luxury houses with pool for sale Water Island, United States

Nestled on coveted Gillette Avenue in Bayport, this timeless traditional home offers the perfect blend of coastal charm, privacy, and refined living. Set on 1.02 lushly landscaped acres, the property is surrounded by mature plantings and designed for effortless indoor-outdoor living, complete with a heated in-ground pool, expansive deck, electric awning, and serene backyard setting. Just down the road, enjoy breathtaking open bay sunset views that make this neighborhood one of Bayport’s most desirable locations.Built in 2010 and impeccably maintained, this 3-bedroom, 2.5-bath residence with a bonus room/potential 4th bedroom feels like new. A dramatic double-height entry foyer welcomes you into beautifully designed formal and casual living spaces, including a piano room, formal dining room, and an inviting family room with a wood-burning fireplace. The stunning custom kitchen features a center island and opens seamlessly to the den, creating the ideal layout for entertaining and everyday living.Upstairs, the spacious primary suite offers a private balcony overlooking the beautifully manicured grounds, a gas fireplace, and a luxurious bath with radiant heated floors. Two additional bedrooms, a full bath, laundry room, and versatile bonus room complete the second floor.Additional highlights include Brazilian cherry wood floors, full basement, 2.5-car garage, large mudroom, central air, irrigation system, house alarm, and two fireplaces. Close to Harrow School.

A rare opportunity to own brand-new construction in one of the South Shore's most cherished and quietly prestigious villages. Introducing 100 Bieselin Rd, where timeless Village architecture meets refined modern living. From the moment you arrive, the home makes a statement evoking the charm that Bellport is celebrated for, with classic proportions and layered rooflines. Inside, the experience is entirely elevated. Nine-foot ceilings and wood floors throughout set the tone for a professionally designed interior with both beauty and function in mind. Every detail has been intentionally selected, resulting in a home that feels both sophisticated and effortless. The main level offers an ideal open-concept seamlessly blending both everyday living and entertaining- anchored by a beautifully appointed kitchen and large center island. Sliding doors extend the living area outdoors, capturing western-facing sunsets and making indoor-outdoor entertaining a breeze. Upstairs includes a refined primary suite with coffered ceilings, designed as a true retreat. Three additional guest bedrooms and a full bath provide flexibility- all thoughtfully laid out with privacy and comfort in mind. The full basement with exterior access is ready for future customization and offers endless potential- envision a media room, gym, wine cellar, or guest suite- while the attached garage provides additional storage and everyday convenience. Step outside and discover where this home truly shines. The backyard is designed for you to create a private escape, centered around an in-ground pool, ideal for relaxed afternoons, evening gatherings under the stars, and weekends spent close to home- all while just minutes from the waterfront. Village residents enjoy access to the marina, private ferry service to Ho-Hum, an exclusive Fire Island beach, and a storied Main Street filled with restaurants, charming boutiques, and cultural landmarks like the Gateway Playhouse. With its preserved architecture, coastal setting, and deeply rooted sense of community, Bellport Village remains one of Long Island's most sought-after and quietly remarkable enclaves. This home represents a rare chance to enjoy modern luxury within a setting defined by tradition, charm, and coastal living.

Welcome to this breathtaking 6,700 square-foot estate, gracefully situated in the exclusive Deer Run Estates of East Islip. This impressive 5-bedroom, 4.5-bathroom home is the epitome of sophisticated living, offering a seamless blend of luxury, comfort, and entertainment-friendly design. Set on just under an acre of beautifully landscaped grounds, every inch of the property is curated for both beauty and function.Guests are greeted by a private courtyard entrance that sets the tone for the resort-style backyard retreat—perfect for entertaining and creating lasting memories. The outdoor space is truly a showstopper, complete with a sparkling pool, a newly constructed Pickleball court, a built-in barbecue, and a full outdoor bar surrounded by lush, manicured greenery. Recent upgrades include a brand-new roof (2024) and a new pool heater, offering modern efficiency and year-round comfort.Inside, the home features an expansive open floor plan with generous living areas, a chef’s kitchen outfitted with premium appliances, and elegant finishes throughout. A standout feature is the attached 2,500 square-foot guest residence, complete with two additional bathrooms—ideal for extended family or long-term guests.Tucked away on a peaceful cul-de-sac, this estate also includes a versatile home office or gym space, providing the perfect balance of privacy and productivity. Rarely does a home of this caliber become available in one of East Islip’s most desirable neighborhoods. Experience exceptional living—this is the lifestyle you’ve been waiting for.

Welcome to 259 Lakeview Avenue W, a breathtaking Spanish Revival residence set on an expansive 0.80-acre lot in the coveted Village of Brightwaters. This impeccably updated and remodeled estate seamlessly blends timeless elegance with modern luxury, offering over 7,700 square feet of refined living space across three levels. ***NOTE*** NEW CENTRAL AIR INSTALLED 2026**** Step inside to discover 17 grand rooms, including 8 spacious bedrooms and 5.55 beautifully appointed bathrooms. The home boasts a chef’s kitchen, adorned with custom woodwork, stainless steel appliances, and an open layout perfect for entertaining. Rich hardwood and tile floors run throughout, complemented by exquisite crown molding, high ceilings, and original architectural details. The main level features a formal living room, formal dining room, den, great room, butler’s pantry, mudroom, laundry room, and an elegant foyer. The second floor hosts the luxurious primary suite with a private deck, spa-like en suite bath, and multiple additional bedrooms, including guest quarters and an office. A full basement offers generous storage and utilities. Outside, enjoy a private resort-style oasis with multiple patios, a gazebo, and a stunning tiled and gunite gas heated saltwater pool and spa and gazebo. The gated property also includes a circular driveway, oversized private garage, and beautifully landscaped grounds with mature plantings and sprinkler systems. Located in the highly regarded Bay Shore School District and just minutes from beaches, golf, and dining, this is truly a rare opportunity to own one of Brightwaters’ most iconic homes. Village amenities include, docking, tennis, beach, parks, trash removal and code enforcement.

Stunning updated Colonial located in the Smithtown School District. Bright, Open & Inviting! Exceptional Home Combines Elegance and Modern Updates. Resort-style Backyard with Heated Pool. Every Detail has been Thoughtfully Designed for Comfort and Enjoyment! This could be Your New Home!!

This magnificent home seamlessly blends grandeur with versatility for multi-generational living or private guest accommodations. Set on exquisitely landscaped grounds, the property unveils a true country club-inspired retreat. Inside, the home showcases a chef’s kitchen flowing into a sunlit den with fireplace that invites warmth and connection. Formal living room, formal dining room, butler’s pantry and wet bar. 9 ft. ceilings and gleaming hardwood floors throughout. With a primary suite offering spacious closets and lavish full bath, Additionally 3 generously appointed bedrooms, 1 full bath and a half bath, every detail is designed for comfort and luxury. Attached to the main home is an exquisite accessory apartment featuring living room with cathedral ceilings, full bath and kitchenette. A dedicated professional basement office space provides an ideal work-from-home environment with privacy and distinction. Beautiful pergola with paver surround create a resort-like ambiance, anchored by a stunning in-ground pool with waterfall, slide and diving board. Wrap-around decking extends the living space outdoors, offering serene views and a seamless indoor-outdoor lifestyle.

Auction of Swan Manor, Stanford White's masterpiece in NY. 22,000 sq. ft., sea view, 14 bedrooms. Bids from $6 million, bids until September 9. Nissequogue, Long Island Sound, NY Auction: September 10-17, 2025 Expected starting bet: from $6,000,000 Auction closes: September 17 at 21:00 EDT Submission of a severance offer possible until September 9, 2025   Swan Manor – A Legacy Between Manhattan and the Hamptons Swan Manor is a historic residence designed by Stanford White, an iconic figure in New York architecture, set on a 9-acre private estate with panoramic views of the Long Island Sound. Composed of three independent residences, this property offers 22,000 sq. ft. of living space, 14 sumptuous bedrooms, grandiose reception rooms, an aquatic pavilion and botanical-inspired landscaped gardens. Key features Total area: 22,000 sq. ft. Land: 9.01 acres (36,460 m²) Rooms: 14 suites + 1 personal accommodation + 1 guest house Bathrooms: 14 complete + 1 powder room Architectural design: Stanford White Interior features: custom woodwork, heated floors, carved stone, double height, wine cellar Indoor facilities: Gunite pool, spa, sauna, gym, commercial backup power system Outdoor Panoramic views of the Long Island Sound Landscaped botanical gardens, natural stone waterfall Professional tennis court Italian porcelain terraces, bluestone walkways Garage for 4 vehicles, secure and fenced entrance Sale Information Dates: September 10-17, 2025 Daily openings: by appointment Open days: Saturday and Sunday, from 12 p.m. to 4 p.m. (or by appointment) Conditions: Proof of funds or equivalent required Bidder advantage: Bidding a seed bid can reduce buyer's fees by up to 50% A unique opportunity to own a residential monument Swan Manor embodies the excellence, secrecy and prestige of a unique historic estate just minutes from the beaches, private clubs, Manhattan and Hamptons. The auction is aimed at international buyers looking for an iconic real estate asset, between heritage, architecture and contemporary luxury.

Tucked mid-block on a quiet, tree-lined street in the coveted Half Hollow Hills School District, this beautifully maintained four-bedroom, two-bath residence offers a rare opportunity to enjoy privacy, space, and effortless living on a flat, just shy of one-acre property. Lovingly cared for, the home offers a wonderful blend of timeless character and some meaningful updates, including beautifully renovated bathrooms, an inviting eat-in kitchen, and a spacious two-car garage. Recent improvements—including the roof, siding, Azek trim, fencing, and pool filter and pump, brand-new washing machine—provide both style and peace of mind. Beyond the home’s welcoming interior lies a backyard designed for making memories. The sparkling in-ground pool serves as the centerpiece of an expansive, level property with endless possibilities. Whether you envision summer entertaining, a future pickleball or tennis court, a sports field, or simply room to roam, this exceptional setting offers the flexibility to create the lifestyle you’ve always imagined. The lower level provides an abundance of space, offering remarkable versatility for recreation, fitness, hobbies, media, or whatever best complements your lifestyle. Perfectly positioned in one of Dix Hills’ most sought-after neighborhoods, this exceptional property combines timeless appeal, meaningful updates, and an extraordinary setting—offering the space to live, entertain, and grow for years to come. A rare offering where location, lifestyle, land, and value come together—this exceptional opportunity is one you won’t want to miss.

Welcome to this beautifully updated Center Hall Colonial in the Commack School District, where thoughtful renovations, a bright open layout, and an incredible backyard come together for effortless everyday living and entertaining. The main level offers a seamless flow between the living spaces and a beautifully renovated kitchen featuring crisp white cabinetry, quartz countertops, stainless steel Cafe appliances, an oversized island with seating, and direct access to the backyard. The adjoining living area is anchored by a modern fireplace with custom millwork, creating a warm and polished gathering space. Upstairs, the impressive primary suite features soaring ceilings, oversized windows, and a fully renovated spa-inspired bath with custom cabinetry, a glass-enclosed oversized shower, soaking tub, and elevated designer finishes. Three additional bedrooms complete the home's four-bedroom layout. The fully finished basement provides substantial additional living and recreation space, while the backyard is designed to make the most of every summer day. A sprawling deck with multiple seating and dining areas overlooks the new 15' x 24' heated saltwater above-ground pool, fully fenced in yard, and mature landscaping - an ideal setting for entertaining, relaxing, and outdoor living. Extensive recent improvements include new siding and roof (2024), front porch and rear deck (2025), pavers (2025), new central air (2023), conversion from oil to gas with new boiler and hot water heater (2022), new vinyl fencing (2022), flooring throughout (2022), refinished staircase with new carpeting (2023), landscaping (2022), custom blinds throughout (2024), new kitchen island (2024), and the renovated primary bath (2023). Stylish, extensively updated, and truly move-in ready, this home delivers the space, finishes, and outdoor lifestyle today's buyers are looking for.

A bespoke masterpiece of coastal sophistication and extravagant living, Curving Dunes crafted by the coastal homebuilding experts at First Dunes in collaboration with The Up Studio, offers a rare opportunity to transcend the ordinary and set a new standard in luxury beach living. Spanning 6,300 square feet over 3 floors, Curving Dunes boasts 7 bedrooms and 7 baths and two powder rooms, providing unparalleled luxury and breathtaking waterfront vistas. Upon entry, you are enveloped by serene ambiance of the grand foyer, where soft, neutral tones echo the coastal landscape, seamlessly blending the interior with the exterior. An open-concept floor plan beckons, effortlessly connecting the living and dining areas with a chef's kitchen of unrivaled caliber, featuring Gaggenau appliances and a spacious dining island-perfect for hosting intimate gatherings or lavish soir?es. The living room seamlessly connects to the private outdoor oasis-an expansive deck and heated infinity pool with integrated spa overlooking panoramic bay views . A separate guest residence ensures privacy for your overnight guests. This versatile space can also double as a home office or your very own Kohler Wellness Suite, complete with a sauna, cold plunge, experience shower, and yoga studio. Ascend to the second level, dedicated to the primary suite and two additional bedrooms, each with its own ensuite bathroom. The primary bathroom offers an oversized Kohler Experience steam shower, luxurious soaking tub, and private balcony with panoramic bay and sunset views. An elevator ride in the transparent pneumatic elevator from the ground level to the third floor featuring two bedrooms with ensuite bathrooms, a loft space with chic wet bar and an expansive rooftop deck offering unparalleled 360-degree views of the ocean and bay-ideal for unwinding while enjoying breathtaking sunsets and sunrises. Meticulously landscaped grounds lead to a two-car garage with additional storage, seamlessly blending practicality with aesthetics. Tailor your landscaping amenities with a space for a pickleball court for friendly competition and a playground for endless play. For those seeking the ultimate coastal experience, this residence grants exclusive access to Moriches Bay and the Atlantic Ocean, inviting you to partake in exhilarating water sports or simply bask in the serenity of your surroundings. Welcome home to Curving Dunes, where every detail reflects unparalleled craftsmanship and timeless elegance, where the extraordinary becomes the everyday.

Welcome to Curving Dunes, a stunning Hamptons retreat built to perfection and expertly designed by First Dunes in collaboration with The Up Studio. This 6,300 sq ft masterpiece spans three floors, offering seven bedrooms, seven bathrooms, and two powder rooms, all designed to elevate your beach living experience. Step into the grand foyer, where serene, neutral tones reflect the surrounding Hamptons beauty. The open-concept layout flows effortlessly from the living and dining areas to a chef's kitchen, equipped with top-of-the-line Gaggenau appliances and a spacious dining island-perfect for hosting any occasion. The living room opens up to your private outdoor haven, featuring an expansive deck with a heated infinity pool and integrated spa, all overlooking panoramic bay views. A separate guest residence offers privacy and flexibility, doubling as a home office or wellness suite with a sauna, cold plunge, experience shower, and yoga studio. The second floor houses the primary suite and two additional bedrooms, each with its own ensuite. The primary bathroom features a luxurious steam shower, soaking tub, and a private balcony with stunning bay views. Ascend via the unique transparent pneumatic elevator to the third floor, where two more ensuite bedrooms, a loft with a chic wet bar, and an expansive rooftop deck offer 360-degree views of the ocean and bay-perfect for savoring sunsets and sunrises. The meticulously landscaped grounds lead to a two-car garage with additional storage space. Enjoy exclusive access to Moriches Bay and the Atlantic Ocean, inviting endless Hamptons adventures. Welcome to Curving Dunes, where every detail reflects unmatched craftsmanship and elegance.

A Coastal Setting That Makes Every Day Feel Like an Escape. Set on 1.74 beautifully private acres in a private beach community, this distinctive 4-bedroom, 3-bath home captures the relaxed rhythm of coastal living, surrounded by water views and beautiful natural surroundings, with easy access to town beaches and the marina. The property extends to Stony Brook Harbor, creating a peaceful natural backdrop, while mature plantings, gardens and a rare gunite in-ground pool enhance the sense of privacy and connection to the landscape. Inside, a light and bright open floor plan is defined by oversized windows and walls of glass that frame the surrounding beauty and bring nature into nearly every living space. The impressive great room takes full advantage of the setting with a dramatic wall of windows, vaulted ceilings and a stone wood-burning fireplace. Open to the dining room, this inviting space also features sliders to an expansive, updated Trex deck—a wonderful place for outdoor dining, entertaining or simply enjoying the views of Stony Brook Harbor. The spacious eat-in kitchen offers generous counter space, granite countertops, updated stainless steel appliances and a wonderful dinette area overlooking the pool and lush natural property. The primary bedroom suite provides a private retreat with a beautifully appointed ensuite bath featuring tumbled marble, a double vanity with granite counters, Jacuzzi tub and oversized shower with dual shower heads and multiple body sprays. Two additional generously sized bedrooms and a full bath with a custom vanity and granite countertop complete the second floor. Adding exceptional versatility, first-floor guest quarters with a separate private entrance and covered patio features a bedroom, full bathroom and living area, providing a comfortable and private space for guests or additional living space. The finished lower level offers even more room to gather and entertain, with wood floors, a comfortable den, wet bar and separate entry with direct access to the outdoors. Outdoors, the peaceful setting takes center stage. The rare gunite in-ground pool, surrounded by stone patios and complemented by a convenient changing room, creates an inviting place to spend summer days, entertain or simply relax amid the beautiful gardens and natural coastal plantings. Updated vinyl siding, a carport and ample driveway parking add everyday convenience. More than simply a home near the water, this is a property that embraces the character and ease of coastal living. With privacy, harbor views and the natural beauty of its 1.74-acre setting, every season offers another reason to enjoy being here—a coastal retreat that feels wonderfully removed from everyday life.