its finest with this exceptional Seaview retreat. Thoughtfully designed with over 3,650 square feet of living space, this stunning modern home offers 5 spacious bedrooms, 4 full bathrooms and 2 half baths, creating the perfect setting for effortless beach living and entertaining. The sun-filled main level welcomes you with soaring 10.5-foot ceilings and an expansive great room anchored by a fireplace and custom built-ins. A chef’s kitchen, appointed with quartz countertops and premium appliances, opens seamlessly to the living and dining areas. While a cozy den, large screened in porch, guest suite, powder room & laundry room complete the first floor. A dramatic 16-foot wall of sliding glass doors extends the living space outdoors to an expansive mahogany deck, where a shaded pergola, fully equipped outdoor kitchen with built-in grill, and a heated 15’ x 25’ saltwater pool create the ultimate backyard oasis. Outdoor shower, cabana storage and half bathroom complete the main deck area. Upstairs, four beautifully appointed bedroom suites provide comfort and privacy, including a spectacular primary suite featuring bay views, a sitting area, spacious his & hers walk-in closets, spa-inspired bath with soaking tub, oversized shower and private water closet. End your day on the rooftop deck, taking in the sunset over the breathtaking 360-degree views of both the Great South Bay and Atlantic Ocean. Only minutes to Seaview’s beloved community amenities; playground, basketball courts, lifeguarded bay beach, kiddie pool, and tennis courts, this remarkable home offers an unparalleled Fire Island lifestyle. A rare opportunity to own one of Seaview’s finest homes. Shown by appointment only.

35 Kelp Avenue, Seaview

13 Beach Lane, Westhampton Beach
$5,210,000
8 Beds ⋅ 9 Baths ⋅ 928844 MLS
Meticulously crafted in 2021, this Westhampton Beach residence epitomizes luxury living in the heart of the Village. Nestled on +/- 0.5 acre on prestigious Beach Lane, this compound features a 5-bedroom, 6.5-bathroom main house, a 3-bedroom, 2-bathroom guest house, heated, gunite, saltwater pool, outdoor kitchen, and cozy outdoor fireplace amidst exquisite flowering gardens. The grandeur begins with formal living and dining areas, open to a great room with 11' ceilings and oversized windows. A grand chef's kitchen awaits, complete with top-of-the-line appliances, stunning center island, and pantry, perfect for culinary enthusiasts. The breakfast area overlooks meticulously manicured grounds, creating a serene ambiance for morning gatherings. The epitome of opulence is found in the exquisite primary suite, featuring a private balcony, ensuite with double vanities and oversized shower, and walk-in closet with custom built-ins. Four gracious guest bedrooms with private ensuites and a finished lower level with gym enhance the living experience. Outdoors, a heated, gunite, saltwater pool beckons for leisurely swims, complemented by an outdoor kitchen and blue stone patio for alfresco dining under the stars. The 3-bedroom, 2-bathroom accessory guest cottage offers a full kitchen, living space with fireplace, and laundry. This property's allure is further heightened by its proximity to vibrant Main Street with its array of dining options, boutique shopping, and the renowned Performing Arts Center, while also a short distance to Rogers Beach. Conveniently located near Gabreski Airport and less than 90 miles from Manhattan, this residence offers the ultimate in Hamptons village living. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

13 Beach Lane, Westhampton Beach

8 Ocean Lane, Amagansett
$5,200,000
4 Beds ⋅ 3 Baths ⋅ 973972 MLS
Set approximately 300 feet from the residents only path to the ocean beach, this four bedroom, three bath renovated dunes home captures light, space, and ease in a location that rarely becomes available. South facing and open in feel, the house is designed with a clean, modern aesthetic and effortless indoor outdoor flow. The main level is centered around a bright kitchen stone counter tops with high-end stainless steel appliances and abundant storage. The living space extends the full depth of the home, offering dual seating areas and a striking double sided wood burning fireplace that connects to the dining area. Expansive glass doors lead directly to the pool and outdoor entertaining spaces. A first floor guest bedroom with its own exterior access and adjacent bath with glass-enclosed shower adds flexibility. Upstairs, the primary suite overlooks the pool and includes a fireplace, custom closets, built-in window seating, and a thoughtfully detailed bath with marble vanity, double sinks, tailored tilework, glass shower, and deep soaking tub. Two additional guest bedrooms share a well appointed bath. Decking wraps around three sides of the exterior, creating multiple areas for dining and lounging around the heated gunite pool with bluestone surround. An outdoor shower, dedicated surfboard and bicycle storage, and mature landscaping enhance both function and privacy. With ocean access within sight and the sound of waves close at hand, this is a rare Dunes offering.

8 Ocean Lane, Amagansett

7 Rosemary Lane, Sag Harbor
$5,200,000
6 Beds ⋅ 10 Baths ⋅ 935137 MLS
Nestled in the heart of Sag Harbor, this stunning 6,631sq. ft new construction home is situated on .52 acres moments from Sag Harbor Village. Boasting 6 bedrooms and 8.2 bathrooms, the thoughtful layout coupled with high end finishes and amenities creates the perfect haven for entertaining and enjoying all season long from the spacious double height foyer, sun-filled great room with floor-to-ceiling, custom chef's kitchen with oversized island, butlers pantry, formal dining room, first floor junior primary and office. Ascending to the second level, the primary bedroom beckons with a fireplace, private balcony, sitting room, and a spa-like primary bathroom with soaking tub and dual sinks. Three additional bedrooms, each with their own walk-in closet and bathroom, offer unparalleled comfort and privacy married by a sitting room for all to enjoy. The expansive lower level was designed with wellness and entertainment in mind, featuring a gym, sauna, temperature-controlled wine cellar, large recreational area with wet bar, media room, and additional ensuite bedroom with full bathrooms. Outdoors, the estate presents an exquisite retreat with an 40'x20' pool and 256+/- sq. ft. pool house, professional landscaping, and expansive porcelain patios for dining and lounging, offering the ultimate in outdoor and outdoor entertainment.

7 Rosemary Lane, Sag Harbor

2 Quogo Neck Lane, Quogue
$5,165,000
5 Beds ⋅ 6 Baths ⋅ 983723 MLS
Tucked away south of Quogue Street, in the coveted historical section of Quogue Village, 2 Quogo Neck Lane presents a rare opportunity to own in a location where privacy, prestige, and lifestyle converge. The current homeowners have done extensive renovations on the home including a new cedar shake roof, with copper gutters, a new septic system, newer bathrooms etc,. With a 1st floor Master with high cathedral ceilings, and 5 further bedrooms (including a Junior Master and ensuite upstairs) this elegant home also includes a 800 sq ft pool house set on a large patio an surrounded by charming gardens with waterfalls and other landscape features . The entire pool house has been renovated with a bedroom, full bathroom and a kitchenette. Positioned on a quiet lane with walking access to the shops, jitney and the private Quogue club this property offers effortless access to the bay—perfect for boating, paddleboarding, and enjoying life on the water at a moment’s notice. The 1.7 private acres with pool and spa create an oasis in the center of the village. As a resident of Quogue Village, you’ll enjoy exclusive access to a private, resident-only white sand ocean beach—a true luxury that sets this community apart from the rest of the Hamptons. There is a gazebo and other bathing facilities located on this beach which is absolutely pristine! No crowds, just a stunning shoreline reserved for homeowners. Beyond its natural beauty, Quogue is prized for offering lower property taxes than neighboring Hamptons towns while maintaining a high level of services and the Quogue school district. It is extremely accessible from NYC with the 495 / LIE being 2 lanes all the way. You can beat endless hours of traffic much better getting to this town as compared to towns further East. This unique combination makes it as compelling an investment as it is a place to call home. Located south of the highway, the property benefits from a quieter setting, closer proximity to both ocean and bay, and the enduring appeal that discerning buyers actively seek. Additionally, the private Quogue Club is close, and offers tennis, gym and dining facilites in an elegant setting. Quogue Village itself is known for its understated elegance—a place where tree-lined streets, historic charm, and a close-knit community create an atmosphere of relaxed sophistication, all within easy reach of the finest dining, golf, and cultural destinations of the Hamptons. 2 Quogo Neck Lane is more than a home—it’s an entry into one of the most exclusive and quietly desirable enclaves on the East End.

2 Quogo Neck Lane, Quogue

255 Mill Road, Westhampton Beach
$5,100,000
4 Beds ⋅ 7 Baths ⋅ 899093 MLS
Close to Main Street shops and restaurants including Rogers Beach and the Westhampton Beach Country Club. Excellent quality construction. Three car garage. Professional kitchen with custom built cabinetry and high-end stainless appliances featuring Wolf and Sub Zero. Living room with double-sided wood-burning fireplace to sunroom. Barn style doors. Wire cables, double height ceilings. Hardwood floors. There is custom trim throughout the house, including shiplap. First floor primary with walk-in closet and changing area. Bath with radiant floor heat, separate soaking tub and shower. Spacious yard, heated gunite pool with custom stadium style steps. Finish lower level that includes an exercise area and access to the garage and first floor. Ample exterior entertaining areas, including stone, patio, and built-in barbecue area.

255 Mill Road, Westhampton Beach

107 Edgewood Avenue, Bridgehampton
$5,100,000
5 Beds ⋅ 6 Baths ⋅ 894237 MLS
Bridgehampton Village | Quiet Elegance on Estate-Like Grounds Bridgehampton Village | Quiet Elegance on Estate-Like Grounds Hidden behind tall hedges in one of the Hamptons' most coveted locations, this elegant Bridgehampton Village home offers the rare combination of privacy, sophistication, and timeless design. Set on nearly an acre of beautifully landscaped grounds in close proximity to shops, restaurants and ocean beaches, the setting is as tranquil as it is convenient. The floor plan is thoughtfully designed for today's lifestyle with great flow throughout. Multiple bedroom suites provide a sense of privacy while still allowing for an easy, connected way of living. A classic center hall entry opens to sunlit interiors with refined architectural details and high-end finishes. There are three fireplaces: wood-burning in the living room, and gas in both the great room and an upstairs bedroom suite, each adding warmth and a sense of serenity to these spaces. A well designed kitchen with center island seating connects seamlessly to the great room, which then opens onto the outdoor dining courtyard, stunning grounds, and heated pool, creating a perfect indoor/outdoor flow for entertaining and relaxed living. The formal dining room and expansive living room, anchored by the wood-burning fireplace, provide a variety of gathering spaces. The home includes five bedrooms, four full baths, and two half baths, including a cabana-style half bath with outdoor access and a separate first floor powder room. Among the five bedrooms are three generously sized en-suite private suites including one on the first floor and two on the second, offering multiple options for privacy, comfort, and ease of living. Two additional upstairs bedrooms share a full bath, creating a layout that provides flexible accommodations for a variety of living arrangements. The 20' x 40' heated gunite pool anchors the lush landscape, surrounded by mature evergreens and flowering perennials that create a true "behind the hedges" experience. The pool features an expansive stone patio ideal for both casual and formal poolside gatherings. The outdoor dining courtyard is the perfect setting for leisurely lunches, barbecues and formal dinner parties. A large custom outdoor shower complements the outdoor amenities. Additional features include a mudroom off the kitchen, an attached two-car garage, and a whole-house backup generator. The full ready-to-finish lower level can be transformed for a variety of uses,and provides the opportunity to create additional owner-desired amenities. A rare opportunity to own a beautifully designed, impeccably maintained home on a quaint street in the heart of Bridgehampton -classic, flexible, and designed for easy living at every stage.

107 Edgewood Avenue, Bridgehampton

825 Dune Road, Westhampton Beach
$5,100,000
5 Beds ⋅ 5 Baths ⋅ 839426 MLS
Ocean Escape - Your Private Oasis and View of the Sea Step onto your private boardwalk, where the scent of salt air fills your lungs, and the soft whisper of the waves calls you forward. Beneath your feet, the sun-warmed planks lead you over the rolling dunes, each step bringing you closer to the endless blue horizon. Ocean Escape—is not just a home; it is a sanctuary of light, air, and water, a place where the ocean is not just a view but a way of life. A place to make memories. The Arrival – A Coastal Dream Unfolds As you approach, the sound of seagulls drifting on the breeze greets you, mingling with the rhythmic symphony of the waves. The home stands elegant and timeless, its architecture a blend of modern sophistication and effortless beachside charm. The scent of freshly cut wood from the expansive hardwood decks lingers in the air, and the golden sunlight dances across the sleek lines of the home’s post-modern design. A Grand Entrance into Light & Space Step inside, and a world of sun-drenched luxury unfolds before you. The first thing you notice is light—everywhere. Walls of glass frame the ocean like a masterpiece, drawing your eye to the ever-changing blues beyond. The soft glow of the morning sun spills across the rich hardwood floors, and the salty breeze drifts in through the open doors, carrying with it the distant laughter of seagulls. The great room is an invitation to gather, unwind, and savor the view. The warmth of a wood-burning fireplace crackles in the evening, filling the space with a cozy glow as the sky turns shades of pink and lavender over the Atlantic. Here, time slows, and the lines between indoors and outdoors blur into a seamless experience of coastal serenity. A Chef’s Kitchen Designed for Savoring Life The chef’s kitchen is more than a place to cook—it is a place to create, to gather, and to indulge. The oversized island stands at the heart of the space, inviting morning conversations over fresh-brewed coffee as golden sunlight streams through the windows. The scent of sea salt and warm toast fills the air as you gaze beyond the open style layout to the horizon, where the ocean stretches endlessly before you. Private Retreats with an Ocean’s Embrace The primary suite is your personal escape, windows welcome the sunrise, painting the walls with the first light of day. Step onto your private balcony, where the cool sea breeze kisses your skin, and the sound of waves gently lulls you into serenity. The spa-like en-suite bath is a sanctuary unto itself, offering a deep soaking tub where you can lose yourself in the rhythm of the tide. With five bedrooms plus a loft, including a private guest or in-law suite, Ocean Escape ensures that every space is designed for comfort, privacy, and connection to the ocean’s beauty. Resort-Style Indulgence – Every Season, Every Moment At Ocean Escape, the experience of luxury extends beyond the walls. The indoor heated pool offers the ultimate year-round retreat, where the water glows under soft lighting, mirroring the ocean just beyond. Step outside to barbeque and dine al fresco, where the scent of sea grass lingers in the air, then unwind with a book on the expansive sundeck, the warmth of the sun wrapping around you like an embrace. As evening falls, ascend to the sunning rooftop deck, a hidden sanctuary where you can sip a crisp glass of wine while the stars begin their slow dance across the sky. Here, the world feels infinite, the ocean a vast, shimmering expanse, stretching beyond the horizon, yours to behold, yours to call home. A Rare Opportunity to Own the Extraordinary Perfectly positioned along 0.4 acres of private oceanfront, Ocean Escape is not just a home—it is a place to make memories. A place where every sunrise is a painting, every breeze a lullaby, and every moment an invitation to savor life at the water’s edge. Come experience Ocean Escape for yourself. Let the ocean welcome you home.

825 Dune Road, Westhampton Beach

1 Swan Place, Nissequogue
$4,999,990
14 Beds ⋅ 15 Baths ⋅ 833470 MLS
Set on 9 pristine acres with panoramic views of Long Island Sound, this private, gated estate is a masterpiece of history and modern refinement. Once a favored retreat for Hollywood’s golden era icons, including the Barrymores, Buster Keaton, and Myrna Loy, this extraordinary residence sits in the heart of Nissequogue, a town renowned for its charm and exclusivity. Designed by celebrated architect Stanford White, known for the Washington Square Arch, the estate reflects timeless grandeur while seamlessly incorporating state-of-the-art amenities. Steeped in rich history and surrounded by breathtaking landscapes, this extraordinary estate has been meticulously restored, blending old-world elegance with modern luxury to create an unrivaled living experience. Spanning more than 20,000 square feet across three distinct residences, the estate offers 14 lavish bedrooms and 14.5 opulent bathrooms. Every space has been crafted with precision, from the slate roofing to the exquisite stonework, ensuring a setting of ultimate luxury and comfort. The estate is a haven of resort-style living, featuring an awe-inspiring two-story great house and an expansive indoor pool pavilion with a Gunite pool, hot tub, fitness center, and sauna. A fully finished lower level offers a wine cellar and tasting room, perfect for intimate gatherings. The property also includes a three-bedroom guest house and dedicated staff quarters, ensuring privacy and convenience. Outside, the grounds are impeccably designed with lush landscaping, a professional-grade tennis court, a cascading waterfall, and custom Italian porcelain walkways. A four-car garage and a high-powered Generac generator provide security and reliability. Located just minutes from beaches, yacht clubs, fine dining, and boutique shopping, this estate offers a rare blend of seclusion and accessibility. Perfectly positioned between New York City and The Hamptons, it is a true sanctuary of elegance and prestige, making it one of the most desirable properties on the North Shore.

1 Swan Place, Nissequogue

49 Birchwood Lane, Bridgehampton
$4,950,000
6 Beds ⋅ 8 Baths ⋅ 818431 MLS
This newly built residence spans over half an acre, boasting around 6,000 sq. ft. spread across three levels. Upon entry, a grand double-height foyer leads seamlessly into the open-plan great room, kitchen, and breakfast area. Adjacent to the main living space, a versatile den offers options for office or entertainment use. The first floor includes an en-suite guest room with coffered ceilings and a walk-in closet, alongside a 2-car garage accessible through a mudroom. Upstairs, a luxurious primary suite with multiple walk-in closets and a lavish bathroom opens onto a private terrace. Completing the second level are three additional en-suite bedrooms. The fully finished lower level provides various amenities, including a recreation room, enclosed gym, guest bedroom, and full bathroom. Sliding doors facilitate access to the backyard patio area with a covered porch and outdoor barbecue. A brand-new pool, surrounded by meticulously landscaped grounds and ample lawn space, completes this outdoor retreat. Set to be finished in 2024, this residence enjoys a prime location close to both Bridgehampton and Sag Harbor.

49 Birchwood Lane, Bridgehampton

84 Oyster Shores Road, East Hampton
$4,800,000
5 Beds ⋅ 5 Baths ⋅ 889160 MLS
Facing due east with panoramic views and brilliant sunrises with 101' water frontage on Three Mile Harbor, this traditional house was thoroughly renovated in 2022. The upside-down configuration is approximately 3,500 square feet and each floor can operate separate from one another. The main floor has a 23' vaulted ceiling that creates a dramatic space for the living room with fireplace, wet bar with wine refrigerator, dining area and designer kitchen with island, double sinks, dishwashers and generous walk-in pantry. There are 5 bedrooms with 10' tray ceilings and 4.5 baths, two ensuite wings on the main floor, bedroom with private entrance and a separate private office with pocket door. The lower level hosts a living area with fireplace, kitchenette including sink, dishwasher and refrigerator, two ensuite bedrooms, miscellaneous room with shelving and a large mirror, laundry, massive amounts of storage and double doors leading to the water access. Additional amenities include a Kohler generator, solar panels, electric car charger, county water and Self- Contained Hydro Action AN600 waste treatment system. The house sits 50 feet from the shoreline and 13 feet above sea level setting up the best "in your face" preexisting view of them all. This is the home of the late Hamptons Wellness Foundation creator who was also a life coach and avid sportsman. Beautifully designed, built and sited on 0.54 acre, the house is insulated from traffic noise because of the cul-de-sac location.

84 Oyster Shores Road, East Hampton

8 East Huxley Drive, Lloyd Harbor
$4,800,000
6 Beds ⋅ 8 Baths ⋅ 868201 MLS
Nestled on a peaceful and private road, this exquisite, Shingle Style residence was completed in October 2022. It offers over 7,300 square feet of elegant living across three finished levels. From a dramatic entry foyer to finely crafted oak floors, Marvin windows, and custom millwork, every detail reflects superior quality. The main level offers grand entertaining spaces, including a formal living room, dining room with a large fireplace, a chef’s kitchen, den, and family room with fireplace. A luxurious guest/master suite features two fireplaces, dual walk-in closets, and a spa-like bath. Upstairs, find three spacious en suite bedrooms and a serene primary suite with private deck and spa bath. The finished lower level includes a bedroom suite, gym/playroom, wine room, and abundant storage. A standout feature of the property is the detached, architecturally matched 3-car garage. Designed to complement the main residence in both style and quality, it was designed for lifts and HVAC for the car enthusiast. Above includes a finished space with intricate ceiling detail and loft-style layout ideal as a guest suite or home office. Enjoy summer by the heated gunite pool with built-in spa and automatic cover, surrounded by mahogany decking, bluestone patios, and lush landscaping (2023) with access to outdoor shower. Smart home systems include: Vantage Lighting, Lutron 7 Zone HVAC, advanced 12 zone security and surveillance systems, 8-zone audio, water detection, Smart automated sprinkler & pool/spa controls, etc. A rare blend of quiet luxury, high design, and modern convenience in Lloyd Harbor. Cold Spring Harbor SD#2. Lloyd Harbor Village Park - tennis, beach & mooring. Dues are required.

8 East Huxley Drive, Lloyd Harbor

20 Whalers Walk, Sag Harbor
$4,771,250
4 Beds ⋅ 3 Baths ⋅ 951413 MLS
An Iconic Sag Harbor view set along the coveted shoreline of Sag Harbor Cove. This chic waterfront retreat offers a rare blend of privacy, vast harbor views across to Sag Harbor village and direct open water access to Sag Harbor Bay. Within this quiet, exclusive enclave of Bay Point located on one of the most desirable streets, this property offers 100 feet of bulk headed beachfront and a private dock. The experience of tranquil water vistas and a sparkling waterside pool and jacuzzi spa await your arrival. This well-appointed property with distant water views through the wide expanse of glass doors is strikingly breathtaking. A modern stylish design and decor captivate coastal living at its very best. Thoughtfully reimagined and renovated to the studs in 2018, this immaculate residence holds 4 bedrooms and 3 baths spanning approximately 1,850 square feet all across two architecturally designed levels. An additional lower level of 640 square feet is ready for an innovative design addition. With spectacular water views from most all rooms, a bright open ~ concept floor plan flows seamlessly from the living room to the kitchen and dining area, ideal for relaxed nautical living and entertaining. White oak hardwood floors carefully crafted with the vision of yesteryear, a gourmet chef's kitchen with gorgeous white quartz counters and center island all accented with Caribbean blue sea glass tiles blending with the glistening Zen water views. Additionally, custom built in cabinetry and Sub Zero and Wolf appliances complete this special living area. A cozy fireplace hearth and game area blend well and lends warmth and refinement throughout this home. Tucked away is a first level primary en-suite with water views featuring built in closets and a quality spa like bath accented with gorgeous porcelain and custom tiles. An additional guest bedroom and full bath complete the first level. The second level holds two additional guest bedrooms, a full luxurious bath with expansive water views offering flexible accommodations. With this design of multiple rooms capturing serene views of Sag Harbor Cove, you maintain a divine connection to the surrounding water and beyond. Architectural plans for expanding to a 3000 plus square foot property are included in this wonderful property offering. With indoor and outdoor living flowing so naturally, you will find this waterfront private oasis is perfectly suited to the Sag Harbor lifestyle. After swimming in your waterside pool and spa, step into your boat just steps from the house and set out for a morning cruise or an easy ride into the village on the water for lunch, dinner, or sunset cocktails. Long Beach, Foster Memorial Beach, and the cultural historic heart of Sag Harbor Village are all just minutes away. Equally compelling as a year-round residence or an elegant weekend escape, this waterfront offering delivers timeless Hamptons appeal, modern comfort, and an exceptional setting on Sag Harbor cove, where privacy, boating, and village living converge.

20 Whalers Walk, Sag Harbor

4075 Stillwater Avenue, Cutchogue
$4,725,000
7 Beds ⋅ 5 Baths ⋅ 934271 MLS
This stunning waterfront estate presents a unique opportunity to create a generational compound, complete with a boater's lifestyle, thanks to its private dock and ample outdoor entertaining space. Situated along the picturesque waters of East Creek, the property offers direct access and panoramic views of Peconic Bay, showcasing the lifestyle that is unique to the North Fork. The custom-built home features seven spacious bedrooms, including two primary en-suites, and five elegantly appointed bathrooms. The kitchen, which faces the waterfront, is designed for both functionality and scenic views, complete with a service entrance that makes hosting and entertaining a breeze. The generous layout prioritizes privacy and comfort, with a wall of windows that floods the space with natural light and offers stunning views. Outside, you’ll find a built-in kitchen elegantly situated under a wisteria pergola, which leads to beautifully landscaped terraced gardens. Additional highlights of the property include an office or bonus room, recreational space ideal for a gym or theater, outside access, and a custom bar. The two-car detached garage provides ample storage space in the loft, and there is room on the property to add a pool or tennis court. This estate is a must-see to fully appreciate its prime location and understated grandeur. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

4075 Stillwater Avenue, Cutchogue

7 Fox Meadow Lane, Lloyd Harbor
$4,650,000
4 Beds ⋅ 7 Baths ⋅ 874340 MLS
Built by Kean Development with the grandeur of the Gold Coast era in mind, this remarkable Lloyd Harbor estate is a rare offering on Long Island’s North Shore. Every inch of the home has been thoughtfully curated, with custom finishes designed to enhance each elegant space. Formal rooms include a mahogany-paneled library, a gracious dining room, a newly designed gourmet kitchen, a sitting room, and a conservatory—each with its own fireplace. The lower level offers additional entertaining spaces including a salon with fireplace, billiard room, office, and a fully equipped laundry suite. Upstairs, the second floor features three ensuite bedrooms and an exceptional primary suite with a newly renovated bath and two expansive dressing rooms. A remarkable guest/pool house is privately placed on the property, along with a heated gunite pool, spa, and patios that extend the home’s entertainment capabilities. The mature, professionally landscaped grounds include an outdoor kitchen, blue stone patio, a boxwood garden with fountain, specimen trees, and more—complementing the estate’s total design. Located in Cold Spring Harbor School District and the Village of Lloyd Harbor, residents enjoy access to Lloyd Harbor Village Park with beach, mooring rights, tennis, camp, and Village-provided police and sanitation services. Tax Grievance has been filed .

7 Fox Meadow Lane, Lloyd Harbor

240 Deer Park Avenue, Babylon
$4,625,000
890433 MLS
This prime mixed-use investment property is strategically located at the high-traffic intersection of Deer Park Avenue & Railroad Avenue in the heart of Babylon Village, directly across from the train station with express service to Manhattan. The offering consists of two attached buildings on a single deeded lot, featuring a diverse mix of residential and retail tenants, along with a separately deeded private parking lot with 14 dedicated spaces, a rare and highly sought after amenity in this bustling downtown location. Building 1: A three story structure with eight residential apartments (4 two-bedroom & 4 One-bedroom) and two ground floor retail spaces. Building 2: A one-story structure with four retail spaces, maximizing street-level visibility and foot traffic. Each unit is separately metered for electric & gas, ensuring ease of management & tenant responsibility for utilities. Six of the eight apartments have been fully renovated, while Apartment #1 and Apartment #7 remain in original condition with under market rents, they offer additional value-add potential. The property is sewer connected and gas serviced, with three grease traps in place to accommodate restaurant or food service tenants.

240 Deer Park Avenue, Babylon

3400 & 3500 Sound Drive, Greenport
$4,600,000
3 Beds ⋅ 2 Baths ⋅ 825540 MLS
Presenting an exceptionally rare waterfront offering on the stunning Long Island Sound. This remarkable opportunity features two separate parcels totaling just shy of two acres: 3500 Sound Drive showcases a meticulously crafted mid-century modern single-family residence, boasting completely unobstructed coastal views that stretch for miles along the Long Island Sound. With a northwestern exposure, you’ll be treated to breathtaking sunsets that transform the sky into a magnificent display of colors each evening. 3400 Sound Drive is a pristine vacant parcel, offering versatile possibilities. This land can be seamlessly integrated into a grand estate or serve as a prime location for an additional single-family home, also featuring direct water views to the north and captivating vistas to the west. Both parcels present an impressive 250 feet of waterfront combined or 125' each, positioned approximately 25 feet above sea level, enhancing the panoramic views and ensuring a serene waterfront experience. Whether you are looking for a dual-residence opportunity or a trophy property to design your forever home, this unique package provides endless possibilities for waterfront living at its finest! Don’t miss your chance to own this exceptional slice of paradise.

3400 & 3500 Sound Drive, Greenport

3 Crane Road, Lloyd Harbor
$4,585,000
5 Beds ⋅ 7 Baths ⋅ 986670 MLS
Custom construction at its finest, 3 Crane Road was designed and built to an uncompromising standard of quality. A custom Colonial set on 2.39 private acres in the heart of Lloyd Harbor, this extraordinary residence reflects a standard of craftsmanship, premium materials, and effortless everyday livability. A grand two-story entry creates an unforgettable first impression, highlighted by a dramatic sweeping staircase and exquisite custom millwork throughout. The exterior is equally striking, featuring Malbec cedar shingle siding, an Alaskan yellow cedar roof, and Andersen E-Series Eagle windows, blending timeless elegance with enduring quality. Professionally designed landscaping completes the exterior with exceptional curb appeal. At the heart of the home is a stunning custom kitchen appointed with Crown Point cabinetry and a full suite of top-tier appliances, including dual Sub-Zero refrigerators and a Wolf gas range with double ovens, warming drawer, convection oven, microwave and dishwasher. Designed for elevated entertaining, the fully equipped butler’s pantry includes a dishwasher, ice maker, Coffee Machine, Sub-Zero wine refrigerator and two refrigerator drawers connecting to the formal dining room. The kitchen flows seamlessly into the inviting living room with a gas fireplace for everyday entertaining. Created for the way people live today, the home features a heated three-car garage connected by a covered porch leading into an oversized mudroom with abundant storage and radiant heated floors. A well-appointed first-floor laundry room includes two washers, two dryers, and a convenient Laundry Jet system. A first-floor home office provides the ideal work-from-home setup. The primary suite offers a private retreat with a gas fireplace and two spacious walk-in closets. The spa like bath features radiant heat and soaking tub. Four additional bedrooms each feature en suite baths, providing comfort and privacy for family and guests alike. A second staircase off the main living area provides easy access to the upper level, adding convenience and flow to everyday living. A second home office on the upper level offers additional flexibility for today’s lifestyle. A covered rear porch overlooks the expansive, flat backyard that is ideal for entertaining and outdoor living. An unfinished 2,500-square-foot lower level with 8-foot ceilings presents exceptional potential for future living space, recreation, or wellness amenities. Located just moments from beaches, village amenities, and train access, this home offers a rare combination of privacy, scale, and refined North Shore living. A home defined by intention, elevated by design, and finished to a standard that speaks for itself, all set within Lloyd Harbor.

3 Crane Road, Lloyd Harbor

East Marion
$4,500,000
2 Beds ⋅ 3 Baths ⋅ 929544 MLS
ROMANTIC WATERFRONT LIVING There are a finite number of properties that exist beyond the everyday. Specifically, one where 604 feet of private beach meets the endless horizon of the Long Island Sound, and a cottage sits quietly amongst the landscape as though it's always belonged there. This is the one. The setting speaks louder than any renovation could. Morning light spills across the water. Evening brings that stillness that only waterfront sanctuaries know. The beach stretches long and uninterrupted, a rare luxury on the North Fork where sound frontage of this magnitude simply doesn't come available. The cottage itself? Charmingly unassuming. It understands its role here-to frame the views, shelter you from the wind, and otherwise stay out of nature's way. There's an honesty to its rustic character that feels increasingly rare. What you're really acquiring is 604 feet of your own coastline in one of the most coveted corridors of the North Fork. This is the setting that stops conversation mid-sentence. The kind of place that makes you forget what day it is. Raw, romantic, and utterly uncommon - a Soundfront opportunity that simply doesn't surface often on the North Fork!

East Marion

37 Gilberts Path, Amagansett
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 937220 MLS
Telemark Builders just completed a meticulous renovation of this four-bedroom, four-and-a-half-bath two story home just down the block from your own private ocean beach access. This modern beach house exudes sophistication through a lens of timeless craftsmanship and precision. Designed for those who appreciate architecture, proportion, and material integrity, the home offers an exceptional balance of elegance and ease. Inside, every element has been reconsidered with purpose. With two bedrooms downstairs and two up, by way of a custom bullnose staircase each bedroom is ensuite including a first floor primary. Every bathroom is crisp and white, balanced with wood accents. Throughout the home one will find whitewashed oak floors, a great room, anchored by a bluestone-clad wood-burning fireplace, flowing seamlessly to the thoughtfully designed chef's kitchen with breakfast bar island, stylish natural wood cabinets, stone countertops ,Thermador oven and Sub Zero refrigerator. The large wrap around deck with plenty of room for dining, relaxing and entertaining overlooks a 2.5-acre preserve with soothing views. All this with private ocean access nearby, the property is enveloped in quiet natural beauty-private, poised, and minutes from Amagansett and Montauk.

37 Gilberts Path, Amagansett

4 Piperwoods Lane, Quogue
$4,500,000
6 Beds ⋅ 7 Baths ⋅ 935782 MLS
A modern sanctuary in Quogue: Discover an exquisite fusion of modern design, advanced technology, and effortless coastal living in this exceptional residence. Encompassing approximately 6300 ft.² across three impeccable finished levels, this smart home has been crafted for those who seek refined luxury without compromise. At its core, the residence is powered by state-of-the-art geothermal heating and cooling system, ensuring comfort and remarkable efficiency year-round. A sophisticated, smart home infrastructure allows, effortless control of lighting, climate, security, and entertainment with a touch of a button. the heart of the home has a gourmet chef kitchen appointed with top-tier appliances, custom millwork, and sleek designer finishes. It’s fluid connection to the homes expansive living and dining spaces creates an atmosphere ideal for hosting or simply unwinding in understated elegance. Floor to ceiling glass invites, natural light throughout, while curated, indoor outdoor transitions, lead to a heated saltwater gunite pool, framed by lush landscaping for complete privacy. With six luxurious bedrooms, all en suite, multiple lounge and recreation areas, and a two car garage, this retreat offers exceptional comfort for both intimate, living and stylish, entertaining. Quogue ocean Private beaches And super low taxes represents a rare offering.

4 Piperwoods Lane, Quogue

1 Jamie Terrace, Northport
$4,500,000
4 Beds ⋅ 3 Baths ⋅ L3478179 MLS
Lot has been cleared and ready to build. Fort Salonga, Town of Huntington, Northport Schools. A 21 Luxury Home Subdivision, 5 Models + are available or "a design of your own". You can modify any Model to meet "YOUR NEEDS" with Master Builder Scott Somerville. Front Elevation are: Vinyl Cedar Perfections & Cultured Stone. Ceiling 1st Floor 9', 2nd Floor 8' (Spec Sheet available). Appliances: $5,000 allowance for a 5 piece set. Separate 50 Gallon propane fired Hot Water Heater, 200 AMP Electric Service, Kohler Collection for Baths. Formal Living Rm, Formal Dining Rm, W/Crown Moldings, all models will have a Center Island in the Kitchen, Master Bedroom with Tray Ceiling and Master Bath, Family Rm w/Fireplace, Full Basement, Anderson Windows and More. Ever Home will be CUSTOM BUILT to your Specifications. A Home You Will be Proud to own. Please note that some of the items in the renderings may not be included in the base model. Additional info provided upon request., Additional information: Appearance:Diamond,Separate Hotwater Heater:Yes

1 Jamie Terrace, Northport

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