West Islip Homes with Cul-De-Sac Lot features

Welcome to West Islip, a charming gem nestled in the heart of Suffolk County, New York. This picturesque town is renowned for its tranquil suburban atmosphere, making it an ideal haven for families and professionals alike. With its close proximity to the beautiful South Shore beaches, lush parks, and vibrant local amenities, West Islip offers the perfect blend of relaxation and convenience.

One of the standout features of homes in West Islip is the abundance of properties situated on serene cul-de-sac lots. These peaceful streets provide a safe and quiet environment, perfect for children to play and families to gather. Living on a cul-de-sac fosters a strong sense of community, as neighbors often become friends, creating a welcoming atmosphere that enhances the quality of life.

Many of these homes boast spacious yards and beautiful landscaping, allowing residents to enjoy outdoor living at its finest. Whether you’re hosting summer barbecues, gardening, or simply unwinding with a good book, the expansive spaces found in cul-de-sac properties offer endless possibilities for enjoyment and relaxation.

West Islip is not just about beautiful homes; it’s also a community rich in culture and recreation. Residents can explore local parks, enjoy waterfront activities, and indulge in the diverse dining options available. With highly-rated schools and easy access to major roadways, commuting to nearby cities is a breeze.

Discover the charm of West Islip and the tranquility of cul-de-sac living. Your dream home awaits in this idyllic corner of New York!

Newest West Islip Homes with Cul-De-Sac Lot features

$1,699,000

4 Beds ⋅ 3 Baths ⋅ 1032133 MLS

Welcome to 851 W Bay Drive, West Islip—a stunning new construction waterfront home where modern luxury meets effortless coastal living. Thoughtfully designed with approximately 2,200 square feet of living space, this 4-bedroom, 2.5-bath residence offers exceptional craftsmanship, stylish finishes, and breathtaking water views. The open-concept floor plan is highlighted by hardwood floors throughout and an abundance of natural light, creating a warm and inviting atmosphere. At the heart of the home, the spacious living area features one of two elegant fireplaces, seamlessly flowing into the dining area and gourmet kitchen—perfect for both everyday living and entertaining. Upstairs, the luxurious primary suite serves as a private retreat, complete with the home’s second fireplace, a beautifully appointed en-suite bath, and generous closet space. Three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your own waterfront oasis, featuring a brand-new bulkhead, a spacious Trex deck, and a lush backyard with plenty of green space to relax, entertain, or enjoy the serene setting. Whether you’re boating, hosting summer gatherings, or simply taking in the peaceful views, this property delivers the best of Long Island waterfront living. Additional highlights include a two-car attached garage, premium finishes throughout, and the peace of mind that comes with brand-new construction. Experience the perfect blend of luxury, comfort, and waterfront lifestyle at 851 W Bay Drive.

851 W Bay Drive, West Islip

$1,799,999

7 Beds ⋅ 5 Baths ⋅ 1026344 MLS

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.

230 W Islip Road, West Islip

$735,000

4 Beds ⋅ 2 Baths ⋅ 1026795 MLS

73 Cherokee Avenue -West Islip, NY 11795. 4 Bedroom High Ranch on a quiet, low traffic, closed end street. Welcoming Neighborhood located just minutes to beaches, parks and commuter transportation. Highly Rated West Islip Union Free School District-Nearby Private Schools. Ideal floorplan for In-law suite.

73 Cherokee Avenue, West Islip

$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

$649,999

5 Beds ⋅ 2 Baths ⋅ 965759 MLS

14 Willoughby Place in West Islip, is in a desirable South of Montauk Highway location, this 4-5 bedroom Cape Cod-style home sits on an ultra-private cul-de-sac and offers a unique opportunity for multi-generational living. Conveniently positioned just 1.3 miles from the Babylon Village LIRR station and major thoroughfares, this home is ideal for commuters.

14 Willoughby Place, West Islip

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 953018 MLS

This well-appointed waterfront home blends timeless elegance with relaxed coastal living, offering a versatile and inviting layout designed for both everyday comfort and gracious entertaining. From the moment you enter, the home welcomes you with a sense of warmth and space, thoughtfully arranged to maximize flow and functionality. The dining room sets the stage for memorable gatherings, while the sun-filled living room provides a comfortable retreat to unwind and enjoy the surrounding ambiance. A separate den adds valuable flexibility, perfect for a home office, media room, or cozy escape. At the heart of the home is the newly renovated kitchen, beautifully designed to impress even the most discerning chef. Featuring top-of-the-line Viking appliances, refined finishes, and a modern yet timeless aesthetic, this space effortlessly combines style with exceptional functionality, making it ideal for both casual meals and elevated entertaining. An added in-law space enhances the home’s appeal, offering privacy and convenience for extended guests, while the two-car garage provides ample room for parking and storage. Outdoors, the home boasts approximately 90 feet of bulkheading with private docking, and is located just four homes from the open bay, offering beautiful water views and quick, direct access for boating, kayaking, and true waterfront living. Enjoy tranquil surroundings, refreshing bay breezes, and the ultimate coastal lifestyle right from your own backyard.

230 Sequams Lane Center, West Islip

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.