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$2,100,000
1007856 MLS
Bayfront lot plus boat basin With Brand New Bulkheading. Taxes are $6805.60 for bayfront lot (.73 Acres) and $3062.52 for Boat Basin (.46 Acres) Total $9868.12

Lot 4 and Lot 11 Overlea Court, Bay Shore
$4,800,000
5 Beds ⋅ 4 Baths ⋅ 1007669 MLS
Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island shingled beach house sits on a level acre along one of the Island's most coveted stretches of waterfront -190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn is often mistaken for a separate lot and offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

90 Peconic Avenue, Shelter Island
$2,399,000
3 Beds ⋅ 3 Baths ⋅ 1003586 MLS
WATERFRONT LIVING AT ITS FINEST Nestled within a private waterfront community, this impeccably maintained residence offers an exceptional blend of luxury, comfort, and coastal charm. Set along a wide canal and framed by manicured landscaping, the home enjoys a picturesque setting designed for both relaxation and entertaining. Featuring 3 bedrooms and 2.5 baths, the thoughtfully designed floor plan is highlighted by a second-floor primary suite complete with a Juliette balcony and sweeping panoramic water views. Upstairs living spaces capture the beauty of the waterfront from nearly every angle. Outdoor amenities include a heated saltwater pool, electric awnings, and inviting waterfront spaces perfect for enjoying the coastal lifestyle. Solar panels provide energy efficiency and added value. Maintained in pristine condition, this move-in-ready home offers a rare opportunity to enjoy resort-style living in an exclusive waterfront community.

6 Mill Pond Road, Hampton Bays
$4,999,000
993093 MLS
8.42 Acres with LI Sound water frontage and beautiful views. Please reach out to agent for more information regarding building and possible subdivision. Land being sold as is. Updated Survey expected shortly.

Boney Lane, Nissequogue
$190,000
1006388 MLS
Rare opportunity to own a spectacular bayfront property featuring 90 feet of direct waterfront frontage and private water access. Enjoy breathtaking panoramic views, stunning sunsets, and the tranquility of waterfront living. Whether you're looking to build your dream home, create a vacation retreat, or invest in a premier waterfront location, this property offers endless possibilities. With direct access to the bay, boating, kayaking, paddleboarding, fishing, and other water activities are just steps from your door. The generous waterfront frontage provides ample space to maximize views and take full advantage of the property's exceptional setting. Experience the beauty of coastal living with easy access to nearby beaches, marinas, dining, and local amenities.

VL Johns Neck Road, Shirley
$2,899,000
4 Beds ⋅ 3 Baths ⋅ 1005049 MLS
Scandinavian Chic Waterfront Masterpiece with Panoramic Water Views | Southold Built in 2022 with exceptional craftsmanship and professionally curated interiors, this breathtaking waterfront residence blends Scandinavian chic design with warm modern coastal luxury. Set on .35 acres with direct water access, the home features 4 bedrooms, 3 full baths, 2,351 square feet of beautifully designed living space, plus a finished 1,166-square-foot lower level. Sun-drenched interiors showcase wide-plank wire-brushed white oak flooring, custom millwork and cabinetry, Restoration Hardware lighting, recessed lighting, and Sonos sound throughout both the home and outdoor entertaining spaces. Every room in the home captures stunning water views, creating a seamless connection to the surrounding waterfront setting. The spectacular gourmet kitchen is designed for both everyday living and entertaining, featuring a Sub-Zero refrigerator, Wolf gas cooktop and double ovens, quartz and Caesarstone countertops, oversized center island, Bosch and Fisher & Paykel dishwashers, and a stunning butler’s pantry accented with Cle Tile backsplash. The living room is equally impressive with a custom wood-burning fireplace, built-in cabinetry, and an elegant wet bar complete with Sub-Zero beverage refrigerator, wine refrigerator, ice machine, and designer finishes throughout. The fully finished lower level offers exceptional additional living space with a kitchenette, double egress windows, and Fujitsu mini-split system—ideal for guests, recreation, or extended entertaining. Upstairs, four spacious water-view bedrooms include a luxurious primary suite featuring cathedral planked ceilings, a handmade vintage wood mantel, private deck access, walk-in closet, and spa-inspired bath. Elegant lime-washed walls add warmth and character to every bathroom. Outdoor living is nothing short of extraordinary with expansive first and second floor decking, a rooftop deck with panoramic water views, premium IPE Brazilian hardwood decking, covered outdoor entertaining area with built-in heaters and ceiling fans, outdoor shower, wired railings, cedar shake siding, Andersen 400 Series windows and doors, and beautifully landscaped grounds surrounded by mature privacy hedges. A true boater’s paradise, the property accommodates a large boat and offers direct access to Peconic Bay, Shinnecock Bay, and nearby sandbars for boating, kayaking, paddleboarding, clamming, and enjoying the ultimate North Fork waterfront lifestyle.

405 Williamsburgh Drive, Southold
$7,140,000
3 Beds ⋅ 3 Baths ⋅ 1005932 MLS
This singular Quogue home is wrapped in sweeping 300 degree views and protected by a brand new $2 Million state of the art bulkhead - making it one of the most sought after properties on the Quogue Canal. A sumptuous all glass home takes in the cinematography of the Atlantic Ocean, Ogden Pond and the expanse of the Canal, while best in class architecture and technology keep an extraordinary waterfront experience, ensured. The guest home on the property is a canal side boat builder’s cottage, completely modernized and reimagined to offer an idyllic, elevated guest or family experience. The two structures are joined by sun-drenched, waterfront decks and gardens, which combined offer over 2000 sq ft of additional basement and 10-car garage space. The rare, deep water dock in the backyard offers constant access for sport, leisure and dining. The home is an oasis from which to watch The Hamptons slowly pass by and has to be experienced to be believed.

38 Beach Lane, Quogue
$699,000
999574 MLS
Waterfront parcel just shy of 1 acre on the Peconic River. Approx. 160' of waterfront. Electric and water at the docks. 70' street frontage. Peconic Bay Tax Applies. Property survey available upon request.

37 Corwell Avenue, Riverhead
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 1002755 MLS
Amazing Oceanfront opportunity in Cherry Grove with expansive water views! Multi-level home with Living room, Kitchen, Fireplace, 2 Bedrooms and 2 Full Bathrooms on each level! Flexible layout makes it ideal to host guests or a valuable income producing property. Rent Roll provided upon request. Convenient location to Ferry, Restaurants & Shopping in Fire Island's most vibrant community! Built in 2004, this home features over 2200sf with gorgeous balcony and spacious deck. Come tour this private oasis and make it your own!

301 Lewis Walk, Cherry Grove
$2,990,000
5 Beds ⋅ 6 Baths ⋅ 1001373 MLS
Paradise Found on the Long Island Sound!! Welcome to 3172 Sound Avenue, a luxurious Oasis nestled high above the bluffs on the Long Island Sound. This spacious, 5 Bedroom, 6 Bathroom Residence has been completely updated within the past few years and is turn-key, just awaiting its next fortuitous owner! The home is accessed off Sound Avenue by a long, private road, in a pastoral setting with horses roaming free, surrounded by vast, hundreds of acres of Preserved land and Park land. Nearby golf courses include Friar's Head and the Baiting Hollow Club. In addition, the property features an easement with access to the Long Island Sound. Some of the many improvements include a new Architectural 30 year roof, a new Solar System with 52 panels, newly refinished synthetic stucco to the exterior of the home, a new back-up Generac generator, two Tesla charging stations, a new Pentair pool filtration system, (utilizing Ozone and UV to purify the water), updated HVAC with Wi-Fi controls and a new, on-demand hot water heater. For modern convenience, the home also boasts a fully-updated and security serviced elevator serving all three levels. Inside, the Residence includes an expansive wall of windows and glass sliders in the Living Room, showcasing the magnificent blue water and Connecticut Coastline, leading to an outside, wrap-around IPE deck overlooking the dazzling Sound and grounds. The Living Room also features a fireplace, to add an extra touch of ambience and serenity. The atmosphere is light and bright throughout the entire home, an Entertainer's Delight! The Professional Chef's Kitchen features an oversized Island with granite countertops and boasts dual ovens, dual dishwashers, an eight-burner gas stove with pot filler, a beverage cooler, as well as multiple refrigeration units. The spacious Dining Area off the kitchen sports water views and is ideal for hosting festive gatherings. After a wonderful meal, make your way to the Media Room for Movie Night, which features a new short-throw projector and a 120-inch home theater screen. Or, perhaps, the desire is to take a swim in the Indoor Pool, and afterwards enjoy a relaxing and therapeutic steam shower. The Residence features 2 Bedrooms on the Second Floor, one with its own private balcony and deck. There are an additional 3 Bedrooms on the First Floor, including the sumptuous Primary Suite, with its own fireplace and large sitting room with sliders, leading to another wrap-around IPE Deck with a Garden Swing, to take full advantage of the captivating water and sunset views! The Exercise Room is also located on the first floor, with another wall of windows on either side, both Pool-side and Sound-side. The Lower Level with walk-out features a Recreation Room with a Billiard’s table, additional Living Space, Full Bath, Laundry Room and Storage. Lastly, the property boasts new landscaping and is fully-irrigated, with a new pea gravel driveway, new entrance Pillars and a gated entry. This Residence is as smart as it is beautiful, and offers so much more than just luxury--it offers a Coastal Lifestyle that most can only dream about. Embrace the opportunity to make this dream your reality!

3172 Sound Avenue, Baiting Hollow
$2,500,000
4 Beds ⋅ 3 Baths ⋅ 988717 MLS
Featured in Architectural Digest, this extraordinary oceanfront residence on Steels Walk in Water Island, designed by acclaimed architect and designer Carl D’Aquino, is one of the most distinctive and architecturally significant properties on all of Fire Island. As co-founder of the internationally celebrated design firm D’Aquino Monaco, D’Aquino is renowned for creating homes that blend modernist architecture with warmth, craftsmanship, and a profound connection to their natural surroundings — a philosophy beautifully realized throughout this remarkable coastal retreat. Comprised of two dramatic octagonal-shaped structures seamlessly joined at the center, the home was thoughtfully conceived to embrace its breathtaking setting, where unobstructed views of the Atlantic Ocean, rolling dunes, and endless sky become part of everyday living. Every angle, sightline, and material was intentionally selected to create a seamless dialogue between architecture and landscape, resulting in a home that feels both visionary and deeply serene. Offering 4 bedrooms and 2.5 baths, the residence blends refined coastal sophistication with a tranquil, resort-like atmosphere. Expansive living spaces are carefully positioned to maximize privacy, natural light, and connection to the outdoors, creating an effortless flow between the interiors and the surrounding decks. Throughout the home, extraordinary craftsmanship and attention to detail elevate every space. The striking clapboard ceilings were meticulously installed piece by piece, creating warmth, texture, and architectural rhythm overhead — a labor-intensive design element that speaks to the level of artistry woven into the home. In the kitchen, custom cabinetry was handcrafted in Brooklyn, then carefully transported to Water Island in sections and thoughtfully assembled in place — a remarkable undertaking that reflects the bespoke nature of the residence and the uncompromising dedication to quality and design. The outdoor spaces are equally exceptional. A sprawling oceanfront deck unfolds toward the dunes and shoreline, offering multiple areas for lounging, dining, and entertaining against the ever-changing backdrop of the Atlantic. The heated pool is framed by sun-washed decking and lush landscaping, while a tranquil waterfall pond and curated gardens create moments of calm and seclusion throughout the property. Tucked above it all, the private second-floor deck off the primary suite offers sweeping ocean views and an unmatched sense of peace — ideal for quiet mornings, sunset cocktails, or stargazing beneath the open sky. Surrounded by nature and designed for complete privacy, this is more than a home — it is a rare coastal sanctuary unlike anything else on Water Island. Celebrated for its architecture, craftsmanship, setting, and atmosphere, this once-in-a-generation offering presents the opportunity to own a truly iconic stretch of Fire Island oceanfront.

1 Steels Walk, Water Island
$6,995,000
1000340 MLS
A rare and increasingly scarce opportunity to build on 1.25 acres of prime oceanfront along coveted Dune Road, with 105 feet of direct frontage on a pristine sand beach. Offering an expansive building envelope, the property allows for the creation of a substantial residence with resort-style amenities, all thoughtfully positioned to capture sweeping ocean views. The property also enjoys open bay views to the north, providing a unique dual-waterfront setting with both sunrise and sunset vistas. Vacant oceanfront parcels of this scale and caliber are seldom available, making this a truly exceptional offering. Set within one of the Hamptons' most prestigious enclaves, this is a unique opportunity to design and build a custom coastal estate tailored to your vision and lifestyle.

71A Dune Road, E. Quogue
$6,800,000
5 Beds ⋅ 10 Baths ⋅ 000034 MLS
Waterfront – Set along 243’ of pristine Long Island Sound frontage, this extraordinary waterfront estate offers a truly rare combination of sweeping unobstructed water views, direct access to a sandy beach, and beautifully manicured level grounds with no high bluff — creating an unparalleled coastal setting rarely found on the North Shore. Privately nestled at the end of a private cul-de-sac on 2 lush acres, this over 7,000 square foot custom residence plus an unbelievable entertainment lower level is surrounded by magnificent specimen plantings, manicured gardens, and expansive Ipe Brazilian walnut decking designed to embrace the breathtaking waterfront backdrop from every angle. Nearly every room captures stunning water views, creating a seamless connection to the shoreline while filling the home with natural light and tranquility. Custom built with uncompromising quality and craftsmanship, the residence showcases high-end custom finishes, exquisite detailed moldings, elegant designer touches, and only the finest materials and systems throughout. Sophisticated yet inviting, the home offers an exceptional blend of refined luxury and relaxed coastal living. Every detail has been thoughtfully curated with no expense spared. Designed for both grand-scale entertaining and intimate everyday living, the property offers exceptional indoor and outdoor gathering spaces where unforgettable memories are waiting to be made. Enjoy breathtaking sunsets over the Long Island Sound with unobstructed views stretching to Connecticut, all from the privacy of your own extraordinary waterfront retreat. Ideally located approximately 60 miles from Manhattan and moments from fine dining, shopping, marinas, Stony Brook University, and Stony Brook University Hospital, the property offers a rare blend of private coastal living and everyday convenience A true private oasis, this remarkable estate offers the feeling of being worlds away while enjoying the beauty, serenity, and prestige of luxury waterfront living at its absolute finest.

6 Pheasant Run, Nissequogue
$3,200,000
3 Beds ⋅ 2 Baths ⋅ 992976 MLS
Soundfront! This rare waterfront offering is set on 3.4 bucolic acres and includes private beach access with wide, shallow steps leading to 160 ft. of pristine sugar-white, private sandy beach. A private road and long secluded driveway unveil an incredible property with uninterrupted panoramic views of the sparkling Long Island Sound. The main house features 3 bedrooms plus a loft, 2 full baths, a 2-car garage and a full basement. There are also several additional structures including a workshop - which may be used as a studio, a beach accessory room, a stone shed with a stone fireplace, a pergola, and a gazebo set on a picturesque bluff. Whether you're envisioning lazy afternoons on the beach or evenings entertaining with vibrant sunsets in the distance, this is more than just a home - it's a lifestyle.

995 Red Fox Road, Mattituck
$2,999,990
4 Beds ⋅ 5 Baths ⋅ 999832 MLS
Set along the tranquil shoreline of Reeves Creek with direct access to the Peconic Bay, this newly built waterfront residence offers a rare blend of privacy, design, and coastal sophistication. With approximately 50 feet of waterfront and a private sandy shoreline, the property is designed to embrace seamless indoor-outdoor living in one of the North Fork’s most peaceful settings. Thoughtfully designed with four bedrooms and four-and-a-half baths, the home combines clean architectural lines with warm, refined finishes. Expansive glass openings frame the water from multiple vantage points while inviting natural light fills the open-concept living spaces. Every element was selected to balance modern luxury with long-term durability and comfort. Interior finishes include wide-plank white oak flooring, desert oak cabinetry, quartz surfaces, and a fully integrated Thermador appliance package. The en-suite bathrooms feature oversized porcelain tile, designer vanities, and frameless glass shower enclosures, creating a cohesive, elevated aesthetic throughout the home. Built with both performance and longevity in mind, the residence incorporates high-efficiency two-zone Bosch heat pump systems to meet and exceed NYS standards. The exterior is clad in premium NuCedar composite siding, chosen specifically for its resilience in coastal environments and its ability to maintain its appearance over time. 36 Pine is a rare opportunity to experience modern waterfront living on the North Fork, where timeless design meets effortless access to the bay.

36 Pine Avenue, Aquebogue
$6,550,000
5 Beds ⋅ 5 Baths ⋅ 999173 MLS
Set on a rare south-facing double lot with 200 feet of direct Peconic Bay frontage, a sandy beach, and a protected dock, this exceptional waterfront offering captures the essence of North Fork living. Perfectly positioned to enjoy all-day sunshine, refreshing southerly breezes, and breathtaking sunsets, the property sits at an ideal elevation that enhances the views while maintaining an effortless connection to the shoreline. The broad waterfront and truly usable beach invite days spent swimming, sunbathing, paddleboarding, or simply unwinding at the water's edge. Directly across the street, a separate waterfront parcel features a newly refurbished dock capable of accommodating a mid-twenty-foot boat, offering convenient access to Shelter Island, Sag Harbor, and the Hamptons. Designed to maximize its remarkable setting, the residence is bathed in natural light, with walls of glass and sweeping views that draw the outdoors into everyday life. Bright, inviting interiors and generously scaled gathering spaces create a relaxed coastal atmosphere equally suited for entertaining or quiet retreats. Outside, the waterside terrace provides an exceptional setting for summer barbecues, al fresco dining, and gathering with family and friends. As the day winds down, vibrant sunsets reflect across the bay, creating unforgettable evenings in one of the North Fork's most picturesque waterfront settings.

920 Cedar Point Drive E, Southold
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 994875 MLS
Tucked behind the iconic red barns of one of Remsenburg's original farms, 111 South Country Road is a beautifully renovated, turn-key ranch — sold fully furnished — offering a rare blend of charm, privacy, and natural beauty. Set on 1.4 acres, this three-bedroom, three-bath home features custom millwork, an open kitchen, and expansive picture windows that frame a gently rolling green lawn and picturesque waterviews - a peaceful, ever-changing backdrop. The backyard is designed for relaxation and entertaining alike, with a multi-level stone patio, outdoor grilling area, and wood-burning stone fire pit, all perfectly positioned to take in the tranquil setting. A gated entry enhances the pastoral scene, while the two-car garage - finished with classic barn doors - echoes the property's timeless character. Located in the highly sought-after hamlet of Remsenburg, cherished for its charm, natural beauty, and convenient proximity to New York City, just 70 miles from Manhattan. Remsenburg is only 4 miles from the shops and restaurants of Westhampton Beach, with access to the beaches of both Southampton Town and Rogers and Lashley beaches in Westhampton Beach Village, as well as excellent nearby water access.

111 S Country Road, Remsenburg
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 997616 MLS
Bring all offers!! Welcome to this beautifully updated residence set within the historic Cook's Pond/Beaverdam Creek landscape. Tucked away in desirable Westhampton, this well maintained approximate 2,000 square foot four bedroom, four bath home with an attached two car garage offers comfortable living with exceptional flexibility. The legal permitted finished 1,978 square foot lower level features egress windows, walk-out access to a covered deck, refrigerator, kitchen cabinetry, media room and two storage rooms present potential for extended living, multi generational use, or other permitted uses subject to local approvals and permits. Enjoy peaceful outdoor living with backyard access for canoeing and kayaking to scenic Beaver Lake, along with nearby hiking trails that make this a true nature lover's retreat. Biking and walking distance located just minutes from the Village, shopping, dining, and ocean beaches, this property combines privacy, recreation, and Hamptons living in one exceptional offering.

18 Beaver Lane W, Westhampton
$1,699,000
2 Beds ⋅ 2 Baths ⋅ 997785 MLS
Endless sunrise-to-sunset water views define this brand-new bayfront retreat, where refined luxury meets effortless coastal living. Thoughtfully designed with a modern beach bungalow aesthetic, this FEMA-compliant residence offers 120 feet of private dockage with the option for a boat lift, creating the ultimate waterfront escape. Inside, airy interiors, wood flooring, and a cozy wood-burning fireplace set an inviting yet sophisticated tone. Walls of water-facing windows and an expansive glass slider flood the home with natural light while framing breathtaking bay views from nearly every room. The chef's kitchen is impeccably appointed with a Wolf gas range, Wolf microwave drawer, farmhouse sink, quartz countertops and backsplash, Bosch dishwasher, and Sub-Zero refrigerator. A charming butler's pantry featuring a Sub-Zero wine refrigerator and floating white oak shelving adds both elegance and functionality for seamless entertaining. The first floor features two bedrooms and a spa-inspired full bath complete with heated floors and towel warmers. Upstairs, a dramatic open loft-style retreat offers a sitting area, a second luxurious full bath, and the flexibility to function as a private third bedroom, guest suite, or home office with sweeping water views. Expansive waterside decking extends the living space outdoors, with stairs leading directly to the backyard, private commercial grade fixed pier 120' dock, and bulkhead; making boating, paddleboarding, and sunset cruises part of everyday life. With its panoramic views and seamless connection to the water, the home evokes the feeling of living aboard a luxury yacht. Additional highlights include low-maintenance Azek exterior finishes and trex decking, brand new irrigation system, outdoor shower, a detached 2-car garage, and a high-efficiency inverter heat pump HVAC system designed for year-round comfort and energy-conscious coastal living. Every detail of this exceptional bayfront bungalow was thoughtfully curated to capture the beauty, serenity, and ease of waterfront living.

22 Laura Lee Drive, Center Moriches
$5,995,000
5 Beds ⋅ 6 Baths ⋅ 910335 MLS
Water Island Awaits. Two Iconic Buildings. One Majestic View. Location- Tucked between Fire Island Pines and Davis Park lies Water Island. With only 48 homes adjacent to the protected Fire Island National Seashore; Water Island creates a unique sense of remoteness and natural beauty — a true retreat for those seeking to unwind in quiet luxury. This secluded estate offers 200 feet of unobstructed Atlantic Ocean frontage; rare privacy and direct access to pristine beaches, all within an easy commute from New York City. Inspiration- A masterpiece of coastal design, this home has earned a place in the pages of several premier luxury publications. Designed by the legendary Scott Bromley of Bromley Caldari Architects with influence drawn from the craftsmanship and philosophies of George Nakashima and Hans Wegner, this expansive retreat is a study in balance — where modernist clarity meets organic warmth. The design embraces a sense of quiet luxury drawn from these iconic places: the barefoot elegance of Parrot Cay, the raw natural beauty of Big Sur, and the sculpted minimalism of Amangiri. Main House- The One-Bedroom Main House, a private and reimagined sanctuary for the Owners, sits nestled in the dunes. Inside, a warm composition of cedar and teak woods, white walls, and diffused light creates a tranquil atmosphere. The first floor serves as a serene sleeping suite, where spa-like bathing spaces are seamlessly integrated into the flow of everyday living. Above, the second floor opens fully to the landscape with expansive floor-to-ceiling windows and sliding glass doors that dissolve the boundary between indoors and out. Here, the Atlantic Ocean becomes both backdrop and focal point — a constant, calming presence, framed by architecture that gives it space to breathe. The dramatic cathedral ceiling in the main living space is punctuated by an oversized Noguchi hanging globe lighting fixture. Discover an airy chef’s kitchen where clean lines meet organic textures. Showcasing handcrafted wood cabinetry paired with caesarstone countertops – blending modern comforts like Sub-Zero, Wolf and Miele appliances. Oriented toward the coastline, the main living and dining spaces maintain a constant connection to the ocean, making it an integral part of the home’s daily life. Guest House- A meandering path through the sand joins the main house with the four-bedroom four bath guesthouse on the adjacent lot, a relaxed social hub featuring a bar, sun decks, an outdoor kitchen, and a pool — all designed to encourage barefoot living and effortless hospitality. From the moment you step inside the guest quarters you are enveloped by the integration of architectural elements – cool stainless steel, warm-toned woods, and white walls and ceilings – creating a layered, modern aesthetic. This interplay of textures brings depth and sophistication, blending functionality with high design for a space that feels both curated and comfortably livable. Details: 0 Charach & 1 West Walk Water Island, Fire Island, NY Two Structures on two adjacent lots (Total lot area - 10,000 sqft.) Connected by a Stone Path between the two Main House - 1 Bed 1.5 Bath Residence (Approx. 2,100 sqft.) 7.5’ x 5’ Custom Concrete Collaborative Panel Jacuzzi Guest House - 4 Bed 4 Full Bath Residence (Approx. 1,500 sqft.) 25’ x 9’ Custom Gunite Pool Outdoor Kitchen w/ Weber Gas Grill; Under Counter Refrigerator & Ice Maker Exterior: Clear Cedar 1X6 Clapboard Exterior Siding Mahogany and Cedar Clad Decks with Ipe hardwood trim accents Reilly double insulated, wind-borne debris rated Windows & Doors ‘Invarimate’ Contrarian Stainless Steel Roof System Interiors: Gothic European Oak Wood Floors White Washed 1X6 Clear Cedar Tongue & Groove Walls w/ Ipe hardwood trim accents Custom Designed Wood Veneer Cabinetry Caesarstone Kitchen Countertops Custom Ammonite Stone Bathroom Countertops Custom Teak Wood Sink Vessels

Charach & 1 West Walk, Water Island
$10,800,000
5 Beds ⋅ 8 Baths ⋅ 996747 MLS
The great statesman, Daniel Webster, (January 18, 1782-October 24 1852) famously remarked, “Long Island Sound is our American Mediterranean.” Indeed, it is. Summerwind. This waterfront enclave, nestled along a uniquely picturesque stretch of Long Island Sound, boasts epic sunrise and sunset views. With architecture and design by world-renowned CetraRuddy Architects, the carefully curated plan demonstrates timeless elegance and understated luxury. The exterior, clad in white stucco and trimmed in fossilized Atlantic shell stone, is complemented by a striking clay tile roof; a design painstakingly supervised by Ludowici’s renowned Master color specialists. Double 11-foot-tall iron entry doors open into the 50-foot-long entrance hall; its intricately carved, painted wood ceilings, soaring to a height of 24-feet, make an indelible first impression. The antique black and white marble and European smoked oak herringbone floors throughout exude Old World charm, and the hand-forged iron balusters and intricately hand-carved rails of the staircase add a touch of whimsy. Entertaining is a delight in the banquet-sized dining room, where a 17th-century Louis XIII limestone mantel takes center stage, complemented by a wet bar, wine refrigeration, and seating for up to 24 guests. The kitchen is the heart of the home and a chef's dream, featuring a raised fireplace hearth finished with 300-year-old French clay tiles, ideal for wood-fired cooking. The expansive custom cabinetry with brass Waterworks hardware provides abundant storage, with a suite of top-of-the-line Wolf and Sub-Zero appliances. The library boasts a dazzling 1920s Baccarat chandelier and a wood-burning fireplace framed by a meticulously carved stone mantel from Orvieto, Italy, circa 1710. The sunken music room, framed by an entire wall of windows, overlooks Long Island Sound, offering the best interior perch for the most epic golden sunsets. The south-facing Moroccan-themed conservatory is bathed in sunlight from the early morning until mid-afternoon, making for very satisfied plants overwintering in this warm, happy space. By evening, the soft glow of a Murano fixture circa 1940 transforms the room into a moody gathering place. Each of five bedrooms offers en suite baths and outdoor space overlooking the breathtaking Long Island Sound. (Two of the five bedrooms have wood-burning fireplaces). An extraordinarily appointed lounge, inspired by Ralph Lauren’s legendary Polo Bar, defines the lower level of the home. Additional amenities here include a soundproof screening room, full wet bar, a professionally audio-tuned listening lounge for vinyl buffs, fitness room with traditional and infrared sauna, expansive laundry room, 3-car garage, and another en suite bedroom, ensuring every need is met in this exceptional home. The grounds of this very private property include a treillaged rose garden, a stone fire pit, Italian wrought iron day beds, a full outdoor kitchen by Hestan, and a private beach with retractable access stairs. Situated equidistant between Long Beach and Short Beach on Long Island's tony North Shore, any and all aquatic activities are readily available, including nearby docking and mooring rights. Other featured local attractions include the beloved Saint James General Store (a fixture on the National Register of Historic Places), Harmony Vineyards, Avalon Nature Preserve, canoeing and kayaking on the Nissequogue River, equestrian facilities, a private golf club, and boating on Long Island Sound. Broker/Owner.

Nissequogue
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 992069 MLS
A Rare Waterfront Offering: DEC-Designated Upland Boundary Waterfront — Build Right to the Bulkhead (DEC Documentation on File)” Tucked away on 1.39 private acres along Senix Creek with direct access to Moriches Bay, this exceptional Center Moriches waterfront estate offers the ultimate blend of luxury, privacy, and coastal living. Boasting over 100 feet of bulkhead with deep-water access and room for larger vessels, this rare property is a dream for boating and waterfront enthusiasts alike. The beautifully updated main residence offers approximately 3,400 sq ft of sun-drenched living space featuring 4 bedrooms and 3 baths with an open, airy layout designed for effortless entertaining. The renovated eat-in kitchen showcases quartz countertops, stainless steel appliances, and seamless flow into the spacious living areas. A large wood-burning stove with immediate waterfront view, adds warmth and charm, while the first-floor ensuite provides ideal accommodations for guests or extended family. Upstairs, the luxurious primary suite features an updated bath, walk-in closet, and private terrace overlooking the serene waterfront setting. Fresh paint, modern finishes, and new walkways complete this move-in-ready retreat. Adding to the property’s incredible versatility is a charming detached 1-bedroom guest cottage with vaulted ceilings, updated kitchen, and gas fireplace, perfect for visitors, extended stays, or private workspace. A separate approximately 1,000 sq ft workshop offers 200-amp electric, gas heat, and brand-new cesspool, ideal for hobbyists, contractors, or additional storage. A detached garage with dedicated tackle room further enhances this one-of-a-kind waterfront compound. The property includes a bulkhead with full utility service (electric and water), and with a documented jurisdictional boundary designation on file with the New York State Department of Environmental Conservation. The bulkhead establishes the line where tidal wetlands regulations apply, so the land immediately adjacent to it, is treated as usable/buildable upland and outside of DEC jurisdiction and permit requirements. Privately set at the end of a long drive, yet just minutes to Main Street, local shops, dining, beaches, and Moriches Bay Yacht Club, this extraordinary property offers a rare opportunity to own a true waterfront retreat with unmatched flexibility, beauty, and lifestyle.

60A Union Avenue, Center Moriches
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 995366 MLS
A Rare Opportunity!!! This incredible property boasts 1.75 private acres on the Long Island Sound. Enjoy spectacular unobstructed views, from an elevated position, of the pristine shoreline, the beautiful waves, and the Connecticut coast, private access to your own beach, and much much more. The long driveway brings you to an almost secluded hideaway with some of the finest water views on Long Island. The home itself offers a sun-filled living room with a fireplace and dining area, both featuring floor to ceiling windows which show off the magnificent seascape. The home also hosts an eat-in-kitchen, 3 bedrooms, 3 baths, a large basement, an oversized 2 car garage, and a large deck to enjoy the breathtaking scenery. If being on the water is for you, you've arrived. Don't miss this one time opportunity.

100 Sound Drive, Greenport
$16,999,000
7 Beds ⋅ 7 Baths ⋅ 886217 MLS
Set along the coveted shores of Dune Road in Quogue, this extraordinary oceanfront estate spans 1.4 acres of pristine coastal property, offering a rare blend of relaxed elegance and modern refinement. Thoughtfully renovated, the residence is designed to capture the essence of effortless Hamptons living with seamless indoor-outdoor flow and breathtaking views of the Atlantic Ocean. At the heart of the home, an expansive deck just off the kitchen creates the ultimate setting for al fresco dining and entertaining, where ocean breezes and panoramic vistas elevate every moment. The first floor is anchored by a luxurious primary suite, complete with a private walkway leading to an upper deck overlooking the Atlantic—your own serene retreat above the shoreline. This level also features a welcoming den with a wood-burning fireplace, along with three generously sized bedrooms and two full baths, all thoughtfully designed for comfort and style. The lower level provides an ideal space for guests, offering an ensuite bedroom, two additional bedrooms, a full bath, and a second den—perfect for relaxed gatherings or extended stays. Outdoors, the property transforms into a true summer oasis. A newly renovated heated gunite pool is perfectly positioned between the main residence and an amenity-rich pool house, creating a private resort-like setting. After a day at the beach, unwind poolside or retreat to the pool house, which features a spacious den, changing rooms, a kitchenette, and two full baths.Completing this exceptional offering is a private putting green, adding yet another layer of leisure to this remarkable coastal escape. A rare opportunity to own a premier oceanfront estate in one of the Hamptons’ most sought-after locations—where luxury, tranquility, and timeless coastal beauty converge.

40 Dune Road, Quogue
$2,295,000
6 Beds ⋅ 5 Baths ⋅ 994017 MLS
Experience the ultimate in coastal living with this extraordinary waterfront compound, privately nestled in the sought-after Holiday Beach community. This rare offering features a spacious main residence, a fully renovated guest cottage, plus a 56 Foot Harbor Master Boat which can be used to generate an AirBnb income and has two bedrooms, two bathrooms a kitchen and so much more! The main house welcomes you with a flowing layout that includes a dramatic great room, formal living room, elegant dining area, and a bright eat-in kitchen. The expansive primary bedroom boasts its own private terrace with stunning water views, while two additional bedrooms, a dedicated home office with its own bathroom, 2.5 more baths, and a full laundry room complete the interior. Step outside onto multiple levels of decks that offer panoramic views and unforgettable sunrises over the water. The guest cottage is a retreat in itself, beautifully renovated with vaulted ceilings and sophisticated finishes. It features a large ensuite primary bedroom with a generously sized walk-in closet, a versatile second bedroom/loft, and an open-concept family room with a cozy fireplace and dining area. The high-end eat-in kitchen is a chef’s dream, outfitted with sleek stone countertops, custom Ciuffo cabinetry, and premium stainless steel appliances. The cottage also includes its own laundry area and private garage. Outdoor living is just as impressive, with a stylish cabana with shower, a cold plunge pool or tub, and expansive decking that invites relaxation and entertaining. A deepwater dock extends 150 feet and includes water and electric, offering easy access to the inlet and bay for boating enthusiasts. Additional features include ductless air conditioning, central vacuum system, and deeded beach rights to Holiday Beach. Located just minutes from the Hamptons, this exceptional property provides easy access to world-class shopping, dining, and pristine beaches, all while offering the privacy and tranquility of a waterfront sanctuary. Call today for a private showing.

53 Old Neck Road S, Center Moriches
$2,175,000
4 Beds ⋅ 3 Baths ⋅ 993695 MLS
Bally Blue Haven | A Charming Waterfront Cottage in the Heart of Bellport Village Nestled in the picturesque Village of Bellport, this timeless waterfront cottage offers the perfect blend of classic charm and coastal living. With sweeping views of Bellport Bay, the home is surrounded by gardens and features multiple sleeping porches and direct beachfront access—an ideal setting for summer memories. The spacious interior includes 4-bedrooms and 3-baths, large living room, dining room and multiple bonus spaces, providing ample room for relaxing or entertaining. Whether you're enjoying a quiet morning on the porch or hosting guests for a sunset gathering, the layout offers comfort and flexibility. As a resident of Bellport Village, you will enjoy access to the Bellport Country Club, Mother's Beach and Ho-Hum Beach via village ferry. The property includes a detached 2-car garage and back patio and offers endless potential for updates. A rare opportunity to own a true village gem with unparalleled views and access—don’t miss this one-of-a-kind retreat.

4 Shore Road, Bellport Village
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 993305 MLS
Charming 1879 Farmhouse with Waterfront Opportunity Set across 2 acres in Wading River, this beautifully preserved 1879 farmhouse offers a rare pairing of historic character and coastal lifestyle. The residence sits on .95 acres, complemented by a separate 1-acre Soundfront parcel with beach access and breathtaking views, completing this exceptional offering. Timeless details define the home, including a warm and inviting living room with wood-burning fireplace and custom built-ins. A thoughtfully designed 2012 addition introduces an open-concept kitchen, dining area, and sunlit den, creating a natural gathering space for both everyday living and entertaining. Wrapped in windows, the enclosed sunroom is a serene, light-filled retreat that invites quiet mornings, afternoon reading, or simply taking in the beauty of the surrounding property throughout the seasons, sure to become a favorite. The home offers 3 bedrooms and abundant natural light throughout. A detached 2-car garage is complemented by a versatile studio above, where a large picture window captures views of the Sound, ideal for an artist’s retreat or home office. A rare blend of historic charm, modern comfort, and coastal lifestyle.

2850 & 2856 N Wading River Road, Wading River
$400,000
992745 MLS
Fantastic opportunity to build your desired Commercial Enterprise or Residence on this Rare, Riverfront, Commercial-zoned 1.5 Acre Parcel! Possible Subdivision. Dream big and bold with your ideas and vision! Potential opportunities may be a Multi-Family dwelling, Country Bed and Breakfast, Deli or Restaurant, or Waterfront Recreational endeavor, (kayaking, canoeing, paddleboarding), the options are many, and you just need to bring your plans to the Town for approval. The scenic, Peconic River is right out your backyard, for many riverfront sporting pleasures, and the Peconic Riverfront Pedestrian Walk is only moments away, where you may enjoy the pedestrian boardwalk and public parkspace to unwind and relax, at any time during the day. The location is ideal, within close proximity to downtown Riverhead, with its plentiful stores, restaurants, offices, and medical facilities, as well as to the ever-popular Tanger Outlets, to ensure your shopping pleasure! This location is a Gateway to both the Hamptons and the North Fork, further enhancing its appeal. Must See!

1011-1021 W Main Street, Riverhead
$899,950
5 Beds ⋅ 4 Baths ⋅ 992697 MLS
Welcome to a rare lakefront opportunity set on 1.28 acres along the shores of Artist Lake in Middle Island—uniquely positioned on a peninsula with water views throughout the home. Offering nearly 4,000 square feet, this 5-bedroom, 3.5-bath colonial provides a combination of space, setting, and potential that’s hard to find on Long Island. The home is filled with natural light and scenic views, creating a peaceful and inviting atmosphere. The main level is designed for both everyday living and entertaining, featuring a spacious living room with south-facing waterviews, a family room with wood-burning fireplace that flows naturally into the kitchen, along with a formal dining area and private office space. The kitchen overlooks the deck and private dock, creating a strong connection to the outdoor setting. Upstairs, the primary bedroom offers its own fireplace and ensuite bath, while four additional bedrooms and a full bath provide plenty of space for guests or flexible use. Step outside to your own backyard retreat with an in-ground pool, pool house complete with a wet bar and full bathroom, expansive grounds, and a 3-car garage—offering both function and versatility. Enjoy direct access to the lake for canoeing, kayaking, and fishing right from your own dock, bringing a relaxed waterfront lifestyle to your doorstep. Whether you’re looking for a full-time residence, a weekend escape, or a potential investment opportunity, this home offers incredible flexibility. Move-in ready and perfect for adding your own personal style, it presents a rare chance to secure a property with acreage, water access, and unmatched potential. Opportunities like this don’t come around often!

1 Lake Drive, Middle Island
$1,495,000
5 Beds ⋅ 4 Baths ⋅ 992605 MLS
Wake up each morning to sweeping, unobstructed water views and the quiet rhythm of coastal living at 160 Sequams Lane W—an exceptional waterfront offering in the heart of West Islip. Perfectly positioned between a serene protected cove and the open waters of the Great South Bay, this rare property delivers a lifestyle defined by both tranquility and adventure. Set on a prominent corner parcel with an impressive 215 feet of Marine-LOC bulkheading, this expansive 5-bedroom, 3.5-bath Colonial presents a truly unique opportunity to create a custom waterfront estate. Whether you envision a sophisticated renovation or a ground-up architectural masterpiece, the setting alone provides a foundation that is nearly impossible to replicate. Inside, a flowing open-concept layout welcomes you with generous living spaces designed for both entertaining and everyday comfort. The chef’s eat-in kitchen is appointed with granite countertops, a center island, and ample cabinetry, seamlessly connecting to a sunlit family room anchored by a wood-burning fireplace. A formal dining room offers the perfect setting for elegant gatherings, while the formal living room—with its own gas fireplace—provides a refined space to unwind. Upstairs and throughout, five well-proportioned bedrooms offer flexibility for extended family, guests, or home office configurations. A separate entrance presents the opportunity for private guest quarters or a true accessory suite, ideal for multigenerational living or added versatility. Outdoors, the property becomes a waterfront dream—boat dock ready, with immediate access from your canal to the open bay in moments. Spend your days boating, paddleboarding, or simply enjoying panoramic sunsets over the water. With its rare dual-water exposure, the home captures both the calm of protected waters and the grandeur of wide-open bay views. Located just moments from the shops, dining, and charm of Babylon Village, this home offers the perfect balance of privacy and convenience—bringing together coastal luxury and vibrant village living. A truly exceptional offering with unlimited potential—this is where your waterfront vision becomes reality.

160 Sequams Lane W, West Islip

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