luxury real estate for sale East Islip, United States

Exceptional opportunity in Brentwood! Spacious legal two-unit property situated on a desirable corner lot with generous land. Offers flexible living arrangements or income-producing potential. Features ample outdoor space, private parking, and endless possibilities for enjoyment and future use. Conveniently located near shopping, transportation, parks, and major roadways

Rich in traditional character and timeless appeal, this 1935 Colonial is nestled in a beautiful canal-front setting on an expansive lot 34,948 Sq Ft 180 Front footage . Offering 3,364 square feet of living space, this classic home features 5 bedrooms, 4full bathrooms & 1 half bath, providing generous space for comfortable living and entertaining.2 wood-burning fireplaces adds warmth and traditional charm, creating the perfect focal point for cozy gatherings. The property also features a 2-car garage and a SPACIOUS Lot with endless possibilities. Blending historic character with a desirable waterfront location, this distinctive Colonial presents a wonderful opportunity to preserve its charm while making it your own. A rare opportunity to own a piece of classic architecture in a beautiful canal setting.

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.

Discover the charm and possibilities of this three-bedroom, two-bath ranch situated on a spacious .32-acre property in Ronkonkoma. Offering approximately 1,311 square feet of living space, the home features a comfortable, functional layout with a welcoming family room, hardwood flooring, crown molding, and convenient single-level living. A full basement provides additional storage space, while the generously sized, level backyard offers an inviting setting for outdoor enjoyment. A deck, wood fencing, mature landscaping, and a storage shed further enhance the property. The location offers convenient access to Lake Ronkonkoma and the surrounding area's recreational opportunities, shopping, dining, and transportation. With its established setting, generous outdoor space, and opportunities for thoughtful updates and personalization, this property offers a wonderful canvas for its next chapter.

This is the one you've been waiting for. Welcome to 23 Apple Tree Drive, a beautifully maintained split-level ranch, offering 4 bedrooms and 2 full baths, ideally situated on a lovely tree-lined street in Hauppauge's desirable Garden Estates neighborhood and within the Hauppauge School District. Truly turnkey, this home has been impeccably cared for and it shows from the moment you step inside. The main level features a kitchen with solid maple cabinets, quartz countertops and easy-care porcelain tile flooring. The dining room offers sliding door access to a lovely deck while the living room is highlighted by a beautiful wood- burning fireplace. Upstairs, you'll find the primary bedroom, two additional bedrooms, a full bath and linen closet. The lower level offers a generously sized den, full bath, additional bedroom, access to the one-car garage and basement, plus sliding doors leading to a brand new paver patio perfect for outdoor entertaining and relaxation. The basement is a great space for storage and currently accommodates a work area, laundry and home utilities. This home offers a generator hookup, central air conditioning, IGS, a 200 amp electrical panel as well as an additional sub panel and so much more! Beautifully maintained inside and out, 23 Apple Tree Drive is ready to welcome its next owners. This listing will not last! Don't miss the opportunity to make this wonderful Hauppauge home your own.

Welcome to 466 W 4th S. Beautiful ranch style home featuring new appliances and elegant granite countertops. The home offers 3 bedrooms and two full bathrooms. Additional features include laundry room W/ New washer and New gas dryer, detached garage and a convenient circular driveway. The property is complemented by beautiful mature trees and established perennial gardens, adding charm and curb appeal to the home.

Cash only 3 Bdrm 1 bath Ranch style home, New roof ,Newer furnace, Huge Property, Lots of potential

Welcome to 1058 Bay Shore Avenue! This three-bedroom ranch offers comfortable single-level living with a spacious living room, family room, and full bathroom. Situated on a generously sized lot, the property offers plenty of outdoor space and possibilities to make it your own. Conveniently located near shopping, dining, transportation, and the vibrant downtown Bay Shore village, known for its wonderful restaurants, boutiques, waterfront attractions, and easy access to the Fire Island ferries. A great opportunity to enjoy all that the Bay Shore lifestyle has to offer while creating a home that is uniquely yours.

Set behind a gated private driveway on 2.33 acres, this fully renovated 8,800 sq ft Colonial delivers estate-level living with total privacy in Bay Shore. Reimagined in 2023, the home pairs classic architecture with modern design, scale, and functionbuilt for those who want space without compromise. The interior offers seven primary-sized bedrooms and four full bathrooms, creating flexibility for multi-generational living, work-from-home lifestyles, and elevated entertaining. At the center of the home is a sleek, open-concept chefs kitchen that anchors the main living spaces and flows effortlessly into a formal dining room and expansive gathering areas. Three gas fireplaces add warmth and architectural presence throughout.nAdditional highlights include central air conditioning, forced hot air heating, a three-car garage, and a dedicated game roomdesigned for both everyday living and hosting at scale. Tucked far off the road and surrounded by mature grounds, this private estate offers rare acreage, privacy, and volume, all within reach of Bay Shores conveniences. A turnkey property where size, setting, and style come together seamlessly. Montauk Hwy to 717

This updated 3-bedroom, 2-full-bath Multi-level offers a wonderful combination of charm, space, and opportunity to make it your own. The inviting living room features skylights that bring in natural light and a distinctive wood ceiling that adds warmth and architectural character. The dining room flows into a kitchen with classic wood cabinetry, providing a great starting point to personalize to your taste. All three bedrooms are generously sized with ample closet space. The full hall bath features a tub, while a charming den offers a versatile space for relaxing, working from home, or entertaining. A second full bath with shower and a convenient laundry closet add to the home's functionality. Additional features include a spacious one-car garage with excellent storage, an unfinished basement ready to be transformed into a recreation room or additional usable space, gas heat, a hot water tank, built-in wall air conditioning, and an in-ground sprinkler system. Major exterior updates include a new roof, siding, windows, front stoop, and driveway. With its unique character, flexible living spaces, and important updates already completed, this home is ready for its next chapter. Several rooms have beed virtually staged to help bring ideas and make it your own!

NO INTERIOR ACCESS OR SHOWINGS. OCCUPIED PROPERTY. PLEASE DO NOT DISTURB OCCUPANTS. Property is being sold strictly as is. CASH OFFERS ONLY. Because interior access is unavailable, information regarding the property’s condition, layout, room count, features, and other characteristics has been obtained from public/tax records and/or estimated where necessary. All information should be independently verified by the buyer and accuracy is not guaranteed.

Tucked away in the quiet, understated community of Lonelyville, this completely gut-renovated 2-bedroom, 2-bath Fire Island retreat is a sophisticated take on modern beach living, where elevated design, quality craftsmanship, and effortless coastal style come together just moments from both the bay and ocean. Set within one of Fire Island’s more peaceful enclaves and just steps from pristine white-sand beaches, the home offers a rare sense of tranquility while keeping the ocean at the heart of everyday island living. Ocean views can be enjoyed from both the main living area and kitchen, creating a constant connection to the natural beauty just beyond your door. Thoughtfully reimagined from top to bottom, the home pairs a clean, modern beach-chic aesthetic with materials selected for both beauty and longevity. Wood-look European porcelain plank tile flooring flows throughout, complemented by European frameless cabinetry, Carrara stone countertops, and a suite of Bosch appliances. Just off the kitchen, a rare dedicated laundry and pantry room provides exceptional storage and everyday functionality—an especially desirable luxury for island living. Both full bathrooms continue the home’s refined aesthetic with dramatic full-height, large-format porcelain panels, European-style frameless vanities, and stone countertops. A luxurious outdoor shower offers the quintessential Fire Island experience with an elevated finish. The home’s exterior is equally impressive, showcasing Ipe Brazilian hardwood decking, mahogany siding and railings, and multiple outdoor spaces designed to embrace island living. Crowning the property is a rare rooftop sun deck with electric and breathtaking 360-degree views stretching across the Great South Bay and Atlantic Ocean—a truly special vantage point to take in both spectacular sunrises over the ocean and unforgettable sunsets across the bay, with afternoon sun and panoramic island views in between. Beyond its design, the home has been comprehensively updated for modern comfort and efficiency, including all-new plumbing and electrical, 200-amp electric service, tankless instant hot water, and split systems providing both heating and air conditioning. These modern comforts extend the home’s usability well beyond the height of summer, allowing it to be enjoyed earlier in the spring and later into the fall season. Turnkey, thoughtfully designed, and finished with exceptional attention to detail, this Lonelyville retreat offers the best of modern luxury without losing the relaxed simplicity that makes Fire Island so special—a beautifully finished home ready to be enjoyed from the moment you arrive and throughout an extended island season.

Welcome to 139 N. Summit Avenue, ideally situated in the heart of Patchogue Village. Lovingly maintained by its original owner and recently updated, this inviting home offers a wonderful blend of comfort, charm, and convenience. Enjoy the natural beauty of nearby West Lake and Blezak Park, while being just moments from Patchogue Village’s vibrant downtown, known for its restaurants, boutique shopping, entertainment, and lively community atmosphere. A wonderful opportunity to enjoy all that Village living has to offer in one of Long Island’s most desirable downtown communities.

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!!

Welcome to 106 West Walk. Set on an expansive and exceptionally rare six-lot parcel, this one-story residence presents a remarkable opportunity to craft a truly bespoke Fire Island retreat in one of the island’s most naturally beautiful and private settings. Ideally situated in the desirable village of Saltaire and directly bordering the protected landscape of the Fire Island National Seashore between Saltaire and Kismet, the property offers a level of seclusion, tranquility, and uninterrupted natural beauty that is increasingly difficult to find. Surrounded by native vegetation, and preserved land, the setting evokes the timeless character of old Fire Island while still offering convenient access to the vibrant communities, beaches, restaurants, ferry access, and social amenities of both Saltaire and Kismet. The adjacent protected seashore land creates an extraordinary sense of openness and privacy, with sweeping natural vistas and a soothing backdrop. The existing residence encompasses approximately 1,500 square feet and currently offers four bedrooms and one-and-a-half baths, providing a solid foundation for renovation, expansion, or complete reimagination. The home’s flexible single-level layout lends itself to effortless beach living, while the oversized parcel opens the door to countless possibilities for customization. Whether envisioning a sophisticated modern coastal residence, a classic cedar-shingled beach house, or a relaxed compound designed for generations of summer memories, the property offers the scale and setting to bring virtually any vision to life. With six lots of land—a rarity in itself on Fire Island—the property offers expansive decking, exceptional outdoor entertaining spaces, lush landscaping, guest accommodations, or additional recreational amenities, all while maintaining an extraordinary sense of privacy and connection to nature. The sheer breadth of the parcel creates a feeling more akin to a private coastal estate than a traditional beach property. Offered for the first time in years, this is more than simply a home—it is a legacy property with limitless potential in one of Fire Island’s most coveted and tightly held locations. Combining size, privacy, protected surroundings, and unmatched opportunity, this is a rare chance to create a one-of-a-kind island sanctuary tailored entirely to your vision and lifestyle. Photos may include AI enhancements or virtual staging.

Enjoy country-club living in this fabulous three-bedroom, 2.5-bath townhouse in the sought-after gated community of Windcrest in Smithtown. The Dover model is the largest townhouse offered in this desirable community of 187 residences. The main level features an inviting living room with a gas fireplace, crown molding, and prefinished hardwood floors, seamlessly opening to the formal dining room. The bright kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a comfortable eating area overlooking the rear paver patio.A cozy den provides the perfect space to relax after a long day. The spacious primary suite features double-door entry, two walk-in closets, and an en-suite bath with a double-sink vanity and soaking tub. Two additional bedrooms provide ample space for family or guests, along with a full hall bath featuring a bathtub with shower, The lower level offers a partial finished basement with laminate flooring and direct access to the two-car garage. Residents of Windcrest enjoy an exceptional array of amenities, including a beautiful remodeled clubhouse with fitness center, saltwater pool, pickleball courts, and tennis court.. This is a wonderful opportunity to enjoy luxury, convenience, and resort-style living in the heart of Smithtown, close to local shopping, fine dining, area beaches, and Stony Brook University and Medical Center. Smithtown Schools

Welcome to this magnificent custom Colonial nestled at the end of a private cul-de-sac in Lake Grove. Set on an expansive .62-acre property, and this exceptional home blends elegance, comfort, and resort-style living. A grand entry foyer with marble floors, soaring vaulted ceilings and custom moldings, welcomes you into the beautifully appointed sun-filled interiors. The spacious gourmet kitchen features cherry cabinetry, granite countertops, center island, premium stainless-steel appliances and sliding glass doors that opens seamlessly to the outdoor deck creating an easy transition to a private backyard setting ideal for relaxing, entertaining, or enjoying the natural surroundings. This stunning residence offers 4 bedrooms, 2.5 baths, including an oversized first-floor primary en-suite with private deck access, spa-like bath, and generous out-fitted closets. The decorative staircase leads to the second level featuring 3 bedrooms and a full bath. Additional highlights include hardwood floors, fireplace, full basement with outside entrance, and a 3-car attached garage. Step outside to your private backyard oasis featuring custom pavers, deck, gazebo, and an in-ground pool (as is), all backing serene Pine Barrens Preserve for ultimate privacy. A rare opportunity to own an extraordinary home in a premier cul-de-sac location.

Experience refined living in this stunning expanded ranch, gracefully positioned on a cul-de-sac. Encompassing approximately 4,122 square feet of beautifully designed living space, thoughtfully designed with both elegance and comfort in mind, this exceptional residence offers 4 spacious bedrooms, 3 beautifully appointed full bathrooms, and 3 fireplaces that create warmth and sophistication throughout the home. The well-designed floor plan seamlessly blends inviting living spaces with effortless functionality, making it ideal for both everyday living and upscale entertaining. Additional amenities include a dedicated laundry room, natural gas utilities, and public sewer connection. Step outside to your own private resort-inspired oasis. The beautifully landscaped backyard is centered around a heated saltwater inground pool, offering the perfect setting for relaxing, entertaining guests, or enjoying peaceful outdoor living. Combining timeless style, premium amenities, and an exceptional cul-de-sac location, this remarkable home presents a rare opportunity to enjoy luxury living at its finest.

A wonderful opportunity to own the highly sought-after Greenwood model in Country Pointe, featuring two bedrooms, two and a half baths, perfectly positioned with a stand alone patio overlooking lush green space. This well-maintained three-story townhouse offers a one-car attached garage, full unfinished basement, and an inviting open-concept layout. The first level features beautiful hardwood floors throughout, and 9-foot ceilings The spacious living room is highlighted by crown molding and high-hat lighting, while the dining room overlooks the deck and has beautiful views of the rear green space. The inviting kitchen offers maple cabinetry, granite countertops, abundant counter space and storage, and a bright, sun-filled eat-in kitchen area. The second floor has a relaxing and inviting den, providing a versatile space to unwind, read, work from home, or enjoy quiet time. With its generous size and flexible layout, the den could also be converted into a third bedroom to accommodate changing lifestyle needs. The spacious primary bedroom features an en-suite bath and an oversized walk-in closet complete with a custom closet system. A second bedroom provides comfortable accommodations for family or guests and offers excellent flexibility. The full unfinished basement provides generous storage and the opportunity to be finished in the future for additional living space, recreation, or a home office. Enjoy the peaceful setting from your private patio overlooking beautifully landscaped green space. The attached one-car garage adds convenience, with additional community parking located nearby. The community is installing new roofs and gutters which will add significant value and provide peace of mind. Country Pointe offers true resort-style living with 24 hour gated security, heated saltwater pool, clubhouse, fitness center, tennis and pickle ball courts, playground and beautifully maintained grounds. The community is centrally located to area shopping, fine restaurants, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

Welcome to this charming expanded ranch, ideally situated mid-block in a desirable location! This home offers a comfortable and versatile layout featuring an updated kitchen, four bedrooms, and one full bath. One of the bedrooms can easily serve as a bonus room, home office, den, or playroom to suit your needs. A two-car garage provides added convenience and storage, while the private backyard offers a wonderful space for relaxing, entertaining, and enjoying the outdoors. With its flexible living space and inviting setting, this home presents a wonderful opportunity to make it your own!

Water Island Awaits. A private oceanfront retreat tucked between Fire Island Pines and Davis Park, Water Island is one of Fire Island’s most secluded and distinctive enclaves, with just 48 homes bordering the protected Fire Island National Seashore. Here, the rhythm of the ocean creates a unique sense of remoteness and natural beauty, while New York City remains within easy reach. Set directly along the Atlantic, this remarkable one-bedroom residence is an intimate architectural retreat designed to embrace its natural surroundings. Designed by acclaimed architect Scott Bromley of Bromley Caldari Architects, the Main House draws inspiration from the organic craftsmanship of George Nakashima and Hans Wegner, pairing modernist simplicity with an exceptional warmth of natural materials. Throughout the approximately 1,500-square-foot residence, clear cedar, European oak, mahogany, and other finely crafted woods create a refined yet deeply relaxed coastal aesthetic. Whitewashed clear cedar tongue-and-groove walls are accented with hardwood detailing, while solid wood doors, custom wood veneer cabinetry, and a sculptural custom staircase add layers of craftsmanship throughout the home. The result is architecture that feels both sophisticated and completely at home in its dune setting. The first floor is devoted to a serene private en-suite, with spa-like bathing spaces featuring custom cabinetry, Dale Rogers Ammonite stone countertops, custom cast-concrete sinks, and a seamless connection to the outdoors. A private concrete collaborative outdoor plunge pool is framed by a cedar slatted privacy barrier, creating an intimate place to unwind. Indoor and outdoor overhead rain showers offer the quintessential Fire Island experience, with the two spaces seamlessly connected yet privately separated by an elegant sliding glass door. Upstairs, the home opens dramatically to the landscape. Floor-to-ceiling windows and an expansive ocean-facing glass door blur the boundary between indoors and out. Beneath a dramatic cathedral ceiling, the ocean becomes the defining backdrop, while an oversized Noguchi pendant floats overhead as a sculptural focal point. The chef’s kitchen continues the home’s thoughtful material palette with custom-fabricated wood veneer cabinetry, Caesarstone countertops, and a suite of premium Wolf, Sub-Zero, and Miele appliances. The open living and dining areas flow naturally onto expansive mahogany decks, where the ocean and surrounding dunes become part of everyday life. The Home features a clear cedar clapboard exterior and distinctive wood-framed Reilly windows and doors. A standing-seam Invarimate metal roof completes the exterior, reflecting the same thoughtful craftsmanship and attention to detail found throughout the interiors. Every material was chosen to complement the surrounding landscape while creating a home that feels both refined and deeply connected to its coastal setting. Here, architecture, natural materials, and the beauty of Water Island come together to create an exceptional private retreat. Also offered separately: The adjacent property is also available for purchase under a separate MLS listing (#1052186) 1 West Walk ($3M). Buyers interested in both properties are encouraged to review the separate listing for additional details (#910335) 0 Charach & 1 West Walk ($5.2M).

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.

Welcome to this spacious high ranch, beautifully situated on a generous quarter-acre in the desirable Hamlet of St. James. A paver-stone driveway and matching front walkway provide excellent curb appeal, while the expansive driveway offers ample parking for multiple vehicles. Inside, you’ll find a freshly painted home featuring hardwood floors throughout the main level. The first floor offers a spacious living room and dining room with vaulted ceilings, creating an open and inviting atmosphere. The thoughtfully designed layout is ideal for multigenerational living, with three bedrooms and a remodeled bathroom on the main floor. The bathroom features an oversized walk-in shower with a glass enclosure, a wood vanity, and convenient access from both the primary bedroom and the hallway. The lower level includes two additional bedrooms, a full bath, and a large recreation room. It also offers a private entrance, providing flexibility for extended family, guests, or additional living space. The updated kitchen features recently remodeled cabinetry and new flooring, and opens directly to a spacious composite deck overlooking the private rear yard—perfect for outdoor dining, entertaining, or relaxing. With its versatile layout, generous property, vaulted ceilings, and excellent indoor-outdoor living spaces, this home offers comfort and flexibility. Conveniently located near local shopping, fine dining, area beaches, LIRR and Stony Brook University and Medical Center. Smithtown Schools

A truly irreplaceable waterfront estate where timeless craftsmanship meets exceptional luxury. Originally built in 1928 and completely reconstructed in 1993/1994, this remarkable 5,700 sq. ft. residence is set on a private half-acre of deep-water waterfront in coveted West Islip, just minutes from Babylon Village & LIRR Main Line station. With incredibly low taxes, flood insurance under $1,500 per year, and grandfathered features that could never be approved under today's zoning, DEC, and New York State regulations, this is a once-in-a-generation offering. Designed for the discerning waterfront lifestyle, the property features a legal detached guest cottage complete with a studio apartment, full bath, washer/dryer, separate electric meter, and private waterfront deck—ideal for guests, extended family, or income-producing opportunities. Boating enthusiasts will appreciate two protected 35-foot boat piers with full pier walls, five oversized boat slips, 40 feet of private beach, deep water directly behind the property, and an unbeatable location just 500 feet from the open Great South Bay—eliminating the long canal runs found at most waterfront homes. Spanning three full levels of beautifully appointed living space, the 16-room main residence offers seven spacious bedrooms and 3.5 baths. Rich architectural details include exquisite original moldings, stunning 5/4 oak flooring, recessed lighting throughout, and meticulously restored circa-1930s light fixtures rewired for modern living. The luxurious primary suite opens through French doors to a private balcony overlooking the heated saltwater Gunite pool and tranquil river. A dramatic second-floor office boasts soaring 15-foot ceilings and sweeping views of the Great South Bay, while the expansive third-floor entertaining level features a custom wet bar, creating the ultimate game room and gathering space. The outdoor living experience is equally spectacular. Reconstructed in 2021, the commercial-grade heated Gunite pool features a saltwater system and is surrounded by an expansive entertaining area with a built-in Jacuzzi, cascading waterfall, river rock wall, and an oversized covered porch designed for effortless indoor-outdoor living. Westerly exposure delivers breathtaking sunset views over the water, while the rare absence of rear neighbors provides exceptional privacy. Recent improvements include Polyglass siding, ductless air conditioning, rebuilt decks and terrace, LED exterior lighting, and a beautifully renovated primary bathroom completed in 2025. Additional highlights include an eight-camera security system, a cobblestone driveway accommodating six vehicles, a two-car-deep garage, and rental income from the guest cottage to help offset carrying costs. Properties of this caliber simply cannot be recreated. Combining historic character, modern luxury, irreplaceable waterfront amenities, extraordinary boating access, and an unrivaled location, this is one of West Islip's most exceptional waterfront estates.